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6406 Holmes Boulevard, Holmes Beach
$1,095,000
West Wind Shores SubDv. ⋅ 34217 Zip Code
Build your dream home on Anna Maria Island! This prime vacant lot offers an exceptional opportunity to create a custom coastal retreat. Perfect for a primary residence, vacation home, or high-demand rental property. Public beach access conveniently located at the end of 65th Street so you or your guests are steps from the beautiful beach. This lot is well located so that you are only a golf cart ride away from the beach, marinas, restaurants and shopping.

6406 Holmes Boulevard, Holmes Beach
6400 Flotilla Drive Unit 15, Holmes Beach
$525,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
Located in Westbay Point & Moorings on ANNA MARIA ISLAND, FULLY FURNISHED 2 bed 2 bath, 1 MILE from the BEACH. Front entrance opens into the shady SCREENED-IN LANAI, LAUNDRY is to the left with stackable WASHER/DRYER. Convenient STORAGE CLOSET/WORKSHOP to the right. Kitchen has a large pass through opening to the dinning room. Home provides a spacious living/dinning room combo. Both primary and guest bedrooms enjoy an en suite bathroom with tub/shower combo and abundant closet space. Enjoy the GLASSED IN FLORIDA ROOM or open the sliding glass doors to feel the breeze. RECENT UPDATES: ROOF, HVAC, WATER HEATER, and CARPET. Remote controlled ELECTRONIC HURRICANE SHUTTERS for extra protection. NEVER FLOODED, in FLOOD ZONE X. Located in WESTBAY POINT & MOORINGS, a waterfront community situated on a quiet bayfront setting on Anna Maria Island. Includes a private BOAT RAMP, BOAT DOCK that doubles as a fishing pier, 2 HEATED POOLS, SPA, TENNIS COURTS, KAYAK/PADDLEBOARD STORAGE and open parking. CONDO FEE INCLUDES: cable tv, high-speed internet, water, sewer, trash, ground maintenance, exterior maintenance, master insurance, pool, spa and more. Just a short walk to the CENTRAL PARK which features a DOG PARK, PICKLEBALL COURTS, SKATE PARK, BASKET BALL, BALL PARK, PLAYGROUND and OUT DOOR FITNESS CENTER. Minutes away from sandy beaches and sunshine, the entire island is GOLF CART FRIENDLY, making it easy to explore. CONDO FEE INCLUDES: water, sewer, trash, cable, internet, pest control, pool and amenities. Enjoy ANNA MARIA ISLAND and a cozy atmosphere with local bike shop, restaurants, shopping options, and multiple access points to the beach.

6400 Flotilla Drive Unit 15, Holmes Beach
4003 5th Avenue, Holmes Beach
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code
**ONE BLOCK TO THE GULF • FULLY FURNISHED • PRIVATE POOL • PROJECTED RENTAL INCOME $130K–$150K ANNUALLY!** Own your Anna Maria Island getaway and let it work for you when you're away. This elevated, Mediterranean-inspired single-family home offers what second-home buyers want most: exceptional beach proximity, complete privacy, accommodations for 8+ guests, extensive recent improvements, and significant income potential. Offered fully furnished and move-in ready, “Island Oasis” also demonstrated impressive storm resilience with **no storm damage to the upper living areas**. Designed for gathering, the home features **two king suites, a third bedroom suite with two queen beds, plus additional sleeping space in the great room** - an ideal configuration for family, friends, and vacation rental guests. Major improvements include a **new roof (2024), refrigerator (2024), dishwasher (2025), washer/dryer (2024), water heaters (2025 & 2019), and AC systems (2020 & 2017)**. The interior was freshly painted in **June 2026**, while the private pool has been resurfaced and enhanced with new coping, pavers, heater, and pump (2024). Inside, soaring ceilings, crown molding, natural wood accents, and abundant natural light create a relaxed yet refined island feel. The open kitchen with wood cabinetry, tile backsplash, eat-at island, and stainless appliances flows into the main living and dining areas, while glass sliders extend the living space outdoors to the front piazza and private pool courtyard. The primary suite features a private balcony and spa-style bath with clawfoot soaking tub and walk-in shower. Above it all, a **rooftop terrace captures 360° sunrise and sunset views**, along with peek-a-boo Gulf and Bay views. Outside, tropical landscaping, shaded terraces, and a private pool create your own island oasis just a short stroll from the white sands of the Gulf. Manatee Beach, Skinny’s, Pine Avenue, boutique shopping, waterfront dining, and the free island trolley are all close by. Whether you're looking for a **second home that can help offset ownership costs, an income-producing island property, or simply your own private retreat near the beach**, this home delivers an increasingly rare combination on Anna Maria Island: **single-family ownership, no HOA, elevated construction, private pool, exceptional guest capacity, extensive updates, and the Gulf just one block away.** **Enjoy it when you're here. Generate income when you're not. Island living, just steps from the sand.**

4003 5th Avenue, Holmes Beach
408 71st Street, Holmes Beach
$1,799,000
4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Welcome to paradise at Coco Cay! This beautiful 4 bedroom 4 bathroom home has been completely remodeled top to bottom. Brand new hurricane impact windows and doors, a new roof, kitchen, appliances, bathrooms, flooring, paint, furnishings, and even a new pool! This island oasis is move-in ready and only a few blocks from the world-famous beaches of Anna Maria Island. You will notice coastal décor as soon as you step into this island gem. The home provides a spacious open living area with teal accents, stainless-steel appliances, quartz countertops, and a game room conveniently adjacent to the kitchen with a pool table and dartboard. Outside you'll enjoy a screened in porch accessible from the living room, a seating area complete with a firepit, and a huge covered lanai for cooking and dining poolside. Weekly rentals are allowed. Make an appointment for your private showing and see what makes Coco Cay an excellent full-time home or investment property.

408 71st Street, Holmes Beach
505 65th Street, Holmes Beach
$1,895,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Seller Financing available! Chic Art Deco Canalfront Retreat! Escape to paradise in this stunning 3 bedroom, 3 bathroom home perfectly blending vibrant Art Deco Palm Springs style with tropical serenity, this residence offers an unforgettable island experience. Step into a world of bold colors, terrazzo tiles, sleek lines, and retro glamour and a brand new remodel built by Moss. The open-concept living space flows seamlessly, filled with natural light, vibrant energy, and showcases a floating fireplace designed for both wood or decorative candles, serves as a striking focal point. The gourmet kitchen boasts modern appliances, Eurotech cabinetry, stylish finishes and a pot filler. Perfect for crafting meals to enjoy by the sparkling, private, heated pool. The primary bedroom suite is a true sanctuary, featuring a wet bar with a refrigerator, ample storage, and an elegant lighted alabaster countertop. Enjoy the luxury of a walk-in closet and a fabulous en-suite bath with a soaking tub, double vanities, and a large walk-in shower with direct access to the open-air outdoor shower and pool area. On the opposite side of the home, a spacious second bedroom offers an en-suite bath and sliders leading out to the outdoors. The third bedroom, located just across the hall from a convenient pool bath, includes a washer/dryer and an exterior door, perfect for guests enjoying the pool. Newly constructed with everything from under-house plumbing to the new electric service, insulation, walls, and floors, this home has been designed for the ultimate comfort and convenience. Outside, enjoy tropical landscaping by Lancaster Design, featuring pavers and turf, along with a sandy area. The brand-new Trex deck, with water and electricity, is perfect for relaxing by the canal, and the 10,000 lb. boat lift provides easy access to the water for boating adventures. This home is being sold turnkey furnished, with a custom golf cart and a 2022 Carolina Skiff included!! The canalfront location offers direct water access for kayaking, paddleboarding, or simply enjoying the serene views. Located just minutes from the Gulf beaches, local dining, and vibrant island attractions, this home is a perfect blend of style, comfort, and coastal living!

505 65th Street, Holmes Beach
659 Key Royale Drive, Holmes Beach
$6,900,000
5 Beds ⋅ 6 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Pre-Construction. To be built. Looking to build BRAND NEW CONSTRUCTION with FULL BAY VIEWS in the fabulous Key Royale boating and golfing community? This 15,000 sq. ft lot has been fully cleared and is ready to go! The first photo is a proposed design by noted Sarasota designer Brian Phipps including building plans and pricing by local Sarasota builder. You can also bring your own plans and builder. Option to buy the vacant lot separately for $3,300,000. Plan specs: 5B/5.5B/+DEN with 4984 sq.ft and total of 11,321 sq.ft. and will include a 3 car garage, roof top deck, designer pool and spa and will feature high end builder upgrades for the most discerning buyers. Enjoy unobstructed views of the Tampa Bay and Sunshine Skyway. Build your island dream home, or create a sensational waterfront investment property. Plans and elevations are available for your review. Floor plan, square footage, etc. have been calculated based on current design by local builder and can be shared on request.

659 Key Royale Drive, Holmes Beach
624 Dundee Lane, Holmes Beach
$2,245,000
3 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Southern Exposure at it's finest!!! If you are going to have a house in paradise, it's best to get one with SOUTHERN EXPOSURE! Maximize your sunshine and soaking in all that Vitamin D, you can't get up north. Tranquil, private canal front home just waiting for you to call it your own — 624 Dundee on Key Royale is an impeccably renovated residence offering modern-luxe living by the water. This refined 3-bedroom, 2-bath pool home blends effortless flow with elevated finishes throughout. Meticulous landscaping and elegant paved walkways welcome you at every turn. Outdoors, a perfectly scaled heated pool and generous sun terrace are complemented by covered lounge space for sophisticated alfresco living and dining. Bring your coffee or bring your wine and sit by the pool and bask in the glory of outdoor living. Enjoy a fully equipped dock with a 10,000 lb lift invites effortless access to open water, fishing, kayaking, or paddle boarding amid abundant coastal wildlife. Entertain beautifully: a sleek, brand-new kitchen with island opens to the dining area and elongated living room, creating seamless indoor-outdoor flow. The primary suite sits poolside with a private ensuite—ideal for morning swims or yoga on the lanai with sunshine all day! Two additional bedrooms share a well-appointed bath and can easily convert to a chic home office or guest quarters. Perfectly positioned on the island, this home captures the quintessential Anna Maria lifestyle—relaxation, sunlit days, and waterfront adventures—ready to be enjoyed as an exquisite primary residence or a sophisticated addition to your investment portfolio. Come live the Anna Maria Life!

624 Dundee Lane, Holmes Beach
538 67th Street, Holmes Beach
$2,600,000
Bay Palms SubDv. ⋅ 34217 Zip Code
If your dream has been to live on the grand canal, here is your rare opportunity, for one of the largest lots!!! Build your dream home on this 11,400 sq ft property. Lots this size on the grand canal are highly sought after and rarely available. Elevate your home for grand views of Bimini Bay and glorious sunsets!!! This lot is sailboat water with no bridges to the gulf or intercoastal. Walking distance to the beach, shops and trolley. Quick boat ride to Galati Marina to fuel your boat. Zoning allows for 1 month rentals. Don’t miss this great opportunity!!! Owner is licensed realtor.

538 67th Street, Holmes Beach
659 Key Royale Drive, Holmes Beach
$3,300,000
Key Royale SubDv. ⋅ 34217 Zip Code
VACANT, CLEARED AND READY TO GO! Discover a truly exceptional opportunity to own one of the finest Bayfront lots on Anna Maria Island, nestled in the exclusive boating and golfing enclave of the Key Royale neighborhood. This build-ready, deep-water lot spans approximately 15,000 sq. ft., offering an impressive 100 feet of direct frontage on Tampa Bay. Whether you're envisioning a private waterfront estate or a vacation retreat, the lot’s generous size and prime location offer unlimited potential. Enjoy easy access to the Gulf, serene sunrises over the bay, and world-class boating right from your backyard. Plus, you're just a short stroll or golf cart ride from Anna Maria Island’s top-rated restaurants, boutique shops, and sugar sand beaches. Don't miss this rare chance to build your dream home in one of the most desirable waterfront settings on Florida's Gulf Coast.

659 Key Royale Drive, Holmes Beach
207 Peacock Lane, Holmes Beach
$1,600,000
3 Beds ⋅ 3 Baths ⋅ Aufra Sub Replat SubDv. ⋅ 34217 Zip Code
This completely updated Anna Maria Island 3 bedroom 2.5 Bathroom pool home is situated on a cul-de-sac, and features hurricane-rated windows, metal roof, concrete block construction and garage. Property is in a Weekly rental zone with a successful rental history, making this BEAUTIFUL BEACH HOME a perfect investment property, or family get away. Just 3 short blocks to the white sandy beaches of the GULF OF MEXICO and walkable to restaurants, establishments offering live music and charming shops making driving optional once you arrive! The kitchen and great room features an entire wall of sliding doors opening to the sunny south-facing outdoor living space and heated pool. The Master Retreat also opens to the pool area and features a master bath with walk-in shower, dual sink vanity and walk-in closet. A second Master suite and an additional 3rd bedroom with custom built in bunks make this gorgeous home spacious and functional for your family to comfortably relax both indoors and out. New Kitchen, new appliances, new bathroom vanities, new light fixtures, new pool equipment… and situated on an oversized lot, with an oasis backyard surrounded by tropical landscaping, paver decking, and a heated pool. Home is being sold TURN KEY FURNISHED with decorator finishes! This one won't last!

207 Peacock Lane, Holmes Beach
212 72nd, Holmes Beach
$2,985,000
4 Beds ⋅ 7 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Newly renovated - Stunning 4-bedroom, 6.5-bath is perfect for beach lovers just a block from the Gulf of Mexico beaches. This island home features a backyard with a private pool and tiki bar, hot tub, BBQ area, covered patio with a foosball table, and a rooftop deck with water views. The main living space, includes a kitchen with a beautiful backsplash and quartz countertops, solid wood cabinets, island seating, couches, and a bright dining room with access to a covered deck overlooking the pool. The third floor hosts the primary bedroom, a private balcony with rooftop deck access, and an ensuite bathroom with a double vanity and a large shower. Outdoor amenities also include a pool, spa, This home is just a quick walk to the beach, and guests can easily take the trolley to Pine Ave for local delicacies, fish at the historic AMI city pier, or kayak in the bay waters. PROJECTED INCOME OF 175K.

212 72nd, Holmes Beach
403 75th Street, Holmes Beach
$2,350,000
3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Charming Coastal Cottage in Holmes Beach. Welcome to this newly and meticulously remodeled coastal retreat, ideally located in the heart of Holmes Beach. This one-of-a-kind, artsy beach cottage blends timeless charm with modern elegance and smart technology. Step through the inviting rain glass double doors into a spacious open-concept living, dining, and kitchen area, where a dramatic lighted cupola and vaulted ceilings create a stunning first impression. A custom shell stone fireplace with a wood mantle adds warmth to the cozy seating area—perfect for relaxing or entertaining. The chef’s kitchen is a true showstopper, featuring an oversized, lighted quartz island with seating, beadboard cabinetry, and a custom wave-patterned glass backsplash. High-end appliances include an ILVE Majestic 4-burner gas stove with griddle, GE Café refrigerator, wine fridge, and porcelain farm sink—all designed with entertaining in mind.Craftsmanship continues throughout with custom millwork, shiplap accents, paneled walls, and solid-core doors. Oversized sliding glass doors open to reveal a tropical backyard oasis, complete with a free-form heated pool and spa, paver patio with artificial turf. The lush, mature landscaping with up lighting show off the tall palm trees, perfect for a evening cocktail party under the stars. The southern-facing yard is perfect for dining, lounging, and soaking up the sun. Each of the three bedrooms and 2.5 baths showcases custom chrome period fixtures, retro-inspired sinks, and designer details. Tech-savvy buyers will love the smart home features, including Lutron lighting controls, LED lighting, Sonos sound system, security cameras, and plantation shutters. The property includes a 250-gallon buried propane tank serving the on-demand water heater, gas grill, pool heater, and stove. It’s also generator-ready with existing plumbing and wiring in place. There is city dockage close by for boating enthusiast's This extraordinary home offers a rare blend of beachy charm and premium amenities including a "She Shed" which offers additional luxurious living space. Words cannot describe the uniqueness of this feature so call now for your private showing of this amazing property.

403 75th Street, Holmes Beach
6606 Holmes Boulevard Unit 3, Holmes Beach
$869,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Beautifully renovated two-bedroom, two-bathroom condo short distance to the beach. Everything in the condo is brand new, from the furnishings and kitchen appliances to the decorations on the walls. Kitchen with updated cabinets with soft close and solid granite countertops. Island with plenty of seating for entertaining. Sold as is with all brand new high-end furniture, flat-screen TVs with roku for unlimited entertainment options. It's ready for you to pack your bags and move in, or you can start renting it out and begin making money right away. This condo features a lovely semi-private courtyard that is perfect for entertaining guests at a dinner party or relaxing with a coffee in the morning. There is also a shared pool with a rock waterfall and plenty of space to lay out and soak up the sun. The property is currently a vacation rental with a proven rental history. The landscaping has been cleaned up and is ready for any personal touches you would like to add. The photos in MLS are from before the storms and do not reflect the changes that have been made. Furnishings, appliances, etc. have been replaced and are brand new. Due to property bookings the photos will be scheduled at a later date *** Price adjustment*** Major price drop recently made ** Buyers are motivated to sell** Bring your buyers on over and make an offer ***

6606 Holmes Boulevard Unit 3, Holmes Beach
506 69th Street, Holmes Beach
$1,095,000
2 Beds ⋅ 2 Baths ⋅ Bay Palms Add SubDv. ⋅ 34217 Zip Code
This beautifully updated 2 bedroom, 2 bath pool home offers comfort, flexibility, and exceptional value in the heart of Holmes Beach, featuring a spacious bonus room that can easily function as a third bedroom, office, game room, bunk room, or creative space tailored to your needs. Now offered at a newly improved price, this property presents an exciting opportunity to own a versatile island retreat just minutes from the beach. Wrapped in mature tropical landscaping, the private backyard oasis is designed for both relaxation and entertaining, complete with a heated pool, outdoor shower, firepit area, and multiple shaded lounging spaces perfect for unwinding after a day in the sun. Inside, the open concept layout enhances the flow between living and dining areas, with pocket sliders that open fully to the spacious rear porch, creating seamless indoor and outdoor living. The fully remodeled kitchen is a true highlight, showcasing crisp white cabinetry, sleek countertops, stainless steel appliances, and a generous island ideal for gathering. The primary suite offers a peaceful escape with a well appointed ensuite bath featuring a walk in shower, double vanity, and accessible design. Additional features include a one car garage with a freshly coated floor. Located just a short golf cart ride from the beach, shopping, and dining, this move in ready home delivers easygoing island living with the flexibility today’s buyers are looking for.

506 69th Street, Holmes Beach
102 39th Street Unit 2, Holmes Beach
$5,900,000
10 Beds ⋅ 8 Baths ⋅ The Villa SubDv. ⋅ 34217 Zip Code
Welcome to Alamanda Villas and your piece of island paradise. Just steps from the Gulf of Mexico, 8 unit property features a heated outdoor pool, barbecue facilities and umbrella-covered patio areas with wonderful water views. Each 1 bedroom/1 bathroom unit has a fully stocked kitchen with a microwave, refrigerator, coffee maker, oven and stove top. There are many shops, restaurants, and entertainment in the immediate area and it is a less than five minute walk to the trolley stop which can take people to see all that Anna Maria Island has to offer. This turnkey property has been taken care of very well and is the perfect investment opportunity. Schedule your showing today. Daily rentals permitted. Each Unit is already Condominiumized, an added benefit usually not available. Buyer would become the sole owner and member of the condominium association.

102 39th Street Unit 2, Holmes Beach

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