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$1,299,000
4 Beds ⋅ 4 Baths ⋅ A4699977 MLS
The Beach is Calling! Just steps from the sugar sands and turquoise waters of Bradenton Beach on world-famous Anna Maria Island, this rarely available income-producing duplex offers the perfect combination of island lifestyle, investment opportunity, and coastal charm. Whether you’re dreaming of owning a private beach retreat, a high-performing vacation rental, or both, this property delivers endless possibilities in one of Florida’s most desirable beach destinations. Imagine waking up to salty sea breezes, spending your days on the beach, and generating rental income all at the same time. Live in one unit while renting the other, lease both for maximum return, or create the ultimate multi-family vacation getaway. Opportunities like this are incredibly rare on Anna Maria Island, especially this close to the beach and the vibrant energy of Bridge Street. Both units have been thoughtfully updated and are being sold fully furnished and completely turn-key, making them ready for immediate enjoyment or short-term rental use. One unit is a true coastal showpiece featuring stylish shiplap accent walls, stunning tongue-and-groove ceilings, and a custom-designed primary bed with built-in storage that maximizes both functionality and charm. Recent improvements, including a brand-new roof installed in 2026, provide added value and peace of mind for years to come. Designed with both privacy and entertaining in mind, each unit features its own private entrance, dedicated parking, separate laundry room, and individual outdoor living spaces. The spacious balconies create the perfect setting for morning coffee, sunset cocktails, or gathering with family and friends after a day at the beach. Charming outdoor showers add the quintessential Florida touch, allowing guests to rinse off after long afternoons in the sand and surf. Each side of the duplex offers 2 bedrooms and 2 full bathrooms, comfortably accommodating multiple families or larger groups while still allowing everyone to enjoy their own private retreat. The flexible layout makes this property especially attractive for vacation renters, seasonal residents, or investors seeking strong income potential in a prime island location. Location truly sets this property apart. Just a short stroll away is Bridge Street, the lively heart of Bradenton Beach, known for its open-air restaurants, local boutiques, live music, and laid-back island atmosphere. Spend your days at nearby Coquina Beach, bike to the breathtaking shores of Bean Point, or explore the charming communities of Holmes Beach and Anna Maria to the north. Cross over to the historic Cortez Fishing Village for fresh-off-the-boat seafood and Old Florida charm, or venture into Bradenton for waterfront dining, arts, and attractions like the Bishop Museum of Science and Nature. For upscale shopping, fine dining, and cultural experiences, Sarasota, Longboat Key, and St. Armands Circle are all just a short drive away. This is more than just a property—it’s a lifestyle investment in one of Florida’s most beloved coastal destinations. Sunsets, sandy toes, island living, and incredible income potential all come together in this exceptional Anna Maria Island duplex. Your piece of paradise awaits.

2517 Avenue C, Bradenton Beach
$2,495,000
4 Beds ⋅ 5 Baths ⋅ A4692706 MLS
BRAND NEW ROOF | HURRICANE IMPACT WINDOWS & DOORS | 95 STEPS TO THE BEACH | HIGH-PERFORMING NIGHTLY RENTAL| MOTIVATED SELLER Welcome to one of Bradenton Beach’s most exceptional income-producing coastal investments, where luxury lifestyle, proven rental performance, and unbeatable location come together just 95 steps from the sugar-white sands and turquoise waters of Bradenton Beach. Positioned in the heart of one of Florida’s most sought-after beach destinations, this fully renovated beachside duplex presents a rare opportunity to own a turn-key, high-performing short-term rental with no minimum rental restrictions and bookings already extending into 2026. Whether you are an investor seeking strong cash flow, a lifestyle buyer wanting a second home that offsets ownership costs, or someone searching for a legacy beach property, this offering checks every box. Each spacious unit offers over 1,500 square feet of beautifully designed living space with two bedrooms, two bathrooms, private lanais, upscale coastal finishes, and the flexibility to rent separately or together for maximum income potential. Guests are drawn to the property’s walkable island lifestyle. Mornings spent enjoying coffee on the lanai, afternoons on the beach, and evenings filled with Gulf sunsets, live music, and local dining all just moments away. The property has undergone extensive renovations and capital improvements, creating a low-maintenance and highly desirable investment asset. Upgrades include a brand-new roof, hurricane-impact windows and sliding glass doors throughout, Hardie siding, luxury kitchens, spa-inspired bathrooms with oversized walk-in showers and Jacuzzi tubs, hand-scraped maple flooring, elevator access, private garages, and custom coastal details throughout. A true standout feature is the stunning 4th-floor rooftop deck complete with panoramic Gulf and bay views, a saltwater pool and spa, and an unforgettable entertainment space that consistently drives repeat guests and premium rental demand. Since entering the vacation rental market in 2023, the property has demonstrated strong and consistent rental performance with increasing year-over-year demand. With nightly rental flexibility and an irreplaceable location in the heart of Bradenton Beach, this property offers the rare combination of immediate income potential, long-term appreciation, and an unmatched coastal lifestyle. This is more than a beach home, it is a luxury investment experience designed to generate income, create memories, and deliver lasting value for years to come.

2300 Avenue B, Bradenton Beach
$1,074,000
3 Beds ⋅ 2 Baths ⋅ A4690829 MLS
Competitively Priced to sell, come see this beautifully maintained home for yourself! Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only. This property qualifies for a lender credit when using preferred lender. Inquire for details.

2905 Avenue C, Holmes Beach
$1,199,000
4 Beds ⋅ 4 Baths ⋅ O6384479 MLS
STORM RESILIENT TURNKEY DUPLEX | 12-YEAR ESTABLISHED RENTAL | STRATEGIC PRICE ADJUSTMENT THE OPPORTUNITY - Earns $100K gross with a partially blocked calendar (approx. 100 days blocked each year). New owners have untapped profit potential. Positioned below recent comparable sales, a comprehensive 5-year data performance package is fully compiled and ready for immediate investor due diligence. Backed by a 12-year operational history, this highly seasoned income property has a consistent, documented track record. THE PROPERTY & LAYOUT - Proven coastal resilience and true turnkey operations on Anna Maria Island. Built to modern elevated standards, this premier duplex has successfully navigated storm seasons over the past 12 years with no insurance claims filed. Continually refreshed, offered fully turnkey and optimized for immediate revenue generation, this mirrored multi-family property features two separate 2BR/1.5BA units (4BR/4BA total, 1,624 sq ft) in Bradenton Beach transient rental district, allowing less than week long stays. Consistently a guest favorite with high reviews and over 1000 stays. The unique "Back-to-Back" layout provides a distinct advantage over traditional side-by-side duplexes, offering guests a premium "Private Residence" feel that drives longer average stays and higher nightly rates. LOW-MAINTENANCE, RENTAL-READY FEATURES: -- Maximum Guest Privacy: Completely separate amenities for each individual unit, including independent laundry facilities, private balconies, and dedicated parking spaces. -- Ample Clearance & Storage: Massive clear-span under-building parking for vehicles, boats, or golf carts, alongside secure owner lock-up storage. -- Prime Location: Steps to Gulf beaches, local dining, and historic Bridge Street. Owners are retiring and looking to turn over this beautiful, profitable investment to new owners looking for business and fun combined.

2504 Avenue B, Bradenton Beach
$4,900,000
3 Beds ⋅ 3 Baths ⋅ A4678416 MLS
CONFIRMED POTENTIAL FOR TWO BUILDABLE WATERFRONT LOTS creates one of the most compelling redevelopment opportunities on Anna Maria Island with nearly 100 feet of direct Sarasota Bay frontage. Privately owned by the same family for decades, this exceptional bayfront property offers expansive open-water views, a coveted location in the heart of Bradenton Beach, and the opportunity to create two luxury waterfront residences or an extraordinary private estate. The City of Bradenton Beach has confirmed the property's potential for two buildable waterfront lots, presenting a rare opportunity for builders, developers, investors, or those seeking to create a legacy property. The existing property features a 75-foot composite dock and 4,500-pound boat lift, providing immediate boating access to Sarasota Bay and beyond while future plans take shape. Waterfront parcels of this size, width, and potential are becoming increasingly scarce on Anna Maria Island. Whether your vision is two exceptional custom homes, a multi-generational family retreat, or a landmark bayfront estate, this is an opportunity to secure one of the island's most remarkable waterfront offerings.

2512 Avenue A, Bradenton Beach
$1,450,000
2 Beds ⋅ 2 Baths ⋅ A4679231 MLS
BUILD YOUR BAYFRONT DREAM HOME... Gorgeous views of the bay & Intracoastal Waterway from this property on a quiet, serene street. Home was remediated after the hurricanes of 2024 and is now a blank slate for a new owner to create their forever home on the water. This 2/2 home has good bones, vaulted ceilings and a nice floor plan to reinvent OR raze current structure to build a magnificent bayfront home on Anna Maria Island. Ideally situated right on the bay and just a short stroll to the beach with easy access... Waterfront parcel, PI#74413.0010/9 will convey with this sale.

2316 Canasta Drive, Bradenton Beach
$1,100,000
2 Beds ⋅ 2 Baths ⋅ A4678032 MLS
Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in projected rental revenue for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!

3016 Gulf Drive, Holmes Beach
$1,125,000
2 Beds ⋅ 2 Baths ⋅ A4678029 MLS
Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in rental revenue projected for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!

3014 Gulf Drive, Holmes Beach
$1,094,000
2 Beds ⋅ 2 Baths ⋅ A4668577 MLS
PRIME LOCATION | BRAND NEW RENOVATIONS | ELEVATED-LUXURY-LIVING | ELEVATOR | FENCED SALTWATER POOL | MOVE-IN READY | Located on a peaceful street and embraced by the natural beauty of a mangrove preserve, this elevated coastal residence delivers privacy, modern luxury, and a coveted Holmes Beach lifestyle. Thoughtfully renovated over seven months between 2023 and 2024 with the owners investing $275,000 in premium renovations and high-end additions, the home blends timeless design with state-of-the-art upgrades—creating a tranquil retreat just moments from award-winning Gulf beaches, local dining, and island conveniences. Inside, sunlit living spaces showcase elegant finishes and open-concept design. The kitchen is a modern showpiece, featuring sleek granite countertops, white shaker cabinetry, under-cabinet lighting, and a reverse osmosis water system. Two spacious bedrooms and two spa-inspired bathrooms offer comfort and style, complemented by plantation shutters, smooth ceilings, and a whole-home water filtration system. No detail has been overlooked—from new electrical wiring and panel with underground service to a NEW GARAGE DOOR AND OPENER (2025) and a fully accessible 750-LB CAPACITY ELEVATOR for effortless living. Outdoors, a private fenced backyard oasis invites relaxation with a BRAND NEW ELEVATED SALTWATER POOL (2025) surrounded by lush tropical landscaping enhanced with $20,000 in new plantings, including orange trees and lavender bushes. The serene mangrove backdrop ensures rare tranquility, natural beauty, and panoramic views from your bedroom. The lower level includes a TWO-CAR TANDEM GARAGE and an additional 480 SQUARE FOOT BONUS ROOM with durable polyaspartic-coated flooring. Currently serving as a spacious room for entertainment this can easily be turned into a gym or extra office space—plus an outdoor shower and additional storage. Zoned for MONTHLY VACATION RENTALS and already having a strong rental history, this property offers both investment appeal and a luxurious personal retreat. Located minutes from the Manatee Bridge, Bridge Street, and the North End of Anna Maria Island, this Holmes Beach jewel captures the essence of refined coastal island living. Don’t miss your slice of paradise — schedule your private tour today!

2915 Avenue C, Holmes Beach
$675,000
2 Beds ⋅ 2 Baths ⋅ A4655549 MLS ⋅ Avenue B By The Bay BLDG.
Virtually Staged. Perfectly positioned between the Gulf of Mexico and Sarasota Bay, this elevated coastal home offers the best of island living just steps from the water in both directions. Whether it’s morning walks along the bay or sunset evenings on the beach, this location delivers the Florida lifestyle buyers are searching for. Inside, the home features a bright, open layout with updated flooring throughout and a fully renovated kitchen complete with shaker-style cabinetry, granite countertops, stainless steel appliances, and a modern tile backsplash. The open living and dining space flows seamlessly to a private upper-level deck—ideal for relaxing, entertaining, or enjoying the coastal breeze. The primary bedroom also offers direct access to the deck, creating a true indoor-outdoor living experience. Both bathrooms have been tastefully updated with modern finishes, including a walk-in shower and upgraded vanities. The elevated design provides covered parking and additional storage space below, offering both convenience and functionality. Recent updates and well-maintained systems, including the roof, add to the overall value and peace of mind. Located in the heart of Bradenton Beach, this property places you just moments from the white sand beaches of Anna Maria Island, local dining, shops, and nearby parks with tennis courts and bayfront views. Whether you’re searching for a primary residence, vacation getaway, or investment opportunity, this home offers flexibility and an unbeatable coastal location.

2513 Avenue B Unit B, Bradenton Beach
$874,000
3 Beds ⋅ 1 Baths ⋅ A4650913 MLS
***PRICE DROP & BRAND NEW EFFICIENT HVAC INSTALLED!!** LIVE THE ISLAND LIFESTYLE IN THIS CHARMING 1940'S - COTTAGE , THIS 3-BEDROOM,1 BATH HOME ELEVATED ABOVE A 2 CAR GARAGE IS JUST STEPS AWAY FROM THE BEACH AND THE BAY, IDEALLY LOCATED IN THE HEART OF BRADENTON BEACH. WHETHER YOU AR LOOKING FOR A PERSONAL RETREAT OR A VACATION RENTAL,THIS PROPERTY ALLOWS SHORT TERM RENTALS GIVING YOU FLEXIBILITY AND A FINANCIAL OPPORTUNITY . ENJOY THE CONVENIENCE OF BEING CLOSE TO SHOPS, RESTAURANTS,AND A FREE TROLLEY SERVICE, PLUS TAKE IN THE BREATHTAKING SUNSETS RIGHT FROM YOUR DOOR STEP. WITH A SPACIOUS CORNER LOT THERE IS ROOM TO INSTALL A POOL OR CREATE YOUR DREAM OUT DOOR PATIO - DON'T MISS OUT ! MAKE THIS ISLAND GEM YOURS.

300 N 22nd Street, Bradenton Beach
$5,900,000
8 Beds ⋅ 9 Baths ⋅ A4631974 MLS
This exquisite waterfront home is perfectly situated just 3 blocks away from the island's seven miles of sandy beaches!! This luxury property features 8 spacious bedrooms, 8.5 bathrooms, and nautical-themed decor throughout. The home offers a private oversized heated pool and spa, a rooftop deck with stunning 360-degree views of both the beach and bay, and a screened lanai for enjoying beautiful sunrises. The property includes a two-car garage, parking for four cars, a fishing pier, and a 10,000 lb boat lift. The large kitchen and dining area offers ample seating and includes quartz countertops, JennAir appliances and a laundry room with two sets of washer and dryer. 7 of the 8 bedrooms feature king beds, with one room equipped with bunk beds. The third floor also has access to the rooftop deck with views of both the gulf and the bay! This prime location, between the two bridges of Anna Maria Island, offers easy access to the island’s best attractions while providing a serene and luxurious retreat.

2516 Avenue A, Bradenton Beach