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7000 Gulf Drive Unit 115, Bradenton Beach
$1,290,000
2 Beds ⋅ 2 Baths ⋅ L4965058 MLS ⋅ Tiffany Place BLDG.
Wake up every morning to beautiful views of beautiful sugar-sand beaches and the turquoise waters of the Gulf from this stunning 2-bedroom, 2-bathroom beachfront condo at Tiffany Place. This well-maintained unit features numerous updates and upgrades throughout, including polished porcelain tile in the foyer and kitchen, engineered hardwood flooring throughout the rest of the home, plantation shutters, updated kitchen cabinets, a JennAir range, stainless steel appliances, remodeled bathrooms, and custom cabinetry in the primary bedroom. Major improvements include a new air conditioning system and electrical panel installed in 2022, along with a new water heater installed in 2025. In 2023, all windows were replaced with hurricane-impact windows, which helped protect the condo during both 2024 hurricanes while also contributing to lower insurance costs and improved energy efficiency. Located in the north wing of Tiffany Place, the condo offers the perfect balance of sunshine and shade. Enjoy your morning coffee on the balcony in the warm morning sun, then relax in the comfortable afternoon shade with a cocktail or glass of tea. The unit also includes two additional storage closets for added convenience. Tiffany Place is conveniently located near the free Island Trolley, providing easy access to the island's unique shops, restaurants, and library. Whether you're exploring the island or simply relaxing at home, this condo offers the perfect opportunity to enjoy the beachfront lifestyle.

7000 Gulf Drive Unit 115, Bradenton Beach
105 4th Street S Unit 2, Bradenton Beach
$2,250,000
4 Beds ⋅ 4 Baths ⋅ A4711040 MLS ⋅ West BLDG.
Beach days, Gulf views, and an exceptional island home—all just steps from the sand! Located approximately 87 steps from the beach and less than a five-minute walk from Bridge Street’s shops, restaurants, and entertainment, this turnkey coastal retreat puts the best of Anna Maria Island within easy reach. A nearby island trolley stop makes exploring even easier. Enjoy beautiful beach and Gulf views from the kitchen, living room, and balconies, where morning coffee and coastal breezes become part of the everyday experience. The spacious layout offers room to gather and unwind, while a private heated pool, shaded outdoor living area, 2 car garage and elevator add comfort and convenience for owners and vacation guests alike. Already an active vacation rental, this property offers the flexibility to enjoy your own island getaway while generating rental income. A rare opportunity to purchase one or both sides of this incredible property—keep one for personal enjoyment and rent the other, or purchase both to expand your vacation rental portfolio. An outstanding combination of beach proximity, island lifestyle, and income potential in the heart of Bradenton Beach!

105 4th Street S Unit 2, Bradenton Beach
4307 Gulf Drive Unit 206, Holmes Beach
$535,000
2 Beds ⋅ 2 Baths ⋅ A4710849 MLS ⋅ North BLDG.
Welcome to Cayman Cay, where your island getaway awaits just steps from the sugar sands and turquoise waters of the Gulf! Ideally located directly across from Manatee Public Beach, this charming coastal community offers the perfect combination of beachside living, convenience, and investment potential. With a newly updated rental policy allowing weekly rentals as of March 2026, this is an exciting opportunity to own an affordable investment property on Anna Maria Island! An attached rental projection estimates over $53,000 in annual gross rental income, making this an attractive option for buyers looking to enjoy their own slice of paradise while generating rental income when they are away. This turnkey furnished 2-bedroom, 2-bath condo is ready for you and your guests to start enjoying island life immediately! The beautifully updated kitchen opens to a comfortable living and dining area, with sliding doors leading to a screened lanai where you can unwind and take in the colorful evening skies. The spacious primary suite features an ensuite bath and an additional storage closet that can be locked to securely store personal belongings between rental stays. The guest bedroom is thoughtfully furnished with two twin-over-full bunk beds, offering plenty of sleeping space for family and friends, while the guest bathroom features a convenient tub/shower combination. An in-unit washer and dryer adds to the comfort and convenience of this coastal retreat. Cayman Cay offers a relaxed, resort-style atmosphere with a heated community pool, inviting gathering spaces, BBQ grilling area, and shuffleboard courts. Step across the street to spend your days on the beautiful Gulf beaches, enjoy breathtaking sunsets, or explore the nearby restaurants and shopping. The free island trolley stops curbside, making it easy to discover all of Anna Maria Island without ever getting in your car! Whether you are searching for a personal beach retreat, an income-producing vacation rental, or the best of both worlds, this beautifully furnished condo offers an exceptional opportunity to embrace the island lifestyle. Pack your bags, bring your flip-flops, and start living your Anna Maria Island dream!

4307 Gulf Drive Unit 206, Holmes Beach
5200 Gulf Drive Unit 406, Holmes Beach
$675,000
2 Beds ⋅ 2 Baths ⋅ A4709054 MLS ⋅ Martinique South BLDG.
Fall asleep to the sound of crashing waves in this Gulf-front unit at Martinique South. Sweeping beach views stretch from the living area, kitchen, and primary bedroom, and the sand is just steps away. You’re in the heart of Holmes Beach, a block from top restaurants, shops, and the island trolley. Offered in original condition, this unit is a blank canvas for your own coastal vision. Design it exactly the way you want, from the finishes to the floor plan details. Enjoy a private covered carport, separate beach storage, a heated pool, and a tennis court. The all-inclusive HOA covers cable, internet, water, trash, and insurance, making ownership simple. Community has a 30 day rental minimum, with a max of 3 rentals per year.

5200 Gulf Drive Unit 406, Holmes Beach
1900 Gulf Drive N Unit 1, Bradenton Beach
$1,925,000
3 Beds ⋅ 2 Baths ⋅ A4707737 MLS ⋅ Na BLDG.
DIRECT BEACHFRONT CONDO with short-term rentals on Anna Maria Island! Discover the epitome of beachfront living with this 3-bedroom, 2-bathroom condo with nearly 1,500 square feet, and a 1 car garage in the exclusive Marbella Villas community. This condo is currently a successfully managed short-term rental with $128,000 in income so far in 2026 and bookings in place for 2027. Situated in the heart of Anna Maria Island, this property offers unparalleled 180-degree direct views of the Gulf of Mexico's turquoise waters and sugary sands. Fully turnkey furnished, the home boasts soaring ceilings and an open-concept layout designed to maximize natural light and fabulous Gulf views. The large kitchen features a spacious island are ideal for entertaining. Step out onto the screened patio to savor the ocean breezes and spectacular sunsets. This rare beachfront gem includes a small office/storage area inside the home and a private attached one car garage, underbuilding parking, a separate outdoor storage area and a spiral staircase leading directly to the heated pool, spa, and beach access. With only 11 residences in this boutique Gulf-front community, privacy and exclusivity are assured. Perfect as a serene retreat or a high-performing investment. Located just moments from the island's best dining, shopping, and recreational activities, this property offers the ultimate blend of luxury, convenience, and relaxation. Don’t miss your chance to own this extraordinary beachfront paradise with vacation rental bookings already in place. Schedule your private showing today!

1900 Gulf Drive N Unit 1, Bradenton Beach
504 69th Street, Holmes Beach
$1,395,000
3 Beds ⋅ 2 Baths ⋅ A4710069 MLS
Island living, made easy. This ground-level Anna Maria Island home is fully renovated and comes turnkey furnished, just a few short blocks from the sugar-sand beaches and the island’s sunsets. Beautifully renovated in 2025 with a fresh modern design, the nearly 2,000 square foot home includes three bedrooms, two baths and new tile flooring throughout, with an ensuite bath in the primary bedroom. The new kitchen has custom cabinetry and all new appliances (2025), and both bathrooms have been redone with custom vanities, tile and contemporary finishes. The big-ticket items are already handled, including a new A/C (2025), a tankless water heater (2023) and hurricane impact windows (2023), and the laundry room has a washer, dryer, utility sink and plenty of extra storage. Outside, you’ll find a heated saltwater pool with a new pool heater (2025), landscaping, landscape lighting, irrigation, plenty of sunny yard space and a tiki-covered pergola, plus a 10x12 storage shed. Furniture and décor are included. Call to schedule your private showing.

504 69th Street, Holmes Beach
2514 Avenue B, Bradenton Beach
$1,198,750
4 Beds ⋅ 4 Baths ⋅ A4710003 MLS
Location, location, location! Steps to the bay, and Herb Dolan County Park, with playground, pickle-ball, basket-ball, kayak/canoe launch, and picnic area. Two to three minute walk to Bradenton Beach, and walking distance to Salt Restaurant. This two unit, duplex, with two upper floor - two bedroom, two bathroom units is just under 1,000 square feet each. There is no elevator and each unit has its own interior staircase. Both units enter from the left side of the building and have entry foyer hallways. Both units have a kitchen, a living/dining room combination, a primary bedroom with ensuite bathroom, and a guest bedroom with hallway bathroom in each. There are front and rear open balconies, and a common laundry on the first floor, in the rear in an exterior laundry/storage room. The approximate annual revenue for 2022 was $108,000. For 2023 it was $75,000 and for 2024 it was $68,000 prior to the fall hurricanes. The current owners stay in the top front unit January to June every year. There was minor water intrusion on the ground floor from the hurricanes of 2024. The entire building built in 1978 was tented in 2024 after the hurricanes and minor repairs. The seller was compensated by FEMA and repaired the minor damage. This owner bought it as it was. They did cosmetic updating - painting, flooring, countertops, cabinets, appliances, etc. They did not do any structural, electrical, plumbing or anything requiring permitting. Both units HVAC systems are 2021 and the roof is 2020. The lower area under unit A is a converted one-stall garage that is being used as an efficiency apartment or in-law suite. This unit is rented on a month to month lease for $1,000 and this tenant would like to stay as a tenant in the future. The lower area under Unit B is a converted one-stall garage that is being used as a game/rec room by the owners' and tenant's when rented. There is no homeowner's association or condo association, no CDD fees, and Bradenton Beach allows nightly rentals, but does require licensing to rent. We have all the rooms size dimensions in a supplemental report in the MLS. One could live in one unit and rent the other unit or use both units as living space. This is a must-see property to fully understand all the value of it. It is easy to see and to show. All information in this MLS Report is deemed reliable, but not guaranteed.

2514 Avenue B, Bradenton Beach
264 S Harbor Drive, Holmes Beach
$1,200,000
3 Beds ⋅ 2 Baths ⋅ A4709088 MLS
Pool. Porch. Solar. Island. Welcome to 264 S Harbor Dr, where the Anna Maria Island lifestyle comes standard. Step out back and it’s all there: a sparkling private pool framed by a paver deck, a fully fenced yard, and a covered upper-level porch made for coffee at sunrise and sunsets with a view of the sky. This is the Florida outdoor space folks dream about, and it’s already built, finished and ready to enjoy. This elevated 3-bedroom, 2-bath home is bright, airy and move-in ready. Recently updated flooring flows throughout, the bathrooms have been refreshed, and the kitchen features stone countertops and a large center island with plenty of room to gather. The covered porch extends your living space outdoors, giving you a spot to relax in nearly any weather. Rooftop solar panels help keep energy costs in check, a smart upgrade you’ll appreciate month after month. Two-car garage / ground-level storage gives you room for bikes, paddleboards, beach chairs and everything else that comes with island life. And then there’s the location. You’re in the heart of Holmes Beach, a short bike ride from gorgeous sand, with island restaurants, coffee shops and sunset spots close by. S Harbor Dr neighbors have access to a nearby boat ramp, so Gulf and bay adventures are never far away. Whether you’re picturing a full-time island home or a seasonal retreat, this one puts the pool, the porch, the solar and the location all in one package. The photos show the details. The feeling of walking in is something you have to experience. Come see what everyone’s been missing. Schedule your private showing today.

264 S Harbor Drive, Holmes Beach
6700 Gulf Drive Unit B8, Holmes Beach
$2,300,000
3 Beds ⋅ 2 Baths ⋅ A4708162 MLS ⋅ B BLDG.
A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

6700 Gulf Drive Unit B8, Holmes Beach
5200 Gulf Drive Unit 107, Holmes Beach
$709,000
2 Beds ⋅ 2 Baths ⋅ A4707302 MLS ⋅ Martinique South BLDG.
Salt air, swaying palms and the Gulf at your doorstep. This 2-bedroom, 2-bath condo at Martinique South in the heart of Holmes Beach captures the easy rhythm of island life. Start your morning on the enclosed porch with coffee in hand and glimpses of turquoise water through the palms. It's an easy place to unwind any time of day. Inside, the open layout flows from the kitchen to the dining and living areas, made for relaxed everyday living and easy entertaining. The kitchen has granite countertops, generous cabinetry and plenty of room to prep. An in-unit washer and dryer and a new A/C installed in 2026 add comfort and peace of mind. Then there's the storage, a rare find on the island. A private garage gives you your own secure space to park, plus room for kayaks, paddleboards, bikes and fishing gear. Three more storage units hold the beach chairs, umbrellas and seasonal extras, so your condo stays clean, clutter-free and ready to enjoy. Step outside to the community's Gulf-front pool, clubhouse and tennis court, or follow the direct beach access to the sugar-sand shoreline just steps away. Make it your full-time island home or a laid-back weekend escape. This is coastal living with room for it all, on Anna Maria Island.

5200 Gulf Drive Unit 107, Holmes Beach
5390 Gulf Drive, Holmes Beach
$1,480,000
3 Beds ⋅ 2 Baths ⋅ A4708093 MLS
Live the island lifestyle just steps from the Gulf of Mexico! Ideally situated within easy walking distance of the beautiful white-sand beaches, this elevated three-story coastal residence places everything that makes island living special right at your fingertips. Spend your mornings at the beach, enjoy lunch at a favorite island restaurant, browse local shops, or hop aboard the island trolley for an afternoon of exploring. Located in a **Weekly Rental Zone**, this versatile property presents an appealing opportunity as a personal beach retreat, full-time residence, or income-producing vacation rental. Inside, light-filled living spaces and relaxed coastal finishes create a welcoming atmosphere. The open-concept main living level brings the kitchen and gathering spaces together, featuring stainless steel appliances, beadboard cabinetry, and understated coastal details. Upstairs, the generously sized primary suite is a peaceful retreat with soaring ceilings, space for a sitting area, and a private ensuite bath offering both a soaking tub and separate walk-in shower. A second bedroom and additional den or home office provide flexibility for overnight guests, remote work, or additional living space. Outdoor living is an integral part of the experience, with mature tropical landscaping, a private balcony, and two patios offering inviting settings for outdoor dining, entertaining, or simply relaxing after a day on the beach. The backyard provides another opportunity to enjoy the island's laid-back atmosphere. A spacious garage and abundant storage accommodate everything from bicycles and beach gear to recreational essentials. Practical updates add to the appeal, including a NEW air conditioning system and a ROOF installed in 2021. The elevated three-story design, generous parking, oversized garage, and low-maintenance landscaping further enhance the property's functionality. Whether you're seeking a beachside escape, a year-round island residence, or a vacation rental investment with weekly rental flexibility, this property delivers an enviable combination of location, lifestyle, and opportunity. The beach is calling!

5390 Gulf Drive, Holmes Beach
303 58th Street, Holmes Beach
$2,249,000
4 Beds ⋅ 3 Baths ⋅ A4707191 MLS
AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW METAL ROOF 9/2026• TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.

303 58th Street, Holmes Beach
28 Seaside Court, Holmes Beach
$660,000
2 Beds ⋅ 2 Baths ⋅ A4707029 MLS
WATERFRONT VALUE ON ANNA MARIA ISLAND! This beautifully updated 2-bedroom, 2-bath villa offers waterfront living, weekly rental potential, and a long list of significant 2023–2025 improvements. Whether you're looking for an income-producing investment, second home, or island getaway, this turnkey furnished property offers an opportunity to own on Anna Maria Island without the price point of many larger waterfront homes. Watch dolphins and manatee all day. The kitchen was completely remodeled in 2025 with all-new cabinetry, granite countertops, and new stainless-steel appliances including a range, dishwasher, refrigerator, and microwave. The laundry and utility areas were also updated in 2025 with a new water heater, washer, dryer, and doors. Both bathrooms have been updated, including a new walk-in shower, toilet, and vanity in the guest bath, plus a new vanity and toilet in the primary bath. The home also features Back hurricane-impact windows and doors, providing an important upgrade for coastal living. Major infrastructure improvements include updated electrical and plumbing in 2025. The electrical system was brought up to current standards with a completely updated breaker box, while plumbing was relocated out from the ground level. A new plumbing liner was installed throughout the kitchen, laundry, hallway, and both bathrooms. Outside, enjoy your waterfront setting with a new seawall installed in 2023 and space for a boat, kayaks, paddleboards, or other water toys. A private parking area provides room for two cars, while a storage shed offers additional space for beach gear, bikes, and outdoor equipment. The property is being sold furnished and turnkey,( exclude personal items, one wall hanging and Kayaks) with future rental bookings already in place. Located in a weekly rental zone, it offers flexibility for an investor seeking rental income or a second-home owner who wants to enjoy the property while offsetting ownership costs through rentals. Holmes Beach also offers an exceptional array of nearby public recreational amenities, including a dog park, pickleball courts, tennis courts, boat launch area, ball fields, basketball area, outdoor fitness equipment, and children's play areas, all available for public use at no additional cost. A rare combination of waterfront living, extensive recent updates, weekly rental potential, private parking, storage, and recreational amenities makes this an appealing opportunity for buyers looking for an attainable way to own on Anna Maria Island.

28 Seaside Court, Holmes Beach
106 81st Street, Holmes Beach
$5,250,000
4 Beds ⋅ 5 Baths ⋅ A4706045 MLS
One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

106 81st Street, Holmes Beach
1801 Gulf Drive N Unit 219, Bradenton Beach
$535,000
2 Beds ⋅ 2 Baths ⋅ A4705343 MLS ⋅ F BLDG.
SECOND-FLOOR 2BR/2BA CONDO AT RUNAWAY BAY-JUST 25 STEPS TO THE LARGEST HEATED POOL ON ANNA MARIA ISLAND This beautifully maintained and recently refurnished second-floor 2-bedroom, 2-bath condo at sought-after Runaway Bay is just a two-minute walk from the white sandy beaches of Anna Maria Island and the sparkling turquoise waters of the Gulf of Mexico. Comfortable, inviting, and offered furnished, this condo has a strong rental history and has been exceptionally maintained by the current owner. Whether you're looking for a terrific investment property with weekly rentals permitted or your own winter getaway, this unit offers the flexibility to enjoy both. Runaway Bay is a highly desirable, centrally located community close to everything Anna Maria Island has to offer. The free island trolley stops right in front of the community, making it easy to explore the island without having to drive. Enjoy the beach practically every day — simply cross the street and you're on the beautiful sands of Bradenton Beach. The amenities at Runaway Bay are exceptional. The community features one of the largest pools on Anna Maria Island, along with a clubhouse offering activities and social events. Residents also enjoy: Tennis courts Pickleball Fitness center Shuffleboard Clubhouse Large community pool Private fishing dock on the bay Set on nearly 13 acres of beautifully maintained grounds, Runaway Bay provides a peaceful tropical setting while keeping you close to the beach, restaurants, shopping, and island attractions. Additional features include an in-unit washer and dryer conveniently located in the laundry closet. Small dogs under 25 pounds are welcome. With its excellent location, strong rental potential, desirable amenities, and proximity to the Gulf beaches, this Runaway Bay condo is an outstanding opportunity to own a piece of paradise on Anna Maria Island.

1801 Gulf Drive N Unit 219, Bradenton Beach
1801 Gulf Drive N Unit 114, Bradenton Beach
$569,000
2 Beds ⋅ 2 Baths ⋅ A4705345 MLS ⋅ F BLDG.
PRIME LOCATION! TURNKEY 2BR/2BA GROUND-FLOOR CONDO JUST STEPS FROM THE BEACH This unit is the closest condo to the two deeded beach-access points currently for sale in Runaway Bay, making it an ideal choice for enjoying the beaches of Anna Maria Island. This beautifully renovated, turnkey 2-bedroom, 2-bath ground-floor condo in the highly sought-after Runaway Bay community offers an exceptional combination of location, updates, and resort-style amenities. The condo features peaceful lake and fountain views and has been extensively updated between 2024 and 2025, including luxury vinyl and tile flooring, quartz kitchen countertops, and stylish modern finishes throughout. The HVAC system and water heater were both replaced in November 2024, providing added peace of mind. Runaway Bay is a beautifully maintained community situated on nearly 13 acres and offers an impressive array of amenities. Residents enjoy a renovated clubhouse, one of the largest heated saltwater pools on Anna Maria Island, tennis, pickleball, fitness center, shuffleboard, and a private fishing dock overlooking Sarasota Bay. For beach lovers, the location is hard to beat. Simply cross the street and you’re at the white sandy beaches and turquoise waters of the Gulf. The free Island trolley also stops directly in front of the community, providing convenient access to restaurants, shopping, and everything Anna Maria Island has to offer. Additional features include an in-unit laundry closet with washer and dryer, and small dogs under 25 pounds are welcome. Move-in ready, beautifully updated, storm-ready, and ideally located—this is a special opportunity to own a condo in one of Anna Maria Island’s most desirable communities. Come see this exceptional property and experience the location for yourself!

1801 Gulf Drive N Unit 114, Bradenton Beach
3705 E Bay Drive Unit 115, Holmes Beach
$450,000
2 Beds ⋅ 2 Baths ⋅ A4704522 MLS ⋅ 3705 BLDG.
AWESOME PRICE REDUCTION!! On the Bay and just 3 blocks to beautiful beaches and Gulf of America on world renowned Anna Maria Island!!! Spacious, turnkey furnished and ready for you to spend the weekend or winter, or rent out. Dog friendly community! Remodeled kitchen and baths, with Full size Washer and dryer in the kitchen! Elevated Building has a new elevator, 2 community pools. Long fishing pier with boating access. Tennis and pickle ball courts. Roof is only 2 years old. Kayaking and paddle boarding are steps away. Store your Kayak or paddle board under the building and launch from the dock and Kayak through mangrove tunnels and Anna Maria Sound. Eat in kitchen or your office space. Under building parking and storage area for beach equipment. Easy access to the mainland. Close to Publix, great cafes and stores. Bike to Robinson Preserve. Beautifully landscaped!

3705 E Bay Drive Unit 115, Holmes Beach
202 Peacock Unit B Lane Unit B, Holmes Beach
$880,000
3 Beds ⋅ 2 Baths ⋅ A4704456 MLS ⋅ B BLDG.
BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Check out mls # A4698503 - Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit B, 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 one block 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, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. 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 1 car over 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.

202 Peacock Unit B Lane Unit B, Holmes Beach
406 Bay Palms Drive, Holmes Beach
$1,270,000
2 Beds ⋅ 2 Baths ⋅ A4703735 MLS
Your Anna Maria Island beach house is waiting, and this one checks all the boxes! Beautifully updated, turnkey furnished and located in a desirable weekly rental zone, this 2-bedroom, 2-bath home offers an exceptional combination of personal enjoyment and vacation rental potential. THIRD BEDROOM OPTIONAL too. Bright, inviting and designed for easy island living, the home features an open floor plan, colorful coastal interiors and thoughtful custom finishes. A beautifully designed sea turtle tile feature in the kitchen and nautilus-inspired tile in the primary bath add distinctive personality. The real attraction is outside, where a spacious private pool and spa create the perfect setting for enjoying Florida's year-round sunshine. A covered porch provides generous space for outdoor dining, entertaining or simply relaxing after a day at the beach. Location matters, especially when purchasing an island vacation property. Centrally located in Holmes Beach, this home puts the best of Anna Maria Island within easy reach. Hop on the free island trolley and explore everything from the Anna Maria City Pier to Coquina Beach, with shopping, dining and beautiful Gulf beaches along the way. Whether your goal is to generate vacation rental income, secure your own island getaway or enjoy the best of both, this property deserves your attention. With its desirable rental zoning, inviting outdoor amenities and move-in-ready condition, the opportunity to start enjoying island ownership is already in place. Don't just dream about owning a beach house on Anna Maria Island. Make your move. Call today to schedule your private showing!

406 Bay Palms Drive, Holmes Beach
2203 Avenue B, Bradenton Beach
$2,795,000
5 Beds ⋅ 5 Baths ⋅ TB8541696 MLS
Beach-Bliss | Turnkey Luxury Airbnb – Bradenton Beach Fully renovated 2,796 sq ft, 5-bed, 4.5-bath coastal retreat, just a walk or bike ride from the beach. Move-in ready and set up as a high-end short-term rental generating approximately $250K in annual rental revenue. Exterior: New roof, impact windows and sliders, automatic shades, newly built pool with hot tub and sun shelf, artificial turf putting green, freshly landscaped. Interior: Designer kitchen with high-end appliances, fully remodeled bathrooms, spacious open living areas, sold turnkey with all furnishings included. Bonus: Upstairs Intercoastal water views. Ideal as a primary residence or income-producing vacation rental. Full booking history and STR performance details available upon request. 3D walkthrough available upon request.

2203 Avenue B, Bradenton Beach
6250 Holmes Boulevard Unit 24, Holmes Beach
$800,000
2 Beds ⋅ 3 Baths ⋅ A4701776 MLS ⋅ 24 BLDG.
Welcome to Sunsets & Daydreams! Beautiful, light & bright coastal retreat just 2 blocks from the beach! North Beach Village 2 bed 2.5 bath elevated condo with rare find lower level garage & storage area. NEW ROOF 2025! This clean & inviting property is sold turnkey & features all new furnishings, spacious bedrooms, 2023 sliding glass door & screened in lanai, 2021 new PGT impact windows, & newer luxury coastal vinyl plank flooring. North Beach Village is a quiet community with mature landscaping & grounds are meticulously maintained. This community also has one of the lowest condo fees on AMI at $885/mo! Condo fee includes master flood policy, internet, cable, pest control, landscaping & heated community pool. This short term rental can be sold with future bookings for 2027. Close to shopping, dining & just a short walk to the free Anna Maria Island trolley stop! Close to world class medical & within 30 min to IMG sports academy. One hr or less to 3 major airports: Tampa International, Clearwater/St Pete or Sarasota/Bradenton!

6250 Holmes Boulevard Unit 24, Holmes Beach
2600 Gulf Drive N Unit 30, Bradenton Beach
$1,275,000
2 Beds ⋅ 2 Baths ⋅ A4701209 MLS ⋅ North BLDG.
Experience coastal living at its finest in the highly sought after Anna Maria Island Club. Located in the heart of Bradenton Beach, this exceptional 2 bedroom, 2 bath end-unit condominium offers stunning Gulf views, direct beach access, and the rare opportunity for bi-weekly rentals. Wake up to the sound of the waves and spend your days enjoying everything island life has to offer. This residence features an open and inviting floor plan filled with natural light, a spacious living and dining area, crown molding, solid wood cabinetry, solid surface countertops, and a covered porch overlooking the beauty of the Gulf of America. Anna Maria Island Club offers resort-style amenities, including a Gulf front community pool with a newly renovated travertine pool deck, elevator access, assigned under building parking, additional storage, and beautifully maintained grounds. Recent community enhancements include new roofs, exterior painting, and refreshed landscaping, providing peace of mind for years to come. Located on the desirable north end of Bradenton Beach, you'll be just moments from local boutiques, waterfront dining, and the free island trolley, making it easy to explore all seven miles of Anna Maria Island. Whether you're searching for a beachfront escape, a full time residence, or an investment opportunity with excellent rental potential, this property offers the perfect blend of luxury, convenience, and island charm. Discover why life is better at the beach and make Anna Maria Island your next address.

2600 Gulf Drive N Unit 30, Bradenton Beach
6500 Flotilla Drive Unit 235, Holmes Beach
$599,000
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. West bay 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. 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
202 Peacock Lane Unit A, Holmes Beach
$775,000
3 Beds ⋅ 2 Baths ⋅ A4698503 MLS
BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Welcome to 202 Peacock Lane, Unit A—an elevated three-bedroom, two-bath ,2 car garage Holmes Beach property offering exceptional flexibility as a vacation home, island residence or income-producing investment. UNIT B IS ALSO AVAILABLE. The spacious interior features beautiful bamboo flooring, remodeled bathrooms, select hurricane-impact windows and a comfortable open living area. Important improvements include a newer roof, newer A/C and a 2025 water heater. The home may be purchased furnished or unfurnished, allowing the new owner to personalize it or prepare it for vacation rentals. The enclosed lower level provides valuable additional space, while the garage accommodates both a vehicle and a golf cart. The property may also offer room for a private pool, subject to buyer verification and local requirements. Enjoy an outstanding Anna Maria Island location within walking distance of the Gulf beaches, restaurants, shops, parks and everything Holmes Beach has to offer. Whether you are searching for a private island getaway, second home or short-term rental opportunity, Unit A delivers the location and potential buyers are looking for. UNIT B IS ALSO AVAILABLE, providing a rare opportunity to purchase both units and own the entire building. Live in one unit and rent the other, create a multi-generational island retreat or maximize the property’s investment potential. Unit B is offered separately under MLS #A4696880. Schedule your private showing today!

202 Peacock Lane Unit A, Holmes Beach
315 58th Street Unit D, Holmes Beach
$369,000
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
2600 Gulf Drive N Unit 12, Bradenton Beach
$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
1801 Gulf Drive N Unit 248, Bradenton Beach
$529,900
2 Beds ⋅ 2 Baths ⋅ A4697381 MLS ⋅ D BLDG.
WATER FRONT CANAL VIEW, 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 as a short-term rental investment, vacation getaway, or personal beach retreat. New Hurricane impact window and door are sched to be installed soon. Any Future booking will convey with purchase. 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. Walk right out front door and put in your kayak into the water. 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 Sky light for lots of added interior light Updated Bathrooms Updated Kitchen Stack washer /Dryer Owners private lock out closet Close to Restaurants, Shopping & Entertainment Excellent Investment or Vacation Property Opportunity Rental projections available upon request.

1801 Gulf Drive N Unit 248, Bradenton Beach
202 Peacock Lane Unit B, Holmes Beach
$880,000
3 Beds ⋅ 2 Baths ⋅ A4696880 MLS ⋅ B BLDG.
BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Exceptional Island Investment Opportunity Just a short walk to the Beach! Welcome to 202 Peacock Lane, Unit B, 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 one block 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, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. 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.

202 Peacock Lane Unit B, Holmes Beach
522 68th Street, Holmes Beach
$2,995,000
4 Beds ⋅ 4 Baths ⋅ L4962247 MLS
Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold partially furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

522 68th Street, Holmes Beach
1801 Gulf Drive N Unit 148, Bradenton Beach
$495,000
2 Beds ⋅ 2 Baths ⋅ A4693438 MLS ⋅ D BLDG.
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

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