luxury real estate for sale Holmes Beach, United States

STUNNING RENOVATED 5 BEDROOM POOL HOME ON A DEEP WATER CANAL ONLY STEPS FROM THE BEACH!!! Nestled on the highly coveted north end of Anna Maria Island, this beautifully renovated and turnkey furnished 5-bedroom, 5-bathroom home spans 3,844 sq. ft. of luxurious living space. Perfectly situated on a deep-water canal with direct Gulf of Mexico access, this home is a dream for boating enthusiasts while also being just moments from the island's pristine beaches. Upon entering, you'll be greeted by a flood of natural light, creating a bright and airy atmosphere that welcomes you into this thoughtfully designed home. The living room offers ample seating and flows seamlessly into the adjacent dining room, where elegance meets functionality. With light flooring and coastal tones throughout, the home exudes a relaxed yet sophisticated vibe. The dining room opens easily to the kitchen and outdoor pool area, making it an ideal space for entertaining. The gourmet kitchen is a chef's delight, featuring quartz countertops, custom cabinetry, stainless steel appliances, and a cozy breakfast bar. From the living room, large sliding glass doors provide effortless access to the pool, creating a perfect blend of indoor and outdoor living. The first floor hosts three spacious bedrooms, each with excellent closet space, and three beautifully updated bathrooms, all exuding modern elegance. The expansive game room and laundry area combine fun and practicality, equipped with two washers and dryers, a second refrigerator, ample cabinetry, and a ping-pong table. Whether you're hosting family or friends, this well-designed layout provides comfort for all. Upstairs you will find an additional two bedrooms and two bathrooms with an outdoor deck overlooking the canal. Renovated in 2023 and 2025, this home boasts an array of high-end upgrades including new appliances, new flooring, remodeled bathrooms, new lighting and fans, an outdoor kitchen, a new electric fireplace, freshly painted interiors and exteriors, new patio sliders, new putting green, a new front entrance door, and updated back doors. Step outside into the breathtaking backyard, and you'll instantly be transported to your own private tropical retreat. The heated salt water pool and spa invite relaxation, while the outdoor kitchen, covered cabana with a dining area, tiki hut, and hammock offer multiple options for entertaining or unwinding. The putting green and dock complete this outdoor haven, where you can fish, relax, or simply enjoy the island lifestyle. Deep water canal with no bridges to the Bay, ICW and Gulf of Mexico. This home is an exceptional investment opportunity, benefiting from a transferable BERT HARRIS ACT RIGHT, ALLOWING SHORT-TERM RENTALS FOR UP TO 12 GUEST--a rare and valuable advantage. With a proven rental history, this property appeals equally to investors and those seeking a tranquil personal retreat. Every detail has been meticulously curated to create the perfect island home. Ideally located, this home is just a short stroll to the Anna Maria City Pier and the charming shops and restaurants along Pine Avenue. Whether you're looking for the ultimate vacation getaway or an income-generating property, this is truly a slice of paradise on Anna Maria Island. These photos are pre-renovation. New photos coming soon!

Completely remodeled 4-bedroom, 4-bathroom coastal retreat blending the charm of an original beach home with modern luxury. The upstairs features two spacious king-sized suites, each with beautifully appointed en-suite bathrooms. The rear primary suite opens to an expansive private deck with a comfortable seating area, while the front suite offers its own deck-perfect for morning coffee or relaxing evening cocktails. On the ground floor, a king bedroom shares a double-vanity Jack-and-Jill bathroom with the bunk room, providing ideal accommodations for guests and family. A convenient full bath with tub, located just off the living area, also serves as a pool bath with direct exterior access. The spacious open floor plan seamlessly connects the living and dining areas, creating an inviting space for entertaining and everyday living. The fully updated kitchen features all-new stainless steel, state-of-the-art appliances and modern finishes. Step outside to your private oasis featuring a stunning custom heated pool with spa and swim ledge, perfect for relaxing after a day at the beach. Ideally located within walking distance to Anna Maria's renowned white sand beaches, charming shops, and popular restaurants, this home offers the perfect blend of coastal living, modern comfort, and island convenience.

An exceptional opportunity to experience true island living where waterfront boating and beach access come together-just minutes apart-on Anna Maria Island. This beautifully designed 4-bedroom, 4.5-bath turnkey furnished coastal residence offers a rare blend of luxury, comfort, and lifestyle, ideally situated on a tranquil canal while remaining only moments from the island's world-famous white-sand beaches. Homes offering private boating access this close to the beach are increasingly difficult to find on Anna Maria Island. From this property, enjoy the freedom of launching your boat from your own backyard, paddleboarding at sunrise, or cruising to open water-then return home and head to the beach cart in minutes. It is this seamless balance of water, sand, and island convenience that truly sets this home apart. Built in 2020 and thoughtfully designed for modern coastal living, the home features a bright, open floor plan filled with natural light and enhanced by coastal-inspired finishes and refined details throughout. The gourmet kitchen serves as the heart of the home, equipped with top-of-the-line stainless steel appliances, quartz countertops, a wine refrigerator, and generous prep and storage space-perfect for entertaining after a day on the water or hosting family and friends. Each of the four bedrooms includes a private en-suite bath, offering comfort and privacy for owners and guests alike. An elevator provides easy access to all levels, adding convenience for everyday living. Outdoor living is where this home truly shines. The private backyard retreat features a heated pool and spa with sun exposure, an expansive pool deck, lush tropical landscaping, and multiple outdoor living and dining areas designed for relaxing, entertaining, and enjoying the island breeze. Whether you're gathering for sunset cocktails, enjoying a quiet evening under the stars, or unwinding after a beach day, this space feels like a personal resort. For boating enthusiasts, the property offers a private 16' dock and an oversized boat slip measuring approximately 12' x 35', providing direct access to Tampa Bay and the Gulf. This setup is ideal for daily cruising, fishing excursions, paddleboarding, or simply enjoying the peaceful waterfront setting. Situated on an unusually large lot for Anna Maria Island with over 12,000 sq ft , the home also provides ample parking, a spacious driveway, garage, and dedicated golf cart storage-features that add meaningful convenience for both owners and guests in this sought-after location. Located in the heart of Anna Maria Island, this property places you just minutes from pristine beaches, Pine Avenue's charming boutiques and dining, Bean Point's legendary sunsets, local art galleries, and the island's laid-back, walkable, golf-cart-friendly lifestyle. Known for its relaxed pace, vibrant community, and old-Florida charm, Anna Maria Island continues to be one of Florida's most beloved coastal destinations. Whether you are searching for a full-time residence, a luxury second home, or a proven income-producing vacation rental with forward bookings already in place, this exceptional property offers unmatched versatility and long-term value. Combining waterfront access, beach proximity, turnkey luxury, and an unbeatable island location, this home represents a rare chance to own one of Anna Maria Island's most desirable lifestyle properties.

Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.

Rarely does a home of this architectural distinction and waterfront presence become available on Anna Maria Island. Tucked within the private residential enclave of Villa Rosa, this custom-built coastal estate offers a level of craftsmanship, privacy, and lifestyle reserved for the island's most exceptional properties. Inspired by timeless European architecture, the residence is defined by reclaimed wood beams, marble flooring, handcrafted millwork, and curated designer finishes that create interiors both refined and welcoming. The chef's kitchen serves as the heart of the home, featuring a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and an expansive island designed for gathering and entertaining. Outdoor living unfolds as a private resort experience. A fully equipped Lynx outdoor kitchen, built-in pizza oven, covered lounge with wood-burning fireplace, and multiple terraces create effortless spaces for entertaining or quiet retreat. The rooftop observation terrace offers panoramic island views and becomes the perfect setting to watch sunsets paint the sky over the Gulf. Surrounded by lush tropical landscaping, the private pool and grounds evoke the feeling of a secluded coastal sanctuary. Positioned on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the private dock and 10,000-pound lift allow boating to become part of everyday life. Villa Rosa is one of Anna Maria Island's most desirable residential communities, where rental restrictions preserve a quiet, private neighborhood atmosphere free from transient turnover. Just moments away, residents enjoy world-renowned powder sand beaches, waterfront dining at iconic destinations, boutique shopping along Pine Avenue, and the relaxed coastal lifestyle that defines Anna Maria Island. This is more than a home. It is a rare opportunity to own one of the island's most architecturally significant and lifestyle-driven waterfront residences. Matterport tour is available.

Under Construction. Luxury residence coming soon in the heart of Anna Maria! This 4 bedroom, 4.5 bathroom + den home is just a short stroll to the sparkling Gulf waters and situated on a lagoon. The main floor has high ceilings and natural light with an open concept living area. With multiple spacious balconies and a rooftop deck, you have many choices to relax, dine and enjoy the outdoors. The views from the rooftop deck are stunning! The kitchen, a chef's dream with high-end appliances. Additional features include custom cabinetry, quartz counters, elevator that goes to all levels, impact windows and doors and so much more. 3 car garage for plenty of parking space and beach toys. The backyard oasis has living and dining areas, heated pool and spa, perfect for entertaining. It's perfect for year-round living, an island getaway or vacation rental as 1-7 day rentals are permitted. Located on the North End of Anna Maria Island, you are just a short walk to all the boutiques and dining on and off Pine Avenue.

RARE LUXURY WATERFRONT OPPORTUNITY IN HARBOUR ISLE! Enjoy unobstructed, panoramic views of Anna Maria Island and Tampa Bay from this recently completed (2024) luxury waterfront home. Perfectly positioned within the master-planned community of Harbour Isle, this three-level coastal retreat blends modern elegance with breathtaking scenery-offering a front-row seat to spectacular sunsets and frequent dolphin sightings. An elevated pool and outdoor kitchen overlook the tranquil waters of Anna Maria Sound, delivering an exceptional indoor-outdoor living experience. Every detail reflects superior craftsmanship, from architectural precision and custom millwork to designer finishes, premium appliances, and bespoke cabinetry. A spacious multi-car garage offers room for three vehicles plus a golf cart, enhanced by a converted storage area to a third-car garage, overhead storage, air conditioning in both the garage and gym area, and a fenced and turfed space behind the garage with added access door (in process). The extended paver driveway accommodates up to three vehicles with ease. The home is further upgraded with a whole-home generator, remote-controlled window shades, mounted TVs with in-wall electrical, and thoughtful modern conveniences throughout. The main living area is easily accessed via a private elevator or a sunlit staircase with scenic views. The expansive great room and chef's kitchen are designed to maximize sweeping water views, while the primary suite offers a serene retreat with a spa-inspired bath, soaking tub, and generous walk-in closet. Open-concept living and dining areas flow seamlessly to a large outdoor entertaining space overlooking the water. The upper level includes a luxurious junior suite and two additional guest bedrooms, each with ensuite baths and abundant closet space. A versatile bonus area provides flexibility for a media room, office, or wellness space. Located within the highly sought-after Harbour Isle community, residents enjoy exclusive access to a private clubhouse featuring a resort-style pool, state-of-the-art fitness center, Sky Bar & Restaurant, jacuzzi, private beach, and outdoor pavilion. Additional amenities include miles of walking and biking trails, kayak launches, multiple pools, and scenic gathering spaces. Just minutes from Anna Maria Island's renowned beaches and a short ride to Robinson Preserve's nature trails, this home offers both tranquility and convenience. Nearby airports in Sarasota and Tampa/St. Petersburg provide easy access for travel. This is a rare opportunity to own a truly exceptional coastal residence in one of Florida's most desirable waterfront settings.

The Beach is Calling! Just steps from the sugar sands and turquoise waters of Bradenton Beach on world-famous Anna Maria Island, this rarely available income-producing duplex offers the perfect combination of island lifestyle, investment opportunity, and coastal charm. Whether you’re dreaming of owning a private beach retreat, a high-performing vacation rental, or both, this property delivers endless possibilities in one of Florida’s most desirable beach destinations.Imagine waking up to salty sea breezes, spending your days on the beach, and generating rental income all at the same time. Live in one unit while renting the other, lease both for maximum return, or create the ultimate multi-family vacation getaway. Opportunities like this are incredibly rare on Anna Maria Island, especially this close to the beach and the vibrant energy of Bridge Street.Both units have been thoughtfully updated and are being sold fully furnished and completely turn-key, making them ready for immediate enjoyment or short-term rental use. One unit is a true coastal showpiece featuring stylish shiplap accent walls, stunning tongue-and-groove ceilings, and a custom-designed primary bed with built-in storage that maximizes both functionality and charm. Recent improvements, including a brand-new roof installed in 2026, provide added value and peace of mind for years to come.Designed with both privacy and entertaining in mind, each unit features its own private entrance, dedicated parking, separate laundry room, and individual outdoor living spaces. The spacious balconies create the perfect setting for morning coffee, sunset cocktails, or gathering with family and friends after a day at the beach. Charming outdoor showers add the quintessential Florida touch, allowing guests to rinse off after long afternoons in the sand and surf.Each side of the duplex offers 2 bedrooms and 2 full bathrooms, comfortably accommodating multiple families or larger groups while still allowing everyone to enjoy their own private retreat. The flexible layout makes this property especially attractive for vacation renters, seasonal residents, or investors seeking strong income potential in a prime island location.Location truly sets this property apart. Just a short stroll away is Bridge Street, the lively heart of Bradenton Beach, known for its open-air restaurants, local boutiques, live music, and laid-back island atmosphere. Spend your days at nearby Coquina Beach, bike to the breathtaking shores of Bean Point, or explore the charming communities of Holmes Beach and Anna Maria to the north. Cross over to the historic Cortez Fishing Village for fresh-off-the-boat seafood and Old Florida charm, or venture into Bradenton for waterfront dining, arts, and attractions like the Bishop Museum of Science and Nature. For upscale shopping, fine dining, and cultural experiences, Sarasota, Longboat Key, and St. Armands Circle are all just a short drive away.This is more than just a property—it’s a lifestyle investment in one of Florida’s most beloved coastal destinations. Sunsets, sandy toes, island living, and incredible income potential all come together in this exceptional Anna Maria Island duplex. Your piece of paradise awaits.

One or more photo(s) has been virtually staged. PRICE IMRPOVEMENT and new, reduced condo fees! Welcome home to Harbour Isle, where refined coastal living meets effortless luxury. This rare end-unit condominium offers complete privacy, with no adjacent buildings and unobstructed, tranquil lake and Preserve views. Never rented and meticulously maintained by the original owner, this home is being sold partially furnished and feels like new while boasting over $40,000 in premium builder upgrades. The custom Oceana floorplan features dual primary suites with a split design, providing privacy for hosts and guests alike. The open layout offers ample space for entertaining or utilizing as a short- or long-term rental. The spacious kitchen features stainless steel appliances, solid wood cabinets, stone countertops, and thoughtful designer touches. Owner enhancements include upgraded LED lighting throughout and Smart features, including network cameras with no subscription required. Hurricane-rated triple sliding glass doors seamlessly open the living area to the lanai, creating the perfect space for entertaining family and friends in comfort, complete with new no-see-um tight specialized screening. Convenience and security are built in, with covered under-building parking, a private storage unit, and 24-hour virtual guarded gate. Designed for those who value exclusivity and ease, the private, resort-style community is anchored by the spectacular 23,000-square-foot Beach Club overlooking Anna Maria Sound. The waterfront Sky Bar, on-site dining, resort style pool and spa, private beach, and kayak launch create your own coastal retreat, steps from home. Residents enjoy four beautifully designed pools, state-of-the-art fitness center and sauna, fire pits, grilling areas, hammock park, lakeside swings, and miles of scenic walking and biking trails. Surrounded by nature, Harbour Isle sits steps from Neal Preserve and minutes from Robinson Preserve for kayaking, trails, and birdwatching. Just beyond the gates, enjoy the Margaritaville-inspired Compass Hotel, Floridays Tiki Restaurant, Compass Bar & Chill, and marina access at Pier 77, offering wet and dry storage, Gulf access, and Freedom Boat Club. Located 1-2 miles from the pristine beaches, local shops, and dining of Anna Maria Island, Harbour Isle offers a rare blend of privacy, convenience, and resort-level amenities. This is more than a home, it is a lifestyle investment in exclusive coastal living, ideal for full-time residents, seasonal owners, or investors seeking income-producing potential. Schedule your private tour today.

One or more photo(s) has been virtually staged. Located in Harbour Isle, an award-winning 220-acre gated island community framed by Anna Maria Sound and Perico Bayou, this residence is an ideal winter retreat for buyers who want beach days, boating access, and a relaxed coastal setting. The bridge to Anna Maria Island is right outside the gate, Robinson Preserve is next door for trails and paddling, and Downtown Bradenton is minutes away for dining, markets and waterfront evenings. This residence features three bedrooms and two baths with 1,615 square feet under air (2,459 total) in a bright, open layout designed for comfortable everyday living. The central kitchen includes a broad island that connects naturally to the great room and dining area—ideal for relaxed gatherings and visiting family. A screened lanai with ceiling fan extends the living space outdoors, while the split-bedroom floor plan provides privacy for guests. A two-car garage adds generous room for vehicles, bikes, and beach essentials. The setting is quietly tucked near the protected Perico Preserve, adding a natural backdrop to daily life. Harbour Isle is known for its distinctive entrance with a lighthouse-inspired observation tower, royal palm-lined streets, and a 38-acre central lake. Nearly two miles of walking trails weave through the neighborhood. The Beach Club offers a 4,200-square-foot fitness center, Sky Bar Lounge, Cabana Bar, resort-style pool, shaded cabanas, and a beach recreation area for launching kayaks and paddleboards. Just beyond the gates, Safe Harbour Marina offers wet and dry storage, making it easy to enjoy time on the water. This is a home base that brings together beach proximity, boating and nature, and the convenience of Bradenton's dining, arts, and waterfront—all in one exceptional setting.

2206 Avenue A, Bradenton Beach, FL 34217 Luxury Investment Meets Coastal Perfection A premier 7-bedroom, 7.5-bath luxury retreat just a 5-minute walk from Bradenton Beach. This 2022-built coastal haven combines elegant design, proven rental performance, and exceptional guest appeal-making it an ideal rental investment on coveted Anna Maria Island. Designed for large groups and multi-family stays, this property offers an unbeatable combination of scale, amenities, and location-features that drive consistent high occupancy and premium nightly rates. Investment Highlights: Prime location - 5-minute walk to Bradenton Beach and close to Pine Avenue shops & dining High-income layout - 7 bedrooms / 7.5 bathrooms (sleeps large groups comfortably) Premium amenities - rooftop deck with panoramic Gulf & Bay views, private heated pool & spa, BBQ area, and outdoor lounge Turnkey luxury - sold fully furnished and professionally designed with coastal chic interiors Proven rental appeal - ideal for reunions, retreats, and vacation groups seeking a luxury experience Strong ROI potential - similar homes on Anna Maria Island generate six-figure annual rental revenue Inside, guests are greeted by an airy open-concept living space filled with natural light, a fully equipped chef's kitchen with quartz counters and stainless appliances, and seamless indoor-outdoor flow through sliding glass doors. Every bedroom includes a private ensuite, ensuring comfort and privacy for guests. From sunrise coffee on the balcony to sunset cocktails on the rooftop deck, Beachly Beloved offers an unforgettable guest experience-one that translates to repeat bookings and sustained income for savvy investors. Your opportunity: A rare, income-producing coastal asset in one of Florida's strongest luxury rental markets.

Welcome to 2175 Avenue A, Bradenton Beach, Florida A Luxury Island Estate Designed for Generational Memories & Investment Returns Step into the pinnacle of coastal elegance with this magnificent 10-bedroom, 12-bath luxury estate, nestled just steps from Bradenton Beach on coveted Anna Maria Island. Built in 2022, this turnkey coastal compound offers the perfect blend of refined relaxation and high-end amenities, making it ideal for luxury vacation rentals, multi-family getaways, or premium short-term rental investment. With sleeping space for 23 guests, new designer furnishings, and resort-style features, this stunning property checks every box for the discerning investor seeking both lifestyle and ROI. An established rental estate with a return clientele and a healthy ROI for any seasoned investor, this is a proven performer in one of Florida's most desirable coastal markets. Investor Highlights: 3-minute walk to Bradenton Beach - Prime proximity to one of Florida's most beloved beaches 10 spacious bedrooms 12 modern bathrooms Sleeps up to 23 guests - Ideal for large family reunions or group rentals 8 king suites, 2 twin beds, and a full/full bunk - All with ensuite bathrooms Heated private pool & spa + outdoor bar, grill, and patio dining Rooftop deck with panoramic Gulf & Bay views - Ideal for sunsets and evening gatherings Game-ready backyard with putting green, ping pong, and foosball Steps to Bridge Street, dining, shopping, and marina - all walkable or bikeable Property Features: Every detail in this estate has been thoughtfully curated for upscale beach living: Bright, multi-level layout with expansive balconies and water views Open-concept great room, oversized TV, and seating for groups Gourmet kitchen with quartz island, premium appliances, and plenty of space for entertaining 11 spa-inspired bathrooms with sleek finishes, walk-in showers, and designer details Private suites throughout ensure comfort and privacy for every guest Outdoor Living at Its Finest: The tropical backyard is a private oasis: Heated pool with spillover spa Outdoor dining, grill, and lounge area Custom putting green and games for all ages Rooftop deck with 360 views of Gulf waters and the island skyline Why Investors Love 2175 Avenue A: High rental income potential in a top-tier vacation rental market Established rental estate with proven performance and return clientele New construction = minimal maintenance Ideal for 1031 exchange buyers, portfolio diversification, or luxury Airbnb investor Located in one of Florida's strongest coastal markets, with year-round demand Zoned and designed for maximum occupancy and revenue optimization 2175 Avenue A isn't just a home-it's a rare investment opportunity on Anna Maria Island, combining luxurious design, unbeatable location, and outstanding rental appeal. Whether you're looking to expand your luxury rental portfolio, secure a premium vacation home with income potential, or enter Florida's elite coastal market, this estate delivers on all fronts.