Refine Search
Map
Sort by
$16,750,000
5 Beds ⋅ 7 Baths ⋅ Sunset Cove At Holmes Beach SubDv. ⋅ 34217 Zip Code
Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

104 Sunset Lane, Holmes Beach
$518,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
PRICE IMPROVEMENT! Opportunity, opportunity, opportunity! Here is your chance to have your own coastal paradise at Runaway Bay on Anna Maria Island. This beautifully decorated, income producing 2 bedroom and 2 bathroom, second floor condo with a new roof is an exceptional investment opportunity in the highly desirable community of Runaway Bay in Bradenton Beach. With it's prime bayside location, the beach & island life includes access to the stunning sugar sands of the Gulf of Mexico, just steps away. Enjoy the community's fishing pier and kayak launch on the bay, perfect for sunrise views, fishing, and water sports. Perfectly positioned near the free Anna Maria Island trolley stop for easy access to Historic Bridge Street, local dining, shops, and the entire island. The Runaway Bay community permits weekly rentals, offering maximum flexibility and proven, strong rental income potential. Units here are highly sought after for short-term vacation stays. Unit #238 comes turnkey furnished and updated, with reservations in place for 2026, meaning you can start generating revenue immediately. Your guests will love the incredible amenities that drive high occupancy and repeat bookings including the largest, heated pool on the island: The newly resurfaced, spectacular, large, heated saltwater pool is the focal point of the community. Other amenities include a recently renovated and fully equipped fitness center, resurfaced tennis/pickleball courts, grills throughout the property and more. Don't miss the chance to own a piece of Anna Maria Island with a strong history of rental success! Runaway Bay has done the heavy lifting, leaving you with piece of mind. Come join the community, relax and enjoy all that it is meant to be. Schedule your private showing today.

1801 Gulf Drive N Unit 238, Bradenton Beach
$1,059,000
2 Beds ⋅ 2 Baths ⋅ Neptunes Gardens SubDv. ⋅ 34217 Zip Code
Smart Buyers: This Price Improvement Is For You. Weekly rental! Exceptional Investment Steps from Holmes Beach. Welcome to Blue Oasis, a fully renovated ground-level retreat just steps from Holmes Beach and the turquoise waters of the Gulf of Mexico. This stunning 2-bedroom, 2-bath home combines modern luxury with island charm. Featuring a versatile den with a pocket door for added privacy, it’s perfect for a home office or guest space. The den includes a stylish daybed with trundle, offering extra sleeping accommodations without sacrificing comfort or design. Every detail has been thoughtfully upgraded, including a new roof (Summer 2025), freshly finished walls, baseboards, doors, and paint throughout, plus custom closet organizers for added functionality. The kitchen and both bathrooms feature all-new soft-close cabinetry and fixtures, complemented by brand-new appliances—dishwasher, refrigerator, gas range/oven, and washer. Comfort is ensured with a new A/C (November 2024-mounted up from the ground), while the new pool pump with Pentair automation adds convenience and efficiency. The master bath boasts a completely redesigned shower with new tile and hardware, and the entire home is furnished with all-new furniture and décor, from beds, mattresses, and nightstands to a stylish sofa, chairs, dining set, and coastal accents. Outdoors, enjoy new patio furniture, umbrellas, lighting, and a perfect sized pool with optional spa jets plus a shed stocked with new beach chairs and a beach cart. Rinse off in the outdoor shower offering both hot and cold water. Additional upgrades include new TVs in every room, palm tree shutters, creating a turnkey property that’s ready to impress. With its prime location just a four-minute walk to the beach, easy access to shops and dining, and exceptional rental performance, Blue Oasis delivers a fantastic ROI and lifestyle appeal—perfect as a short-term rental, second home, or long-term investment in one of Florida’s most sought-after coastal markets. Make your move on this turnkey coastal gem today!

5803 Imperiore Avenue, Holmes Beach
$4,295,000
4 Beds ⋅ 4 Baths ⋅ Holmes Beach 11th Unit SubDv. ⋅ 34217 Zip Code
Welcome to "Black Pearl"! Discover refined island living in this exceptional 2024 custom-built residence, ideally situated just 1.5 blocks from the pristine Gulf beaches. Designed with sophistication and comfort in mind, this 4-bedroom, 4-bath elevated home offers a seamless blend of modern elegance and coastal charm. The light-filled great room showcases designer furnishings, premium finishes, and expansive living and dining spaces. The gourmet kitchen is a true showpiece, featuring quartz countertops, custom wood cabinetry, Dacor high end appliances, large island and wet bar with ice maker just off the dining room. Four spacious bedrooms and bathrooms provide privacy and luxury for residents and guests alike. An elevator services every level from the outside pool area all the way up to the roof top deck complete with firepit, enhancing ease of living. Step outside to your private resort-style sanctuary complete with a heated pool, spa, and lush tropical landscaping with turf. Multiple covered balconies and outdoor living areas create inviting spaces for relaxation or elevated entertaining. Offered fully furnished, this residence embodies turnkey luxury on Anna Maria Island. A rare opportunity to own a newly constructed coastal retreat in one of Holmes Beach’s most desirable locations on a dead end street. The home is barely lived in and is just being started as a weekly rental the end of November which will become a superb investment property or make it your very own. Do not miss out on this amazing property! Schedule your showing today!

305 55th Street, Holmes Beach
$600,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
ANNA MARIA ISLAND, FULLY FURNISHED 2 bed 2 bath, perfectly situated 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 neighborhood 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. Enjoy a cozy atmosphere with local bike shop, restaurants, shopping options, and multiple access points to the beach.

6400 Flotilla Drive Unit 15, Holmes Beach
$1,189,000
3 Beds ⋅ 3 Baths ⋅ Bradenton Beach Club SubDv. ⋅ 34217 Zip Code
Wonderful Gulf-to-Bay complex on Anna Maria Island. Furnished Townhouse with many custom details. First level living features tile flooring throughout, eat-in kitchen with center island and stainless appliances; combo living/dining; powder room; and private screened patio. The second living level has laminate and tile flooring; three bedrooms; two baths; plus laundry room with cabinetry. A private elevator servicing all three levels and a tandem garage with abundant storage on the ground level round out this fabulous Island residence. Air conditioners both replaced in 2015, living room furniture replaced in 2022, dryer replaced in 2021, washer replaced 2022, and dishwasher replaced in 2024. Amenities include two pools, spa, fitness center, beach access, Gulf side beach storage room, a swing under Gazebo on the Bay with a little dock area to launch your kayak. This is a MOVE-IN Ready home. Liberal rental policy makes this a great investment too!

221 17th Street N, Bradenton 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
$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
$749,000
2 Beds ⋅ 2 Baths ⋅ Clark Spring Lake Estates SubDv. ⋅ 34217 Zip Code
Welcome to Palm View Lakehouse in Holmes Beach. This fully renovated 2-bedroom, 2-bath ELEVATED half duplex was updated in 2022 and allows for weekly rentals, offering excellent investment potential with nearly $50,000 in year-to-date bookings and almost to $60,000 in bookings in 2024, plus several bookings already secured for next year. The home features luxury vinyl plank flooring throughout, granite countertops, stainless steel appliances, and IMPACT windows and doors, with both bathrooms updated with new tile and vanities. Outside, enjoy a PRIVATE heated saltwater pool, along with a DOCK added in 2023 where you can fish, kayak or paddleboard. Other recent improvements include a AC in 2021 and new garage door in 2025. Close in proximity to the Gulf beaches, dining, and shopping, this property blends island living with convenience and comfort.

6808 Palm Drive Unit B, Holmes Beach
$890,000
2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Sweeping Gulf sunsets, sugar-white sand, and the unmistakable charm of Anna Maria Island — now offered at a refreshed price. Perched on the 5th floor of the Martinique, this rarely available beachfront residence puts the entire horizon at your feet, where turquoise water stretches as far as the eye can see and the nightly sunset show never plays the same way twice. Floor-to-ceiling glass pulls the Gulf straight into the open living space and primary suite, with sunlight shifting from gold to rose to amber across the day. Inside, a crisp coastal palette of stone countertops, shaker cabinetry, and a generous breakfast bar makes entertaining effortless, while two spacious bedrooms and two full baths offer comfort and privacy for family and guests. Beyond your door, the Martinique delivers true resort living — heated beachfront pool, tennis courts, and direct access to powder-soft sand and the calm, shimmering Gulf. A deeded garage and private storage keep paddleboards, bikes, and beach gear at the ready. And then there's the island itself. Anna Maria's seven-mile ribbon of old-Florida charm is yours to roam: hop the free island trolley to Pine Avenue's boutiques and cafés, cast a line off the beach, paddleboard the bayside flats, or settle in at the Sandbar for dinner with your toes in the sand. With no high-rises and a pace all its own, Anna Maria stays quietly, beautifully unchanged — the kind of place where seasons melt into one long coastal summer. A refreshed price on one of the Gulf's most coveted addresses. This is your spring to claim it.

5300 Gulf Drive Unit 508, Holmes Beach
$1,175,000
3 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Never miss a sunset with the view from this beachfront GEM! A true 3 Bedroom, 2 Full Bathroom with 1,516 square feet, including an indoor Laundry Room. One of only 6 units of this size in the building. The Master Suite boasts a panoramic beach view, walk in closet and en-suit bath, while the 2 remaining bedrooms have large closets and comfortable natural lighting. The split floor plan ensures privacy for guests and the open Kitchen, Dining and Living Room combo is perfect for entertaining. Includes 2 private garage spaces, and a storage room/workshop, creating ample storage for all of your beach toys and Gulf Cart! Located in the heart of Holmes Beach, one of the most desirable areas on Florida's Gulf Coast, steps from world class dining, shopping, fitness, boating, and family friendly activities. Don't miss this rare opportunity to own a slice of paradise!

5300 Gulf Drive Unit 105, Holmes Beach
$589,000
2 Beds ⋅ 2 Baths ⋅ Island Village Condominium SubDv. ⋅ 34217 Zip Code
One or more photo(s) has been 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
$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
$560,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Step into coastal luxury living at its finest with this exquisite turnkey condo unit nestled between the serene waters of Palma Sola Bay and the majestic Gulf of Mexico on Anna Maria Island. Indulge in the epitome of waterfront bliss as you revel in the leisurely sight of boats gracefully gliding by from the comfort of your own lanai porch. With two bedrooms, two bathrooms, and 1,080 square feet of meticulously designed space, this retreat promises the ultimate in convenience and relaxation. Savor the culinary delights crafted in the fully equipped kitchen boasting ample cabinets and state-of-the-art appliances. Retreat to the primary bedroom oasis featuring an ensuite bathroom and a sprawling walk-in closet, offering a sanctuary of tranquility and luxury. Elevating the experience further, this haven boasts numerous upgrades including a cutting-edge 3M water filtration system, recently replaced refrigerator and washer, as well as updated lighting fixtures throughout. Rest easy knowing that the HVAC system was replaced just two years ago, ensuring optimal comfort year-round. Embrace the exclusive lifestyle with access to a plethora of community amenities including a Bocce ball court, fitness room, sauna, shuffleboard courts, and clubhouse. Unwind by the island's largest heated saltwater swimming pool or explore the pristine beaches via a signal crosswalk just moments away. For those seeking investment opportunities, take advantage of the on-site rental manager providing comprehensive management services and support. Whether you're seeking a lucrative rental income or a personal sanctuary, this property offers the perfect blend of luxury and convenience. Embark on endless adventures with convenient access to Gulf and Bay fishing spots, bike paths, and local shops, while the nearby Historic Bridge Street area beckons with its array of dining and entertainment options. Seize the seaside dream and make this turnkey condo unit at Runaway Bay your coastal sanctuary today. Live the luxury lifestyle you deserve amidst the breathtaking beauty of Anna Maria Island.

1801 Gulf Drive N Unit 248, Bradenton Beach