Discover the epitome of coastal sophistication with this exquisite British West Indies waterfront residence, perfectly nestled on Anna Maria Island. Spanning over 5,000 square feet, this luxurious home is designed for those who love to entertain and indulge in the finer things in life. Step inside to find two lavish primary suites, an elevator, and multiple terraces that offer breathtaking views. The entertainment options are endless with a stylish media room featuring a beverage center, ideal for movie nights or hosting friends. Every corner of this home exudes elegance, from the solid wood cabinetry and custom millwork to the stunning hardwood and travertine flooring. The open floor plan seamlessly connects to an eat-in kitchen, boasting a large central island, double oven, butler’s pantry, and granite surfaces, making it a chef’s paradise. For more formal gatherings, the separate dining room sets the perfect scene. An office or den is conveniently located on the main level, offering a quiet retreat for work or relaxation. Two additional bedrooms share a spacious bathroom complete with a walk-in shower, ensuring comfort for family or guests. Outdoors, the multiple living areas provide serene views of the canal and Bimini Bay, with direct access to the Intracoastal waterway. The lavish outdoor amenities include a saltwater pool with a sun shelf and spa, and a 70-foot dock equipped with a 13,000-pound boat lift, perfect for boating enthusiasts. Entertain in style on the expansive covered lanai, featuring an outdoor kitchen and ample space for gatherings. Additional features such as plantation shutters, a state-of-the-art security system, oversized closets, and a 3-plus car garage enhance the allure of this property. Don’t miss your chance to own this stunning waterfront retreat. Call today for your private viewing and step into a lifestyle of unparalleled luxury.
Sunsational is a freshly built & beautiful new home in Holmes Beach! This four bedroom, 4 and half bathroom pool home is impeccably built by Moss Construction and designed by award winning designer Emily Moss Designs. Which will be featured in Design Magazine soon, it's just THAT amazing! The facade of this incredible home feels like luxury and the minute you step inside it won't disappoint. The textures, the colors, the style of each room creates the perfect home for you to live and or continue renting as an investment home. They thought of everything and there is no lack of detail at every turn. So many things to bring to light about this gorgeous home but one of the most prominent is the back yard. It's literally a space full of beauty and fun. It's Florida outdoor living at its finest. Games, heated pool and spa as well as enough balconies for everyone. The great room creates a space large enough for everyone to come together for dining, movies or anything else the family wants to do together. Sunsation also gives you and your family or guests the ability to get away into their own spaces. With a small media room with wet bar upstairs you can spread out to in case you just can't agree on a movie. There are numerous balconies to escape to and enjoy the warm air and great views of Holmes Beach. Every bedroom is large and cozy. Three of the bedrooms are en-suites and ready for and your guests and you must see the bunk room. EVERY youngster will dive into bed and love the feel of fun in this super creative use of space. Just 2.5 blocks to the coveted sugary beaches of Anna Maria Island. Spend the morning walking the beach, collecting shells and feel the ocean breeze. Come back from the beach and spend the day at a home you literally may never want to leave. If you do decide to venture out, you are a golf cart ride or a bike ride away from it all. Hop on the free Trolley and head out to all the hubs of each cities shops and restaurants. This home is amazing and you simply must come see your new home and start living the Anna Maria Life now!
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, designed with both lifestyle and long-term value in mind, this modern coastal residence is planned to showcase a spacious, open-concept design with thoughtfully separated living areas and a layout ideal for both personal use and guest accommodations. The design emphasizes comfort, privacy, and functionality—features that appeal to today’s luxury coastal buyers and renters alike. The open-concept design is anchored by a chef-inspired kitchen envisioned with a large gathering island, premium appliance selections, custom cabinetry, and refined coastal finishes—perfect for entertaining and maximizing guest appeal. Flowing seamlessly into the main living areas, the design emphasizes effortless indoor-outdoor living, with outdoor spaces to include a private pool and spa, creating a true island retreat. A true standout feature is the rooftop deck, planned as a private island retreat ideal for sunset views, entertaining, and elevated outdoor living—an amenity that significantly enhances both lifestyle enjoyment and rental desirability. Additional features include a private elevator, whole home generator, impact-rated windows and doors, and construction planned to meet or exceed current FEMA and coastal building standards, delivering durability, resiliency, and peace of mind. Located in the heart of Holmes Beach on Anna Maria Island, this homesite offers walkable access to sugar-sand beaches, restaurants, marinas, and the island trolley. Bradenton Beach remains one of the Gulf Coast’s most desirable and supply-constrained markets, making new construction opportunities particularly attractive from an investment perspective. Whether envisioned as a luxury second home, income-producing property, or long-term coastal hold, this project offers the opportunity to secure a high-quality, FEMA-compliant new construction asset in a proven beach market with enduring demand. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Better than ever and in beautiful condition, this top floor unit is priced below recent similar units for a quick sale. This 2BD/2BA home is furnished and ready to live in or rent immediately after purchase. All buildings feature brand-new roofs (2022–2023) following Hurricane Milton. Step inside to a light and airy open floor plan with vaulted ceilings that are only available on top floor units. The updated kitchen offers granite countertops and a breakfast bar—perfect for entertaining. Interior laundry adds everyday convenience. This top floor unit has a screened lanai that overlooks the a 33-acre protected mangrove preserve and has nice bay views to the left that that are even more impressive in person. The spacious primary suite features a king bed, walk-in closet, and an ensuite bathroom. A comfortable guest bedroom accommodates twin beds, with a beautifully updated guest bath nearby. A heated community pool available for your enjoyment. Downstairs, enjoy 2-car tandem covered parking plus a custom storage room that swings wide open to become a mini-workshop with room for beach gear and island toys. Small pets are welcome. Sandy Pointe is one of the best locations on Anna Maria Island for easy on- and off-island access. You’re just 3 blocks to the sugar-sand beaches of the Gulf of Mexico, across from Publix, shops, and restaurants, with the free island trolley stopping right outside. Explore Holmes Beach, Bradenton Beach, and Anna Maria with ease. Weekly rentals are allowed, making this an excellent income-producing property when not in residence. Monthly condo fees include cable, internet, insurance, exterior and grounds maintenance, pool, water, sewer, trash, reserves, and management—offering truly effortless ownership.
This newly renovated canal-front home is perfectly situated in the heart of Holmes Beach, offering an exceptional coastal lifestyle just steps from shopping, dining, and local entertainment. Featuring 3 bedrooms and 2 bathrooms, the home boasts an open floor plan accented by a cozy fireplace and a variety of unique, thoughtfully curated updates throughout. Designed for both comfort and entertaining, the living spaces flow seamlessly while embracing the charm of island living. Step outside to enjoy direct canal access, ideal for boating, kayaking, fishing, paddleboarding, and a wide range of water activities right from your backyard. With tranquil water views and an unbeatable location close to the beach and amenities, this property is a standout opportunity to experience the best of Anna Maria Island.
Wake up to coastal living in this beautifully remodeled 3-bedroom, 2-bath canal-front home designed for relaxed island life. Spend your mornings paddle boarding or kayaking from your backyard, afternoons boating with easy access to the Intracoastal, Tampa Bay, and Gulf of America, and evenings unwinding in your private pool and spa. The stylish kitchen features high-end Thor appliances, perfect for entertaining after a day on the water. New flooring throughout, a spacious garage, and dedicated parking for a boat trailer or RV add everyday convenience. Lush tropical landscaping surrounds the property, and the beach is just a quick, easy walk away, bringing the best of waterfront and beachside living together in one exceptional home.
An exceptional waterfront offering on Anna Maria Island, this high-end, single-family, one-story residence features 3 bedrooms and 3 baths, thoughtfully designed for refined coastal living. Set in one of the island’s rare locations where you can keep a boat in your backyard while being just steps from the beach, this home truly offers the best of both worlds. Elegant interiors showcase seamless indoor-outdoor flow, opening to stunning water views and an expansive outdoor living area. Enjoy direct boating access with a private boat lift, along with a resort-style pool and spa ideal for both entertaining and private relaxation. Located in one of Anna Maria Island’s most coveted settings, this property delivers a rare combination of sophistication, comfort, and effortless luxury.
Handy man special! This is your opportunity to get more home for less money on Anna Maria Island! NEW ROOF 2025! This spacious elevated home offers 2 floors of living space. The bottom floor includes covered parking and a large area for play or storage for your beach gear. The second floor has a large family room with vaulted ceilings that centers around a stone wood burning fireplace & lots of natural light. There is also a separate dining room, kitchen, laundry, double master en-suite bedroom and a 2nd bedroom. The third floor has a large master en-suite bathroom and a 4th bedroom. Spacious garage & storage rooms with large yard & plenty of room for a pool. This home is conveniently located just 2 blocks from the sugar sand beaches of Anna Maria Island & located 1 b block from the free island trolley. Within 1 hour of 3 major airports: Tampa International, Sarasota/Bradenton & St Pete/Clearwater, walking distance to shopping, dining & island attractions.
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, REAL 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!
Welcome to your private coastal retreat, where luxury, functionality, and waterfront living come together seamlessly. This beautifully remodeled 3 BD, 3 BA residence is being sold furnished, showcasing high-end finishes throughout and exceptional indoor-outdoor living. The highly sought after ground level living is even more attractive with the security of a JMI Flood Prevention system that was professionally installed in 2025. Each door opening and garage are protected. Step inside to the open-concept living/dining and kitchen area. Your attention is immediately drawn to the stunning 4" live edge slab island that is perfect for entertaining. Just as beautiful is the wood cabinetry, sleek quartz counters, gas range, designated wet bar with wine fridge and ice maker. As you step from inside to outside, the living space flows effortlessly into multiple outdoor living areas. Enjoy sunset views from your large private dock, perfect for fishing or just relaxing while watching dolphins and manatees pass by. Boating/kayak enthusiasts will appreciate the 10,000-lb boat lift and private kayak/SUP launch. Enlarged dock also includes electricity and fresh water access. The outdoor space is a true island oasis featuring a saltwater pool and spa, lush/mature tropical landscaping, that is also illuminated with professionally installed lighting in both front and back. A large cabana with a fully built-in outdoor kitchen, ideal for entertaining, completes the outdoor living space. Recent upgrades include a brand new A/C system and tankless hot water heater. A 250 gallon buried propane tank services the pool heater, outdoor grill, hot water heater and 5 burner stove. Other upgrades include a new metal roof and all new impact rated windows and slider doors. All original cast iron plumbing has been replaced along with new electrical underground wiring and panel. Perfect as a primary residence, vacation retreat, or investment property, this home delivers the ultimate in luxury canal-front living on Anna Maria Island.
Anna Maria Island Coastal retreat, located west of Gulf Drive and only two blocks to the beach, offers the perfect blend of luxury, comfort, and investment potential. Featuring four bedrooms and three and half bathrooms and a bonus living area, this home has potential as a primary residence, vacation getaway, or income-producing property. The open concept interior showcases high ceilings, tile floors throughout, and a kitchen complete with granite counters, solid wood cabinetry, stainless steel appliances, and a large granite island ideal for entertaining. The spacious bedrooms offer large walk-in closets, while the bathrooms feature large tile showers, and the primary suite includes a relaxing jacuzzi tub. Three decks provide space for entertaining or sunset viewing. Outdoor living shines with a private tropically landscaped yard, heated pool and a fun tiki bar complete with TV, creating a true island oasis. The lower level features a two car garage with epoxy floors, storage area for beach equipment and a bonus game room. An elevator shaft offers the potential of future elevator installation. Close to world class beaches, dining, and shopping, this home has it all, capturing the ultimate Anna Maria Island lifestyle.
Welcome to your slice of island living in the heart of Holmes Beach. Perfectly positioned on a deep-water canal, this 2- bedroom, 2-bath ground-level home offers the ultimate Florida lifestyle for boaters and beach lovers. With a 60-foot dock equipped with water and electric, a 10,000 lb boat lift, and a fish cleaning station, you can launch your boat, kayak, or paddle board directly from your backyard. Southern exposure bathes the property in warm natural light, making the winter months especially enjoyable while enhancing outdoor living year-round. Inside, the home is thoughtfully designed for comfort and efficiency, featuring Simonton Storm Seeker high-impact windows throughout, contributing to low maintenance and utility costs. Step outside and enjoy island-style living with a covered pergola and patio, plus an enclosed outdoor shower to rinse off after a day on the water or at the beach, which is three blocks away. Whether you’re searching for a full-time residence, vacation home, or investment opportunity, this canal-front gem delivers the best of boating, beach access, and easy island living in one exceptional property.
Wake up to the sound of waves and endless Gulf views in this beautifully situated two-bedroom, two-bath condo directly on the Gulf of Mexico. Step outside and onto the coveted, sugar-soft sandy beaches that make this area so sought after—perfect for morning walks, sunset strolls, and carefree beach days. Inside, the condo features a newly renovated kitchen that’s both stylish and functional, ideal for entertaining or preparing meals after a day at the beach. The thoughtfully designed layout offers comfortable living spaces and bedrooms with excellent privacy, plus the convenience of an in-unit laundry facility for effortless everyday living. Additional highlights include downstairs storage, perfect for beach chairs and gear, along with underground parking for added peace of mind. Located just minutes from shopping, restaurants, and local dining favorites, this condo perfectly balances relaxed beachfront living with easy access to all the best the area has to offer. Whether you’re seeking a full-time residence, a vacation escape, or an investment opportunity, this Gulf-front condo delivers the coastal lifestyle everyone dreams of. Come live your Anna Maria Life.
Just a few sandy steps from the shores of Holmes Beach, this newly built 4BD/4.5BA coastal haven blends elevated design with the laid back spirit of island living. A proven income generator with bookings already on the calendar, this property offers the rare opportunity to enjoy a luxury retreat that also works for you. Each of the four ensuite bedrooms offers generous space and privacy, three with private balconies, and a primary suite that stuns with sweeping Gulf views and a spa-inspired bath featuring a freestanding soaking tub. The light filled living area flows effortlessly into a sleek chef’s kitchen where a quartz waterfall island, luxury gas range, wine bar, and oversized walk-in pantry cater to everything from casual breakfasts to sunset dinners. Step outside to discover a resort style backyard designed for all day enjoyment including a heated pool and spa, cascading sheer waterfall, outdoor dining and lounge space beneath a covered cabana deck, and lush turf landscaping that’s as beautiful as it is low maintenance. For sunset seekers, the rooftop deck delivers panoramic Gulf and Bay views that make every evening feel like a getaway. Other thoughtful touches include an elevator, bonus flex space, two-car garage, circular drive, and laundry room. All of this is tucked just moments from the best of the island local boutiques and beloved restaurants, making it equally suited as a luxurious full time residence or high performing vacation rental.
Coastal Chic design, this luxury home features 4 bedrooms and 5 bathrooms with a private heated pool located on Anna Maria Island! As you walk in the first living level you will find an open concept kitchen and living room, with a formal dining just off to the side. The living room has a full wall of impact slider doors that lead out to the patio balcony for outdoor dining and steps that lead to the lush turfedlandscaped backyard oasis with heated pool and outdoor shower. The upscale kitchen includes solid wood cabinets, open shelving, quartz countertops, wine fridge, induction stove top, plenty of pantry and storage and a huge island perfect for entertaining. All the bedrooms are very spacious for utmost comfort and all have ensuite bathrooms for your privacy. They each have their own beachy color scheme and decor. The primary bedroom is very spacious, the bathroom has dual sinks, soaking tub and a large walk-in shower and walk- in closet. There is also a seating area right off the primary for an office or additional seating area. The 5th bathroom is just off the main living space and right by the back slider door for easy pool bath access. Full laundry room with a sink and storage. Plenty of parking in shell driveway in addition to the large epoxied 2 car garage. Enjoy being so close to the beach to walk down for sunsets every night.
Elevated and fully updated coastal retreat on beautiful Anna Maria Island with NO HOA! Built for peace of mind with a newer metal roof, newer deck, HVAC system with brand new UV light and air scrubber, impact windows and doors with a lifetime warranty. The property has been meticulously maintained with a transferrable termite warranty, updated landscaping, outdoor shower, and covered parking for up to five vehicles. Offered fully furnished and ready for you to enjoy the option of flexible income potential with the ability to short term rent while owning a slice of island life near the Gulf beaches, dining, and laid-back charm of Holmes Beach.
Wake up to salt air and sunset skies in this 2 bedroom, 2 bath beachfront condo on the sugar-white sands of Anna Maria/Holmes Beach. Perfectly positioned on the Gulf, this coastal retreat offers effortless island living with direct beach access just steps from your door. Inside, the light-filled layout features an open living and dining area, well-appointed kitchen, and spacious bedrooms designed for comfort after a day in the sun. Not to mention this unit comes with THREE storage units AND a private garage (STORAGE AREAS #45, 46, & 47 AND GARAGE #38). Enjoy morning coffee with Gulf breezes, evening walks along the shoreline, and year-round sunsets that never get old. Whether you’re searching for a full-time residence, a vacation getaway, or an investment opportunity, this condo places you in the heart of one of Florida’s most beloved barrier islands—close to charming shops, local dining, and the laid-back lifestyle Anna Maria Island is known for. Beach life doesn’t get better than this.
Anna Maria Island canal front with easy access to open water. Located just a few blocks to the beach. This home sustained flooding during Hurricane Helene and was remediated (stripped interior) post the storms of 2024. Build your dream home on a beautiful, mangrove lined canal on a quiet street centrally located on the island OR reimagine the possibilities of this raw structural skeleton.
Discover your slice of paradise heaven at Barefoot Bliss! This charming 3-bedroom, 3-bathroom ground level home offers the perfect blend of coastal comfort, modern updates, and unbeatable location—right down the street from the pristine Gulf beaches. Step inside this inviting ~1,974 sq ft residence and feel the island lifestyle immediately. The open layout provides multiple hang out areas for family gatherings, entertaining, or quiet relaxation. Offered turnkey furnished and ready to go! It has been thoughtfully updated with modern amenities, ensuring a comfortable and stylish living experience. From the sleek kitchen to the contemporary bathrooms, every detail has been carefully considered. A New Metal Roof was installed in 2023. After the hurricane, instead of drywall there is cement board 4 ft up and the baseboards trim are PVC - completely waterproof. The backyard is spacious and perfect to get a tan, dip in the pool, relax in the covered area or grill and dine outside. The lush new landscaping surrounding the property enhances its curb appeal and creates a serene oasis for relaxation. Location is everything here, just right down the street from the beach while also being so close to the heart of Holmes Beach shops and restaurants. Currently a vacation rental, however, the owner uses it in prime months so it could generate even more! Don’t miss this rare opportunity—schedule your private showing today and start living the island dream!
Start your island getaway here at our newly refreshed coastal home in a charming neighborhood of Holmes Beach! This gorgeous, modern four bedroom, three bath retreat is a short walk to the glistening sandy beaches of the Gulf! An open layout with chic-boho furnishings, serene hues, a private pool, and state of the art appliances throughout. You’ll love the proximity to local restaurants, boutiques, and how bike friendly the island is. Cruise the bike paths or rent a golf cart to explore the island. Venture over to the North End by the free AMI Trolley, where you have the infamous Pine Ave, that has one of a kind shops and cafes. Island living at its finest! Nothing feels more tropical than arriving to a home where the streets are dotted with beautiful swaying palm trees. Step inside to the immaculate space that has all the cozy comforts to make your tropical dreams come true. The living room features plush sofas and modern chairs where you can kick back and watch a show on the mounted flat screen. The chef’s kitchen is complete with quartz counters, custom cabinets, stainless steel appliances, and a dining table to enjoy a home cooked meal with the family. The four bedrooms provide pure comfort with luxury bedding and natural wood elements that enhance the calm ambiance. The master suite features a king bed with an ensuite bathroom that has a freestanding soaking tub, glass walled step-in shower with wood flooring, and dual quartz vanities for a spa-like experience. In the other 3 dreamy bedrooms you have king beds in two of the rooms and your last bedroom highlights a full over full bunk bed that is popular for the younger crew in tow.
Enjoy Coastal Living on Anna Maria Island ! This 2 bedroom, 2 bath, 2nd floor, turnkey furnished condo is located in one of the best & most sought after complexes on the Island. Heated swimming pool, spa, pickleball/tennis courts, shuffleboard court, building elevator & beach are just a few of the condo amenities. The condo overlooks the tennis courts with updated stylish kitchen, quartz countertop, stainless appliances & an open/airy floor plan. Large lanai, crown molding throughout & all tile floors accent this gorgeous condo. Washer & dryer are located inside the unit, plus there is an owner's storage room on the ground level. Kitchen appliances & A/C system new in 2021. Just walk across the street to enjoy the white sandy beach & blue green waters of the Gulf of Mexico. Enjoy living the Florida lifestyle!
This stunning completely renovated 2-bedroom, 2-bathroom home offers 1,500 square feet of bright, open-concept living space designed for effortless island lifestyle. Step inside to find a seamless flow between the gourmet kitchen, dining area, and spacious living room—perfect for relaxing with friends, family gatherings, or simply soaking in the Florida sunshine that pours through large windows. The thoughtful renovation shines through with contemporary finishes, high-quality fixtures, and a fresh, inviting palette that feels brand new yet timeless. Both bedrooms provide comfortable retreats, while the well-appointed bathrooms add a touch of luxury. Situated on a prime lot in desirable Holmes Beach, you'll enjoy generous outdoor space—ideal for morning coffee, evening barbecues, or creating your own tropical oasis. Just moments from the sands of Manatee Public Beach and the calm Gulf waters, this home puts you in the center of Anna Maria Island's relaxed charm: pristine beaches, boutique shops, waterfront dining, and easy access to everything the island offers.
Nestled along a serene canal and embraced by a curtain of mature tropical palms, this custom-remodeled residence unfolds as a private coastal estate—an intimate sanctuary where luxury, tranquility, and effortless island living exist in perfect harmony. Masterfully re-imagined by Eason Builder Group, the home was completely gutted and rebuilt just four years ago, and last year the entire first level was once again fully renovated, resulting in a residence that feels both newly crafted and timelessly refined. From the moment you arrive, a sense of seclusion and calm sets in. As you walk up to the home, an old-growth Gumbo Limbo greets you. Sunlight filters through new hurricane-impact windows, illuminating interiors designed to feel open yet intimate, grand yet soothing. The main living space becomes a natural gathering place, anchored by a custom-built-in entertainment center and a coffee station. An elegant touch that invites slow mornings, refined evenings, and effortless entertaining. Sonos surround sound flows throughout the home, creating an ambient soundtrack for daily life, while a fully integrated security and camera system offers peace of mind and quiet confidence. The kitchen stands as a statement of both beauty and performance, where quartz countertops, solid-wood glass-front cabinetry, a sculptural range hood, designer pendant lighting, and stainless-steel Bosch appliances come together in a space crafted for culinary artistry and connection. It opens seamlessly to the dining area, where a wood-burning travertine stone fireplace adds warmth and architectural presence, setting the stage for candlelit dinners and lingering conversations. Two luxurious primary suites, one on each level offers the rare indulgence of privacy and flexibility. Each is finished with shiplap walls, porcelain tile, recessed lighting, and abundant natural light. The upper-level retreat opens to a private balcony overlooking the pool and tropical grounds, a serene perch for sunrise reflections and evening breezes. Its spa-inspired ensuite features a quartz walk-in shower, while the first-floor primary bath is appointed with a solid-wood double vanity, continuing the home’s narrative of tailored craftsmanship and understated elegance. Completing the residence are two additional bedrooms with a shared bath and an upstairs bonus room ideal for recreation, fitness, or creative pursuits. Beyond the interiors, the estate reveals its most captivating chapter. The backyard unfolds as a secluded resort, where a glistening pool and spa are framed by layered, well-established tropical landscaping that has matured into a living wall of privacy. Covered and open-air lounges invite both sun-drenched afternoons and starlit evenings, while a turf-lined grilling and gathering area provides an elevated setting for alfresco dining. Just beyond the palms, the canal stretches quietly behind the property, creating the illusion that the waterway is an extension of your own grounds and inviting a lifestyle of boating, paddleboarding, and sunset cruises from your private dock. When you venture beyond this sanctuary, the unmistakable charm of Holmes Beach awaits. This is more than a home—it is a refined island retreat, custom crafted for those who seek privacy, comfort, and tranquility, with the rare privilege of a secluded waterfront setting and immediate access to one of Florida’s most cherished beach communities.
Located in the beachfront community of Playa Encantada, this beautifully maintained 2BD/2BA condo offers an easygoing coastal lifestyle just steps from the beach and the island trolley stop, making it a breeze to explore nearby shops, dining, and activities. Inside, the open layout feels spacious and welcoming. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. The living and dining areas extend seamlessly to a private balcony that overlooks the heated pool, perfect for soaking in the warm breeze and catching a peek of the Gulf. Both bedrooms are spacious, with the primary suite offering its own en-suite bath. Residents enjoy an array of resort-style amenities, including a heated pool, tennis courts, shuffleboard, and private beach access. With a flexible 2-week minimum rental policy, this property also presents an excellent opportunity for vacation rental income or a seasonal retreat.
From sunrise to sunset, stunning Gulf views throughout the house. One of the most outstanding features of this property is the expansive rooftop deck—an irreplaceable amenity due to current height restrictions. From this vantage point, take in breathtaking Gulf sunsets, views of the Sunshine Skyway Bridge, and sweeping 360-degree panoramas of the island and surrounding waters. The elevated position of the street further enhances views and peace of mind. The home was thoughtfully designed by award winning architect Emily Anne Smith. The floor plan with four bedrooms, including two luxurious primary suites. Every bedroom features a private en-suite bathroom, complemented by two additional half bathrooms for a total of six bathrooms. A separate washer and dryer add convenience. The layout is designed to maximize natural light and capture views from sunrise to sunset. Both living levels feature wrap around decks with large seating and lounging areas. The second living level hosts a spacious primary suite with heated bathroom floors, a jacuzzi-style soaking tub, large shower, and dual vanities. This level also includes two additional en-suite bedrooms, plus a comfortable living area with a half kitchen featuring a sink, refrigerator, microwave, toaster oven, ample cabinetry, and a 48-bottle wine cooler—perfect for guests and family seeking privacy and independence. The third living level showcases an open-concept design with soaring ceilings, where the main kitchen, dining, and living areas all face the Gulf. Enjoy spectacular sunset and skyline views from nearly every angle. This level also features a second primary suite with a king bed and spa-like en-suite bathroom, a separate half bathroom, office workspace, and direct access to the rooftop deck. Outdoor living is equally impressive, highlighted by a resort-style pool with rock waterfall, jet stream fountain, jacuzzi jets, auto-fill system and mature tropical landscaping. A six-foot privacy fence surrounds the property. Entertain with ease at the covered tiki bar equipped with sink, refrigerator, TV, stereo, plus multiple shaded and sun-soaked seating areas. Additional features include a large garage accommodating 2–3 vehicles with 9-foot ceilings, extensive storage, workbenches, elevator, impact-rated PGT windows and doors, metal roof, low-maintenance stucco and Hardie plank exterior, heated slate kitchen floors, plus slate in entrance and storage room, bamboo flooring throughout the rest of the house, Hunter Douglas blinds, and the home is offered fully furnished and move-in ready. The home also features a monitored security system, smart thermostats and an Artificial Intelligence (AI) Camera System with DVR. Never rented, yet zoned for weekly rentals. No hurricane water intrusion in 2024. A truly rare offering on Anna Maria Island on one of the highest elevation and quietest streets with a deeded beach access.

Holmes Beach is located in Florida. Holmes Beach, Florida has a population of 3,132. Holmes Beach is less family-centric than the surrounding county with 14.6% of the households containing married families with children. The county average for households married with children is 21.81%.
The median household income in Holmes Beach, Florida is $78,311. The median household income for the surrounding county is $64,964 compared to the national median of $69,021. The median age of people living in Holmes Beach is 64.1 years.
The average high temperature in July is 90.5 degrees, with an average low temperature in January of 52.4 degrees. The average rainfall is approximately 53.4 inches per year, with 0 inches of snow per year.