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$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
$765,000
2 Beds ⋅ 1 Baths ⋅ Sunset Villas Condominium SubDv. ⋅ 34217 Zip Code
Rarely available gulf-side ground-level villa on the quiet southern end of Holmes Beach — just a 90-second walk to the sugary white sands of the Gulf. This fully updated 2 bedroom/1 bath residence offers the perfect Anna Maria Island lifestyle with all the hard work already done. The interior features a fully-equipped kitchen with granite countertops and stainless steel appliances, a comfortable living area, and beautifully appointed bedrooms — all turnkey furnished in contemporary coastal décor. Whether you're looking for a primary residence, second home, or income-producing investment, this villa is move-in ready from day one. This property comes with an excellent rental history and future reservations already on the books into 2027. Anna Maria Island consistently ranks among Florida's top vacation destinations, and Sunset Azul's location and condition command strong repeat bookings year after year. The community amenities are equally impressive: a shared heated pool with a waterfall feature, a private outdoor patio, lush tropical landscaping, a paver courtyard, and a charming handmade tiki hut — all set within serene, manicured tropical gardens. In-unit washer/dryer, cable TV, high-speed internet, and A/C round out the package. Perfectly positioned near shopping, restaurants, and trolley stops, yet tucked away enough to feel like a true retreat. Properties this close to the Gulf, in this condition, with proven rental income don't last long on Anna Maria Island.

3009 Avenue E Unit A, Bradenton Beach
$3,769,219
5 Beds ⋅ 6 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Pre-Construction. To be built. short stories...Pre-Construction... This is a really cool brand new coastal beach home that you can use as your own personal beach house ...also ideal ...as cash cow investment....Think about it as investment pass on to your family and legacy ..Because no matter what the economy does from Hamburg Germany , Toronto Canada ,New York City.. Abe Lincoln hometown Springfield Illinois..People will come to the water ..the beach for a vacation.Bradenton Beach in Anna Maria island is a global destination..that is a fun place to be !!! The month off June 2026 a property like this will generate almost $44,000 in income ...Imagine...walking 111 steps to the beach this 5 bedroom..5.5 bath home that has a spacious master bathroom with soaking tub...in ground salt water pool..roof top deck for reading a book..privacy and inviting friends sunset happy hour... ceremony ...Ring up short stories""...for more details..

106 11th Street S, Bradenton Beach
$1,050,000
2 Beds ⋅ 3 Baths ⋅ Bermuda Bay Club SubDv. ⋅ 34217 Zip Code
***UNBELIEVABLE BRADENTON BEACH VALUE***Imagine waking up just 100 steps from the pristine white-sand beaches of Bradenton Beach on the Gulf of Mexico and ending each day with spectacular Gulf sunsets. Located directly across the street from the beach in the highly sought-after Bermuda Bay Club, this beautifully maintained, Key West-style townhouse offers 2 bedrooms, 2.5 baths, a rare private elevator and oversized 2-3 tandem car garage, water views, and weekly rentals permitted, making it the perfect island getaway, full-time residence, or investment property. The main living level features an open-concept floor plan with a bright family room, dining area, eat-in kitchen with brand-new stainless-steel appliances, guest half bath, and laundry. Step outside to the large Trex-deck balcony and enjoy refreshing coastal breezes along with views of both the Intracoastal Bay and the turquoise waters of the Gulf of Mexico. Recently installed hurricane-impact windows and doors provide peace of mind, energy efficiency, and abundant natural light throughout. Upstairs, you'll find two spacious ensuite bedrooms, each with walk-in closets. The primary suite features a private balcony with water views, creating the perfect place to unwind after a day in the sun. The guest suite offers comfortable accommodations for family and friends, making this property ideal as a personal retreat or income-producing vacation rental. A rare feature for island living, the oversized tandem garage offering plenty of room for vehicles, beach gear, bicycles, kayaks, paddleboards, and even a golf cart. An outdoor shower and rear deck make rinsing off after a day at the beach easy and convenient, while the private elevator provides effortless access to all levels of the home. Bermuda Bay Club offers resort-style amenities including a heated pool and spa, grilling area, and a private boardwalk through the mangroves where you can enjoy watching dolphins, pelicans, and other native wildlife along the Intracoastal Waterway. Perfectly positioned between the Gulf and the Bay, this exceptional property is within walking distance of the popular Historic Bridge Street with restaurants, shopping, bars, and plenty of entertainment. The free Anna Maria Island Trolley stops directly in front of the community, providing convenient access to the entire island without ever needing a car. Start your mornings with a walk along the beach, spend your afternoons by the pool or exploring the island, and end your evenings enjoying breathtaking Florida sunsets Whether you're seeking a full-time residence, vacation getaway, or investment property, Bermuda Bay Club offers weekly rentals permitted, lower condo fees, resort-style amenities, and one of the most desirable locations on Anna Maria Island. Opportunities to own a property with a private elevator, tandem garage, stunning water views, and beach access within 100ft to the Gulf and 50ft to the Bay are rare! Don't Just Dream It... Live It and start living your own Florida Paradise today!

1469 Gulf Drive N, 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
$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
$6,295,000
6 Beds ⋅ 6 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Experience luxury coastal living in this gorgeous modern BEACH HOUSE on Anna Maria Island! Offering full, unobstructed Gulf views this 6-bedroom, 5.5-bath residence features 3,375 sq ft of thoughtfully designed living space and includes an elevator for convenient access to all 3 levels of the home. The open-concept great room showcases panoramic water views and connects seamlessly to the gourmet kitchen, complete with high-end appliances, premium cabinetry, and a sleek dining area. A spacious balcony extends the living space outdoors, providing the perfect setting for enjoying the incredible water views. This property comes exquisitely turnkey furnished. The primary suite offers a relaxing retreat with a king-sized bed, spa-style ensuite bathroom, walk-in shower, soaking tub, and double vanities. Guest bedrooms are each generously sized for comfort and relaxation. Outdoor living is exceptional, highlighted by a rooftop deck with a seating area, and fire pit, ideal for stunning AMI sunsets over the Gulf and complete sunrises over the Bay. The oasis inspired yard features a private heated pool, in-ground spa, outdoor kitchen and a poolside putting green. Located in beautiful Bradenton Beach, this residence is steps from the shoreline and close to local dining, shopping, and the island’s free trolley. With breathtaking Gulf views from nearly every room and successful vacation rental history, this property is ideal as a full-time residence or investment opportunity. If you are dreaming of a BEACH HOME, this is the one!

101 7th Street S, 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
$3,295,000
7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Experience the ultimate coastal lifestyle in this exquisite, newly constructed 7-bedroom house located just steps from the pristine white- sands of Anna Maria Island. Designed as a premier short-term vacation rental, allowing nightly rentals, this incredible home offers a turn-key opportunity for savvy investors looking to capitalize on one of Florida’s most lucrative markets. Boasting seven spacious bedrooms and seven-and-a-half baths, this luxurious retreat is engineered for high-occupancy success and grand entertaining. The open-concept, chef-inspired kitchen—a must-have for large groups—features top-tier appliances, custom cabinetry, and a massive island perfect for guest gatherings. This home has expansive rooftop deck, offering a rare "best of both worlds" perspective with panoramic 360-degree views. Guests can soak in the vibrant turquoise waters and world-class sunsets over the Gulf of Mexico to the west, then turn to watch the sunrise or passing boats across the sparkling Sarasota Bay to the east. This property is perfectly positioned to accommodate the high-demand large group segment. The layout is enhanced by proven five-star amenities, including a private heated pool and spa, multiple covered balconies, and high-end designer finishes throughout. Situated just moments from the beach and the free island trolley, this home ensures a seamless experience for guests seeking a car-free vacation. Outside, your private oasis awaits with a custom-designed pool area that acts as a central hub for relaxation, making it a true showstopper in the competitive rental market. Whether you are looking for a personal tropical escape or a high-performing income generator, this property delivers on every front.

2403 Avenue C, Bradenton Beach
$2,175,000
3 Beds ⋅ 3 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
~~~ PRICE DROP ~~~ Rarely available waterfront opportunity directly on the scenic Intracoastal Waterway in Bradenton Beach. This charming Old Florida–style cottage is filled with character, warmth, and breathtaking water views. One of the true highlights of this property is the ability to keep your boat right out back and enjoy immediate access to the Intracoastal’s beautiful, navigable waters. Tucked away on quiet and little-known Canasta Street—just one block long—this home offers privacy and a true island feel that many don’t even realize exists. The three-bedroom, two-and-a-half-bath residence has not been part of a rental program for over eight years and has been lovingly enjoyed as a private island getaway. The property is being sold as is and presents an exceptional opportunity to renovate and restore its coastal charm or start fresh and build the island home of your dreams. Whether you envision a personal retreat or a high-performing vacation rental, the potential here is undeniable. An additional opportunity exists, as the neighboring property to the south at 2306 Canasta, also a 9,000-square-foot waterfront parcel, is available from the same owner and may be purchased together. Combine both parcels for an extraordinary 18,000 square feet of prime Intracoastal waterfront—a truly rare chance to create something exceptional on Anna Maria Island.

2308 Canasta Drive, Bradenton Beach
$3,495,000
7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
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.

2206 Avenue A, Bradenton Beach
$8,400,000
10 Beds ⋅ 12 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
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.

2175 Avenue A, Bradenton Beach