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600 Manatee Avenue Unit 106, Holmes Beach

Experience the quintessential Florida lifestyle in this beautifully updated residence located in the highly sought-after community of Westbay Cove in Holmes Beach on Anna Maria Island. As you step inside, you are greeted by an expansive, light-filled open floor plan featuring stylish wide-plank flooring and a color palette that mirrors the surrounding coast. The chef-inspired kitchen is a true standout, with quartz countertops, premium stainless steel appliances, and a subway tile backsplash. Whether you are hosting friends in the spacious living area or enjoying a quiet morning coffee while looking out on Anna Maria Sound, the seamless indoor-outdoor flow ensures you are always connected to the tropical breeze and lush landscape. The comfort continues into the primary suite that features a spa like ensuite bathroom and renovated walk-in shower. Beyond the front door, the Westbay Cove community offers an unparalleled amenity package that makes every day feel like a vacation. Take a dip in one of the two heated resort-style swimming pools, challenge a neighbor to a match on the tennis and pickleball courts, or explore the local waters via the community’s kayak launch. The location is truly unbeatable for those who love the sun and sand. Situated just a short stroll from the sugar sand beaches on Anna Maria Island, this home puts the best of Holmes Beach at your fingertips. You are steps away from the island’s finest shopping and dining, and the free Island Trolley stop is right nearby to whisk you away to the north end's Pine Avenue or the south end's Bridge Street. With a flexible rental policy making it a savvy investment and a prime location for nature lovers near the Neal Preserve, this Westbay Cove gem is more than just a home, it’s your gateway to paradise.

2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code

Experience the quintessential Florida lifestyle in this beautifully updated residence located in the highly sought-after community of Westbay Cove in Holmes Beach on Anna Maria Island. As you step inside, you are greeted by an expansive, light-filled open floor plan featuring stylish wide-plank flooring and a color palette that mirrors the surrounding coast. The chef-inspired kitchen is a true standout, with quartz countertops, premium stainless steel appliances, and a subway tile backsplash. Whether you are hosting friends in the spacious living area or enjoying a quiet morning coffee while looking out on Anna Maria Sound, the seamless indoor-outdoor flow ensures you are always connected to the tropical breeze and lush landscape. The comfort continues into the primary suite that features a spa like ensuite bathroom and renovated walk-in shower. Beyond the front door, the Westbay Cove community offers an unparalleled amenity package that makes every day feel like a vacation. Take a dip in one of the two heated resort-style swimming pools, challenge a neighbor to a match on the tennis and pickleball courts, or explore the local waters via the community’s kayak launch. The location is truly unbeatable for those who love the sun and sand. Situated just a short stroll from the sugar sand beaches on Anna Maria Island, this home puts the best of Holmes Beach at your fingertips. You are steps away from the island’s finest shopping and dining, and the free Island Trolley stop is right nearby to whisk you away to the north end's Pine Avenue or the south end's Bridge Street. With a flexible rental policy making it a savvy investment and a prime location for nature lovers near the Neal Preserve, this Westbay Cove gem is more than just a home, it’s your gateway to paradise.

600 Manatee Avenue Unit 106, Holmes Beach

$630,000

Welcome to your BEACHFRONT resort property on world-famous Anna Maria Island with Beach, Ocean, and Pool views. Unit 10 at Mainsail Beach Inn is a rare investment opportunity that blends coastal luxury with strong income potential, consistently earning a Hall of Fame rating from TripAdvisor. This TURNKEY, maintenance-free 2-bedroom, 2-bath condominium offers the highly sought-after sugary sand beach and turquoise waters of the Gulf of America less than 50 yards from its front door. Whether you're seeking adventure—swimming, biking, paddle boarding, kayaking, surfing, fishing or just want to unwind by the Mainsail's private pool and spa, or realx on your private patio that has an outdoor shower. Anna Maria Island delivers an unbeatable waterfront lifestyle. Enjoy sightings of manatees, dolphins, and shorebirds, then end your day with breathtaking sunsets over the Gulf. Ownership is worry-free thanks to Mainsail Beach Inn Resorts rental team, one of Florida’s most respected boutique hotel management companies. They provide full-service hospitality for you and your guests, including housekeeping, concierge, luggage service, front desk check-in, and a 24/7 reservation center. As one of only twelve exclusive units at Mainsail Beach Inn, this turnkey residence features crown molding, elegant coastal décor, and a layout designed for entertaining. This property is not only a dreamy escape offering it's owners up to 120 days of use, but also a proven income-producing asset that can be rented daily like a hotel. Over the past four years, it has generated an average of $78,965 in gross annual rental income. Whether for investment, vacation, or a bit of both, Unit 10 at Mainsail Beach Inn delivers unmatched BEACH LUXURY in a world-class location!

2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34217 Zip Code

Welcome to your BEACHFRONT resort property on world-famous Anna Maria Island with Beach, Ocean, and Pool views. Unit 10 at Mainsail Beach Inn is a rare investment opportunity that blends coastal luxury with strong income potential, consistently earning a Hall of Fame rating from TripAdvisor. This TURNKEY, maintenance-free 2-bedroom, 2-bath condominium offers the highly sought-after sugary sand beach and turquoise waters of the Gulf of America less than 50 yards from its front door. Whether you're seeking adventure—swimming, biking, paddle boarding, kayaking, surfing, fishing or just want to unwind by the Mainsail's private pool and spa, or realx on your private patio that has an outdoor shower. Anna Maria Island delivers an unbeatable waterfront lifestyle. Enjoy sightings of manatees, dolphins, and shorebirds, then end your day with breathtaking sunsets over the Gulf. Ownership is worry-free thanks to Mainsail Beach Inn Resorts rental team, one of Florida’s most respected boutique hotel management companies. They provide full-service hospitality for you and your guests, including housekeeping, concierge, luggage service, front desk check-in, and a 24/7 reservation center. As one of only twelve exclusive units at Mainsail Beach Inn, this turnkey residence features crown molding, elegant coastal décor, and a layout designed for entertaining. This property is not only a dreamy escape offering it's owners up to 120 days of use, but also a proven income-producing asset that can be rented daily like a hotel. Over the past four years, it has generated an average of $78,965 in gross annual rental income. Whether for investment, vacation, or a bit of both, Unit 10 at Mainsail Beach Inn delivers unmatched BEACH LUXURY in a world-class location!

103 66th Street Unit 10, Holmes Beach

6200 Flotilla Drive Unit 311, Holmes Beach

$630,000

Price Refresh....If you are looking for the perfect hideaway on ANNA MARIA, then this is the ONE! Located mid-island in Holmes Beach, this thoughtfully renovated 2-bedroom and 2-bath condo offers the perfect blend of privacy and island living. The most "green space" on island! Located in the highly desired West Bay Point & Moorings community which is tucked away in a park-like setting with mature tropical grounds. Enter the gate into your own courtyard patio space, then step inside to high ceilings and an open concept living space with abundant natural light. The gorgeous kitchen has a sunlit window, beautiful granite counters, modern cabinetry, and sleek finishes with new plank vinyl flooring throughout. There is plenty of space to entertain family and guests at the breakfast bar, dining table, living room or in the brightly lit sunroom. The lovely primary bedroom has an ensuite bath and an oversized walk- in closet. There is expansive storage/closet space and a separate laundry room conveniently located off the front entryway. The guest bedroom has access to the private front patio, which is great for morning coffee. Slide open your back doors to the quiet and peaceful patio which overlooks the community heated pool with spa. Full of resort-style amenities, take your pick. WestBay offers tennis & pickleball courts. a grill patio, common-area dock and benches. From the available storage racks slip your kayak & paddleboard right into the Bay. In addition to common area parking, +PLUS+ a VERY coveted & RARE CARPORT SPOT is included. This unit is 12 ft above sea level and had NO water intrusion from last year's storms. Maintenance free with updated everything, new roofs on all eight association buildings were also installed in March of this year. The HOA includes cable, high speed Internet, water and sewer. Monthly rentals are also permitted. In addition, you can stroll right next door to the expansive Holmes Beach public amenities. These include a boat ramp, tennis & pickleball courts, outdoor fitness center, dog park, basketball court, skateboard & ballpark and the community playground & park. A 5-minute bike ride gives you access to Anna Maria's powder sand beaches, shops, and dining. Just pack your bags, this absolutely pristine unit will come turnkey furnished. It has been designer-inspired with a beautiful neutral palette that evokes modern coastal living. Whether you are seeking a full-time island residence, vacation escape, or investment opportunity, this hidden gem delivers island living at its finest.

2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code

Price Refresh....If you are looking for the perfect hideaway on ANNA MARIA, then this is the ONE! Located mid-island in Holmes Beach, this thoughtfully renovated 2-bedroom and 2-bath condo offers the perfect blend of privacy and island living. The most "green space" on island! Located in the highly desired West Bay Point & Moorings community which is tucked away in a park-like setting with mature tropical grounds. Enter the gate into your own courtyard patio space, then step inside to high ceilings and an open concept living space with abundant natural light. The gorgeous kitchen has a sunlit window, beautiful granite counters, modern cabinetry, and sleek finishes with new plank vinyl flooring throughout. There is plenty of space to entertain family and guests at the breakfast bar, dining table, living room or in the brightly lit sunroom. The lovely primary bedroom has an ensuite bath and an oversized walk- in closet. There is expansive storage/closet space and a separate laundry room conveniently located off the front entryway. The guest bedroom has access to the private front patio, which is great for morning coffee. Slide open your back doors to the quiet and peaceful patio which overlooks the community heated pool with spa. Full of resort-style amenities, take your pick. WestBay offers tennis & pickleball courts. a grill patio, common-area dock and benches. From the available storage racks slip your kayak & paddleboard right into the Bay. In addition to common area parking, +PLUS+ a VERY coveted & RARE CARPORT SPOT is included. This unit is 12 ft above sea level and had NO water intrusion from last year's storms. Maintenance free with updated everything, new roofs on all eight association buildings were also installed in March of this year. The HOA includes cable, high speed Internet, water and sewer. Monthly rentals are also permitted. In addition, you can stroll right next door to the expansive Holmes Beach public amenities. These include a boat ramp, tennis & pickleball courts, outdoor fitness center, dog park, basketball court, skateboard & ballpark and the community playground & park. A 5-minute bike ride gives you access to Anna Maria's powder sand beaches, shops, and dining. Just pack your bags, this absolutely pristine unit will come turnkey furnished. It has been designer-inspired with a beautiful neutral palette that evokes modern coastal living. Whether you are seeking a full-time island residence, vacation escape, or investment opportunity, this hidden gem delivers island living at its finest.

6200 Flotilla Drive Unit 311, Holmes Beach

$620,000

Following a FINAL price reduction, the seller has positioned this property for a prompt sale. Buyers who have been waiting for the right opportunity should take notice-this home now offers outstanding value and is priced for immediate consideration. This elevated two-bedroom, two-bath half-duplex home in Holmes Beach offers an ideal beach getaway with the added benefit of allowing weekly rentals and no HOA. Situated on a quiet cul-de-sac, it's just a block away from Beach Access #69. The home features a front deck, perfect for morning coffee, and a back deck for evening cocktails, complete with a stairway leading to a private backyard. Enjoy peaceful lagoon views from your backyard, creating a serene and relaxing setting. Both decks have been updated with Trex decking, known for its durability and longevity, often lasting many years. The backyard also provides ample space for a future pool. Inside, the home boasts a combined living and dining room and a pass-through kitchen. The primary bedroom includes a walk-in closet with a stackable washer/dryer, and the second bedroom and bath are conveniently adjacent to the primary. Recent updates enhance the home's appeal and functionality, including a new AC in 2018, newer kitchen appliances, newer kitchen cabinetry and waterproof vinyl flooring throughout. Significant exterior upgrades were completed in 2021, such as a new metal roof, Hardie board siding, and impact windows and doors. Hardie board siding (fiber cement siding) is recognized for its durability and resistance to weather, pests and fire. Impact windows and doors offer benefits such as enhanced security, noise reduction, increased energy efficiency and protection against extreme weather, potentially increasing property value and lowering insurance costs. A 6-foot privacy fence was also added in 2021. The ground floor features a garage with tandem parking for two cars or space for one car and a golf cart or bikes. Additionally, a non-conforming space offers flexibility for an office, art studio or other uses. This home is centrally located in Holmes Beach, providing easy access to local shops, restaurants, a dog park, a marina and the 63rd Street boat ramp. Holmes Beach, in the middle of Anna Maria Island, is known for its pristine public beaches and offers various activities and attractions.

2 Beds ⋅ 3 Baths ⋅ Clark Spring Lake Estates SubDv. ⋅ 34217 Zip Code

Following a FINAL price reduction, the seller has positioned this property for a prompt sale. Buyers who have been waiting for the right opportunity should take notice-this home now offers outstanding value and is priced for immediate consideration. This elevated two-bedroom, two-bath half-duplex home in Holmes Beach offers an ideal beach getaway with the added benefit of allowing weekly rentals and no HOA. Situated on a quiet cul-de-sac, it's just a block away from Beach Access #69. The home features a front deck, perfect for morning coffee, and a back deck for evening cocktails, complete with a stairway leading to a private backyard. Enjoy peaceful lagoon views from your backyard, creating a serene and relaxing setting. Both decks have been updated with Trex decking, known for its durability and longevity, often lasting many years. The backyard also provides ample space for a future pool. Inside, the home boasts a combined living and dining room and a pass-through kitchen. The primary bedroom includes a walk-in closet with a stackable washer/dryer, and the second bedroom and bath are conveniently adjacent to the primary. Recent updates enhance the home's appeal and functionality, including a new AC in 2018, newer kitchen appliances, newer kitchen cabinetry and waterproof vinyl flooring throughout. Significant exterior upgrades were completed in 2021, such as a new metal roof, Hardie board siding, and impact windows and doors. Hardie board siding (fiber cement siding) is recognized for its durability and resistance to weather, pests and fire. Impact windows and doors offer benefits such as enhanced security, noise reduction, increased energy efficiency and protection against extreme weather, potentially increasing property value and lowering insurance costs. A 6-foot privacy fence was also added in 2021. The ground floor features a garage with tandem parking for two cars or space for one car and a golf cart or bikes. Additionally, a non-conforming space offers flexibility for an office, art studio or other uses. This home is centrally located in Holmes Beach, providing easy access to local shops, restaurants, a dog park, a marina and the 63rd Street boat ramp. Holmes Beach, in the middle of Anna Maria Island, is known for its pristine public beaches and offers various activities and attractions.

6921 Holmes Boulevard, Holmes Beach

$612,000

Get a piece of paradise! This charming island home is tucked away on beautiful Anna Maria Island with 2-bedrooms an 1-bathroom. Two Zero Four 29th Street sits on a desirable 6,000-square-foot lot and offers endless possibilities. Whether you're looking to get your hands on a starter project and refresh the home and personalize it to your hearts content. Convert the garage to a true primary suite and add some games in the empty bonus room. Or... if you prefer to really put your imagination to the task, you could create your dream island retreat from the ground up. This property is a rare chance to own in one of the Gulf Coast’s most sought-after locations. The interior of the home has been recently refreshed and features beautiful terrazzo floors that add timeless Florida character. Outside, the location truly shines — just two blocks from the sparkling blue waters of the Gulf of Mexico and the sugar-soft sandy beaches that make island living so special. Enjoy all the perks of life on this barrier island: sunshine year-round, walkable access to local boutiques, favorite restaurants, and the laid-back coastal lifestyle that makes Anna Maria Island such a beloved destination. A great opportunity to enjoy now, invest in for later, or build something truly special. Come live the Anna Maria Life!

2 Beds ⋅ 1 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

Get a piece of paradise! This charming island home is tucked away on beautiful Anna Maria Island with 2-bedrooms an 1-bathroom. Two Zero Four 29th Street sits on a desirable 6,000-square-foot lot and offers endless possibilities. Whether you're looking to get your hands on a starter project and refresh the home and personalize it to your hearts content. Convert the garage to a true primary suite and add some games in the empty bonus room. Or... if you prefer to really put your imagination to the task, you could create your dream island retreat from the ground up. This property is a rare chance to own in one of the Gulf Coast’s most sought-after locations. The interior of the home has been recently refreshed and features beautiful terrazzo floors that add timeless Florida character. Outside, the location truly shines — just two blocks from the sparkling blue waters of the Gulf of Mexico and the sugar-soft sandy beaches that make island living so special. Enjoy all the perks of life on this barrier island: sunshine year-round, walkable access to local boutiques, favorite restaurants, and the laid-back coastal lifestyle that makes Anna Maria Island such a beloved destination. A great opportunity to enjoy now, invest in for later, or build something truly special. Come live the Anna Maria Life!

204 29th Street, Holmes Beach

$600,000

Blank Canvas on Anna Maria Island! 2-bedroom, 2-bath plus den/office condo has been completely cleared out, offering a rare opportunity for the new owner to design their perfect coastal retreat. This is the ultimate opportunity to create a custom, luxury condo in a highly sought-after island location.

2 Beds ⋅ 2 Baths ⋅ Waters Edge Condominium SubDv. ⋅ 34217 Zip Code

Blank Canvas on Anna Maria Island! 2-bedroom, 2-bath plus den/office condo has been completely cleared out, offering a rare opportunity for the new owner to design their perfect coastal retreat. This is the ultimate opportunity to create a custom, luxury condo in a highly sought-after island location.

5806 Gulf Drive Unit 202, Holmes Beach

$600,000

Just a short stroll from the beach, this 2BD/2BA property in the heart of Holmes Beach offers an ideal combination of location, layout potential, and investment opportunity. Previously a duplex, it’s currently configured as two separate units but can easily be reimagined as a single-family coastal retreat. Whether you're looking to create a personal island getaway, maximize income through short-term rentals, or explore a blend of both, this property provides the flexibility to suit your goals. Fully remediated and ready for renovation, it features open living spaces, abundant natural light located on a corner lot. Weekly rentals permitted and just steps from the sand and all the shopping and dining of central Holmes Beach, it’s a blank canvas in a prime setting. Don't let this little slice of island life slip away and make your getaway today!

2 Beds ⋅ 2 Baths ⋅ Neptunes Gardens SubDv. ⋅ 34217 Zip Code

Just a short stroll from the beach, this 2BD/2BA property in the heart of Holmes Beach offers an ideal combination of location, layout potential, and investment opportunity. Previously a duplex, it’s currently configured as two separate units but can easily be reimagined as a single-family coastal retreat. Whether you're looking to create a personal island getaway, maximize income through short-term rentals, or explore a blend of both, this property provides the flexibility to suit your goals. Fully remediated and ready for renovation, it features open living spaces, abundant natural light located on a corner lot. Weekly rentals permitted and just steps from the sand and all the shopping and dining of central Holmes Beach, it’s a blank canvas in a prime setting. Don't let this little slice of island life slip away and make your getaway today!

5801 Imperiore Avenue, Holmes Beach

$598,000

Rarely available 3 bedroom, two bath condo in Island Village. Nicely updated, spacious condo is perfectly positioned just across the street from the stunning white sand beaches of Anna Maria Island offering effortless access to the Gulf of Mexico's turquoise waters and spectacular sunsets. Meticulously maintained this condo features impact windows, new AC in 2021, and a new roof in 2025. The interior boasts fresh finishes with crown molding, wood flooring and spacious bedrooms that comfortably accommodate family or guests. Additional features include under-building parking with 2.5 dedicated spaces (plenty of room for vehicles plus a golf cart), plus a private storage shed for bikes, beach gear or seasonal items. The resort-style community has 2 community pools, a tennis court, and pickleball courts for active recreation. Perfect as a primary residence, second home, or vacation getaway in one of Florida's most coveted beach communities. This one checks every box!

3 Beds ⋅ 2 Baths ⋅ Island Village Condominium SubDv. ⋅ 34217 Zip Code

Rarely available 3 bedroom, two bath condo in Island Village. Nicely updated, spacious condo is perfectly positioned just across the street from the stunning white sand beaches of Anna Maria Island offering effortless access to the Gulf of Mexico's turquoise waters and spectacular sunsets. Meticulously maintained this condo features impact windows, new AC in 2021, and a new roof in 2025. The interior boasts fresh finishes with crown molding, wood flooring and spacious bedrooms that comfortably accommodate family or guests. Additional features include under-building parking with 2.5 dedicated spaces (plenty of room for vehicles plus a golf cart), plus a private storage shed for bikes, beach gear or seasonal items. The resort-style community has 2 community pools, a tennis court, and pickleball courts for active recreation. Perfect as a primary residence, second home, or vacation getaway in one of Florida's most coveted beach communities. This one checks every box!

4255 Gulf Drive Unit 229, Holmes Beach

$575,000

Gulf View Town Houses Condominium is one of a few select small association properties nestled just south of Manatee Public Beach. Just far enough away for a quiet beach day and just close enough to be an attractive location for vacation renters. A convenient grocery store and shopping district are just 1/8 mile east of this Holmes Beach condominium, making errands a breeze. The Association has been diligent and timely with their maintenance and repairs of the building and common elements, which are in tip top shape. Beach access is a short 150-yard walk west, offering the public beach restaurant and tiki bar just a short stroll north. This is one of the premier weekly rental locations in Holmes Beach and Anna Maria Island as a whole. Unit #1 has two designated parking spaces, a small first floor storage shed, and is one of just four units in this intimate single building condominium complex with heated pool on a spacious corner lot. West facing, with tons of light, this spacious two story 2 bed 2.5 bath condominium is the ultimate in hassle free island living for both owners and renters. On the first floor you will find tile floors throughout an open floor plan with an all-wood cabinet galley kitchen with induction cook top/range and hood, nice breakfast nook, and large living room with ½ bath. The kitchen also features full matching stainless GE Profile line appliances in great shape. A 5x12 ft balcony just off the living room is perfect for sunset viewing and windows and doors are hurricane rated and have been replaced in the past few years. Upstairs find the Primary en-suite bedroom with private west facing balcony and full tile bath with whirlpool tub and separate shower. The guest bedroom is also roomy with private full tile shower bathroom. The laundry room with washer and dryer are also found on the second floor. Definitely schedule a showing to take a closer look! Thanks *A FEW PHOTOS ARE VIRTUALLY STAGED*

2 Beds ⋅ 3 Baths ⋅ Gulf View Townhouses Condo SubDv. ⋅ 34217 Zip Code

Gulf View Town Houses Condominium is one of a few select small association properties nestled just south of Manatee Public Beach. Just far enough away for a quiet beach day and just close enough to be an attractive location for vacation renters. A convenient grocery store and shopping district are just 1/8 mile east of this Holmes Beach condominium, making errands a breeze. The Association has been diligent and timely with their maintenance and repairs of the building and common elements, which are in tip top shape. Beach access is a short 150-yard walk west, offering the public beach restaurant and tiki bar just a short stroll north. This is one of the premier weekly rental locations in Holmes Beach and Anna Maria Island as a whole. Unit #1 has two designated parking spaces, a small first floor storage shed, and is one of just four units in this intimate single building condominium complex with heated pool on a spacious corner lot. West facing, with tons of light, this spacious two story 2 bed 2.5 bath condominium is the ultimate in hassle free island living for both owners and renters. On the first floor you will find tile floors throughout an open floor plan with an all-wood cabinet galley kitchen with induction cook top/range and hood, nice breakfast nook, and large living room with ½ bath. The kitchen also features full matching stainless GE Profile line appliances in great shape. A 5x12 ft balcony just off the living room is perfect for sunset viewing and windows and doors are hurricane rated and have been replaced in the past few years. Upstairs find the Primary en-suite bedroom with private west facing balcony and full tile bath with whirlpool tub and separate shower. The guest bedroom is also roomy with private full tile shower bathroom. The laundry room with washer and dryer are also found on the second floor. Definitely schedule a showing to take a closer look! Thanks *A FEW PHOTOS ARE VIRTUALLY STAGED*

3701 5th Avenue Unit 1, Holmes Beach

$575,000

Prepare to be captivated by the stunning allure of Anna Maria Sound, where the shimmering waters are alive with playful dolphins, graceful manatees, and a vibrant array of Florida’s native birds. Enjoy breathtaking sunrises that greet you each morning, bathing your space in beautiful rays, and witness the moonlight dancing on the water by night—all from this extraordinary location. Perched on one of the island's highest points, this property is resilient to flooding, making it a superb investment opportunity. Relax on the lanai and watch yachts as they wait for the Manatee Bridge to lift, providing a picturesque scene. This beautifully remodeled waterfront condo is part of one of the few dog-friendly communities available. What’s more, you'll find the interior tastefully designed, sold turnkey and ready for you to move in—just pack your suitcase! Bird enthusiasts will delight in the vibrant avian activity nearby, as birds flit back and forth from the adjacent Robinson Preserve. One of the outstanding features of this location is the ease of access to the mainland, allowing you to bypass the traffic that often plagues other areas on the island during peak season. The community amenities include a kayak launch, pickleball, tennis courts, and a large heated pool overlooking the water, all with lower HOA fees due to minimal damage compared to other properties on the island. This is truly a unique gem awaiting its new owner!

2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code

Prepare to be captivated by the stunning allure of Anna Maria Sound, where the shimmering waters are alive with playful dolphins, graceful manatees, and a vibrant array of Florida’s native birds. Enjoy breathtaking sunrises that greet you each morning, bathing your space in beautiful rays, and witness the moonlight dancing on the water by night—all from this extraordinary location. Perched on one of the island's highest points, this property is resilient to flooding, making it a superb investment opportunity. Relax on the lanai and watch yachts as they wait for the Manatee Bridge to lift, providing a picturesque scene. This beautifully remodeled waterfront condo is part of one of the few dog-friendly communities available. What’s more, you'll find the interior tastefully designed, sold turnkey and ready for you to move in—just pack your suitcase! Bird enthusiasts will delight in the vibrant avian activity nearby, as birds flit back and forth from the adjacent Robinson Preserve. One of the outstanding features of this location is the ease of access to the mainland, allowing you to bypass the traffic that often plagues other areas on the island during peak season. The community amenities include a kayak launch, pickleball, tennis courts, and a large heated pool overlooking the water, all with lower HOA fees due to minimal damage compared to other properties on the island. This is truly a unique gem awaiting its new owner!

721 Manatee Avenue, Holmes Beach

$575,000

This inviting 2-bedroom, 2-bath condo blends coastal charm with easy island living just two blocks from the Gulf of Mexico. Turnkey-furnished and move-in ready, the open main level features living, dining, and kitchen areas plus a full bath. Upstairs offers two comfortable bedrooms and an additional bath, an ideal layout for family or guests. A private pool shared by only eight units provides a quiet oasis to relax, lounge, or take a refreshing swim. Recent updates to the complex include new walkways, stairs, and patio decking, showing the care and attention given to this well-maintained property. On-site laundry facilities and a dedicated parking space add to the convenience. Centrally located on Anna Maria Island, you will be close to boutique shops, dining, arts, and the island's famous sunsets. Perfect as a full-time residence, vacation retreat, or rental investment, this condo delivers relaxed coastal living and a true slice of paradise.

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

This inviting 2-bedroom, 2-bath condo blends coastal charm with easy island living just two blocks from the Gulf of Mexico. Turnkey-furnished and move-in ready, the open main level features living, dining, and kitchen areas plus a full bath. Upstairs offers two comfortable bedrooms and an additional bath, an ideal layout for family or guests. A private pool shared by only eight units provides a quiet oasis to relax, lounge, or take a refreshing swim. Recent updates to the complex include new walkways, stairs, and patio decking, showing the care and attention given to this well-maintained property. On-site laundry facilities and a dedicated parking space add to the convenience. Centrally located on Anna Maria Island, you will be close to boutique shops, dining, arts, and the island's famous sunsets. Perfect as a full-time residence, vacation retreat, or rental investment, this condo delivers relaxed coastal living and a true slice of paradise.

3400 6th Avenue Unit 7, Holmes Beach

$570,000

Welcome to your island oasis! Seaside Gardens is a beautiful community nestled along the canals of the Anna Maria Island Intracoastal Waterway - where short-term rentals are allowed and every day feels like vacation. This fully renovated 2-bed, 2-bath villa features an open floor plan and gorgeous coastal finishes, ready for you to move right in and start living the AMI lifestyle. Step inside to discover all new stainless steel appliances, quartz countertops, an open-concept kitchen/dining/living area, and an interior laundry room with washer and dryer. A light-filled Florida room offers additional space for dining, lounging, or simply relaxing after a day at the beach. The landscaped and fenced backyard provides privacy and plenty of room to entertain. This home has been thoughtfully upgraded for comfort and peace of mind, including: *Hurricane-impact windows, *Waterproof PVC wallboard and trim on the lower four feet of interior walls, *Flood gates installed on exterior doors, and a *New shingle roof completed December 2025. Storage is abundant with a carport storage room, backyard storage shed, and additional storage locker. The community delivers exceptional amenities: a boat ramp just down the street, tennis/pickleball courts, a basketball court, dog park, and the iconic sugar-sand beaches of Anna Maria Island only a short walk away. Golf carts are allowed, pets are welcome (for both owners and renters—a great rental advantage!), and a free island trolley stop sits right at the neighborhood entrance. Offered fully furnished with only a few personal exclusions, this villa is your ticket to the island life. Are you ready to claim your dream retreat on Anna Maria Island?

2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code

Welcome to your island oasis! Seaside Gardens is a beautiful community nestled along the canals of the Anna Maria Island Intracoastal Waterway - where short-term rentals are allowed and every day feels like vacation. This fully renovated 2-bed, 2-bath villa features an open floor plan and gorgeous coastal finishes, ready for you to move right in and start living the AMI lifestyle. Step inside to discover all new stainless steel appliances, quartz countertops, an open-concept kitchen/dining/living area, and an interior laundry room with washer and dryer. A light-filled Florida room offers additional space for dining, lounging, or simply relaxing after a day at the beach. The landscaped and fenced backyard provides privacy and plenty of room to entertain. This home has been thoughtfully upgraded for comfort and peace of mind, including: *Hurricane-impact windows, *Waterproof PVC wallboard and trim on the lower four feet of interior walls, *Flood gates installed on exterior doors, and a *New shingle roof completed December 2025. Storage is abundant with a carport storage room, backyard storage shed, and additional storage locker. The community delivers exceptional amenities: a boat ramp just down the street, tennis/pickleball courts, a basketball court, dog park, and the iconic sugar-sand beaches of Anna Maria Island only a short walk away. Golf carts are allowed, pets are welcome (for both owners and renters—a great rental advantage!), and a free island trolley stop sits right at the neighborhood entrance. Offered fully furnished with only a few personal exclusions, this villa is your ticket to the island life. Are you ready to claim your dream retreat on Anna Maria Island?

417 63rd Street, Holmes Beach

$570,000

Virtually Staged. NEW ROOF installed in 2025! Welcome to this remodeled and elevated 2-bedroom, 2-bathroom end-unit condo with a flex room at Island Village in Holmes Beach. Perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy condo has been thoughtfully updated, featuring a clean, modern aesthetic. It includes two dedicated parking spaces under building and includes a storage room. The interior has been freshly painted and new tile floors installed in the kitchen and flex room. One of the upgrades is the enclosed flex room with a closet, now fully under air with the recent extension of the A/C system. This versatile bonus room features a large closet and offers endless possibilities for use. Use it as a sunroom, a comfortable home office or a cozy retreat that effortlessly adapts to your lifestyle needs. This sun-filled retreat is enhanced with sliding glass doors and Phifer weave sunscreen shades, offering views of the lush, park-like surroundings. The kitchen is designed with both style and functionality in mind, featuring durable Corian countertops, a breakfast bar, a Whirlpool full-size stainless-steel refrigerator and freezer, and custom Kitchen Craftmade Cabinetry. The primary bedroom includes sliding glass doors that open to the air-conditioned flex room, a large walk-in closet, and an en-suite bathroom with a walk-in shower. The second bedroom offers another ensuite bath, making it ideal for guests or family members. A dedicated laundry room with a full-size washer and dryer adds everyday convenience. Recent updates include a NEW ROOF in 2025, an upgraded electric meter in 2024, and refreshed exterior paint completed in 2021. The condo also includes an osmosis water filtration system. This condo is part of Island Village condominiums, a well-maintained, maintenance-free community where the HOA covers cable TV, internet, water, sewer, trash, insurance, and upkeep of the grounds, exterior, community pools, and tennis courts. Residents enjoy access to two heated pools and two tennis/pickleball courts, offering ample recreational opportunities year-round. Owners are permitted to rent their condo up to three times yearly, with a minimum rental period of one month. Located only two blocks to direct beach access, this condo is ideally positioned within easy access to over 20 public beach access points, 12 parks, popular restaurants, and local shops. Don’t miss this rare opportunity to own a beautifully updated condo in one of Anna Maria Island’s most desirable communities. Schedule your tour today and experience the relaxed, tropical lifestyle of Island Village. Be sure and check out the 3D walkthrough and floor plan for this lovely condo in Island Village.

2 Beds ⋅ 2 Baths ⋅ Island Village Condominium SubDv. ⋅ 34217 Zip Code

Virtually Staged. NEW ROOF installed in 2025! Welcome to this remodeled and elevated 2-bedroom, 2-bathroom end-unit condo with a flex room at Island Village in Holmes Beach. Perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy condo has been thoughtfully updated, featuring a clean, modern aesthetic. It includes two dedicated parking spaces under building and includes a storage room. The interior has been freshly painted and new tile floors installed in the kitchen and flex room. One of the upgrades is the enclosed flex room with a closet, now fully under air with the recent extension of the A/C system. This versatile bonus room features a large closet and offers endless possibilities for use. Use it as a sunroom, a comfortable home office or a cozy retreat that effortlessly adapts to your lifestyle needs. This sun-filled retreat is enhanced with sliding glass doors and Phifer weave sunscreen shades, offering views of the lush, park-like surroundings. The kitchen is designed with both style and functionality in mind, featuring durable Corian countertops, a breakfast bar, a Whirlpool full-size stainless-steel refrigerator and freezer, and custom Kitchen Craftmade Cabinetry. The primary bedroom includes sliding glass doors that open to the air-conditioned flex room, a large walk-in closet, and an en-suite bathroom with a walk-in shower. The second bedroom offers another ensuite bath, making it ideal for guests or family members. A dedicated laundry room with a full-size washer and dryer adds everyday convenience. Recent updates include a NEW ROOF in 2025, an upgraded electric meter in 2024, and refreshed exterior paint completed in 2021. The condo also includes an osmosis water filtration system. This condo is part of Island Village condominiums, a well-maintained, maintenance-free community where the HOA covers cable TV, internet, water, sewer, trash, insurance, and upkeep of the grounds, exterior, community pools, and tennis courts. Residents enjoy access to two heated pools and two tennis/pickleball courts, offering ample recreational opportunities year-round. Owners are permitted to rent their condo up to three times yearly, with a minimum rental period of one month. Located only two blocks to direct beach access, this condo is ideally positioned within easy access to over 20 public beach access points, 12 parks, popular restaurants, and local shops. Don’t miss this rare opportunity to own a beautifully updated condo in one of Anna Maria Island’s most desirable communities. Schedule your tour today and experience the relaxed, tropical lifestyle of Island Village. Be sure and check out the 3D walkthrough and floor plan for this lovely condo in Island Village.

4255 Gulf Drive Unit 116, Holmes Beach

$562,000

PRICE DROP! Motivated seller!Welcome to 407 63rd Street, Holmes Beach — a beautifully renovated island getaway just a short walk to the sugar-sand beaches, shops, and local dining of Anna Maria Island! This successful income-producing Airbnb combines coastal charm with modern upgrades, featuring elegant tile floors, high-end quartz countertops, and stainless steel appliances throughout. The bright and inviting sunroom offers extra space to unwind, while the private backyard with a cozy fire pit is perfect for enjoying peaceful evenings under the palms. Every detail has been thoughtfully updated to provide comfort, style, and durability — making it ideal as a full-time residence, vacation home, or turnkey rental investment. Best of all, upcoming Airbnb bookings can be transferred to the new owner for a seamless, income-ready transition into island living.

2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code

PRICE DROP! Motivated seller!Welcome to 407 63rd Street, Holmes Beach — a beautifully renovated island getaway just a short walk to the sugar-sand beaches, shops, and local dining of Anna Maria Island! This successful income-producing Airbnb combines coastal charm with modern upgrades, featuring elegant tile floors, high-end quartz countertops, and stainless steel appliances throughout. The bright and inviting sunroom offers extra space to unwind, while the private backyard with a cozy fire pit is perfect for enjoying peaceful evenings under the palms. Every detail has been thoughtfully updated to provide comfort, style, and durability — making it ideal as a full-time residence, vacation home, or turnkey rental investment. Best of all, upcoming Airbnb bookings can be transferred to the new owner for a seamless, income-ready transition into island living.

407 63rd Street, Holmes Beach

$557,500

Live the island lifestyle just steps from the beach! This beautifully renovated 2-bedroom, 2-bath townhouse in Holmes Beach offers the perfect blend of charm, comfort, and investment potential. Well located within walking distance to the sugar-sand beaches of Anna Maria Island, local restaurants, shops, and island conveniences. Featuring no HOA, this move-in-ready property is ideal as a primary residence, vacation home, or short-term rental opportunity such as Airbnb or VRBO. Inside, the home has been fully updated with stylish quartz countertops, stainless steel appliances, elegant gold hardware, and light-colored luxury vinyl plank flooring throughout. Additional highlights include a screened-in porch, a private yard space, and a brand-new electric water heater. Whether you're looking for a turnkey coastal retreat or an income-producing island property, this one checks all the boxes.

2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code

Live the island lifestyle just steps from the beach! This beautifully renovated 2-bedroom, 2-bath townhouse in Holmes Beach offers the perfect blend of charm, comfort, and investment potential. Well located within walking distance to the sugar-sand beaches of Anna Maria Island, local restaurants, shops, and island conveniences. Featuring no HOA, this move-in-ready property is ideal as a primary residence, vacation home, or short-term rental opportunity such as Airbnb or VRBO. Inside, the home has been fully updated with stylish quartz countertops, stainless steel appliances, elegant gold hardware, and light-colored luxury vinyl plank flooring throughout. Additional highlights include a screened-in porch, a private yard space, and a brand-new electric water heater. Whether you're looking for a turnkey coastal retreat or an income-producing island property, this one checks all the boxes.

441 63rd Street, Holmes Beach

$550,000

Your own slice of paradise awaits in Seaside Gardens, a beloved island neighborhood where laid-back coastal charm meets easy Gulf access. This property is a blank canvas ready for your vision. Inside, the space has been opened up and is primed for its next chapter—design and finish it exactly the way you've always imagined. Step outside to 40 feet of grandfathered dockage, so your boat stays just steps from your door, complemented by a newer seawall installed in 2022. Launch your paddle board right from the dock and glide out onto the bayou, or settle onto the covered waterfront porch—the perfect perch for morning coffee, sunset cocktails, or simply watching the boats drift by. With beautiful water views, cooling coastal breezes, and room to entertain, the possibilities for outdoor living are endless. Beyond the water, everything island life has to offer is just a short stroll away: the dog park, playground, tennis and pickleball courts, and skate park, plus dining, shopping, and local coffee shops. Whether you're dreaming of a weekend getaway, a seasonal escape, or a full-time island residence, this is your chance to create something truly special—just moments from sandy beaches, waterfront dining, and everything that makes island life so irresistible.

2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code

Your own slice of paradise awaits in Seaside Gardens, a beloved island neighborhood where laid-back coastal charm meets easy Gulf access. This property is a blank canvas ready for your vision. Inside, the space has been opened up and is primed for its next chapter—design and finish it exactly the way you've always imagined. Step outside to 40 feet of grandfathered dockage, so your boat stays just steps from your door, complemented by a newer seawall installed in 2022. Launch your paddle board right from the dock and glide out onto the bayou, or settle onto the covered waterfront porch—the perfect perch for morning coffee, sunset cocktails, or simply watching the boats drift by. With beautiful water views, cooling coastal breezes, and room to entertain, the possibilities for outdoor living are endless. Beyond the water, everything island life has to offer is just a short stroll away: the dog park, playground, tennis and pickleball courts, and skate park, plus dining, shopping, and local coffee shops. Whether you're dreaming of a weekend getaway, a seasonal escape, or a full-time island residence, this is your chance to create something truly special—just moments from sandy beaches, waterfront dining, and everything that makes island life so irresistible.

17 Seaside Court, Holmes Beach

$550,000

Welcome to Anna Maria’s Dream – Family-Friendly House perfect for Island Living! This house is a 2 Bed + 2 Bath + Florida Room + Garage + Laundry + Backyard + Renovated Kitchen + Fully Furnished = A DREAM COME TRUE! Welcome to Anna Maria’s Dream, the perfect family home nestled just minutes from the sugar-sand beaches of Anna Maria Island. This charming 2-bedroom, 2-bath home is thoughtfully designed for comfort, ease, and everyday living — whether you're planting roots or enjoying a seasonal escape. You'll love the 2 Spacious Bedrooms each with ample closet space – Plenty of room for family, guests, or a home office setup. Recently updated, 2 Full Bathrooms for a fresh, modern feel with convenience in mind. A just completed, fully updated, open-concept kitchen boasting new appliances and ample counter space for meal prep, homework, and hosting family dinners. The Florida room is great bonus space for a bright, versatile space perfect for playtime, relaxing with a book, or enjoying the sunshine year-round. Fully Furnished – Move-in ready with tasteful furnishings—just bring your suitcase and toothbrush! Attached Garage – Ideal for parking, storage, or converting into a home gym or workshop. Located in a peaceful neighborhood close to top-rated schools, family-friendly parks, bike trails, and local shops, this home offers a rare blend of island charm and suburban practicality. Walking distance from the heart of Holmes Beach, dog park, pickle ball courts, public boat ramp & more!!! Whether you're looking for a permanent home, vacation retreat, or investment property with short-term rental potential, Anna Maria’s Dream is ready to welcome your family.

2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code

Welcome to Anna Maria’s Dream – Family-Friendly House perfect for Island Living! This house is a 2 Bed + 2 Bath + Florida Room + Garage + Laundry + Backyard + Renovated Kitchen + Fully Furnished = A DREAM COME TRUE! Welcome to Anna Maria’s Dream, the perfect family home nestled just minutes from the sugar-sand beaches of Anna Maria Island. This charming 2-bedroom, 2-bath home is thoughtfully designed for comfort, ease, and everyday living — whether you're planting roots or enjoying a seasonal escape. You'll love the 2 Spacious Bedrooms each with ample closet space – Plenty of room for family, guests, or a home office setup. Recently updated, 2 Full Bathrooms for a fresh, modern feel with convenience in mind. A just completed, fully updated, open-concept kitchen boasting new appliances and ample counter space for meal prep, homework, and hosting family dinners. The Florida room is great bonus space for a bright, versatile space perfect for playtime, relaxing with a book, or enjoying the sunshine year-round. Fully Furnished – Move-in ready with tasteful furnishings—just bring your suitcase and toothbrush! Attached Garage – Ideal for parking, storage, or converting into a home gym or workshop. Located in a peaceful neighborhood close to top-rated schools, family-friendly parks, bike trails, and local shops, this home offers a rare blend of island charm and suburban practicality. Walking distance from the heart of Holmes Beach, dog park, pickle ball courts, public boat ramp & more!!! Whether you're looking for a permanent home, vacation retreat, or investment property with short-term rental potential, Anna Maria’s Dream is ready to welcome your family.

441 62nd Street, Holmes Beach

$540,000

HUGE PRICE REDUCTION – now under $600K! NEW ROOF! Investor alert! Opportunities like this on Anna Maria Island are rare, especially at this price point. Here’s your chance to bring your dream home to life in picturesque Holmes Beach within the transforming Seaside Gardens community. This is your blank canvas to create the ultimate waterfront retreat and boater’s paradise, with no bridges to the Gulf and generous dock potential allowing for quick and easy access to open water. The location is unbeatable, just 0.5 miles to the sugar-white sand beaches and even closer to the vibrant heart of Holmes Beach, where you’ll find charming restaurants, lively taverns, coffee shops, a marina, and more. You can even see the nearby boat launch from the property. For those who enjoy staying active, tennis, pickleball, and basketball courts are all just steps away. Wake up to peaceful views of Watson’s Bayou and design your ideal 2-bedroom island escape. Whether you envision a private coastal getaway or a high-performing short-term rental, the possibilities are exceptional. Don’t miss this opportunity—the island lifestyle has never been more attainable.

2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code

HUGE PRICE REDUCTION – now under $600K! NEW ROOF! Investor alert! Opportunities like this on Anna Maria Island are rare, especially at this price point. Here’s your chance to bring your dream home to life in picturesque Holmes Beach within the transforming Seaside Gardens community. This is your blank canvas to create the ultimate waterfront retreat and boater’s paradise, with no bridges to the Gulf and generous dock potential allowing for quick and easy access to open water. The location is unbeatable, just 0.5 miles to the sugar-white sand beaches and even closer to the vibrant heart of Holmes Beach, where you’ll find charming restaurants, lively taverns, coffee shops, a marina, and more. You can even see the nearby boat launch from the property. For those who enjoy staying active, tennis, pickleball, and basketball courts are all just steps away. Wake up to peaceful views of Watson’s Bayou and design your ideal 2-bedroom island escape. Whether you envision a private coastal getaway or a high-performing short-term rental, the possibilities are exceptional. Don’t miss this opportunity—the island lifestyle has never been more attainable.

23 Seaside Court, Holmes Beach

3701 East Bay Drive Unit 5, Holmes Beach

$535,636

Rarely do units of this square footage, and amenities, come on the market. The home features 1320 Square feet of living above a finished first floor area with two large rooms and and a third full bath, The under roof garage has a separate large laundry/workshop area .The rear of the unit has a living room porch overlooking your own deeded boat/fishing dock. There is also a large patio area for your your outdoor living activities. Plenty of room for guests. Sunbow Bay is on the Intracoastal Waterway in a prime Anna Maria Island location with one of the largest shopping areas on the island across the street. The Free Island Trolly has a stop at the street in front of Sunbow Bay. The Manatee Public Beach, and restaurant is 1/2 mile away or a short trolly ride. This is one of the few areas on Anna Maria Island you, and guests, can arrive and park your car for the entire time you are here! Sunbow Bay also has two pools, tennis courts and an extremely long dock stretching out into the Intracoastal Waterway for your enjoyment. Island living at its best!

2 Beds ⋅ 3 Baths ⋅ Sunbow Bay SubDv. ⋅ 34217 Zip Code

Rarely do units of this square footage, and amenities, come on the market. The home features 1320 Square feet of living above a finished first floor area with two large rooms and and a third full bath, The under roof garage has a separate large laundry/workshop area .The rear of the unit has a living room porch overlooking your own deeded boat/fishing dock. There is also a large patio area for your your outdoor living activities. Plenty of room for guests. Sunbow Bay is on the Intracoastal Waterway in a prime Anna Maria Island location with one of the largest shopping areas on the island across the street. The Free Island Trolly has a stop at the street in front of Sunbow Bay. The Manatee Public Beach, and restaurant is 1/2 mile away or a short trolly ride. This is one of the few areas on Anna Maria Island you, and guests, can arrive and park your car for the entire time you are here! Sunbow Bay also has two pools, tennis courts and an extremely long dock stretching out into the Intracoastal Waterway for your enjoyment. Island living at its best!

3701 East Bay Drive Unit 5, Holmes Beach

6400 Flotilla Drive Unit 56, Holmes Beach

$525,000

In the sought-after Westbay Point and Moorings community, this 1,377-square-foot second-floor End unit residence offers an exceptional opportunity to complete a coastal retreat with your custom finishes. This two-bedroom, two-bath condominium is in vanilla shell/box condition, with new sheetrock installed, and major structural and mechanical upgrades completed. Features include a new roof with a tie-down system, new firewall, new air duct system, updated insulation, new electric and plumbing infrastructure, new air handler and new roof-mounted air compressor. All windows have been replaced with hurricane impact-rated glass, including those in the guest bedroom and side elevations. Additional upgrades include a new hurricane-rated front entry door, porch screening system, and laundry room door. Enjoy panoramic water views and an unobstructed view of the Skyway Bridge from this top-floor unit. The residence presents an ideal blank canvas for designing a personalized interior while benefiting from high-cost improvements.

2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code

In the sought-after Westbay Point and Moorings community, this 1,377-square-foot second-floor End unit residence offers an exceptional opportunity to complete a coastal retreat with your custom finishes. This two-bedroom, two-bath condominium is in vanilla shell/box condition, with new sheetrock installed, and major structural and mechanical upgrades completed. Features include a new roof with a tie-down system, new firewall, new air duct system, updated insulation, new electric and plumbing infrastructure, new air handler and new roof-mounted air compressor. All windows have been replaced with hurricane impact-rated glass, including those in the guest bedroom and side elevations. Additional upgrades include a new hurricane-rated front entry door, porch screening system, and laundry room door. Enjoy panoramic water views and an unobstructed view of the Skyway Bridge from this top-floor unit. The residence presents an ideal blank canvas for designing a personalized interior while benefiting from high-cost improvements.

6400 Flotilla Drive Unit 56, Holmes Beach

$520,000

Waterfront opportunity awaits on Anna Maria Island! Discover the potential to craft your ideal coastal retreat in the evolving Seaside Gardens community of Holmes Beach. With direct, no-bridge access to the Gulf, this property is perfectly suited for boating enthusiasts, offering generous dock space and a 2020 seawall backed by a transferable 60-year warranty. Located just a short half-mile from the island’s renowned sugar-sand beaches, you can enjoy sun-filled days and peaceful mornings watching the sunrise over the water. Nearby, you’ll find the best of island living—local restaurants, lively gathering spots, coffee shops, and a marina—all just minutes away. Outdoor amenities, including tennis, pickleball, and basketball courts, along with a convenient boat launch, are right around the corner. Whether you envision building a custom waterfront home overlooking Watson’s Bayou or enhancing the existing structure to unlock its full value, the possibilities here are wide open. With strong short-term rental appeal in a highly desirable location, this is a rare chance to secure your place in paradise.

2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code

Waterfront opportunity awaits on Anna Maria Island! Discover the potential to craft your ideal coastal retreat in the evolving Seaside Gardens community of Holmes Beach. With direct, no-bridge access to the Gulf, this property is perfectly suited for boating enthusiasts, offering generous dock space and a 2020 seawall backed by a transferable 60-year warranty. Located just a short half-mile from the island’s renowned sugar-sand beaches, you can enjoy sun-filled days and peaceful mornings watching the sunrise over the water. Nearby, you’ll find the best of island living—local restaurants, lively gathering spots, coffee shops, and a marina—all just minutes away. Outdoor amenities, including tennis, pickleball, and basketball courts, along with a convenient boat launch, are right around the corner. Whether you envision building a custom waterfront home overlooking Watson’s Bayou or enhancing the existing structure to unlock its full value, the possibilities here are wide open. With strong short-term rental appeal in a highly desirable location, this is a rare chance to secure your place in paradise.

15 Seaside Court, Holmes Beach

$515,000

Turnkey, income-producing boutique beach condo just steps to the sand. Fully furnished and rental ready, this unit has an established revenue history compliant with Holmes Beach's 7-day minimum rental policy, making it the perfect blend of personal use and strong short-term rental potential. Completely renovated with updated electrical, plumbing, modern finishes, and impact-resistant windows, doors, and sliders. The building also remained completely dry during recent storms- an increasingly important factor on the island. Unbeatable location with a 1-minute stroll to the beach, grocery, restaurants, and the town center. Community features include a heated pool with new outdoor furniture, additional storage for bikes and beach chairs, plus pet friendly flexibility. Assigned covered parking, a large private storage closet, and an association benefit that is all inclusive of your utilities, insurance, reserve fund, and building maintenance add even more convenience and value, making this the true path to living on island time.

2 Beds ⋅ 2 Baths ⋅ Cayman Cay Villas Condominium SubDv. ⋅ 34217 Zip Code

Turnkey, income-producing boutique beach condo just steps to the sand. Fully furnished and rental ready, this unit has an established revenue history compliant with Holmes Beach's 7-day minimum rental policy, making it the perfect blend of personal use and strong short-term rental potential. Completely renovated with updated electrical, plumbing, modern finishes, and impact-resistant windows, doors, and sliders. The building also remained completely dry during recent storms- an increasingly important factor on the island. Unbeatable location with a 1-minute stroll to the beach, grocery, restaurants, and the town center. Community features include a heated pool with new outdoor furniture, additional storage for bikes and beach chairs, plus pet friendly flexibility. Assigned covered parking, a large private storage closet, and an association benefit that is all inclusive of your utilities, insurance, reserve fund, and building maintenance add even more convenience and value, making this the true path to living on island time.

4307 Gulf Drive Unit 103, Holmes Beach

$510,000

Step into effortless island living with this beautifully updated turnkey 2BD/2BA retreat in the heart of Sandy Pointe, a serene mangrove lined community. Tucked away just beyond a private wooden bridge, this elevated condo welcomes you with an open floor plan that seamlessly blends living and dining spaces. Recent updates add fresh style and comfort throughout, making it move in ready from day one. Interior laundry is added for comfort and convenience. Savor your morning coffee or evening breeze on the screened lanai overlooking the inviting heated pool and peaceful estuary. A 2 car tandem carport and extra storage make parking and stashing beach gear a breeze. The community’s weekly vacation rental policy adds income potential. Just a short stroll brings you to shopping, dining, and sandy beaches, and a nearby trolley stop makes exploring the island easy. This is island life at its best, vibrant, convenient, and fully refreshed for your enjoyment.

2 Beds ⋅ 2 Baths ⋅ Sandy Pointe Condo SubDv. ⋅ 34217 Zip Code

Step into effortless island living with this beautifully updated turnkey 2BD/2BA retreat in the heart of Sandy Pointe, a serene mangrove lined community. Tucked away just beyond a private wooden bridge, this elevated condo welcomes you with an open floor plan that seamlessly blends living and dining spaces. Recent updates add fresh style and comfort throughout, making it move in ready from day one. Interior laundry is added for comfort and convenience. Savor your morning coffee or evening breeze on the screened lanai overlooking the inviting heated pool and peaceful estuary. A 2 car tandem carport and extra storage make parking and stashing beach gear a breeze. The community’s weekly vacation rental policy adds income potential. Just a short stroll brings you to shopping, dining, and sandy beaches, and a nearby trolley stop makes exploring the island easy. This is island life at its best, vibrant, convenient, and fully refreshed for your enjoyment.

3601 E Bay Drive Unit 106, Holmes Beach

$510,000

LOCATION LOCATION LOCATION!!! Don't miss out on this great opportunity to start fresh and rebuild to make this home your own! Located on a quiet street and in a monthly rental zone so you don't have busy vacation rentals around you. Right down the street from the trolley stop, making it very convenient to hop on and get around quickly anywhere on Anna Maria Island! Close to restaurants, gas station, shops and more! Ideally situated in between the Gulf beaches and the Bay, short walk to either for complete convenience! Vacant and easy to show, use ShowingTime button! Being sold as-is and for lot value. Owners get first dibs on the boat slip waiting list. Make this your fun project and dream home on Anna Maria Island!

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

LOCATION LOCATION LOCATION!!! Don't miss out on this great opportunity to start fresh and rebuild to make this home your own! Located on a quiet street and in a monthly rental zone so you don't have busy vacation rentals around you. Right down the street from the trolley stop, making it very convenient to hop on and get around quickly anywhere on Anna Maria Island! Close to restaurants, gas station, shops and more! Ideally situated in between the Gulf beaches and the Bay, short walk to either for complete convenience! Vacant and easy to show, use ShowingTime button! Being sold as-is and for lot value. Owners get first dibs on the boat slip waiting list. Make this your fun project and dream home on Anna Maria Island!

2714 Avenue C, Holmes Beach

$500,000

Island Living at THE COVE in Sandy Pointe! One of the best island locations for quick access on and off Anna Maria Island. This METICULOUS property truly offers it all: WEEKLY RENTALS, 2-CAR COVERED PARKING, and just 3 BLOCKS to the sugar-sand beaches of AMI. PETS ALLOWED* and TURN-KEY FURNISHED for immediate enjoyment or rental income. All buildings have brand new roofs (2022 & 2023) and BRAND-NEW Hardie board siding on all buildings, with all former T-11 siding fully replaced following Hurricane Milton (2025). This light and airy condo features vaulted ceilings (2nd level), hurricane IMPACT windows and sliding doors, hard wood flooring, NO popcorn ceilings, and a large owner’s storage closet—perfect for beach gear. The updated kitchen showcases quartz countertops, and the unit includes an in-unit washer and dryer. The screened-in lanai overlooks the heated community pool and a tranquil natural mangrove preserve, creating the perfect backdrop for morning coffee or evening cocktails. Enjoy effortless island living with an easy walk or bike ride to Publix, liquor store, shops, and restaurants, and free trolley stops right out front. Monthly condo fees are just $876 and include: Cable TV & Internet, Common Area Taxes, Community Pool maintenance, Escrow Reserves Fund, Fidelity Bond, Insurance on the building, Maintenance Exterior, Maintenance Grounds, Manager, Private Road, Sewer, Trash, Water As soon as you cross the bridge and turn left on East Bay Drive, you’ve arrived at this sparkling, well-maintained island retreat. Come make this your Anna Maria Island getaway!

2 Beds ⋅ 2 Baths ⋅ Sandy Pointe Condo SubDv. ⋅ 34217 Zip Code

Island Living at THE COVE in Sandy Pointe! One of the best island locations for quick access on and off Anna Maria Island. This METICULOUS property truly offers it all: WEEKLY RENTALS, 2-CAR COVERED PARKING, and just 3 BLOCKS to the sugar-sand beaches of AMI. PETS ALLOWED* and TURN-KEY FURNISHED for immediate enjoyment or rental income. All buildings have brand new roofs (2022 & 2023) and BRAND-NEW Hardie board siding on all buildings, with all former T-11 siding fully replaced following Hurricane Milton (2025). This light and airy condo features vaulted ceilings (2nd level), hurricane IMPACT windows and sliding doors, hard wood flooring, NO popcorn ceilings, and a large owner’s storage closet—perfect for beach gear. The updated kitchen showcases quartz countertops, and the unit includes an in-unit washer and dryer. The screened-in lanai overlooks the heated community pool and a tranquil natural mangrove preserve, creating the perfect backdrop for morning coffee or evening cocktails. Enjoy effortless island living with an easy walk or bike ride to Publix, liquor store, shops, and restaurants, and free trolley stops right out front. Monthly condo fees are just $876 and include: Cable TV & Internet, Common Area Taxes, Community Pool maintenance, Escrow Reserves Fund, Fidelity Bond, Insurance on the building, Maintenance Exterior, Maintenance Grounds, Manager, Private Road, Sewer, Trash, Water As soon as you cross the bridge and turn left on East Bay Drive, you’ve arrived at this sparkling, well-maintained island retreat. Come make this your Anna Maria Island getaway!

3601 E Bay Drive Unit 206, Holmes Beach

725 Manatee Avenue Unit 725, Holmes Beach

$500,000

There is so much value in the elevation of this property as it got no water in the hurricane and these three buildings are more elevated than most of the entire island. RENOVATED AND TURNKEY. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Anna Maria Sound, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises as you wake up to the beautiful rays filling your space every morning. Then there is the magnificent moon while casting its illuminating reflection upon Anna Maria Sound, all from this incredible place. This building sits on one of the highest points on the island and did not flood during previous storms. This makes it an Excellent investment. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under. This beautifully remodeled condo on the water is one of the few dog friendly communities. If all this wasn't enough the space you walk into is being sold Turnkey and looks as if a professional designer made all the decisions down to the smallest things. Now its all your ready to go just pack a suitcase and no need to do anything. Are you a bird watcher? If so you will love the birds you view all day as they fly close to you coming to and fro from nearby Robinson Preserve. One of the nicest things about this place is you don't get stuck during season in all the traffic on the island and its easy to get off to the main land without the long wait that the owners on the north end or south end have. Community has a kayak launch and pickleball as well as tennis and a large heated pool with views of the water. Community HOA fees are much lower than most due to the lack of damage as compared to other places on the island.

2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code

There is so much value in the elevation of this property as it got no water in the hurricane and these three buildings are more elevated than most of the entire island. RENOVATED AND TURNKEY. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Anna Maria Sound, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises as you wake up to the beautiful rays filling your space every morning. Then there is the magnificent moon while casting its illuminating reflection upon Anna Maria Sound, all from this incredible place. This building sits on one of the highest points on the island and did not flood during previous storms. This makes it an Excellent investment. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under. This beautifully remodeled condo on the water is one of the few dog friendly communities. If all this wasn't enough the space you walk into is being sold Turnkey and looks as if a professional designer made all the decisions down to the smallest things. Now its all your ready to go just pack a suitcase and no need to do anything. Are you a bird watcher? If so you will love the birds you view all day as they fly close to you coming to and fro from nearby Robinson Preserve. One of the nicest things about this place is you don't get stuck during season in all the traffic on the island and its easy to get off to the main land without the long wait that the owners on the north end or south end have. Community has a kayak launch and pickleball as well as tennis and a large heated pool with views of the water. Community HOA fees are much lower than most due to the lack of damage as compared to other places on the island.

725 Manatee Avenue Unit 725, Holmes Beach

$490,000

This beautifully updated 2BD/2BA coastal retreat offers the perfect blend of comfort, style, and location in the highly desirable Cayman Cay community on Holmes Beach. Ideally situated mid-island and just steps to the soft powdery sands of the Gulf, this TOP FLOOR residence is TURNKEY FURNISHED and truly MOVE-IN-READY. Inside, you’ll find a bright, open layout with a relaxed beach-inspired feel, HURRICANE IMPACT-RATED Windows and thoughtful upgrades throughout. A MAJOR RENOVATION opened up the kitchen and main living area, creating a more spacious and modern flow with NO CARPET throughout the unit. The well-appointed kitchen features upgraded cabinetry, modern countertops, tile backsplash and stainless steel appliances, making it perfect for both everyday living and entertaining. The main living space features custom wood accent wall detailing, adding a stylish coastal touch, and providing both durability and easy maintenance. Both bathrooms have been tastefully updated, and recent improvements include a NEW HURRICANE IMPACT-RATED TURTLE GLASS sliding door and a REFRESHED LANAI. Step out onto the screened lanai and enjoy peaceful surroundings with PARTIAL GULF VIEWS along with views of the pool and tropical landscaping, creating the perfect space to relax and unwind. Additional features include a private owner’s storage room and a designated covered carport space for Unit #207. Cayman Cay offers a well-maintained community setting with a heated pool, shuffleboard courts, and BBQ grilling area, perfect for relaxing after a day at the beach or enjoying time with family and friends. The location is truly unbeatable, just minutes from local restaurants, shopping, Publix, CVS, and everything that makes Anna Maria Island so special. For added convenience, the island trolley is nearby, making it effortless to explore the surrounding area. Enjoy convenient access on and off the island, along with a short drive to Sarasota Bradenton International Airport. Whether you're seeking a full-time residence, a relaxing vacation retreat, or an investment property, this condo delivers the perfect blend of location, modern updates, and easy island living. UNPACK, UNWIND, and START LIVING the island life from day one—while offering excellent INCOME POTENTIAL when you’re away.

2 Beds ⋅ 2 Baths ⋅ Cayman Cay Villas Condominium SubDv. ⋅ 34217 Zip Code

This beautifully updated 2BD/2BA coastal retreat offers the perfect blend of comfort, style, and location in the highly desirable Cayman Cay community on Holmes Beach. Ideally situated mid-island and just steps to the soft powdery sands of the Gulf, this TOP FLOOR residence is TURNKEY FURNISHED and truly MOVE-IN-READY. Inside, you’ll find a bright, open layout with a relaxed beach-inspired feel, HURRICANE IMPACT-RATED Windows and thoughtful upgrades throughout. A MAJOR RENOVATION opened up the kitchen and main living area, creating a more spacious and modern flow with NO CARPET throughout the unit. The well-appointed kitchen features upgraded cabinetry, modern countertops, tile backsplash and stainless steel appliances, making it perfect for both everyday living and entertaining. The main living space features custom wood accent wall detailing, adding a stylish coastal touch, and providing both durability and easy maintenance. Both bathrooms have been tastefully updated, and recent improvements include a NEW HURRICANE IMPACT-RATED TURTLE GLASS sliding door and a REFRESHED LANAI. Step out onto the screened lanai and enjoy peaceful surroundings with PARTIAL GULF VIEWS along with views of the pool and tropical landscaping, creating the perfect space to relax and unwind. Additional features include a private owner’s storage room and a designated covered carport space for Unit #207. Cayman Cay offers a well-maintained community setting with a heated pool, shuffleboard courts, and BBQ grilling area, perfect for relaxing after a day at the beach or enjoying time with family and friends. The location is truly unbeatable, just minutes from local restaurants, shopping, Publix, CVS, and everything that makes Anna Maria Island so special. For added convenience, the island trolley is nearby, making it effortless to explore the surrounding area. Enjoy convenient access on and off the island, along with a short drive to Sarasota Bradenton International Airport. Whether you're seeking a full-time residence, a relaxing vacation retreat, or an investment property, this condo delivers the perfect blend of location, modern updates, and easy island living. UNPACK, UNWIND, and START LIVING the island life from day one—while offering excellent INCOME POTENTIAL when you’re away.

4307 Gulf Drive Unit 207, Holmes Beach

6500 Flotilla Drive Unit 212, Holmes Beach

$485,000

Welcome to an inviting ground-level canal-front condo tucked into the highly sought-after WestBay Point and Moorings community on beautiful Anna Maria Island. This bright and airy 2-bedroom, 2-bath residence welcomes you with a private front courtyard—an ideal spot for morning coffee or a quiet read—then leads into a versatile enclosed lanai offering endless possibilities for a home office, sunroom, or additional entertaining space. Inside, the updated kitchen features KraftMaid cabinets, and new countertops, convenient pull-out drawers and a wet bar that make hosting effortless. The expansive dining and living room combination brings in natural light from multiple sliders and flows seamlessly to the enclosed back lanai, where peaceful canal views and glimpses of the community tennis courts set a serene backdrop. The primary suite is a tranquil retreat with lanai access, an updated ensuite bathroom and generous walk-in closet with abundant storage. The beautifully updated second bath serves the guest bedroom, which also enjoys direct access to the front lanai, plus its own walk-in closet. This ground-floor unit is especially attractive for its accessibility and, importantly, it did not flood. Beyond the home, WestBay Point and Moorings deliver resort-style amenities: a heated community pool and spa, well-maintained tennis courts, and a kayak launch for easy access to the canal and surrounding waterways. Nestled in the heart of Holmes Beach, the community offers a rare combination of convenience and privacy—close to shops, dining and the island’s renowned beaches, yet tucked away for peaceful, everyday living. This thoughtfully updated condo is a must-see for anyone seeking island living with comfort, storage and outdoor lifestyle conveniences. Short walk to restaurants, shops, and Island trolly stop.

2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code

Welcome to an inviting ground-level canal-front condo tucked into the highly sought-after WestBay Point and Moorings community on beautiful Anna Maria Island. This bright and airy 2-bedroom, 2-bath residence welcomes you with a private front courtyard—an ideal spot for morning coffee or a quiet read—then leads into a versatile enclosed lanai offering endless possibilities for a home office, sunroom, or additional entertaining space. Inside, the updated kitchen features KraftMaid cabinets, and new countertops, convenient pull-out drawers and a wet bar that make hosting effortless. The expansive dining and living room combination brings in natural light from multiple sliders and flows seamlessly to the enclosed back lanai, where peaceful canal views and glimpses of the community tennis courts set a serene backdrop. The primary suite is a tranquil retreat with lanai access, an updated ensuite bathroom and generous walk-in closet with abundant storage. The beautifully updated second bath serves the guest bedroom, which also enjoys direct access to the front lanai, plus its own walk-in closet. This ground-floor unit is especially attractive for its accessibility and, importantly, it did not flood. Beyond the home, WestBay Point and Moorings deliver resort-style amenities: a heated community pool and spa, well-maintained tennis courts, and a kayak launch for easy access to the canal and surrounding waterways. Nestled in the heart of Holmes Beach, the community offers a rare combination of convenience and privacy—close to shops, dining and the island’s renowned beaches, yet tucked away for peaceful, everyday living. This thoughtfully updated condo is a must-see for anyone seeking island living with comfort, storage and outdoor lifestyle conveniences. Short walk to restaurants, shops, and Island trolly stop.

6500 Flotilla Drive Unit 212, Holmes Beach

$480,000

Virtually Staged. This is your golden moment. Zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This updated two-bedroom, two-bath unit has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of The Gulf. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to call home or to use as a nightly or weekly rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof, air-conditioning unit and water heater were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.

2 Beds ⋅ 2 Baths ⋅ Princess Martha Apartments SubDv. ⋅ 34217 Zip Code

Virtually Staged. This is your golden moment. Zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This updated two-bedroom, two-bath unit has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of The Gulf. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to call home or to use as a nightly or weekly rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof, air-conditioning unit and water heater were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.

101 73rd Street Unit 3, Holmes Beach

600 Manatee Avenue Unit 230, Holmes Beach

$475,000

Welcome to your dream coastal getaway! This beautifully maintained second-floor condo comes completely turnkey and fully furnished, making it effortless to move right in and start living the relaxed Florida lifestyle. Perched on an elevated corner, the home enjoys extra privacy, fantastic natural light, and lovely glimpses of the bay right from your windows. The recently updated kitchen boasts a nice, crisp aesthetic with sleek white cabinetry, stainless steel appliances, stylish floating wood shelving, and abundant storage options throughout. Step outside onto your screened lanai to enjoy relaxing views overlooking the sparkling community pool. With all major exterior repairs recently completed and every detail ready for immediate enjoyment, this corner unit offers complete peace of mind and effortless coastal living. Located within a quiet, well-manicured community, this property is the perfect blend of luxury and location. Whether you are looking for a relaxing vacation home or a serene permanent residence, this beautiful condo is a spectacular choice!

2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code

Welcome to your dream coastal getaway! This beautifully maintained second-floor condo comes completely turnkey and fully furnished, making it effortless to move right in and start living the relaxed Florida lifestyle. Perched on an elevated corner, the home enjoys extra privacy, fantastic natural light, and lovely glimpses of the bay right from your windows. The recently updated kitchen boasts a nice, crisp aesthetic with sleek white cabinetry, stainless steel appliances, stylish floating wood shelving, and abundant storage options throughout. Step outside onto your screened lanai to enjoy relaxing views overlooking the sparkling community pool. With all major exterior repairs recently completed and every detail ready for immediate enjoyment, this corner unit offers complete peace of mind and effortless coastal living. Located within a quiet, well-manicured community, this property is the perfect blend of luxury and location. Whether you are looking for a relaxing vacation home or a serene permanent residence, this beautiful condo is a spectacular choice!

600 Manatee Avenue Unit 230, Holmes Beach

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