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$1,095,000
3 Beds 2 Baths A4700904 MLS
~Discover your slice of paradise on Anna Maria. Lovingly named “The Beach House,” this charming 3-bedroom & 2-bathroom single level 1950s cottage is full of island charm. Offering the perfect blend of comfort, convenience, and character, the open layout creates a great space for entertaining family & friends or for enjoying quiet relaxation. Make it your own, thoughtfully updated with NEW neutral features; paint & trim, sleek tile flooring throughout, and beautifully bright baths & showers. The spacious primary bedroom has two large closets and a private en-suite bath. Step outside to the palm filled yard, perfect for unwinding. The back deck is great for morning coffee or afternoon cocktails, grilling, and dining. Rinse off after a day at the beach in the fully enclosed outdoor shower, *there is also plenty of property to add a future pool. This lovely home also has a durable metal roof and mature landscaping. LOCATION is everything...in the heart of Holmes Beach, just a block from a beloved beach access and only a short distance to great island shops & dining. Just pack your bags, “The Beach House” is offered turnkey furnished. Currently enjoyed for many years as a 2nd home, use as your primary residence, vacation getaway, and/or as a lucrative rental investment property. This coastal gem ensures you are never far from the sun, sand, and surf. THIS IS THE ONE, this wonderful BEACH HOUSE can now be yours!

206 75th Street, Holmes Beach

Courtesy of RE/MAX ALLIANCE GROUP

$899,000
A4700223 MLS
Exceptional opportunity to own a prime vacant lot in the heart of Bradenton Beach! Located at 207 Church Avenue, this property offers the perfect location to build your dream coastal home, a relaxing vacation retreat, or an income-producing investment property. The seller has already completed much of the groundwork by obtaining an approved set of building plans, helping streamline the building process. Purchase the lot and bring your own builder, or work with the seller, who is willing to build the approved home for the new owner. Just moments from the Gulf beaches, restaurants, shopping, and the best of Anna Maria Island, this desirable location offers the ideal blend of island living and investment potential. Whether you're looking for a full-time residence, second home, or vacation rental opportunity, this property is ready for your vision. Survey and approved building plans are available upon request.

207 Church Avenue, Bradenton Beach

Courtesy of AMI REALTY GROUP

$599,000
2 Beds 2 Baths A4700759 MLS
Canal-Front Investment Opportunity! Contractors, investors, and renovators—don't miss this exceptional waterfront opportunity in Holmes Beach! This 2-bedroom, 2-bath canal-front half duplex is ready for its next chapter and offers tremendous upside in one of Anna Maria Island's most sought-after locations. Situated on a deep-water canal with direct access to open water and no bridges, this property is a boater's dream and is located just a few short blocks from the pristine Gulf beaches. Whether you're looking to renovate and resell, create a high-end vacation retreat, or build long-term equity, the location alone makes this property a standout investment. Following storm damage, the drywall has been removed approximately four feet from the floor, allowing the new owner to begin renovations without the expense of demolition. The property is ready to be rebuilt and customized to your vision. Both bedrooms have ensuite bathrooms with updated showers and walk in closets. The back bedroom has a nice canal view. Major improvements already completed include: Re-pipe entire unit (2020) Replacement windows and sliding doors (2020) Carrier 2-ton Coastal Series A/C system (2022) Shingle roof replaced (2012) Flat roof replaced (2024) Seawall cap replaced (2011) Waterfront properties with bridge-free boating access and this level of renovation potential are becoming increasingly difficult to find on Anna Maria Island. Bring your contractor, your imagination, and your plans to transform this diamond in the rough into an exceptional island property. Being sold As-Is. An outstanding opportunity for cash buyers, investors, builders, or anyone looking to create significant value in a prime Holmes Beach waterfront location.

420 63rd Street, Holmes Beach

Courtesy of FRAN MAXON REAL ESTATE

$495,000
2 Beds 2 Baths A4700550 MLS
Welcome to your dream coastal getaway! This beautifully maintained second-floor condo comes completely turnkey and fully furnished, making it effortless to move right in and start living the relaxed Florida lifestyle. Perched on an elevated corner, the home enjoys extra privacy, fantastic natural light, and lovely glimpses of the bay right from your windows. The recently updated kitchen boasts a nice, crisp aesthetic with sleek white cabinetry, stainless steel appliances, stylish floating wood shelving, and abundant storage options throughout. Step outside onto your screened lanai to enjoy relaxing views overlooking the sparkling community pool. With all major exterior repairs recently completed and every detail ready for immediate enjoyment, this corner unit offers complete peace of mind and effortless coastal living. Located within a quiet, well-manicured community, this property is the perfect blend of luxury and location. Whether you are looking for a relaxing vacation home or a serene permanent residence, this beautiful condo is a spectacular choice!

600 Manatee Avenue Unit 230, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$1,799,000
3 Beds 2 Baths A4700681 MLS
Welcome to your island paradise, just steps from the sugary white sands of Manatee Beach, where gentle Gulf breezes and the laid-back Anna Maria Island lifestyle await. This beautifully maintained elevated concrete block home offers the perfect blend of coastal elegance, modern updates, and exceptional investment potential. The home is situated on an oversized corner lot, providing privacy and peaceful outdoor living. Featuring 3 bedrooms, 2 bathrooms, and a private elevator, this spacious home is designed for both comfortable everyday living and effortless vacation enjoyment. The open-concept floor plan is filled with natural light and centers around a large kitchen island, perfectly positioned beneath an oversized window overlooking the sparkling pool and rear deck—ideal for entertaining family and friends or enjoying an alfresco meal! The generous primary suite is a true retreat, offering a huge walk-in closet and a luxurious ensuite bath complete with a relaxing Jacuzzi soaking tub. Step outside to your private tropical oasis featuring a newly resurfaced (2022) heated saltwater pool and spa, surrounded by an elegant brick paver deck and professionally landscaped grounds. Enjoy morning coffee on the new front deck (2022) or unwind on the spacious rear deck while soaking in the peaceful island atmosphere and enjoying endless sunsets. The oversized lower level provides incredible flexibility with ample space for a home gym, game room, workshop, or additional storage. A large driveway and covered carports provide abundant parking for family and guests. Major updates include a durable metal roof installed in 2020 offering peace of mind for years to come. Inside features tray ceilings, crown molding, updated lighting and fresh paint in beachy neutral tones. Located in one of Anna Maria Island's most desirable areas, you'll love being able to stroll to Manatee Beach, restaurants, boutiques, and local entertainment. Hop aboard the free island trolley and explore everything the island has to offer—from historic Pine Avenue to Bridge Street and breathtaking Gulf sunsets. With weekly rentals permitted, this property offers outstanding flexibility as a full-time residence, vacation getaway, or income-producing investment, allowing rental income to help offset ownership expenses. Whether you're searching for your dream beach home or an exceptional island investment, this coastal retreat truly offers the best of Anna Maria Island living.

140 50th Street, Holmes Beach

Courtesy of KELLER WILLIAMS ON THE WATER

$2,000,000
A4699829 MLS
Boater’s Paradise Awaits on Anna Maria Island! Discover this rare 9,810 sq ft vacant lot in desirable Holmes Beach, perfectly positioned on a secluded canal for ultimate privacy. Your future home will face a peaceful mangrove preserve—no homes across the water—creating a private waterfront sanctuary made for quiet enjoyment. Enjoy a brand-new dual-slip dock complete with a 7,000 lb lift and a 20,000 lb lift, ready for your vessels. The canal offers direct, no-bridge access to Bimini Bay and the Intracoastal Waterway, putting open water just minutes away. This is a true boater’s paradise and the ideal blank canvas for your dream waterfront home. Build the lifestyle you’ve always imagined—private, pristine, and perfectly connected to the water Lot being sold land only, does not include build. boats pictured do not convey.

508 77th Street, Bradenton Beach

Courtesy of SATO REAL ESTATE INC.

$2,495,000
4 Beds 4 Baths A4699828 MLS
Welcome to Tidal Daze, a beautifully designed coastal sanctuary poised just a short stroll from the sugar-sand shores of Holmes Beach—where turquoise water, gentle Gulf breezes, and legendary sunsets become part of your everyday rhythm. A proven vacation rental with an established income history, this exceptional 4BD/3.5BA residence offers a rare balance of refined style, easy comfort, and lasting investment value. Sunlight pours through walls of windows and a central skylight, washing the open gathering spaces in a bright, airy glow that carries throughout the home. The graceful floor plan unfolds into both a welcoming family room and a separate living room—generous room to entertain, unwind, and settle in after a barefoot day by the water. The kitchen flows seamlessly into the main living areas, while an expansive wrap-around porch invites slow morning coffee, alfresco dining, and golden evening sunsets framed by lush tropical landscaping. Beyond the doors, a private backyard is composed for effortless island living: a sparkling pool, a covered entertaining area, and low-maintenance grounds that give you back your time for the Florida lifestyle. Ample driveway parking welcomes family and guests with ease, while a durable metal roof lends enduring value and coastal character. Best of all, the beach is close enough to leave the car behind—slip on your sandals, wander to the shoreline in minutes, and let sunrise walks and toes-in-the-sand afternoons unfold whenever the mood strikes. Whether you envision a primary residence, a serene second home, or a proven income-producing retreat, Tidal Daze presents an extraordinary opportunity in one of Anna Maria Island's most coveted enclaves—moments from the beach, celebrated dining, boutique shopping, and all the magic of island life.

203 72nd Street, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$4,000,000
4 Beds 5 Baths TB8529264 MLS
Welcome to one of Anna Maria Island's most extraordinary waterfront estates, where timeless coastal elegance meets world-class boating and resort-style living. Perfectly positioned on a nearly ¼-acre corner lot with breathtaking open water frontage, this custom-built residence offers an exceptional combination of privacy, luxury, and direct access to Tampa Bay. Designed for both full-time living and luxury vacation rental potential, the home features 4 spacious en suite bedrooms, each with its own private bath. Expansive open-concept living space feature soaring ceilings, designer finishes and walls of glass capturing panoramic water views. The open kitchen has a separate butler's pantry, Thermador Appliance package and seamlessly connects indoor and outdoor living areas. Step outside to your private tropical retreat featuring a heated saltwater pool and spa, covered outdoor living spaces, and a fully equipped outdoor kitchen designed for effortless entertaining. Lush landscaping creates a tranquil island setting, while the waterfront becomes the centerpiece of the property. For boating enthusiasts, the property offers a private dock with a 20,000-pound boat lift and direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it ideal for everything from offshore fishing to sunset cruises. Take your golf cart to the white sand beaches, dining and shopping. Have peace of mind with 4 newer HVACs. This exceptional residence offers the rare opportunity to own a premier waterfront property that serves equally well as an exclusive private retreat or a high-performing luxury vacation rental.

220 N Harbor Drive, Holmes Beach

Courtesy of COMPASS FLORIDA LLC

$699,000
2 Beds 2 Baths A4699795 MLS 23 BLDG.
No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. Westbay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. You're within walking distance of the beach, local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

6500 Flotilla Drive Unit 235, Holmes Beach

Courtesy of BOYD REALTY

$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

Courtesy of PREFERRED SHORE LLC

$1,995,000
4 Beds 4 Baths A4699847 MLS
Welcome to paradise! This charming duplex features two private pools and two distinct revenue streams, elevating a turnkey coastal retreat to offer ultimate beachside living alongside immense investment potential. From the moment you arrive, everyone gets captivated by the property's exceptional curb appeal, highlighting lush tropical landscaping, a durable metal roof, and modern rooflines that create a striking architectural presence. Inside, every space was thoughtfully designed with stunning ocean-inspired décor underneath vaulted ceilings in the main living area, generating a bright, airy atmosphere which perfectly captures relaxed island lifestyles. Stylish furnishings, designer lighting, chic accents, and inviting common areas make this residence completely ready, allowing anyone to simply move in today. What truly sets this estate apart are those refreshing backyard oases, presenting ideal setups for entertaining, unwinding, or maximizing guest appeal. Ideally situated just minutes from the shore, also enjoy convenient access to local dining, boutique shopping, and every attraction making this a sought-after property with a large amount return guests. Adding even more value, the structure is sold fully furnished with beautifully coordinated pieces, plus rental bookings already secured to provide immediate income from day one. Whether searching for a profitable vacation home, a secondary home, or your own peaceful oasis, this magnificent opportunity delivers the perfect combination of style, location, and financial reward. Do not miss a chance to own an incredible package where contemporary architecture, luxury amenities, and proven profitability come together.

6203 Holmes Boulevard, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$479,990
2 Beds 2 Baths O6423117 MLS Right BLDG.
**LOCATION, LOCATION, LOCATION!** Don't miss this incredible opportunity to own a beautifully renovated, turnkey-furnished 2-bedroom, 2-bath condo in the highly desirable Bayview Terrace community in the heart of Bradenton Beach. Just a 2-minute walk to the most beautiful sandy beach of the Gulf of Mexico, this stunning island retreat offers the perfect combination of modern luxury, convenience, and coastal charm. Completely remodeled from top to bottom, everything is brand new! The bright, open floor plan features a gorgeous new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and an inviting breakfast bar perfect for entertaining. Luxury flooring flows throughout the home, while both bathrooms have been beautifully updated with stylish finishes and contemporary fixtures. The spacious primary suite includes a private bath, and the second bedroom and bath provide plenty of comfort for family and guests. Being offered fully furnished, this move-in-ready condo is ready for immediate enjoyment. Bayview Terrace residents enjoy a heated community pool overlooking the bay, where dolphins and manatees are frequent visitors, along with beautifully maintained grounds and assigned parking. Ideally located just moments from the beach, shops, restaurants, marina, and entertainment on historic Bridge Street, you'll experience the very best of Anna Maria Island living. Whether you're looking for a relaxing coastal getaway or an exceptional investment opportunity, this beautifully renovated condo offers the island lifestyle you've been dreaming of.

117 7th Street N Unit 1, Bradenton Beach

Courtesy of GR REALTY EXPERTS

$489,000
1 Beds 1 Baths A4699416 MLS Building B BLDG.
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

Courtesy of COLDWELL BANKER REALTY

$2,200,000
3 Beds 4 Baths A4697794 MLS
Hidden gem on North Point Drive in one of the most exclusive communities on Anna Maria Island. This beautifully remodeled 3 Bed, 3.5 Bath two story home is nestled on a quiet cul-de-sac, offering privacy and tranquility just steps away from the stunning waterfront. The bright and airy layout features vaulted ceiling in the living room and loft area, creating an inviting atmosphere for relaxation and entertainment. The gourmet kitchen, the heart of the home, boasts custom tile and solid wood cabinetry, marble backsplash, a six-burner gas range and an expansive island, perfect for culinary enthusiasts. Each bedroom is an ensuite with walk-in closets, offering privacy and comfort. The primary suite, located on the main level, features a luxurious walk-in shower, built -in medicine cabinets, laundry bin cabinetry, and a double sink vanity. There is a dedicated A/C system for each floor. Step outside to enjoy a large patio that leads to your private dock with a new 12,000 pound boat lift, making it easy to access the beautiful waters of Tampa Bay. Additional outdoor amenities include a kayak lift, fish cleaning station, outdoor shower and kayak storage rack. The property is surrounded by lush, tropical landscaping, enhancing its curb appeal and creating a serene environment. Additionally, a secure gated area for your pets ensures a safe space to play. Community amenities include access to a pool and tennis/racquetball courts, perfect for an active lifestyle. With an elevation of more than 8 feet above base flood elevation, your home is safe and secure, potentially qualifying for favorable flood insurance rates. There is room for a pool see pool plan in attachments Don't miss this rare opportunity to own a piece of paradise on Anna Maria Island! Schedule your private showing today.

620 North Point Drive, Holmes Beach

Courtesy of BEACH HOUSE REAL ESTATE LLC

$775,000
3 Beds 2 Baths A4698503 MLS
Investor Alert! Prime Anna Maria Island Opportunity in a Weekly Rental Zone! Welcome to 202 Peacock Lane, Unit. A beautifully updated elevated 3-bedroom, 2-bath coastal retreat offering the flexibility to enjoy as a private vacation home, seasonal residence, or income-producing investment. Recent improvements include a newer roof, newer A/C, newer water heater, select hurricane-impact windows, and beautiful bamboo flooring, Updated kitchen and baths creating a move-in-ready property with modern coastal appeal. The home can be purchased furnished or unfurnished, allowing buyers to move right in or begin generating rental income immediately. The spacious, open floor plan is designed for relaxed island living and entertaining. As an elevated home, it offers additional storage and parking underneath while providing peace of mind for coastal living. The backyard also offers room for a future pool (buyers to verify), providing the opportunity to create an even more desirable vacation property and increase rental appeal. Situated in a highly desirable weekly rental zone, this property is an outstanding opportunity for investors seeking strong short-term rental potential or buyers looking for their own private island getaway. Best of all, you're just a short walk to the sugar-sand beaches of Anna Maria Island, along with popular restaurants, boutique shopping, parks, the marina, and many of the area's favorite attractions. Leave the car behind and enjoy the convenience of walking or biking to everything island living has to offer. Whether you're searching for a high-performing vacation rental, seasonal residence, second home, or full-time beach retreat, 202 Peacock Lane, Unit A offers the perfect combination of location, lifestyle, and investment potential in one of Anna Maria Island's most sought-after beach communities. Bonus Opportunity: Looking for additional flexibility or a larger investment? The adjoining property, 202 Peacock Lane, Unit B, is also available for purchase (MLS #A4696880). Purchase one or both to create an outstanding investment portfolio, accommodate extended family, or maximize your vacation rental income potential on beautiful Anna Maria Island. This addition is very appealing to investors because it highlights the rare opportunity to purchase both sides of the duplex while also attracting buyers looking for a family compound or expanded rental income.

202 Peacock Lane Unit A, Holmes Beach

Courtesy of RE/MAX ALLIANCE GROUP

$389,000
1 Beds 1 Baths TB8524006 MLS The Palms Condo BLDG.
*Vintage income producing elevated corner unit on Anna Maria Island. Vacation rentals approved* Discover the perfect blend of beach lifestyle and investment potential ideally located just a short stroll from the sugar-sand beaches of Anna Maria Island. Whether you're searching for a personal island escape, an income-producing vacation rental, or the flexibility to enjoy both, this property checks all the boxes with 7-day minimum rentals permitted. One of the standout features is the rare private covered garage, offering plenty of space for your vehicles, golf carts, bikes, beach gear, and additional storage, an amenity that's increasingly hard to find on the island. The association fee includes water, sewer, trash, exterior insurance, exterior maintenance, and reserves, making ownership simple and predictable with electricity as the only separate utility. Leave the car behind and enjoy one of the Island's most walkable locations, with the beach, restaurants, shopping, grocery store, and local bars just moments away. Clean, well maintained, and ready to enjoy from day one, this is an outstanding opportunity to own a piece of Anna Maria Island at an attractive price point with the income flexibility today's buyers are looking for.

315 58th Street Unit D, Holmes Beach

Courtesy of EXP REALTY LLC

$2,750,000
3 Beds 3 Baths A4698679 MLS
Welcome to 514 Key Royale Drive, where luxury waterfront living meets the relaxed island lifestyle. Nestled in the exclusive and highly sought-after Key Royale community, this beautifully appointed 3-bedroom, 3-bathroom home sits on a generous .24-acre waterfront lot and offers 100 feet of deep-water canal frontage, featuring a private boat dock and lift, with direct boating access to Tampa Bay and the Gulf of Mexico. Step outside to enjoy the heated pool and spa overlooking the water, creating the perfect setting for relaxing or entertaining. Recent updates include two new air conditioning systems, a new electric pool heater, and a new water heater, all installed in 2024 and 2025. The bright, open floor plan is enhanced by soaring vaulted ceilings and recessed lighting throughout the main living area, creating an inviting space filled with natural light. Designed with both comfort and style in mind, the beautifully updated gourmet kitchen features new stainless steel appliances, rich granite countertops, abundant cabinetry, and generous workspace—perfect for preparing meals or gathering with family and friends. The spacious primary suite is a private retreat with two walk-in closets and a luxurious en-suite bath. One of the guest bedrooms also features its own en-suite bathroom, providing exceptional comfort and privacy for family or visitors. Just a few blocks away, the Key Royale Club offers optional golf or social memberships, allowing you to enjoy its private par-32 nine-hole golf course, clubhouse, dining, and year-round social events. Whether you're an avid golfer or simply looking to embrace the island lifestyle, this amenity adds to the appeal of this exceptional location. Key Royale allows one-month minimum rentals, making this home an outstanding opportunity as a full-time residence, seasonal getaway, or income-producing investment.

514 Key Royale Drive, Holmes Beach

Courtesy of AN ISLAND PLACE REALTY INC

$1,250,000
2 Beds 2 Baths A4697965 MLS Amic BLDG.
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

Courtesy of PREFERRED SHORE LLC

$339,000
1 Beds 1 Baths A4698829 MLS 1 BLDG.
Don’t miss this opportunity for a quaint and cozy, ground level Shell Point 1 bedroom, 1 bathroom unit! Watch dolphins play in the Bayou! Soak up your spectacular bay views in a private setting with all the amenities - tennis/pickleball court, heated swimming pool, putting green, clubhouse, waterfront park, and shuffleboard. This unit is newly renovated and ready for you to add your favorite decor and special touches! Luxury vinyl plank flooring throughout, new kitchen, appliances, and new baths, as well as fresh paint. Sit and relax on your back patio or launch kayaks into the bayou. Very close to Holmes Beach restaurants, shops and the Gulf for an amazing seasonal or year-round experience.

6300 Flotilla Drive Unit 107, Bradenton Beach

Courtesy of SATO REAL ESTATE INC.

$350,000
2 Beds 1 Baths A4698742 MLS C/27 BLDG.
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

Courtesy of COASTAL KEY REALTY LLC

$540,000
2 Beds 2 Baths A4697381 MLS D BLDG.
Runaway Bay Unit 248 – Investor Opportunity with Waterfront View- SEE LIST OF IMPROVEMENTS! Welcome to Unit 248 at Runaway Bay, a desirable 2-bedroom, 2-bath condominium ideally positioned on the second level with relaxing canal waterfront views. This property is located in one of Bradenton Beach's most sought-after resort-style communities and offers excellent potential as a **short-term rental investment, vacation getaway, or personal beach retreat. Enjoy peaceful water views from your private living space while being directly across the street from the beach with deeded beach access. You'll also be conveniently close to local restaurants, shops, and area attractions, making this an ideal destination for vacationers. The spacious floor plan provides comfortable accommodations for guests and owners alike, creating strong appeal for those seeking rental income in a prime island location. Whether you're looking to generate vacation rental revenue or secure your own piece of paradise, Unit 248 offers the perfect combination of location, waterfront ambiance, and investment potential. Features: 2 Bedrooms | 2 Bathrooms Second-Floor Location Canal Waterfront Views Short-Term Rental Friendly Directly Across the Street from the Beach Deeded Beach Access Resort-Style Community Amenities Close to Restaurants, Shopping & Entertainment Excellent Investment or Vacation Property Opportunity Rental projections available upon request.

1801 Gulf Drive N Unit 248, Bradenton Beach

Courtesy of RE/MAX ALLIANCE GROUP

$1,199,000
3 Beds 2 Baths A4698089 MLS 6327 BLDG.
Wake up to Gulf breezes, stroll across the street to the sugar-white sands and turquoise waters of Anna Maria Island, and end each day watching spectacular sunsets from your private wraparound deck with partial Gulf views. This beautifully updated and fully furnished three-bedroom, two-bath home with two car garage offers the ultimate island lifestyle while allowing weekly rentals, creating an exceptional opportunity for both personal enjoyment and investment income. With an elevated home and hurricane windows and sliding glass doors, you'll feel relaxed and worry-free. One of the community's most desirable residences, this property features the largest lot in the neighborhood, offering nearly twice the yard space of neighboring units along with an expansive outdoor living area, covered patio, garage, laundry, and abundant storage. Inside, the light-filled open floor plan is designed for effortless coastal living, featuring a beautifully updated kitchen that flows seamlessly into the living and dining areas, while the spacious primary suite offers a stunning renovated walk-in shower. Upstairs, a charming loft connects two guest bedrooms and a full bath, providing comfortable accommodations for family and guests. Recent improvements include a new roof, fresh exterior paint, updated wraparound deck, new washer and dryer, new lighting fixtures, and stylish new furnishings, allowing the next owner to begin enjoying or renting the property immediately. Just steps from the heated community pool, beach access, restaurants, shopping, and everything Holmes Beach and Anna Maria Island have to offer, this turnkey residence presents a rare opportunity to own one of the community's premier properties. With weekly rentals permitted and excellent income potential, this is Florida beach living at its finest.

6327 Gulf Drive, Holmes Beach

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$479,900
2 Beds 2 Baths A4698290 MLS A BLDG.
PRICE IMPROVEMENT!! Enjoy island living and exceptional investment potential with this fully furnished 2-bedroom, 2-bath condo in the highly desirable Runaway Bay community on Anna Maria Island. Offering 1,080 square feet of comfortable living space, this turnkey property features peaceful pond views, a private laundry closet, and an assigned parking space, making it move-in or rental ready from day one. Perfectly suited for Airbnb or seasonal rentals, the community's resort-style amenities are a major draw, including the largest heated pool on the island, tennis and pickleball courts, shuffleboard, bocce ball, a fitness center, clubhouse, BBQ grilling areas, kayak launch, and a private fishing dock on Palma Sola Bay where you can enjoy stunning sunsets, dolphin sightings, or launch your next adventure. Located just across the street from the sugar-sand beaches of Anna Maria Island with private beach access and a convenient pedestrian crosswalk, Runaway Bay also places you minutes from restaurants, shopping, Bridge Street, and the free island trolley, making it an ideal destination for vacationers year-round.

1801 Gulf Drive N Unit 277, Bradenton Beach

Courtesy of ALLEGIANT REAL ESTATE GROUP

$159,000
1 Beds 1 Baths A4698174 MLS
Sandpiper Resort is a 55+ park. Charming 1 Bedroom, 1 Bath Co-Op in Sandpiper Resort on Anna Maria Island – Sold As-Is Opportunity awaits in the highly sought-after Sandpiper Resort Co-Op, a friendly 55+ waterfront community located just minutes from the beautiful beaches of Anna Maria Island. This 1 bedroom, 1 bath home offers the perfect chance to create your own island retreat. The property sustained storm damage and is being sold strictly as-is, making it an excellent opportunity for buyers looking to renovate, restore, or replace with a new elevated home, subject to community guidelines and approvals. Enjoy all that Sandpiper Resort has to offer, including access to Anna Maria Sound, with boat docks, fishing pier, clubhouse, shuffleboard, and a full calendar of social activities. Residents love the relaxed coastal lifestyle, breathtaking sunsets, and convenient location near shopping, dining, and world-famous Gulf beaches. Whether you're looking for a seasonal getaway, investment opportunity, or future island home, this property offers tremendous potential in one of Florida's most desirable waterfront communities. Sold As-Is. Buyer responsible for verifying all dimensions, condition, and community requirements.

2601 Gulf Drive N Unit 502, Bradenton Beach

Courtesy of BROCK REAL ESTATE

$5,995,000
5 Beds 5 Baths A4697603 MLS
Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

526 56th Street, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$2,950,000
4 Beds 5 Baths A4697689 MLS
Just One Block from the Beach – Brand New Luxury Coastal Retreat Experience the ultimate in island living with this stunning brand-new luxury home located just one block from the beach. Thoughtfully designed with exceptional craftsmanship and modern coastal elegance, this residence offers the perfect combination of luxury, lifestyle, and investment potential. Featuring 4 spacious bedrooms, 4.5 baths, and a den, every bedroom includes its own en-suite bath, providing comfort and privacy for family and guests alike. Custom wood cabinetry and detailed trim work throughout the home are complemented by beautiful stone countertops and high-end finishes. A private elevator provides convenient access to all levels, including the spectacular rooftop deck where you can enjoy breathtaking sunset views and coastal breezes. Whether entertaining guests or unwinding after a day at the beach, this rooftop oasis is truly a standout feature.Step outside to your own tropical paradise, complete with a resort-style pool and spa surrounded by lush landscaping. With the beach just steps away and easy access to local restaurants, shopping, and island attractions, this home offers exceptional walkability and an unbeatable coastal lifestyle. Whether you're searching for a full-time residence, vacation home, or high-performing investment property, this exceptional coastal retreat offers it all.

2918 Gulf Drive, Bradenton Beach

Courtesy of BEACH HOUSE REAL ESTATE LLC

$765,000
2 Beds 1 Baths A4696597 MLS 3009 BLDG.
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

Courtesy of SEA BREEZE REAL ESTATE LLC

$599,900
2 Beds 2 Baths A4697389 MLS
Your own slice of paradise awaits in Seaside Gardens, a beloved island neighborhood where laid-back coastal charm meets easy Gulf access. This property is a blank canvas ready for your vision. Inside, the space has been opened up and is primed for its next chapter—design and finish it exactly the way you've always imagined. Step outside to 40 feet of grandfathered dockage, so your boat stays just steps from your door, complemented by a newer seawall installed in 2022. Launch your paddle board right from the dock and glide out onto the bayou, or settle onto the covered waterfront porch—the perfect perch for morning coffee, sunset cocktails, or simply watching the boats drift by. With beautiful water views, cooling coastal breezes, and room to entertain, the possibilities for outdoor living are endless. Beyond the water, everything island life has to offer is just a short stroll away: the dog park, playground, tennis and pickleball courts, and skate park, plus dining, shopping, and local coffee shops. Whether you're dreaming of a weekend getaway, a seasonal escape, or a full-time island residence, this is your chance to create something truly special—just moments from sandy beaches, waterfront dining, and everything that makes island life so irresistible.

17 Seaside Court, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

$1,250,000
2 Beds 2 Baths A4696637 MLS
Interior photos coming soon! Location, location, location! Enjoy this elevated 2-bedroom 2 bath home located in central Holmes Beach on Anna Maria Island. You are three houses away from beach access and all of a 5 minute walk to watch sunsets and relax on the Gulf Beaches. This home has been renovated, and is turnkey furnished in a beachy décor to continue as a productive vacation rental or bring your things and move right in! The open floor plan includes a kitchen that opens to living room and dining area as well as the outside deck. The large 10x19 open front porch is perfect for entertaining with friends or family. The yard is low maintenance, and the back yard is completely fenced in with a brand-new heated swimming pool and turf. Downstairs is an open area that you can make into your own mancave or entertainment area. Ideas are unlimited. The location makes this home a perfect investment property.

207 71st Street Unit E, Holmes Beach

Courtesy of PINEYWOODS REALTY LLC

$888,000
3 Beds 2 Baths A4696880 MLS B BLDG.
Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit A, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just a few steps from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen WITH DEKTON countertops (porcelain), showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. New patio, pavers and driveway, and sidewalk The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential. See list of exclusions - Sold mostly furnished. Bonus Opportunity: Looking for additional flexibility or a larger investment? The adjoining property, 202 Peacock Lane, Unit B, is also available for purchase (MLS #A4696880). Purchase one or both to create an outstanding investment portfolio, accommodate extended family, or maximize your vacation rental income potential on beautiful Anna Maria Island.

202 Peacock Lane Unit B, Holmes Beach

Courtesy of RE/MAX ALLIANCE GROUP

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