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$3,299,000

Welcome to your island escape in the highly sought-after Bradenton Beach area of Anna Maria Island - just steps from the sugar-white sands and turquoise waters of the Gulf. Perfectly positioned within a short stroll to the iconic Bridge Street Pier, vibrant bars, boutique shops, and top-rated restaurants on Bridge Street, this custom-built luxury home offers the ultimate blend of location, lifestyle, and income potential . This stunning 7-bedroom, 6.5-bathroom pool home was thoughtfully designed for both comfort and entertaining. The open-concept living area showcases high-end finishes, abundant natural light, and seamless indoor-outdoor flow. Step outside to your private tropical oasis, complete with a heated saltwater pool and spa, surrounded by generous outdoor lounging space - perfect for relaxing after a day at the beach or unwinding under the stars. Take in breathtaking island sunsets from the expansive rooftop terrace, offering panoramic views and the perfect setting for evening gatherings. Additional highlights include a 3-car garage, ample storage, and premium craftsmanship throughout. Currently operating as a successful vacation rental, this property offers excellent investment potential and can be sold fully furnished for a seamless turnkey opportunity. This house is in one of the few areas on the Island that allows for nightly rentals! Whether you're seeking a luxury primary residence, second home, or income-producing coastal retreat, this exceptional Anna Maria Island property delivers the best of island living - just steps from the beach and the heart of Bridge Street.

7 Beds ⋅ 7 Baths ⋅ Bay Manor Pb7/23 SubDv. ⋅ 34217 Zip Code

Welcome to your island escape in the highly sought-after Bradenton Beach area of Anna Maria Island - just steps from the sugar-white sands and turquoise waters of the Gulf. Perfectly positioned within a short stroll to the iconic Bridge Street Pier, vibrant bars, boutique shops, and top-rated restaurants on Bridge Street, this custom-built luxury home offers the ultimate blend of location, lifestyle, and income potential . This stunning 7-bedroom, 6.5-bathroom pool home was thoughtfully designed for both comfort and entertaining. The open-concept living area showcases high-end finishes, abundant natural light, and seamless indoor-outdoor flow. Step outside to your private tropical oasis, complete with a heated saltwater pool and spa, surrounded by generous outdoor lounging space - perfect for relaxing after a day at the beach or unwinding under the stars. Take in breathtaking island sunsets from the expansive rooftop terrace, offering panoramic views and the perfect setting for evening gatherings. Additional highlights include a 3-car garage, ample storage, and premium craftsmanship throughout. Currently operating as a successful vacation rental, this property offers excellent investment potential and can be sold fully furnished for a seamless turnkey opportunity. This house is in one of the few areas on the Island that allows for nightly rentals! Whether you're seeking a luxury primary residence, second home, or income-producing coastal retreat, this exceptional Anna Maria Island property delivers the best of island living - just steps from the beach and the heart of Bridge Street.

100 12th Street N, Bradenton Beach

$3,490,000

Beachfront Bliss – Gulf Views from Every Angle! Just one house from the beach, this 4-bedroom, 4-bath coastal stunner delivers postcard-perfect Gulf views straight from the kitchen sink—yes, you’ll actually smile while scrubbing plates! Natural light throughout, high ceilings, 2 sided fireplace, wet bar in the living room, open living area that flows into a chef’s kitchen. Stainless steel appliances, gas stove, double ovens and more! The coastal chic blue countertops and tile throughout for easy beach sand clean up! Step outside to your wrap around balcony to dine and enjoy the gulf breeze. Backyard features your private heated pool that includes a sun shelf. All the bedrooms are spacious and have their own privacy. The primary suite is upstairs with even better views of the Gulf to wake up to. Enjoy your private balcony AND a spiral staircase leading up to the roof top deck, ideal to watch sunsets and dolphins jump in the water. Master bathroom has a huge walk-in shower, soak in tub, dual sinks and a large walk-in closet that includes a safe. The location is central to the island, close to everything and very convenient. 30 day minimum rental period. One house away from the Gulf, this may be the island’s best-kept secret!

4 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Beachfront Bliss – Gulf Views from Every Angle! Just one house from the beach, this 4-bedroom, 4-bath coastal stunner delivers postcard-perfect Gulf views straight from the kitchen sink—yes, you’ll actually smile while scrubbing plates! Natural light throughout, high ceilings, 2 sided fireplace, wet bar in the living room, open living area that flows into a chef’s kitchen. Stainless steel appliances, gas stove, double ovens and more! The coastal chic blue countertops and tile throughout for easy beach sand clean up! Step outside to your wrap around balcony to dine and enjoy the gulf breeze. Backyard features your private heated pool that includes a sun shelf. All the bedrooms are spacious and have their own privacy. The primary suite is upstairs with even better views of the Gulf to wake up to. Enjoy your private balcony AND a spiral staircase leading up to the roof top deck, ideal to watch sunsets and dolphins jump in the water. Master bathroom has a huge walk-in shower, soak in tub, dual sinks and a large walk-in closet that includes a safe. The location is central to the island, close to everything and very convenient. 30 day minimum rental period. One house away from the Gulf, this may be the island’s best-kept secret!

105 49th Street, Holmes Beach

$1,475,000

Welcome to your slice of paradise on beautiful Anna Maria Island! This 3-bedroom, 2-bath island retreat is ideally located just 2.5 blocks from the sugar-sand beaches of the Gulf of Mexico, offering the ultimate coastal lifestyle in one of Florida’s most sought-after destinations. Designed for relaxation and entertaining, the home features an amazing ground-level pool with spa — your own private tropical oasis perfect for soaking up the Florida sunshine or unwinding after a day at the beach. The spacious layout comfortably accommodates family and guests, making every stay feel like a vacation. Enjoy being within walking distance to all that Anna Maria has to offer — charming local shops, great dining, grocery options, and more. Leave the car behind and embrace the true island lifestyle. In addition to being a wonderful personal getaway or primary residence, this property is a great rental home with strong appeal to vacationers seeking location, comfort, and exceptional outdoor living. Its proximity to the beach, walkability, and desirable pool/spa amenities make it highly attractive for short-term rental opportunities. Whether you're looking for an island escape, investment property, or both — this home delivers the very best of Anna Maria Island. Come live your Anna Maria Life!

3 Beds ⋅ 2 Baths ⋅ Haverkos Court SubDv. ⋅ 34217 Zip Code

Welcome to your slice of paradise on beautiful Anna Maria Island! This 3-bedroom, 2-bath island retreat is ideally located just 2.5 blocks from the sugar-sand beaches of the Gulf of Mexico, offering the ultimate coastal lifestyle in one of Florida’s most sought-after destinations. Designed for relaxation and entertaining, the home features an amazing ground-level pool with spa — your own private tropical oasis perfect for soaking up the Florida sunshine or unwinding after a day at the beach. The spacious layout comfortably accommodates family and guests, making every stay feel like a vacation. Enjoy being within walking distance to all that Anna Maria has to offer — charming local shops, great dining, grocery options, and more. Leave the car behind and embrace the true island lifestyle. In addition to being a wonderful personal getaway or primary residence, this property is a great rental home with strong appeal to vacationers seeking location, comfort, and exceptional outdoor living. Its proximity to the beach, walkability, and desirable pool/spa amenities make it highly attractive for short-term rental opportunities. Whether you're looking for an island escape, investment property, or both — this home delivers the very best of Anna Maria Island. Come live your Anna Maria Life!

205 Haverkos Court, Holmes Beach

$2,950,000

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

4 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

605 N Point Drive, Holmes Beach

$649,900

Rarely available and fully reimagined, this ground-level 2-bedroom, 1-bathroom condo at the award-winning Tortuga Inn Beach Resort offers a sophisticated coastal retreat. Following a comprehensive 2025 remodel, the residence now features a modern aesthetic that perfectly complements its prime Anna Maria Island location. The open-concept floor plan flows seamlessly from the living area to a private courtyard, creating an ideal sanctuary for al fresco dining and relaxation. Inside, the kitchen is a standout with brand-new appliances, elegant countertops, a breakfast bar, and updated cabinetry. Both bedrooms are generously proportioned with ample closet space, and the unit comes turnkey furnished, making it a seamless transition for a primary residence or a high-performing investment. With a solid rental history and future reservations already on the books, this property is as practical as it is beautiful. Residents are just a short walk from the world-renowned white sands of Anna Maria and a five-minute stroll from local boutique shops and restaurants.

2 Beds ⋅ 1 Baths ⋅ Tortuga Condo SubDv. ⋅ 34217 Zip Code

Rarely available and fully reimagined, this ground-level 2-bedroom, 1-bathroom condo at the award-winning Tortuga Inn Beach Resort offers a sophisticated coastal retreat. Following a comprehensive 2025 remodel, the residence now features a modern aesthetic that perfectly complements its prime Anna Maria Island location. The open-concept floor plan flows seamlessly from the living area to a private courtyard, creating an ideal sanctuary for al fresco dining and relaxation. Inside, the kitchen is a standout with brand-new appliances, elegant countertops, a breakfast bar, and updated cabinetry. Both bedrooms are generously proportioned with ample closet space, and the unit comes turnkey furnished, making it a seamless transition for a primary residence or a high-performing investment. With a solid rental history and future reservations already on the books, this property is as practical as it is beautiful. Residents are just a short walk from the world-renowned white sands of Anna Maria and a five-minute stroll from local boutique shops and restaurants.

1325 Gulf Drive N Unit 125, Bradenton Beach

$2,699,000

Own the sunset and step into a lifestyle buyers dream about—and renters actively seek out. Just moments from the Gulf, this stunning 6-bedroom, 4.5-bath coastal retreat delivers the perfect blend of luxury, comfort, and exceptional income potential. Designed to host and impress, the home lives like a private resort. Outside, guests are drawn to the resort-style pool with a sun shelf, a relaxing hot tub, and a tranquil waterfall feature. The outdoor bar and expansive patio create an effortless entertaining space, while the rooftop deck offers unforgettable Gulf-view sunsets that elevate every stay. Inside, the bright, open-concept design is made for connection, comfortably accommodating large groups, families, or vacation guests. High-end finishes meet relaxed coastal style, creating a space that feels both upscale and welcoming—exactly what today’s buyers and renters are looking for. Whether you're building a strong vacation rental portfolio or securing your own coastal escape, this property stands out as a high-demand, memory-making destination with proven appeal.

6 Beds ⋅ 5 Baths ⋅ Jones Sub SubDv. ⋅ 34217 Zip Code

Own the sunset and step into a lifestyle buyers dream about—and renters actively seek out. Just moments from the Gulf, this stunning 6-bedroom, 4.5-bath coastal retreat delivers the perfect blend of luxury, comfort, and exceptional income potential. Designed to host and impress, the home lives like a private resort. Outside, guests are drawn to the resort-style pool with a sun shelf, a relaxing hot tub, and a tranquil waterfall feature. The outdoor bar and expansive patio create an effortless entertaining space, while the rooftop deck offers unforgettable Gulf-view sunsets that elevate every stay. Inside, the bright, open-concept design is made for connection, comfortably accommodating large groups, families, or vacation guests. High-end finishes meet relaxed coastal style, creating a space that feels both upscale and welcoming—exactly what today’s buyers and renters are looking for. Whether you're building a strong vacation rental portfolio or securing your own coastal escape, this property stands out as a high-demand, memory-making destination with proven appeal.

130 50th Street, Holmes Beach

$7,985,000

Experience the pinnacle of waterfront living in this extraordinary custom bayfront estate, offered fully turn-key and professionally decorated. Encompassing 6,000 square feet of living space and 8,747 square feet under roof, this architectural masterpiece delivers breathtaking 360-degree panoramic views of the Gulf of Mexico and The Inter Coastal Water Way,through dramatic floor-to-ceiling glass walls. Designed for both grand entertaining and relaxed coastal living, the residence features 7 spacious bedrooms, 5 full bathrooms, and 2 half baths. Two fully equipped gourmet kitchens showcase solid wood custom cabinetry, striking tile backsplashes, oversized marble countertops with expansive islands, and high-end stainless-steel appliances, including gas ranges—perfect for hosting family and guests with ease. The luxurious primary suite offers a serene retreat with an elegant en-suite bath, complete with a soaking tub and walk-in steam shower. Additional highlights include an elevator, private theater room and a game room with pool table, creating exceptional indoor entertainment spaces. Outdoor living is elevated to resort caliber with expansive balconies featuring a built-in outdoor kitchen, bar, and dining area—ideal for sunset gatherings. The spectacular heated pool boasts a waterfall feature, sun shelf, and a spa with custom lighting, all overlooking tranquil bay waters. Boating enthusiasts will appreciate the private dock, two boat lifts, and jet ski lift, while a rooftop deck offers yet another vantage point for unforgettable views and stargazing. Recent upgrades include five new central HVAC systems, new flooring, new garage doors, new poolside tile, fresh interior and exterior paint, designer wallpaper, updated light fixtures, and new washer and dryer—ensuring effortless, worry-free ownership. This property is ideally suited for weekly short-term rentals, offering a rare opportunity to combine luxury ownership with strong income potential. Its premier bayfront location, expansive sleeping capacity, resort style amenities, and turnkey, professionally decorated interiors make it highly desirable for high end vacation rentals and multi-family retreats on Anna Maria Island. This is a rare opportunity to own a one-of-a- kind luxury home with timeless design, modern upgrades, and unparalleled water views converge.

7 Beds ⋅ 7 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code

Experience the pinnacle of waterfront living in this extraordinary custom bayfront estate, offered fully turn-key and professionally decorated. Encompassing 6,000 square feet of living space and 8,747 square feet under roof, this architectural masterpiece delivers breathtaking 360-degree panoramic views of the Gulf of Mexico and The Inter Coastal Water Way,through dramatic floor-to-ceiling glass walls. Designed for both grand entertaining and relaxed coastal living, the residence features 7 spacious bedrooms, 5 full bathrooms, and 2 half baths. Two fully equipped gourmet kitchens showcase solid wood custom cabinetry, striking tile backsplashes, oversized marble countertops with expansive islands, and high-end stainless-steel appliances, including gas ranges—perfect for hosting family and guests with ease. The luxurious primary suite offers a serene retreat with an elegant en-suite bath, complete with a soaking tub and walk-in steam shower. Additional highlights include an elevator, private theater room and a game room with pool table, creating exceptional indoor entertainment spaces. Outdoor living is elevated to resort caliber with expansive balconies featuring a built-in outdoor kitchen, bar, and dining area—ideal for sunset gatherings. The spectacular heated pool boasts a waterfall feature, sun shelf, and a spa with custom lighting, all overlooking tranquil bay waters. Boating enthusiasts will appreciate the private dock, two boat lifts, and jet ski lift, while a rooftop deck offers yet another vantage point for unforgettable views and stargazing. Recent upgrades include five new central HVAC systems, new flooring, new garage doors, new poolside tile, fresh interior and exterior paint, designer wallpaper, updated light fixtures, and new washer and dryer—ensuring effortless, worry-free ownership. This property is ideally suited for weekly short-term rentals, offering a rare opportunity to combine luxury ownership with strong income potential. Its premier bayfront location, expansive sleeping capacity, resort style amenities, and turnkey, professionally decorated interiors make it highly desirable for high end vacation rentals and multi-family retreats on Anna Maria Island. This is a rare opportunity to own a one-of-a- kind luxury home with timeless design, modern upgrades, and unparalleled water views converge.

110 10th Street S, Bradenton Beach

$2,750,000

Now Priced to Be the Obvious Choice in Key Royale. Welcome to 634 Key Royale Drive, a beautifully maintained turnkey furnished, elevated waterfront home offering over 3,020 square feet of refined coastal living with quick boating access to Tampa Bay and the Gulf. Built in 2011, this newer construction home combines quality craftsmanship, peace of mind, and the waterfront lifestyle in one of Anna Maria Island's most desirable neighborhoods. Designed for boating and entertaining, the bright, open floor plan flows seamlessly through French doors to a private outdoor retreat featuring a heated pool, Trex dock, 10,000-pound boat lift, jet ski lift, and beautiful canal views. Whether you're heading out for a day on Tampa Bay, exploring the Gulf, or simply relaxing poolside, this home is designed to make the most of island living. A private artesian well helps maintain the lush tropical landscaping while reducing irrigation costs. Inside, recent upgrades include new quartz countertops in the kitchen, two brand-new HVAC systems, Icynene spray-foam insulation, and two Rinnai tankless water heaters, creating a comfortable and energy-efficient home. The spacious primary suite overlooks the canal and features dual vanities, a soaking tub, and custom port windows, while three additional guest bedrooms and two full baths provide plenty of space for family and guests. Built with impact-rated windows and doors and elevated construction that has experienced no storm damage to date, this home offers the confidence today's buyers are looking for. The oversized garage with 12-foot ceilings and a 9-foot door easily accommodates a boat, golf cart, workshop, or additional storage. Now offered at $2,750,000, this is one of the best opportunities to own a newer, elevated waterfront home in Key Royale. While many waterfront homes on the island were built decades earlier, this residence delivers the advantages of newer construction, modern systems, elevated design, immediate boating access, and the convenience of a turnkey furnished home that's ready to enjoy from day one. Located just minutes from the beach, Key Royale Club, restaurants, shopping, and everything Anna Maria Island has to offer—yet tucked away on a quiet canal—this property delivers the ideal combination of boating, comfort, and coastal living. Vacant and easy to show—schedule your private tour today.

4 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Now Priced to Be the Obvious Choice in Key Royale. Welcome to 634 Key Royale Drive, a beautifully maintained turnkey furnished, elevated waterfront home offering over 3,020 square feet of refined coastal living with quick boating access to Tampa Bay and the Gulf. Built in 2011, this newer construction home combines quality craftsmanship, peace of mind, and the waterfront lifestyle in one of Anna Maria Island's most desirable neighborhoods. Designed for boating and entertaining, the bright, open floor plan flows seamlessly through French doors to a private outdoor retreat featuring a heated pool, Trex dock, 10,000-pound boat lift, jet ski lift, and beautiful canal views. Whether you're heading out for a day on Tampa Bay, exploring the Gulf, or simply relaxing poolside, this home is designed to make the most of island living. A private artesian well helps maintain the lush tropical landscaping while reducing irrigation costs. Inside, recent upgrades include new quartz countertops in the kitchen, two brand-new HVAC systems, Icynene spray-foam insulation, and two Rinnai tankless water heaters, creating a comfortable and energy-efficient home. The spacious primary suite overlooks the canal and features dual vanities, a soaking tub, and custom port windows, while three additional guest bedrooms and two full baths provide plenty of space for family and guests. Built with impact-rated windows and doors and elevated construction that has experienced no storm damage to date, this home offers the confidence today's buyers are looking for. The oversized garage with 12-foot ceilings and a 9-foot door easily accommodates a boat, golf cart, workshop, or additional storage. Now offered at $2,750,000, this is one of the best opportunities to own a newer, elevated waterfront home in Key Royale. While many waterfront homes on the island were built decades earlier, this residence delivers the advantages of newer construction, modern systems, elevated design, immediate boating access, and the convenience of a turnkey furnished home that's ready to enjoy from day one. Located just minutes from the beach, Key Royale Club, restaurants, shopping, and everything Anna Maria Island has to offer—yet tucked away on a quiet canal—this property delivers the ideal combination of boating, comfort, and coastal living. Vacant and easy to show—schedule your private tour today.

634 Key Royale Drive, Holmes Beach

$1,199,000

STORM RESILIENT TURNKEY DUPLEX | 12-YEAR ESTABLISHED RENTAL | STRATEGIC PRICE ADJUSTMENT THE OPPORTUNITY - Earns $100K gross with a partially blocked calendar (approx. 100 days blocked each year). New owners have untapped profit potential. Positioned below recent comparable sales, a comprehensive 5-year data performance package is fully compiled and ready for immediate investor due diligence. Backed by a 12-year operational history, this highly seasoned income property has a consistent, documented track record. THE PROPERTY & LAYOUT - Proven coastal resilience and true turnkey operations on Anna Maria Island. Built to modern elevated standards, this premier duplex has successfully navigated storm seasons over the past 12 years with no insurance claims filed. Continually refreshed, offered fully turnkey and optimized for immediate revenue generation, this mirrored multi-family property features two separate 2BR/1.5BA units (4BR/4BA total, 1,624 sq ft) in Bradenton Beach transient rental district, allowing less than week long stays. Consistently a guest favorite with high reviews and over 1000 stays. The unique "Back-to-Back" layout provides a distinct advantage over traditional side-by-side duplexes, offering guests a premium "Private Residence" feel that drives longer average stays and higher nightly rates. LOW-MAINTENANCE, RENTAL-READY FEATURES: -- Maximum Guest Privacy: Completely separate amenities for each individual unit, including independent laundry facilities, private balconies, and dedicated parking spaces. -- Ample Clearance & Storage: Massive clear-span under-building parking for vehicles, boats, or golf carts, alongside secure owner lock-up storage. -- Prime Location: Steps to Gulf beaches, local dining, and historic Bridge Street. Owners are retiring and looking to turn over this beautiful, profitable investment to new owners looking for business and fun combined.

4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

STORM RESILIENT TURNKEY DUPLEX | 12-YEAR ESTABLISHED RENTAL | STRATEGIC PRICE ADJUSTMENT THE OPPORTUNITY - Earns $100K gross with a partially blocked calendar (approx. 100 days blocked each year). New owners have untapped profit potential. Positioned below recent comparable sales, a comprehensive 5-year data performance package is fully compiled and ready for immediate investor due diligence. Backed by a 12-year operational history, this highly seasoned income property has a consistent, documented track record. THE PROPERTY & LAYOUT - Proven coastal resilience and true turnkey operations on Anna Maria Island. Built to modern elevated standards, this premier duplex has successfully navigated storm seasons over the past 12 years with no insurance claims filed. Continually refreshed, offered fully turnkey and optimized for immediate revenue generation, this mirrored multi-family property features two separate 2BR/1.5BA units (4BR/4BA total, 1,624 sq ft) in Bradenton Beach transient rental district, allowing less than week long stays. Consistently a guest favorite with high reviews and over 1000 stays. The unique "Back-to-Back" layout provides a distinct advantage over traditional side-by-side duplexes, offering guests a premium "Private Residence" feel that drives longer average stays and higher nightly rates. LOW-MAINTENANCE, RENTAL-READY FEATURES: -- Maximum Guest Privacy: Completely separate amenities for each individual unit, including independent laundry facilities, private balconies, and dedicated parking spaces. -- Ample Clearance & Storage: Massive clear-span under-building parking for vehicles, boats, or golf carts, alongside secure owner lock-up storage. -- Prime Location: Steps to Gulf beaches, local dining, and historic Bridge Street. Owners are retiring and looking to turn over this beautiful, profitable investment to new owners looking for business and fun combined.

2504 Avenue B, Bradenton Beach

$769,000

Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.

2 Beds ⋅ 3 Baths ⋅ Anna Maria Island Club SubDv. ⋅ 34217 Zip Code

Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.

101 66th Street Unit 6, Holmes Beach

$1,065,000

Experience the peak of coastal living in this fully turnkey, elevated residence, where the rhythm of the Gulf of Mexico meets refined island design. Offered completely furnished and move-in ready, this two-bedroom, two-bathroom home allows for an immediate transition into the Bradenton Beach shoreline experience. The interior is bathed in natural light, highlighting an open-concept layout with a designer kitchen featuring granite countertops, a custom tile backsplash, and stainless steel appliances. Both bathrooms have been elegantly updated with modern stone finishes and contemporary fixtures. Outside, a sprawling wrap-around deck offers an expansive venue for sunset views and open-air relaxation. The ground level provides significant versatility with a large, covered area for secure parking and storage, alongside a private, fenced retreat featuring a personal spa. With rare commercial zoning, this property offers exceptional potential as a primary residence, a seasonal escape, or a high-performance investment. From the meticulously curated decor to the updated systems, every detail is in place for the next owner to simply arrive and enjoy.

2 Beds ⋅ 2 Baths ⋅ Mira Mar Sub SubDv. ⋅ 34217 Zip Code

Experience the peak of coastal living in this fully turnkey, elevated residence, where the rhythm of the Gulf of Mexico meets refined island design. Offered completely furnished and move-in ready, this two-bedroom, two-bathroom home allows for an immediate transition into the Bradenton Beach shoreline experience. The interior is bathed in natural light, highlighting an open-concept layout with a designer kitchen featuring granite countertops, a custom tile backsplash, and stainless steel appliances. Both bathrooms have been elegantly updated with modern stone finishes and contemporary fixtures. Outside, a sprawling wrap-around deck offers an expansive venue for sunset views and open-air relaxation. The ground level provides significant versatility with a large, covered area for secure parking and storage, alongside a private, fenced retreat featuring a personal spa. With rare commercial zoning, this property offers exceptional potential as a primary residence, a seasonal escape, or a high-performance investment. From the meticulously curated decor to the updated systems, every detail is in place for the next owner to simply arrive and enjoy.

111 9th Street N, Bradenton Beach

$699,000

One-of-a-kind Holmes Beach retreat just minutes from the sand! This completely renovated 1-bedroom, 1-bath home offers everything you need in the perfect beach getaway or income-producing property. Thoughtfully updated throughout, the home features hurricane-impact windows and doors, solid wood cabinetry, stainless steel appliances, tile flooring, and granite countertops. Offered turnkey furnished with a stylish coastal décor, it’s truly move-in or rental ready.Step outside to your private outdoor oasis featuring a large heated free-form pool, spacious patio ideal for entertaining, custom outdoor lighting, and an outdoor shower with rain head—perfect after a day at the beach. Located just two blocks from popular shops and restaurants and only a five-minute walk to the Gulf beaches, this prime island location delivers the best of Anna Maria Island living.Whether you’re seeking a personal island retreat or a strong investment opportunity, this property shines with projected rental income up to $50,000 annually. Don’t miss this rare chance to own a turnkey beach home in the heart of Holmes Beach.

1 Beds ⋅ 1 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

One-of-a-kind Holmes Beach retreat just minutes from the sand! This completely renovated 1-bedroom, 1-bath home offers everything you need in the perfect beach getaway or income-producing property. Thoughtfully updated throughout, the home features hurricane-impact windows and doors, solid wood cabinetry, stainless steel appliances, tile flooring, and granite countertops. Offered turnkey furnished with a stylish coastal décor, it’s truly move-in or rental ready.Step outside to your private outdoor oasis featuring a large heated free-form pool, spacious patio ideal for entertaining, custom outdoor lighting, and an outdoor shower with rain head—perfect after a day at the beach. Located just two blocks from popular shops and restaurants and only a five-minute walk to the Gulf beaches, this prime island location delivers the best of Anna Maria Island living.Whether you’re seeking a personal island retreat or a strong investment opportunity, this property shines with projected rental income up to $50,000 annually. Don’t miss this rare chance to own a turnkey beach home in the heart of Holmes Beach.

205 Peacock Lane Unit A, Holmes Beach

$1,376,000

Pre-Construction. To be built. Why buy old when you can get new for the same price? Green Street Builders brings 35+ years of experience, and refreshing coastal elegance at an unbeatable $900/sqft price point. The plans speak for themselves. 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with vaulted ceilings. Quartz waterfall counters, modern sleek cabinets, a lot of glass, built to latest hurricane codes; everything you would want in a new construction at a more obtainable price point. Zoned for weekly rentals, it's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy. Nearby comparable sales at least $125,000-$175,000 higher. Call to chat, do your own research or ask for a list of recent comparables, no obligations.

2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Pre-Construction. To be built. Why buy old when you can get new for the same price? Green Street Builders brings 35+ years of experience, and refreshing coastal elegance at an unbeatable $900/sqft price point. The plans speak for themselves. 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with vaulted ceilings. Quartz waterfall counters, modern sleek cabinets, a lot of glass, built to latest hurricane codes; everything you would want in a new construction at a more obtainable price point. Zoned for weekly rentals, it's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy. Nearby comparable sales at least $125,000-$175,000 higher. Call to chat, do your own research or ask for a list of recent comparables, no obligations.

311 59th Street Unit B, Holmes Beach

$5,595,000

Discover the epitome of coastal sophistication with this exquisite British West Indies waterfront residence, perfectly nestled on Anna Maria Island. Spanning over 5,000 square feet, this luxurious home is designed for those who love to entertain and indulge in the finer things in life. Step inside to find two lavish primary suites, an elevator, and multiple terraces that offer breathtaking views. The entertainment options are endless with a stylish media room featuring a beverage center, ideal for movie nights or hosting friends. Every corner of this home exudes elegance, from the solid wood cabinetry and custom millwork to the stunning hardwood and travertine flooring. The open floor plan seamlessly connects to an eat-in kitchen, boasting a large central island, double oven, butler’s pantry, and granite surfaces, making it a chef’s paradise. For more formal gatherings, the separate dining room sets the perfect scene. An office or den is conveniently located on the main level, offering a quiet retreat for work or relaxation. Two additional bedrooms share a spacious bathroom complete with a walk-in shower, ensuring comfort for family or guests. Outdoors, the multiple living areas provide serene views of the canal and Bimini Bay, with direct access to the Intracoastal waterway. The lavish outdoor amenities include a saltwater pool with a sun shelf and spa, and a 70-foot dock equipped with a 13,000-pound boat lift, perfect for boating enthusiasts. Entertain in style on the expansive covered lanai, featuring an outdoor kitchen and ample space for gatherings. Additional features such as plantation shutters, a state-of-the-art security system, oversized closets, and a 3-plus car garage enhance the allure of this property. Don’t miss your chance to own this stunning waterfront retreat. Call today for your private viewing and step into a lifestyle of unparalleled luxury.

5 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Discover the epitome of coastal sophistication with this exquisite British West Indies waterfront residence, perfectly nestled on Anna Maria Island. Spanning over 5,000 square feet, this luxurious home is designed for those who love to entertain and indulge in the finer things in life. Step inside to find two lavish primary suites, an elevator, and multiple terraces that offer breathtaking views. The entertainment options are endless with a stylish media room featuring a beverage center, ideal for movie nights or hosting friends. Every corner of this home exudes elegance, from the solid wood cabinetry and custom millwork to the stunning hardwood and travertine flooring. The open floor plan seamlessly connects to an eat-in kitchen, boasting a large central island, double oven, butler’s pantry, and granite surfaces, making it a chef’s paradise. For more formal gatherings, the separate dining room sets the perfect scene. An office or den is conveniently located on the main level, offering a quiet retreat for work or relaxation. Two additional bedrooms share a spacious bathroom complete with a walk-in shower, ensuring comfort for family or guests. Outdoors, the multiple living areas provide serene views of the canal and Bimini Bay, with direct access to the Intracoastal waterway. The lavish outdoor amenities include a saltwater pool with a sun shelf and spa, and a 70-foot dock equipped with a 13,000-pound boat lift, perfect for boating enthusiasts. Entertain in style on the expansive covered lanai, featuring an outdoor kitchen and ample space for gatherings. Additional features such as plantation shutters, a state-of-the-art security system, oversized closets, and a 3-plus car garage enhance the allure of this property. Don’t miss your chance to own this stunning waterfront retreat. Call today for your private viewing and step into a lifestyle of unparalleled luxury.

529 77th Street, Holmes Beach

$3,975,000

Sunsational is a freshly built & beautiful new home in Holmes Beach! This four bedroom, 4 and half bathroom pool home is impeccably built by Moss Construction and designed by award winning designer Emily Moss Designs. Which will be featured in Design Magazine soon, it's just THAT amazing! The facade of this incredible home feels like luxury and the minute you step inside it won't disappoint. The textures, the colors, the style of each room creates the perfect home for you to live and or continue renting as an investment home. They thought of everything and there is no lack of detail at every turn. So many things to bring to light about this gorgeous home but one of the most prominent is the back yard. It's literally a space full of beauty and fun. It's Florida outdoor living at its finest. Games, heated pool and spa as well as enough balconies for everyone. The great room creates a space large enough for everyone to come together for dining, movies or anything else the family wants to do together. Sunsation also gives you and your family or guests the ability to get away into their own spaces. With a small media room with wet bar upstairs you can spread out to in case you just can't agree on a movie. There are numerous balconies to escape to and enjoy the warm air and great views of Holmes Beach. Every bedroom is large and cozy. Three of the bedrooms are en-suites and ready for and your guests and you must see the bunk room. EVERY youngster will dive into bed and love the feel of fun in this super creative use of space. Just 2.5 blocks to the coveted sugary beaches of Anna Maria Island. Spend the morning walking the beach, collecting shells and feel the ocean breeze. Come back from the beach and spend the day at a home you literally may never want to leave. If you do decide to venture out, you are a golf cart ride or a bike ride away from it all. Hop on the free Trolley and head out to all the hubs of each cities shops and restaurants. This home is amazing and you simply must come see your new home and start living the Anna Maria Life now!

4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Sunsational is a freshly built & beautiful new home in Holmes Beach! This four bedroom, 4 and half bathroom pool home is impeccably built by Moss Construction and designed by award winning designer Emily Moss Designs. Which will be featured in Design Magazine soon, it's just THAT amazing! The facade of this incredible home feels like luxury and the minute you step inside it won't disappoint. The textures, the colors, the style of each room creates the perfect home for you to live and or continue renting as an investment home. They thought of everything and there is no lack of detail at every turn. So many things to bring to light about this gorgeous home but one of the most prominent is the back yard. It's literally a space full of beauty and fun. It's Florida outdoor living at its finest. Games, heated pool and spa as well as enough balconies for everyone. The great room creates a space large enough for everyone to come together for dining, movies or anything else the family wants to do together. Sunsation also gives you and your family or guests the ability to get away into their own spaces. With a small media room with wet bar upstairs you can spread out to in case you just can't agree on a movie. There are numerous balconies to escape to and enjoy the warm air and great views of Holmes Beach. Every bedroom is large and cozy. Three of the bedrooms are en-suites and ready for and your guests and you must see the bunk room. EVERY youngster will dive into bed and love the feel of fun in this super creative use of space. Just 2.5 blocks to the coveted sugary beaches of Anna Maria Island. Spend the morning walking the beach, collecting shells and feel the ocean breeze. Come back from the beach and spend the day at a home you literally may never want to leave. If you do decide to venture out, you are a golf cart ride or a bike ride away from it all. Hop on the free Trolley and head out to all the hubs of each cities shops and restaurants. This home is amazing and you simply must come see your new home and start living the Anna Maria Life now!

215 83rd Street, Holmes Beach

$3,100,000

Pre-Construction. To be built. Brought to you by Noah Thomas Builders, designed with both lifestyle and long-term value in mind, this modern coastal residence is planned to showcase a spacious, open-concept design with thoughtfully separated living areas and a layout ideal for both personal use and guest accommodations. The design emphasizes comfort, privacy, and functionality—features that appeal to today’s luxury coastal buyers and renters alike. The open-concept design is anchored by a chef-inspired kitchen envisioned with a large gathering island, premium appliance selections, custom cabinetry, and refined coastal finishes—perfect for entertaining and maximizing guest appeal. Flowing seamlessly into the main living areas, the design emphasizes effortless indoor-outdoor living, with outdoor spaces to include a private pool and spa, creating a true island retreat. A true standout feature is the rooftop deck, planned as a private island retreat ideal for sunset views, entertaining, and elevated outdoor living—an amenity that significantly enhances both lifestyle enjoyment and rental desirability. Additional features include a private elevator, whole home generator, impact-rated windows and doors, and construction planned to meet or exceed current FEMA and coastal building standards, delivering durability, resiliency, and peace of mind. Located in the heart of Holmes Beach on Anna Maria Island, this homesite offers walkable access to sugar-sand beaches, restaurants, marinas, and the island trolley. Bradenton Beach remains one of the Gulf Coast’s most desirable and supply-constrained markets, making new construction opportunities particularly attractive from an investment perspective. Whether envisioned as a luxury second home, income-producing property, or long-term coastal hold, this project offers the opportunity to secure a high-quality, FEMA-compliant new construction asset in a proven beach market with enduring demand. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

4 Beds ⋅ 5 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

Pre-Construction. To be built. Brought to you by Noah Thomas Builders, designed with both lifestyle and long-term value in mind, this modern coastal residence is planned to showcase a spacious, open-concept design with thoughtfully separated living areas and a layout ideal for both personal use and guest accommodations. The design emphasizes comfort, privacy, and functionality—features that appeal to today’s luxury coastal buyers and renters alike. The open-concept design is anchored by a chef-inspired kitchen envisioned with a large gathering island, premium appliance selections, custom cabinetry, and refined coastal finishes—perfect for entertaining and maximizing guest appeal. Flowing seamlessly into the main living areas, the design emphasizes effortless indoor-outdoor living, with outdoor spaces to include a private pool and spa, creating a true island retreat. A true standout feature is the rooftop deck, planned as a private island retreat ideal for sunset views, entertaining, and elevated outdoor living—an amenity that significantly enhances both lifestyle enjoyment and rental desirability. Additional features include a private elevator, whole home generator, impact-rated windows and doors, and construction planned to meet or exceed current FEMA and coastal building standards, delivering durability, resiliency, and peace of mind. Located in the heart of Holmes Beach on Anna Maria Island, this homesite offers walkable access to sugar-sand beaches, restaurants, marinas, and the island trolley. Bradenton Beach remains one of the Gulf Coast’s most desirable and supply-constrained markets, making new construction opportunities particularly attractive from an investment perspective. Whether envisioned as a luxury second home, income-producing property, or long-term coastal hold, this project offers the opportunity to secure a high-quality, FEMA-compliant new construction asset in a proven beach market with enduring demand. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

214 N Harbor Drive Unit A, Holmes Beach

$1,995,000

~~~ PRICE DROP ~~~ The perfect piece of paradise ready for you to build your perfect beach house! Nestled on a very quiet street on the coveted island of Anna Maria. 9000 square feet of land for you to design everything you've ever wanted in a beach house. Build a home that will take advantage of the opportunity for sweeping views of the intercoastal waterways. Design a pool and outdoor living space to die for Just lounging for the day or entertaining family and friends. Imagine being able to walk out your back door, out onto your dock and board your boat to take an offshore fishing trip or just a leisurely ride around the islands. Have dinner at The Shore on the northern tip of longboat key via boat. You'll be close enough to the amazing beaches of the Gulf of Mexico where you can walk or take a bike ride and be there within minutes to enjoy some of the best sunsets on the planet. Spend the day at the beach and come home to cool off in your incredible custom pool. An additional opportunity exists, as the neighboring property to the south at 2308 Canasta, also a 9,000-square-foot waterfront parcel, is available from the same owner and may be purchased together. Combine both parcels for an extraordinary 18,000 square feet of prime Intracoastal waterfront—a truly rare chance to create something exceptional on Anna Maria Island.

Ilexhurst SubDv. ⋅ 34217 Zip Code

~~~ PRICE DROP ~~~ The perfect piece of paradise ready for you to build your perfect beach house! Nestled on a very quiet street on the coveted island of Anna Maria. 9000 square feet of land for you to design everything you've ever wanted in a beach house. Build a home that will take advantage of the opportunity for sweeping views of the intercoastal waterways. Design a pool and outdoor living space to die for Just lounging for the day or entertaining family and friends. Imagine being able to walk out your back door, out onto your dock and board your boat to take an offshore fishing trip or just a leisurely ride around the islands. Have dinner at The Shore on the northern tip of longboat key via boat. You'll be close enough to the amazing beaches of the Gulf of Mexico where you can walk or take a bike ride and be there within minutes to enjoy some of the best sunsets on the planet. Spend the day at the beach and come home to cool off in your incredible custom pool. An additional opportunity exists, as the neighboring property to the south at 2308 Canasta, also a 9,000-square-foot waterfront parcel, is available from the same owner and may be purchased together. Combine both parcels for an extraordinary 18,000 square feet of prime Intracoastal waterfront—a truly rare chance to create something exceptional on Anna Maria Island.

2306 Canasta Drive, Bradenton Beach

$2,790,000

LUXURY COASTAL RETREAT with 360° WATER VIEWS just steps from Bradenton Beach!!! Just two blocks from the sugar sand shores and perfectly centered between the beach and the bay, this spectacular three-story coastal retreat offers breathtaking 360° views of both the Gulf of Mexico and Sarasota Bay. Whether you are searching for a year-round residence, seasonal escape, or high performing investment property, this one-of-a-kind home truly has it all. With 5 bedrooms, 5.5 bathrooms, and multiple indoor and outdoor living spaces, the home is designed for both luxury and comfort. The first level welcomes you with a bright sitting area featuring sliding glass doors overlooking the HEATED pool and spa, along with a separate BONUS room perfect for a home gym, owner’s storage, or beach gear room. On the second floor, you’ll find four spacious bedrooms, each with its own ENSUITE bathroom and walk-in tiled shower, plus an open loft area currently set up with extra beds that can easily become a kids’ play area, game room, or lounge space. The third floor serves as the main living area, showcasing incredible full 360° water views, an open-concept kitchen with a large island and seating, granite countertops, stainless steel appliances, and peek-through windows flanking the stove, a separate dining area for formal or casual entertaining, and a living room surrounded by STUNNING water views. Also on this level is a PRIVATE bedroom suite with balcony access and another ensuite bathroom with dual sinks, and a walk-in tiled shower, PLUS a cozy sitting area leading to a balcony overlooking the pool and a spiral staircase to the ROOFTOP DECK creating your personal PARADISE for sunset watching and stargazing over the Gulf and bay. The outdoor living space offers a beautifully tiled heated pool and spa, a large covered lanai with wood plank ceilings, pavered flooring, a fully FENCED yard, and low-maintenance TURF grass for privacy. The pool features a NEW ELECTRIC HEATER and NEW POOL PUMP, the exterior has been freshly painted, and all appliances are lightly used and in excellent condition. Located just minutes from historic Bridge Street, this home is close to colorful shops, local restaurants, vibrant nightlife, live music, a fishing pier, mini golf, and more, with Bridge Street connecting the Sarasota Bay side to the Gulf of Mexico side of the island. This is the perfect place to unwind after a long day at the beach with endless activities nearby, and it truly doesn’t get better than this...LUXURY, LOCATION, LIFESTYLE, and VIEWS all in one unforgettable coastal property.

5 Beds ⋅ 6 Baths ⋅ Manatee Pond Subdivision SubDv. ⋅ 34217 Zip Code

LUXURY COASTAL RETREAT with 360° WATER VIEWS just steps from Bradenton Beach!!! Just two blocks from the sugar sand shores and perfectly centered between the beach and the bay, this spectacular three-story coastal retreat offers breathtaking 360° views of both the Gulf of Mexico and Sarasota Bay. Whether you are searching for a year-round residence, seasonal escape, or high performing investment property, this one-of-a-kind home truly has it all. With 5 bedrooms, 5.5 bathrooms, and multiple indoor and outdoor living spaces, the home is designed for both luxury and comfort. The first level welcomes you with a bright sitting area featuring sliding glass doors overlooking the HEATED pool and spa, along with a separate BONUS room perfect for a home gym, owner’s storage, or beach gear room. On the second floor, you’ll find four spacious bedrooms, each with its own ENSUITE bathroom and walk-in tiled shower, plus an open loft area currently set up with extra beds that can easily become a kids’ play area, game room, or lounge space. The third floor serves as the main living area, showcasing incredible full 360° water views, an open-concept kitchen with a large island and seating, granite countertops, stainless steel appliances, and peek-through windows flanking the stove, a separate dining area for formal or casual entertaining, and a living room surrounded by STUNNING water views. Also on this level is a PRIVATE bedroom suite with balcony access and another ensuite bathroom with dual sinks, and a walk-in tiled shower, PLUS a cozy sitting area leading to a balcony overlooking the pool and a spiral staircase to the ROOFTOP DECK creating your personal PARADISE for sunset watching and stargazing over the Gulf and bay. The outdoor living space offers a beautifully tiled heated pool and spa, a large covered lanai with wood plank ceilings, pavered flooring, a fully FENCED yard, and low-maintenance TURF grass for privacy. The pool features a NEW ELECTRIC HEATER and NEW POOL PUMP, the exterior has been freshly painted, and all appliances are lightly used and in excellent condition. Located just minutes from historic Bridge Street, this home is close to colorful shops, local restaurants, vibrant nightlife, live music, a fishing pier, mini golf, and more, with Bridge Street connecting the Sarasota Bay side to the Gulf of Mexico side of the island. This is the perfect place to unwind after a long day at the beach with endless activities nearby, and it truly doesn’t get better than this...LUXURY, LOCATION, LIFESTYLE, and VIEWS all in one unforgettable coastal property.

206 Church Avenue, Bradenton Beach

$785,000

ITS TIME TO Wake up to the sound of waves and endless Gulf views in this beautifully situated two-bedroom, two-bath condo directly on the Gulf of Mexico. Step outside and onto the coveted, sugar-soft sandy beaches that make this area so sought after—perfect for morning walks, sunset strolls, and carefree beach days. Inside, the condo features a newly renovated kitchen that’s both stylish and functional, ideal for entertaining or preparing meals after a day at the beach. The thoughtfully designed layout offers comfortable living spaces and bedrooms with excellent privacy, plus the convenience of an in-unit laundry facility for effortless everyday living. Additional highlights include downstairs storage, perfect for beach chairs and gear, along with underground parking for added peace of mind. Located just minutes from shopping, restaurants, and local dining favorites, this condo perfectly balances relaxed beachfront living with easy access to all the best the area has to offer. Whether you’re seeking a full-time residence, a vacation escape, or an investment opportunity, this Gulf-front condo delivers the coastal lifestyle everyone dreams of. Come live your Anna Maria Life.

2 Beds ⋅ 2 Baths ⋅ Sun Plaza West SubDv. ⋅ 34217 Zip Code

ITS TIME TO Wake up to the sound of waves and endless Gulf views in this beautifully situated two-bedroom, two-bath condo directly on the Gulf of Mexico. Step outside and onto the coveted, sugar-soft sandy beaches that make this area so sought after—perfect for morning walks, sunset strolls, and carefree beach days. Inside, the condo features a newly renovated kitchen that’s both stylish and functional, ideal for entertaining or preparing meals after a day at the beach. The thoughtfully designed layout offers comfortable living spaces and bedrooms with excellent privacy, plus the convenience of an in-unit laundry facility for effortless everyday living. Additional highlights include downstairs storage, perfect for beach chairs and gear, along with underground parking for added peace of mind. Located just minutes from shopping, restaurants, and local dining favorites, this condo perfectly balances relaxed beachfront living with easy access to all the best the area has to offer. Whether you’re seeking a full-time residence, a vacation escape, or an investment opportunity, this Gulf-front condo delivers the coastal lifestyle everyone dreams of. Come live your Anna Maria Life.

5608 Gulf Drive Unit 104, Holmes Beach

$625,000

**NO HOA** Find me another turnkey island property like this one that is zoned for short term rentals without an HOA... Elevated and fully updated coastal retreat on beautiful Anna Maria Island with NO HOA! Built for peace of mind with a newer metal roof, newer deck, HVAC system with brand new UV light and air scrubber, impact windows and doors with a lifetime warranty. The property has been meticulously maintained with a transferrable termite warranty, updated landscaping, outdoor shower, and covered parking for up to five vehicles. Offered fully furnished and ready for you to enjoy the option of flexible income potential with the ability to short term rent while owning a slice of island life near the Gulf beaches, dining, and laid-back charm of Holmes Beach.

2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

**NO HOA** Find me another turnkey island property like this one that is zoned for short term rentals without an HOA... Elevated and fully updated coastal retreat on beautiful Anna Maria Island with NO HOA! Built for peace of mind with a newer metal roof, newer deck, HVAC system with brand new UV light and air scrubber, impact windows and doors with a lifetime warranty. The property has been meticulously maintained with a transferrable termite warranty, updated landscaping, outdoor shower, and covered parking for up to five vehicles. Offered fully furnished and ready for you to enjoy the option of flexible income potential with the ability to short term rent while owning a slice of island life near the Gulf beaches, dining, and laid-back charm of Holmes Beach.

4909 Gulf Drive Unit 6B, Holmes Beach

$6,245,000

Very rare opportunity to own one of the most coveted addresses on Anna Maria Island—Sunset Lane. This estate-sized, over ½-acre beachfront parcel offers 80’ of direct Gulf frontage with an impressive 470’ depth. DEP state permit in hand allows for up to 6,558 sq ft of living space (Ground: 74’ x 58.6’, First Living: 74’ x 58’, Second Living: 67’ x 48.6’). Design and build your dream coastal estate with unobstructed sunset views from every room.

Sunset Cove At Holmes Beach SubDv. ⋅ 34217 Zip Code

Very rare opportunity to own one of the most coveted addresses on Anna Maria Island—Sunset Lane. This estate-sized, over ½-acre beachfront parcel offers 80’ of direct Gulf frontage with an impressive 470’ depth. DEP state permit in hand allows for up to 6,558 sq ft of living space (Ground: 74’ x 58.6’, First Living: 74’ x 58’, Second Living: 67’ x 48.6’). Design and build your dream coastal estate with unobstructed sunset views from every room.

102 Sunset Lane, Holmes Beach

$2,185,000

Start your island getaway here at our newly refreshed coastal home in a charming neighborhood of Holmes Beach! This gorgeous, modern four bedroom, three bath retreat is a short walk to the glistening sandy beaches of the Gulf! An open layout with chic-boho furnishings, serene hues, a private pool, and state of the art appliances throughout. You’ll love the proximity to local restaurants, boutiques, and how bike friendly the island is. Cruise the bike paths or rent a golf cart to explore the island. Venture over to the North End by the free AMI Trolley, where you have the infamous Pine Ave, that has one of a kind shops and cafes. Island living at its finest! Nothing feels more tropical than arriving to a home where the streets are dotted with beautiful swaying palm trees. Step inside to the immaculate space that has all the cozy comforts to make your tropical dreams come true. The living room features plush sofas and modern chairs where you can kick back and watch a show on the mounted flat screen. The chef’s kitchen is complete with quartz counters, custom cabinets, stainless steel appliances, and a dining table to enjoy a home cooked meal with the family. The four bedrooms provide pure comfort with luxury bedding and natural wood elements that enhance the calm ambiance. The master suite features a king bed with an ensuite bathroom that has a freestanding soaking tub, glass walled step-in shower with wood flooring, and dual quartz vanities for a spa-like experience. In the other 3 dreamy bedrooms you have king beds in two of the rooms and your last bedroom highlights a full over full bunk bed that is popular for the younger crew in tow.

4 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Start your island getaway here at our newly refreshed coastal home in a charming neighborhood of Holmes Beach! This gorgeous, modern four bedroom, three bath retreat is a short walk to the glistening sandy beaches of the Gulf! An open layout with chic-boho furnishings, serene hues, a private pool, and state of the art appliances throughout. You’ll love the proximity to local restaurants, boutiques, and how bike friendly the island is. Cruise the bike paths or rent a golf cart to explore the island. Venture over to the North End by the free AMI Trolley, where you have the infamous Pine Ave, that has one of a kind shops and cafes. Island living at its finest! Nothing feels more tropical than arriving to a home where the streets are dotted with beautiful swaying palm trees. Step inside to the immaculate space that has all the cozy comforts to make your tropical dreams come true. The living room features plush sofas and modern chairs where you can kick back and watch a show on the mounted flat screen. The chef’s kitchen is complete with quartz counters, custom cabinets, stainless steel appliances, and a dining table to enjoy a home cooked meal with the family. The four bedrooms provide pure comfort with luxury bedding and natural wood elements that enhance the calm ambiance. The master suite features a king bed with an ensuite bathroom that has a freestanding soaking tub, glass walled step-in shower with wood flooring, and dual quartz vanities for a spa-like experience. In the other 3 dreamy bedrooms you have king beds in two of the rooms and your last bedroom highlights a full over full bunk bed that is popular for the younger crew in tow.

305 73rd Street, Holmes Beach

$990,000

This stunning completely renovated 2-bedroom, 2-bathroom home offers 1,500 square feet of bright, open-concept living space designed for effortless island lifestyle. Step inside to find a seamless flow between the gourmet kitchen, dining area, and spacious living room—perfect for relaxing with friends, family gatherings, or simply soaking in the Florida sunshine that pours through large windows. The thoughtful renovation shines through with contemporary finishes, high-quality fixtures, and a fresh, inviting palette that feels brand new yet timeless. Both bedrooms provide comfortable retreats, while the well-appointed bathrooms add a touch of luxury. Situated on a prime lot in desirable Holmes Beach, you'll enjoy generous outdoor space—ideal for morning coffee, evening barbecues, or creating your own tropical oasis. Just moments from the sands of Manatee Public Beach and the calm Gulf waters, this home puts you in the center of Anna Maria Island's relaxed charm: pristine beaches, boutique shops, waterfront dining, and easy access to everything the island offers.

2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

This stunning completely renovated 2-bedroom, 2-bathroom home offers 1,500 square feet of bright, open-concept living space designed for effortless island lifestyle. Step inside to find a seamless flow between the gourmet kitchen, dining area, and spacious living room—perfect for relaxing with friends, family gatherings, or simply soaking in the Florida sunshine that pours through large windows. The thoughtful renovation shines through with contemporary finishes, high-quality fixtures, and a fresh, inviting palette that feels brand new yet timeless. Both bedrooms provide comfortable retreats, while the well-appointed bathrooms add a touch of luxury. Situated on a prime lot in desirable Holmes Beach, you'll enjoy generous outdoor space—ideal for morning coffee, evening barbecues, or creating your own tropical oasis. Just moments from the sands of Manatee Public Beach and the calm Gulf waters, this home puts you in the center of Anna Maria Island's relaxed charm: pristine beaches, boutique shops, waterfront dining, and easy access to everything the island offers.

510 69th Street, Holmes Beach

$4,900,000

CONFIRMED POTENTIAL FOR TWO BUILDABLE WATERFRONT LOTS creates one of the most compelling redevelopment opportunities on Anna Maria Island with nearly 100 feet of direct Sarasota Bay frontage. Privately owned by the same family for decades, this exceptional bayfront property offers expansive open-water views, a coveted location in the heart of Bradenton Beach, and the opportunity to create two luxury waterfront residences or an extraordinary private estate. The City of Bradenton Beach has confirmed the property's potential for two buildable waterfront lots, presenting a rare opportunity for builders, developers, investors, or those seeking to create a legacy property. The existing property features a 75-foot composite dock and 4,500-pound boat lift, providing immediate boating access to Sarasota Bay and beyond while future plans take shape. Waterfront parcels of this size, width, and potential are becoming increasingly scarce on Anna Maria Island. Whether your vision is two exceptional custom homes, a multi-generational family retreat, or a landmark bayfront estate, this is an opportunity to secure one of the island's most remarkable waterfront offerings.

3 Beds ⋅ 3 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

CONFIRMED POTENTIAL FOR TWO BUILDABLE WATERFRONT LOTS creates one of the most compelling redevelopment opportunities on Anna Maria Island with nearly 100 feet of direct Sarasota Bay frontage. Privately owned by the same family for decades, this exceptional bayfront property offers expansive open-water views, a coveted location in the heart of Bradenton Beach, and the opportunity to create two luxury waterfront residences or an extraordinary private estate. The City of Bradenton Beach has confirmed the property's potential for two buildable waterfront lots, presenting a rare opportunity for builders, developers, investors, or those seeking to create a legacy property. The existing property features a 75-foot composite dock and 4,500-pound boat lift, providing immediate boating access to Sarasota Bay and beyond while future plans take shape. Waterfront parcels of this size, width, and potential are becoming increasingly scarce on Anna Maria Island. Whether your vision is two exceptional custom homes, a multi-generational family retreat, or a landmark bayfront estate, this is an opportunity to secure one of the island's most remarkable waterfront offerings.

2512 Avenue A, Bradenton Beach

$3,300,000

Nestled along a serene canal and embraced by a curtain of mature tropical palms, this custom-remodeled residence unfolds as a private coastal estate, an intimate sanctuary where luxury, tranquility, and effortless island living exist in perfect harmony. Masterfully re-imagined by Eason Builder Group, the home was completely gutted and rebuilt just four years ago, and last year the entire first level was once again fully renovated, resulting in a residence that feels both newly crafted and timelessly refined. From the moment you arrive, a sense of seclusion and calm sets in. As you walk up to the home, an old-growth Gumbo Limbo greets you. Sunlight filters through new hurricane-impact windows, illuminating interiors designed to feel open yet intimate, grand yet soothing. The main living space becomes a natural gathering place, anchored by a custom-built-in entertainment center and a coffee station. An elegant touch that invites slow mornings, refined evenings, and effortless entertaining. Sonos surround sound flows throughout the home, creating an ambient soundtrack for daily life, while a fully integrated security and camera system offers peace of mind and quiet confidence. Complementing the home's HURRICANE-IMPACT WINDOWS, professionally INSTALLED FLOOD PANELS provide an additional safeguard, reflecting the thoughtful attention to both luxury and long-term resilience found throughout the property. The kitchen stands as a statement of both beauty and performance, where quartz countertops, solid-wood glass-front cabinetry, a sculptural range hood, designer pendant lighting, and stainless-steel Bosch appliances come together in a space crafted for culinary artistry and connection. It opens seamlessly to the dining area, where a wood-burning travertine stone fireplace adds warmth and architectural presence, setting the stage for candlelit dinners and lingering conversations. Two luxurious primary suites, one on each level offers the rare indulgence of privacy and flexibility. Each is finished with shiplap walls, porcelain tile, recessed lighting, and abundant natural light. The upper-level retreat opens to a private balcony overlooking the pool and tropical grounds, a serene perch for sunrise reflections and evening breezes. Its spa-inspired ensuite features a quartz walk-in shower, while the first-floor primary bath is appointed with a solid-wood double vanity, continuing the home’s narrative of tailored craftsmanship and understated elegance. Completing the residence are two additional bedrooms with a shared bath and an upstairs bonus room ideal for recreation, fitness, or creative pursuits. Beyond the interiors, the estate reveals its most captivating chapter. The backyard unfolds as a secluded resort, where a glistening pool and spa are framed by layered, well-established tropical landscaping that has matured into a living wall of privacy. Covered and open-air lounges invite both sun-drenched afternoons and starlit evenings, while a turf-lined grilling and gathering area provides an elevated setting for alfresco dining. Just beyond the palms, the canal stretches quietly behind the property, creating the illusion that the waterway is an extension of your own grounds and inviting a lifestyle of boating, paddleboarding, and sunset cruises from your private dock. When you venture beyond this sanctuary, the unmistakable charm of Holmes Beach awaits.

4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Nestled along a serene canal and embraced by a curtain of mature tropical palms, this custom-remodeled residence unfolds as a private coastal estate, an intimate sanctuary where luxury, tranquility, and effortless island living exist in perfect harmony. Masterfully re-imagined by Eason Builder Group, the home was completely gutted and rebuilt just four years ago, and last year the entire first level was once again fully renovated, resulting in a residence that feels both newly crafted and timelessly refined. From the moment you arrive, a sense of seclusion and calm sets in. As you walk up to the home, an old-growth Gumbo Limbo greets you. Sunlight filters through new hurricane-impact windows, illuminating interiors designed to feel open yet intimate, grand yet soothing. The main living space becomes a natural gathering place, anchored by a custom-built-in entertainment center and a coffee station. An elegant touch that invites slow mornings, refined evenings, and effortless entertaining. Sonos surround sound flows throughout the home, creating an ambient soundtrack for daily life, while a fully integrated security and camera system offers peace of mind and quiet confidence. Complementing the home's HURRICANE-IMPACT WINDOWS, professionally INSTALLED FLOOD PANELS provide an additional safeguard, reflecting the thoughtful attention to both luxury and long-term resilience found throughout the property. The kitchen stands as a statement of both beauty and performance, where quartz countertops, solid-wood glass-front cabinetry, a sculptural range hood, designer pendant lighting, and stainless-steel Bosch appliances come together in a space crafted for culinary artistry and connection. It opens seamlessly to the dining area, where a wood-burning travertine stone fireplace adds warmth and architectural presence, setting the stage for candlelit dinners and lingering conversations. Two luxurious primary suites, one on each level offers the rare indulgence of privacy and flexibility. Each is finished with shiplap walls, porcelain tile, recessed lighting, and abundant natural light. The upper-level retreat opens to a private balcony overlooking the pool and tropical grounds, a serene perch for sunrise reflections and evening breezes. Its spa-inspired ensuite features a quartz walk-in shower, while the first-floor primary bath is appointed with a solid-wood double vanity, continuing the home’s narrative of tailored craftsmanship and understated elegance. Completing the residence are two additional bedrooms with a shared bath and an upstairs bonus room ideal for recreation, fitness, or creative pursuits. Beyond the interiors, the estate reveals its most captivating chapter. The backyard unfolds as a secluded resort, where a glistening pool and spa are framed by layered, well-established tropical landscaping that has matured into a living wall of privacy. Covered and open-air lounges invite both sun-drenched afternoons and starlit evenings, while a turf-lined grilling and gathering area provides an elevated setting for alfresco dining. Just beyond the palms, the canal stretches quietly behind the property, creating the illusion that the waterway is an extension of your own grounds and inviting a lifestyle of boating, paddleboarding, and sunset cruises from your private dock. When you venture beyond this sanctuary, the unmistakable charm of Holmes Beach awaits.

506 58th Street, Holmes Beach

$1,399,000

OVER 150K INCOME OVER LAST 12 MONTHS!!! Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking remodeled bathrooms. With fresh paint, brand-new flooring, and a 2022 roof, the home is both stunning and secure. Every door and window is hurricane-rated and newly installed—offering peace of mind in every detail. Outdoors, one side boasts a heated pool with newly installed heater and a gorgeous waterfall feature, while the other side offers a soothing hot tub just installed in 2025 as well. Two outdoor showers add to the coastal experience, surrounded by lush, meticulously maintained landscaping. With five parking spots and separate entrances, you can host larger groups as a whole or individual parties in each unit and your guests will fall in love with this location when they find out public beach access is less than a block away! This duplex is uniquely positioned for maximum rental flexibility. Weekly rentals are fully allowed, making this a prime investment. High-end furnishings down to the last detail—silverware, plates, bedding, towels—ensure a seamless guest experience. Just steps from the vibrant charm of historic Bridge Street—known for its waterfront dining, boutique shops, and lively atmosphere—and minutes from the serene Bean Point, this property is at the heart of one of Florida’s top destinations. This is more than a home; it’s a fully operational, luxurious escape. Whether you’re continuing its rental success or claiming it for yourself, this is an unparalleled opportunity for coastal living and investment combined.

4 Beds ⋅ 2 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code

OVER 150K INCOME OVER LAST 12 MONTHS!!! Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking remodeled bathrooms. With fresh paint, brand-new flooring, and a 2022 roof, the home is both stunning and secure. Every door and window is hurricane-rated and newly installed—offering peace of mind in every detail. Outdoors, one side boasts a heated pool with newly installed heater and a gorgeous waterfall feature, while the other side offers a soothing hot tub just installed in 2025 as well. Two outdoor showers add to the coastal experience, surrounded by lush, meticulously maintained landscaping. With five parking spots and separate entrances, you can host larger groups as a whole or individual parties in each unit and your guests will fall in love with this location when they find out public beach access is less than a block away! This duplex is uniquely positioned for maximum rental flexibility. Weekly rentals are fully allowed, making this a prime investment. High-end furnishings down to the last detail—silverware, plates, bedding, towels—ensure a seamless guest experience. Just steps from the vibrant charm of historic Bridge Street—known for its waterfront dining, boutique shops, and lively atmosphere—and minutes from the serene Bean Point, this property is at the heart of one of Florida’s top destinations. This is more than a home; it’s a fully operational, luxurious escape. Whether you’re continuing its rental success or claiming it for yourself, this is an unparalleled opportunity for coastal living and investment combined.

3604 Gulf Drive Unit A and B, Holmes Beach

$2,399,000

Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!

6 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!

6908 Holmes Boulevard, Holmes Beach

$1,450,000

BUILD YOUR BAYFRONT DREAM HOME...Gorgeous views of the bay & Intracoastal Waterway from this property on a quiet, serene street. Home was remediated after the hurricanes of 2024 and is now a blank slate for a new owner to create their forever home on the water. This 2/2 home has good bones, vaulted ceilings and a nice floor plan to reinvent OR raze current structure to build a magnificent bayfront home on Anna Maria Island. Ideally situated right on the bay and just a short stroll to the beach with easy access... Waterfront parcel, PI#74413.0010/9 will convey with this sale.

Ilexhurst SubDv. ⋅ 34217 Zip Code

BUILD YOUR BAYFRONT DREAM HOME...Gorgeous views of the bay & Intracoastal Waterway from this property on a quiet, serene street. Home was remediated after the hurricanes of 2024 and is now a blank slate for a new owner to create their forever home on the water. This 2/2 home has good bones, vaulted ceilings and a nice floor plan to reinvent OR raze current structure to build a magnificent bayfront home on Anna Maria Island. Ideally situated right on the bay and just a short stroll to the beach with easy access... Waterfront parcel, PI#74413.0010/9 will convey with this sale.

2316 Canasta Drive, Bradenton Beach

$1,450,000

BUILD YOUR BAYFRONT DREAM HOME... Gorgeous views of the bay & Intracoastal Waterway from this property on a quiet, serene street. Home was remediated after the hurricanes of 2024 and is now a blank slate for a new owner to create their forever home on the water. This 2/2 home has good bones, vaulted ceilings and a nice floor plan to reinvent OR raze current structure to build a magnificent bayfront home on Anna Maria Island. Ideally situated right on the bay and just a short stroll to the beach with easy access... Waterfront parcel, PI#74413.0010/9 will convey with this sale.

2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

BUILD YOUR BAYFRONT DREAM HOME... Gorgeous views of the bay & Intracoastal Waterway from this property on a quiet, serene street. Home was remediated after the hurricanes of 2024 and is now a blank slate for a new owner to create their forever home on the water. This 2/2 home has good bones, vaulted ceilings and a nice floor plan to reinvent OR raze current structure to build a magnificent bayfront home on Anna Maria Island. Ideally situated right on the bay and just a short stroll to the beach with easy access... Waterfront parcel, PI#74413.0010/9 will convey with this sale.

2316 Canasta Drive, Bradenton Beach

$2,995,000

A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

203 N Harbor Drive, Holmes Beach