Refine Search
Map
Sort by
$489,000
1 Beds ⋅ 1 Baths ⋅ Tradewinds Condo SubDv. ⋅ 34217 Zip Code
Experience the charm of Old Florida living just steps from the Gulf of Mexico at this beautifully renovated turnkey-furnished beach cottage in the sought-after Tradewinds Beach Resort on Anna Maria Island. Whether you're searching for a carefree island retreat, an income-producing vacation rental, or the perfect blend of both, this stylish one-bedroom residence offers exceptional flexibility with no minimum rental restrictions and professional on-site management available. Completely remodeled with a fresh coastal aesthetic, the interior is move-in ready, and designed for immediate enjoyment. Soft tropical hues, wood-look tile flooring, and an open floor plan create a bright, inviting atmosphere, while the updated kitchen showcases stone countertops, custom cabinetry, newer stainless steel appliances, and generous workspace. The beautifully renovated bath echoes the same timeless finishes, and in-residence washer/dryer provides added convenience. Offered turnkey furnished, the residence includes a king-size bed, queen sleeper sofa, two flat-screen televisions, and tasteful décor, allowing you to begin enjoying island life from day one. Outside, a shaded private front patio with a newly installed paver walkway provides the perfect setting for morning coffee or evening cocktails, while assigned parking is conveniently located just outside your door. Offering added peace of mind, the home has been thoughtfully updated with Hardie® siding, impact-rated windows and doors, and new plumbing and sewer lines. Tradewinds Beach Resort captures the relaxed character that has made Anna Maria Island one of Florida's most beloved destinations. Pastel-colored cottages draped in jasmine and bougainvillea line a quiet private lane leading to a heated bayside swimming pool, fishing pier, picnic pavilions, charcoal grills, and beautifully landscaped grounds. Across the street, deeded beach access leads to the powdery white sands and turquoise waters of the Gulf of Mexico, where unforgettable sunsets become part of everyday life. The pet-friendly community also offers on-site laundry facilities and optional rental management services, including housekeeping, beach loungers, umbrellas, and guest services, making ownership effortless. Perfectly positioned just moments from Historic Bridge Street, you'll enjoy easy access to waterfront restaurants, local boutiques, live entertainment, fishing charters, and island cafés. The free Anna Maria Island Trolley stops nearby, providing convenient transportation to Holmes Beach, Anna Maria, Coquina Beach, and additional island attractions. Whether you're spending your days boating, paddleboarding, shelling along the shoreline, or exploring the island's vibrant dining scene, this exceptional residence offers the quintessential Anna Maria Island lifestyle with outstanding rental potential.

1603 Gulf Drive N Unit 3, Bradenton Beach
$1,250,000
2 Beds ⋅ 2 Baths ⋅ Anna Maria Island Club SubDv. ⋅ 34217 Zip Code
Welcome to the highly sought-after Anna Maria Island Club, one of the island's premier Gulf-front communities where opportunities like this rarely become available. This beautifully maintained 2-bedroom, 2-bath condominium is being offered turnkey furnished, making it truly move-in or rental ready from day one. Currently operating as a successful active vacation rental, this property offers an exceptional opportunity for investors or those looking to own their own slice of paradise while generating income. The community allows two-week minimum rentals, providing excellent flexibility and strong rental potential in one of Florida's most desirable beach destinations. AC 2026, Roof 2026. Inside, you'll find a bright, open floor plan designed for comfortable coastal living, with everything you need already in place. Simply bring your suitcase and start enjoying the island lifestyle or continue the property's established rental success. Whether you're searching for a vacation home, an investment property, or both, this is your chance to own in the prestigious Anna Maria Island Club, a community where listings are few and demand remains high.

2600 Gulf Drive N Unit 12, Bradenton Beach
$350,000
2 Beds ⋅ 1 Baths ⋅ Imperial House SubDv. ⋅ 34217 Zip Code
Awaken your senses to the rhythm of the tides in this rare, second-floor sanctuary nestled on the sun-drenched shores of Bradenton Beach. Imagine starting your mornings with a gentle breeze drifting through your windows, offering a serene water view of the bay, while the world-class, powdery white sands of Anna Maria Island remain just a heartbeat away. This charming retreat, featuring two bedrooms and one bath with elegant wood flooring, offers an unparalleled opportunity to embrace the quintessential coastal lifestyle at one of the most accessible price points on the island. You won't find a better walkable location to everything including restaurants, nightlife and shopping. while others are searching for expensive parking you get to be in the middle of it all in one of the most sought after communities where the owners are more seasonal and you won't have to deal with your weekly renters. It so much more peaceful in a community with owners who are there taking care of their place and the community. Work completed in community Here is a start 1) Seawall 2) Fishing pier 3) Pool deck and pool 4) Main sewer line replacement 5) Washer and Dryers on each floor of each building 6) Clubhouse redone 7) Roof New items condo 1) A/C and furnace 2) Hurricane Windows Your days here are defined by leisure and connection to the water. When you wake up in the morning sit with your coffee in the lanai and watch the sunrise over the water. Spend your afternoons casting a line from the private community dock or simply unwinding on the waterfront patio, where you can watch the graceful passage of boats against the horizon. When you aren't exploring the island via the convenient free trolley, retreat to the brand-new community pool and clubhouse for a refreshing dip or a relaxing afternoon in the sun. This is more than just a home; it is the realization of your lifelong dream to live where the land meets the sea. Offered fully furnished you can just bring your suitcase and land yourself in the peace of your own property in one of the best locations on the most popular island of Anna Maria in gorgeous southwest Florida. What are you waiting for?

611 Gulf Drive N Unit C27, Bradenton Beach
$725,000
2 Beds ⋅ 3 Baths ⋅ Summer Sands SubDv. ⋅ 34217 Zip Code
Exclusive waterfront living in Bradenton Beach! On the pristine shores of Anna Maria Island, this exquisite condominium offers an unparalleled blend of luxury, privacy and breathtaking beach and sunset views. In an exclusive 36-residence community, this intimate complex is positioned between a sparkling heated pool with a spa and the sugary sands of the beach. Across the street, enjoy direct beach access or the Tiki Hut for a cool beverage. Designed for tranquility and convenience, this spacious two-bedroom, two-and-a-half-bath retreat boasts expansive windows that flood the space with natural light, accentuating the sweeping coastal vistas. Recently designed with luxury vinyl flooring, an updated kitchen and fresh paint, this furnished, move-in-ready home provides impact hurricane-rated windows, high vaulted ceilings, a washer and dryer inside the unit and a split bedroom floor plan, with each bedroom offering an ensuite bath. Culinary enthusiasts can enjoy the gorgeous kitchen, with quartz counters, soft-close drawers and cabinets and stainless steel appliances. The unit is outfitted with the primary bedroom on the first floor plus a half bath just off the main living area, offering convenient access for you and your guest, and a second-floor loft-style guest bedroom or office. This pet-friendly community provides a bayfront heated community pool and spa with an upgraded pool deck, bathhouse, boat and fishing dock, kayak and paddleboard storage and social gatherings. Have peace of mind knowing the association reserves are fully funded and had a new roof installed in 2025, updated the elevators and added beautiful landscaping throughout. With a 30-day minimum rental policy up to four times per year, the community maintains an exclusive, low-turnover atmosphere, ideal for those seeking a more serene coastal escape. Covered parking under the building adds convenience with two parking spots, plus a building elevator, and the community pool and spa provide a picturesque setting for outdoor gatherings and events. Ideally located, this residence offers effortless access to the charming shops, acclaimed dining and vibrant culture of Bradenton Beach and Anna Maria Island. Experience Gulf view living at its finest, where tranquility, luxury and convenience converge. Schedule your private showing today.

1007 Gulf Drive N Unit 208, Bradenton Beach
$525,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Turnkey coastal living awaits in this fully renovated 2-bedroom, 2-bathroom condo nestled within the sought-after Runaway Bay community on Bradenton Beach. Whether you're looking for a primary residence, second home, or investment property, this move-in ready unit checks every box. The primary suite features a king-size bed configuration and a private ensuite with a spacious walk-in shower. The second bedroom offers flexible sleeping arrangements with twin beds and convenient access to the hallway bath, which includes a shower/tub combination. Both bedrooms are bright, well-appointed, and freshly updated. A complete top-to-bottom renovation sets this unit apart — new LVP flooring in bedrooms, fresh paint, stylish finishes, and a fully remodelled kitchen with stainless steel appliances. The private patio provides a peaceful outdoor retreat with serene surroundings. Runaway Bay residents enjoy private beach access just steps away, leading to miles of pristine white sand along the Gulf of Mexico. Community amenities include a heated pool, fitness center, and tennis/pickleball courts.

1801 Gulf Drive N Unit 148, Bradenton Beach
$659,900
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
JUST REDUCED $30,000 The moment you step inside this exceptional second-floor end unit, you’ll feel as though you are living right on top of the water. Offering stunning panoramic views of Sarasota Bay, added privacy, and exceptional tranquility, this beautifully renovated bayfront residence is one of Runaway Bay’s most desirable and rarely available locations. Runaway Bay has only four second-floor bayfront end units and just 16 second-floor bayfront units total, making this an extremely limited opportunity expected to sell quickly. This two-bedroom, two-bath condo features unobstructed bay views, breathtaking sunrises, a private balcony, an A/C system replaced in January 2021, and a new hot water tank installed in 2023. Enjoy daily swims in the Gulf of Mexico with designated private beach access leading to six miles of powdery sand beaches. Community amenities include a heated saltwater pool, fitness room with sauna, tennis, pickleball, bocce ball, shuffleboard, clubhouse, grilling area, fishing pier, and kayak launch. The Anna Maria Island Trolley stops right outside the complex, offering easy access to dining, shopping, miniature golf, live music, and the Historic Bridge Street area. Currently used as the owner’s private residence, this stunning bayfront condo offers the perfect combination of privacy, water views, and Anna Maria Island living.

1801 Gulf Drive N Unit 293, Bradenton Beach
$425,000
2 Beds ⋅ 2 Baths ⋅ Imperial House SubDv. ⋅ 34217 Zip Code
Virtually Staged. 611 Gulf Dr N, Unit C29 is a freshly painted coastal condo located in the heart of Bradenton Beach just steps from the Gulf of Mexico. This water view condo offers the perfect opportunity for a primary home, vacation retreat, or income-producing investment on Anna Maria Island. Enjoy peaceful bay water views & 155 ft +/- private beach access and private fishing dock. The interior has been freshly painted, delivering a bright, clean, and welcoming feel ready for immediate enjoyment. The community features a relaxed coastal atmosphere, well-maintained grounds, and easy walking distance to beaches, dining, shopping, and island attractions. Located on Gulf Drive, this condo places you minutes from everything while still offering a tranquil island lifestyle. Beachside location, fresh updates, and scenic views, schedule your private showing today!

611 Gulf Drive N Unit C29, Bradenton Beach
$400,000
1 Beds ⋅ 1 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Welcome to Runaway Bay, a vibrant island style waterfront community in Bradenton Beach, where coastal charm meets exceptional investment opportunity. With weekly rentals permitted, this sought-after destination offers the perfect balance of personal enjoyment and income potential. This beautifully updated 1-bedroom, 1-bath ground-floor condo captures serene lagoon views, complete with the soothing sounds of the fountain just beyond your door. Step inside to a light-filled interior where recent renovations create a fresh, airy coastal feel. Natural light pours through the space, immediately drawing your eyes to the water and enhancing the relaxed island ambiance. The spacious primary suite serves as a peaceful retreat, offering tranquil lagoon views to greet you each morning. Enjoy your coffee or unwind in the evening on the private lanai, ideally positioned for both privacy and picturesque surroundings. Thoughtfully upgraded throughout, this condo is truly move-in or rental ready, featuring hurricane-impact windows and doors, along with updated kitchen and bath finishes, flooring, trim, interior doors, appliances, water heater, and furnishings. Runaway Bay continues to impress with extensive community enhancements, including new roofs and gutters, and a host of resort-style amenities: deeded beach access, a newly built oversized bay front observation and fishing pier, the largest heated pool on Anna Maria Island (recently renovated), refreshed pickleball and tennis courts, shuffleboard, a kayak launch, multiple grilling areas, and a clubhouse with a fitness center currently being revitalized. Whether you're searching for your own island escape or a high-performing vacation rental, this exceptional property delivers the best of both worlds.

1801 Gulf Drive N Unit 183, Bradenton Beach
$695,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Welcome to Runaway Bay an island-style waterfront community in Bradenton Beach offering the ideal combination of coastal living and income potential, with weekly rentals permitted. This beautifully updated 2-bedroom, 2-bath ground-level condo showcases breathtaking open water views across Anna Maria Sound and Palma Sola Bay. Step inside to discover a stunning, fully remodeled coastal kitchen that has been thoughtfully opened to the living and dining areas creating a bright, airy space perfect for entertaining while maximizing the spectacular bay views. Natural light pours in, drawing your attention straight to the water. The spacious primary suite offers a peaceful retreat, where you can wake each morning to unforgettable sunrises over the bay. A generous walk-in closet and a beautifully renovated ensuite bath add to the comfort and functionality. The guest bedroom is equally inviting and conveniently located next to the updated guest bathroom. Start your day with coffee on the private lanai as the sun rises, and spend your evenings watching dolphins play and enjoying the tranquil coastal surroundings. This condo has been extensively updated, including the kitchen, bathrooms, flooring, trim, doors, appliances, water heater, A/C system, and furnishings making it truly move-in or rental ready. Runaway Bay has also undergone community-wide improvements, including new roofs and gutters, and offers an impressive lineup of resort-style amenities: deeded beach access, a newly constructed oversized bayfront observation and fishing pier, the largest heated pool on Anna Maria Island (recently renovated), resurfaced pickleball and tennis courts, shuffleboard, a kayak launch, multiple grilling stations, and a clubhouse with a fitness center currently being refreshed. Whether you’re seeking a personal island escape or a high-performing investment property, this condo delivers with strong rental history and bookings already secured.

1801 Gulf Drive N Unit 142, Bradenton Beach
$540,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Welcome to your great escape on Anna Maria Island with the largest saltwater pool on the Island view right out your back lanai. Runaway Bay ground floor unit #125 2 bedroom/2 bathroom comes completely ready to move into or utilize as short term reservations for income. Kitchen and bathrooms are all newly renovated including appliance package in the kitchen, large closet pantry for storage. New washer and dryer have been installed. Fresh furnishings and decor have just been added to living room, bedrooms and dining room. Just steps across for you or your guests to the sandy Gulf beach or enjoy dining and shopping all over the historical Island. Schedule your showing now.

1801 Gulf Drive N Unit 125, Bradenton Beach
$559,900
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Ground floor two bedroom/two bath unit fully remodeled condo is being sold as turnkey furnished. This unit at Runaway Bay stands out as one of the finest in the community. Every detail has been thoughtfully upgraded, including plantation shutters, crown molding throughout, solid one-panel interior doors, and new white/gray veining quartz kitchen countertops. The kitchen is beautifully appointed with pull-out trays and soft-close cabinetry for effortless functionality. A rare highlight of this unit is its expanded primary bathroom with a spacious walk-in shower—a feature found in only a select few condos within Runaway Bay. Centrally located within the complex, the condo offers a peaceful lake view and convenient access to both the beach and the community pool. With its high-end finishes, prime location, and turnkey appeal, this property has strong rental potential, producing an estimated $75k in gross annual rentals.

1801 Gulf Drive N Unit 176, Bradenton 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