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3100 Gulf Drive Unit 2, Holmes Beach
$549,000
2 Beds ⋅ 2 Baths ⋅ TB8556754 MLS ⋅ 3100 BLDG.
Welcome to Your Income-Producing Slice of Paradise in Holmes Beach! Discover the perfect blend of beachside living and investment potential with this elevated, multi-level 2-bedroom, 2-bathroom condo in one of Florida’s most desirable beach destinations. Ideally suited for vacation rental use, this property offers an appealing opportunity for investors seeking a property in the sought-after Anna Maria Island market. Designed with both owners and guests in mind, the main living level features an open-concept layout that creates a welcoming space for relaxing and entertaining after a day at the beach. A full bathroom on the main level adds convenience, while the upper level offers two bedrooms and a second full bathroom, providing a comfortable separation between living and sleeping spaces—an attractive feature for vacationing couples and families alike. Just moments from the beautiful Gulf beaches, guests can enjoy the island’s sandy shores, sparkling waters, and unforgettable sunsets. Shopping, dining, and local attractions are also conveniently nearby, making it easy to experience everything Anna Maria Island has available. Enjoy peace of mind with numerous recent updates and improvements, offering a refreshed, move-in-ready experience for the next owner. RECENT IMPROVEMENTS INCLUDE: New Roof: 2024 LVP Flooring: 2022 Interior Paint: 2025 Refrigerator & Range: 2025 Dishwasher: 2026 New Pool Equipment: 2024 Pool Refinishing: 2026 Updated Kitchen & Bathroom Countertops: 2026 Full-Size Washer & Dryer: 2026 Elevated construction offers added peace of mind against interior flooding. The condo unit has sustained no hurricane damage. Whether you’re looking to expand your investment portfolio, establish a vacation getaway, or enjoy a combination of personal use and rental income, this Holmes Beach condo offers an appealing opportunity to own a piece of island paradise.

3100 Gulf Drive Unit 2, Holmes Beach
5325 Marina Drive Unit 423, Holmes Beach
$350,000
2 Beds ⋅ 2 Baths ⋅ A4708624 MLS ⋅ Island Building BLDG.
“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

5325 Marina Drive Unit 423, Holmes Beach
1801 Gulf Drive N Unit 181, Bradenton Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ A4707240 MLS ⋅ A BLDG.
Stunning Ground-Floor 2-Bedroom, 2-Bath Condo — Completely Renovated in 2025! Welcome to this beautifully renovated and redecorated ground-floor 2-bedroom, 2-bath condo in the highly desirable Runaway Bay community. This home features a raised ceiling and a completely reconstructed kitchen that opens to the living area, creating a bright, spacious open-concept floor plan. The condo features ceramic tile throughout and quartz counter tops. Additionally, a new electric panel was added in 2024. Also, the couch in the living room is a queen sleeper and a twin sleeper in the second bedroom. Upgrades to Runaway Bay in the last two years include a new roof, pool resurfaced, all new grading, new pool heater and new fishing pier. The membership has just approved all new impact windows and doors which will be installed in 2026 and 2027, After a sun-filled day at the beach, relax on your private lanai—the perfect spot to unwind, entertain, and enjoy time with family and friends. Ideally located just a half-block from the pristine Gulf beaches, Runaway Bay offers the best of island living. Residents enjoy two private deeded beach accesses, beautifully renovated community amenities, a clubhouse, pool, and a dock overlooking Sarasota Bay. The community is also home to Anna Maria Island's largest saltwater heated pool. Leave the car behind and enjoy the convenience of nearby restaurants, shopping, and the free island trolley, making it easy to explore everything Anna Maria Island has to offer. With its extensive 2025 renovations, desirable ground-floor location, private lanai, and exceptional proximity to both the Gulf and Sarasota Bay, this is a fantastic opportunity to own a beautifully updated, storm-ready island retreat in one of Anna Maria Island's most sought-after communities.

1801 Gulf Drive N Unit 181, Bradenton 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
3705 E Bay Drive Unit 115, Holmes Beach
$450,000
2 Beds ⋅ 2 Baths ⋅ A4704522 MLS ⋅ 3705 BLDG.
BEST VALUE! 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
1007 Gulf Drive N Unit 217, Bradenton Beach
$729,900
2 Beds ⋅ 3 Baths ⋅ A4704378 MLS ⋅ N/A BLDG.
Welcome to Summer Sands!Discover your dream home just steps away from the stunning Gulf beaches! This beautifully updated condo features 2 bedrooms and 2.5 bathrooms, both with en-suites, and has been newly refreshed throughout. You'll appreciate the modern kitchen, updated bathrooms, luxury vinyl flooring, and fresh paint that enhance its inviting atmosphere. As you step inside, picturesque windows frame breathtaking views of the Intracoastal Waterway, creating a serene backdrop for your new lifestyle. The updated kitchen boasts sleek cabinets, elegant countertops, and stainless steel appliances—ideal for both cooking and entertaining guests! The open floor plan provides ample space for hosting gatherings, with a convenient half bathroom located off the hallway for visitors. Retreat to the primary bedroom, complete with a charming vanity/makeup area adjacent to the primary bathroom. Upstairs, you’ll find another spacious bedroom featuring an en-suite bathroom and plenty of closet space for all your storage needs. Additional highlights include a laundry room equipped with a new LG washer and dryer, a Trane A/C system installed in 2023, and a new water tank (2026) ensuring comfort year-round. With a new roof installed in 2025, this unit is truly move-in ready! Enjoy the convenience of underground parking and take advantage of community amenities such as a pool overlooking the waterway and a fishing pier. Plus, with easy access to Bridge Street’s vibrant restaurants and deeded beach access just across the street, your coastal lifestyle awaits Don’t miss out on this incredible opportunity—schedule your showing today!

1007 Gulf Drive N Unit 217, Bradenton Beach
308 2nd Street N Unit 201, Bradenton Beach
$429,000
1 Beds ⋅ 1 Baths ⋅ A4702581 MLS ⋅ Bayview Inn BLDG.
Virtually Staged. Experience the best of Anna Maria Island living from this elevated condominium at 308 2nd Street N, Unit 201, ideally located in the heart of Bradenton Beach. Just steps from the sugar sand beaches of the Gulf of Mexico and the vibrant shops, restaurants, and entertainment along historic Bridge Street, this exceptional location offers the perfect blend of coastal charm and walkable convenience. Whether you’re searching for a full-time residence, vacation getaway, or investment opportunity, you’ll appreciate being close to waterfront dining, marinas, fishing, boating, and the free Anna Maria Island Trolley. Enjoy spectacular sunsets, endless beach days, and the relaxed island lifestyle that has made Anna Maria Island one of Florida’s most desirable coastal destinations.

308 2nd Street N Unit 201, Bradenton Beach
403 63rd Street, Holmes Beach
$699,999
2 Beds ⋅ 2 Baths ⋅ A4701989 MLS
A RARELY FOUND BLEND OF COASTAL LUXURY, THOUGHTFUL RECONSTRUCTION & ISLAND LIVING! Welcome to 403 63rd Street, a beautifully reimagined villa in desirable Seaside Gardens, where the best of Anna Maria Island is right outside your door. Close to the world-renowned Gulf beaches, famous for their sugar-white sand, turquoise waters and spectacular sunsets, this turnkey coastal retreat places you near the island's beloved restaurants, cafés, shops, marinas and endless outdoor adventures. Whether you're seeking a private island escape, a second home or a vacation-rental opportunity, this exceptional property delivers the quintessential Holmes Beach lifestyle. What truly sets this home apart is the depth of the renovation. This is far more than a cosmetic remodel—the home has been thoughtfully rebuilt with an emphasis on quality, modern infrastructure, accessibility and long-term ownership. Major improvements include a complete rewire of the entire home with a brand-new electrical panel(2025); electrical outlets thoughtfully raised approximately four feet above floor level (2025); brand-new PEX plumbing throughout (2025), with plumbing routed through the attic for improved accessibility and easier future maintenance (2025); brand-new sewer lines throughout (2025); a brand-new HVAC system with new ductwork (2025); an elevated condenser approximately five feet above ground (2025); and a brand-new 40-gallon water heater (2025). The result is a home where the beauty you see is matched by the quality and care behind the walls. Inside, the renovation continues with a beautifully updated coastal aesthetic, creating a comfortable and inviting retreat that is professionally furnished, move-in ready and designed for effortless island living. From relaxing after a day on the beach to entertaining friends and family, every space has been thoughtfully considered. Seaside Gardens offers a highly desirable location for enjoying all that Anna Maria Island has to offer. Spend your mornings on the beach, explore local shops and restaurants, enjoy boating and water activities, or watch another unforgettable Gulf sunset before returning home to your own private island retreat. A HOME THAT HAS BEEN REBUILT WITH INTENTION. A LOCATION THAT FEELS LIKE PARADISE. AND AN OPPORTUNITY TO OWN A TURNKEY COASTAL VILLA WITH THE MAJOR SYSTEMS ALREADY MODERNIZED. For buyers who appreciate the difference between a home that has simply been updated and one that has been comprehensively renovated from the inside out, 403 63rd Street is a rare opportunity to experience the very best of Anna Maria Island living.

403 63rd Street, 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
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
3009 Avenue E Unit A, Bradenton Beach
$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
1469 Gulf Drive N, Bradenton Beach
$999,900
2 Beds ⋅ 3 Baths ⋅ A4695907 MLS ⋅ 1469 BLDG.
***UNBELIEVABLE BRADENTON BEACH VALUE***Imagine waking 100 steps from your door to the white-sand pristine Bradenton Beach on the Gulf of Mexico and ending each day with spectacular Gulf sunsets. Located directly across the street from the beach in the highly sought-after Bermuda Bay Club, this beautifully maintained, Key West-style townhouse offers 2 bedrooms, 2.5 baths, a rare private elevator and oversized 2-3 tandem car garage, water views, and weekly rentals permitted, making it the perfect island getaway, full-time residence, or investment property. The main living level features an open-concept floor plan with a bright family room, dining area, eat-in kitchen with brand-new stainless-steel appliances, guest half bath, and laundry. Step outside to the large Trex-deck balcony and enjoy refreshing coastal breezes along with views of both the Intracoastal Bay and the turquoise waters of the Gulf of Mexico. Recently installed hurricane-impact windows and doors provide peace of mind, energy efficiency, and abundant natural light throughout. Upstairs, you'll find two spacious ensuite bedrooms, each with walk-in closets. The primary suite features a private balcony with water views, creating the perfect place to unwind after a day in the sun. The guest suite offers comfortable accommodations for family and friends, making this property ideal as a personal retreat or income-producing vacation rental. A rare feature for island living, the oversized tandem garage offering plenty of room for vehicles, beach gear, bicycles, kayaks, paddleboards, and even a golf cart. An outdoor shower and rear deck make rinsing off after a day at the beach easy and convenient, while the private elevator provides effortless access to all levels of the home. Bermuda Bay Club offers resort-style amenities including a heated pool and spa, grilling area, and a private boardwalk through the mangroves where you can enjoy watching dolphins, pelicans, and other native wildlife along the Intracoastal Waterway. Perfectly positioned between the Gulf and the Bay, this exceptional property is within walking distance of the popular Historic Bridge Street with restaurants, shopping, bars, and plenty of entertainment. The free Anna Maria Island Trolley stops directly in front of the community, providing convenient access to the entire island without ever needing a car. Start your mornings with a walk along the beach, spend your afternoons by the pool or exploring the island, and end your evenings enjoying breathtaking Florida sunsets Whether you're seeking a full-time residence, vacation getaway, or investment property, Bermuda Bay Club offers weekly rentals permitted, lower condo fees, resort-style amenities, and one of the most desirable locations on Anna Maria Island. Opportunities to own a property with a private elevator, tandem garage, stunning water views, and beach access within 100ft to the Gulf and 50ft to the Bay are rare! Don't Just Dream It... Live It and start living your own Florida Paradise today!

1469 Gulf Drive N, Bradenton Beach
1801 Gulf Drive N Unit 293, Bradenton Beach
$619,000
2 Beds ⋅ 2 Baths ⋅ A4690548 MLS ⋅ B BLDG.
JUST REDUCED $30,000 ON 9/15/2026. FABULOUS BAYFRONT 2ND FLOOR UNIT. The moment you step inside this exceptional second-floor end unit, you’ll feel as though you are living right on top of the water. Offering stunning panoramic views of Sarasota Bay, added privacy, and exceptional tranquility, this beautifully renovated bayfront residence is one of Runaway Bay’s most desirable and rarely available locations. Runaway Bay has only four second-floor bayfront end units and just 16 second-floor bayfront units total, making this an extremely limited opportunity. This two-bedroom, two-bath condo features unobstructed bay views, breathtaking sunrises, a private balcony, an A/C system replaced in January 2021, and a new hot water tank installed in 2023. Enjoy daily swims in the Gulf of Mexico with designated private beach access leading to six miles of powdery sand beaches. Community amenities include a heated saltwater pool, fitness room with sauna, tennis, pickleball, bocce ball, shuffleboard, clubhouse, grilling area, fishing pier, and kayak launch. The Anna Maria Island Trolley stops right outside the complex, offering easy access to dining, shopping, miniature golf, live music, and the Historic Bridge Street area. Currently used as the owner’s private residence, this stunning bayfront condo offers the perfect combination of privacy, water views, and Anna Maria Island living.

1801 Gulf Drive N Unit 293, Bradenton Beach
445 63rd Street, Holmes Beach
$564,000
2 Beds ⋅ 2 Baths ⋅ A4688793 MLS
New tile flooring installed June 2026. This is what Anna Maria Island living is all about. Located in the desirable Seaside Gardens community, this renovated 2-bedroom, 2-bath home offers spacious rooms, updated interiors, and a relaxed, airy feel. Inside, you’ll find new stainless steel appliances, quartz countertops in both the kitchen and bathrooms and ceramic tile flooring throughout. A newer roof and windows add to the list of thoughtful updates. The generously sized bedrooms provide plenty of room to unwind, while the renovated bathrooms offer a clean, modern finish. A dedicated laundry room with washer, dryer, and ample storage adds everyday convenience. Step outside to a fully fenced backyard—perfect for entertaining friends and family along with a private driveway for on-site parking. Being offered semi-furnished, this home is ready to enjoy as your personal island retreat or as an income-producing rental. Spend your days boating, playing pickleball, or relaxing on the beach, soaking in the turquoise waters and sugar-sand shoreline Anna Maria Island is known for. With community amenities and the Intracoastal Waterway just steps away, it’s easy to enjoy the laid-back island lifestyle. Golf carts and pets are welcome, and the trolley stop near the neighborhood entrance makes exploring the island simple and convenient. A comfortable, well-located home in a sought-after community—this is island living made easy.

445 63rd Street, Holmes Beach
600 Manatee Avenue Unit 116, Holmes Beach
$439,000
2 Beds ⋅ 2 Baths ⋅ A4683381 MLS ⋅ Westbay Cove BLDG.
OWNER VERY MOTIVATED !! West Bay Cove in Holmes Beach! This fully updated condo is being offered turnkey furnished, making it an ideal vacation getaway, income-producing rental, or full-time home in paradise.PICKLE BALL ! The bright corner layout offers open, inviting living spaces and a peaceful setting overlooking the pool, creating the perfect spot to unwind after a day at the beach. Thoughtful updates throughout give the home a fresh, coastal feel that’s ready to enjoy from day one. Westbay Cove is a beautifully maintained waterfront community on the Intracoastal Waterway with stunning Tampa Bay views, lush tropical landscaping, two heated pools, and tennis court. Just a couple of blocks to the beach and close to the trolley line, pier, local dining, and shopping—with convenient on and off island access. Don’t miss your chance to own a slice of Anna Maria Island.Walk to Publix, Shopping, Dining and the Gulf!

600 Manatee Avenue Unit 116, Holmes Beach
2601 Gulf Drive N Unit 310, Bradenton Beach
$215,000
A4686075 MLS
This rare vacant lot opportunity at the Sandpiper Resort Co-op on Anna Maria Island offers the perfect canvas to build a brand-new coastal retreat in one of the island’s most desirable communities. The lot allows for the placement of a new unit, giving you the unique ability to create a custom residence designed for modern island living, and floor plan drawings for a new unit are already available to help streamline the process and bring your vision to life. As an owner at Sandpiper Resort Co-op, you’ll enjoy a true resort-style lifestyle with access to a heated swimming pool, expansive sun deck, clubhouse and social gathering areas, shuffleboard courts, barbecue and picnic spaces, on-site laundry facilities, and beautifully maintained tropical landscaping, all just steps from Anna Maria Island’s sugar-sand beaches, stunning sunsets, and the laid-back coastal charm that makes this location so sought after.

2601 Gulf Drive N Unit 310, Bradenton Beach
5803 De Palmas Avenue, Holmes Beach
$1,075,000
3 Beds ⋅ 2 Baths ⋅ A4684894 MLS
Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Bring your decorator spirit and make your island dream a reality by making this one your own!

5803 De Palmas Avenue, Holmes Beach
605 N Point Drive, Holmes Beach
$2,950,000
4 Beds ⋅ 4 Baths ⋅ A4683720 MLS
Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

605 N Point Drive, Holmes Beach
5608 Gulf Drive Unit 104, Holmes Beach
$785,000
2 Beds ⋅ 2 Baths ⋅ A4679030 MLS ⋅ 5608 BLDG.
ITS TIME TO Wake up to the sound of waves and endless Gulf views in this beautifully situated two-bedroom, two-bath condo directly on the Gulf of Mexico. Step outside and onto the coveted, sugar-soft sandy beaches that make this area so sought after—perfect for morning walks, sunset strolls, and carefree beach days. Inside, the condo features a newly renovated kitchen that’s both stylish and functional, ideal for entertaining or preparing meals after a day at the beach. The thoughtfully designed layout offers comfortable living spaces and bedrooms with excellent privacy, plus the convenience of an in-unit laundry facility for effortless everyday living. Additional highlights include downstairs storage, perfect for beach chairs and gear, along with underground parking for added peace of mind. Located just minutes from shopping, restaurants, and local dining favorites, this condo perfectly balances relaxed beachfront living with easy access to all the best the area has to offer. Whether you’re seeking a full-time residence, a vacation escape, or an investment opportunity, this Gulf-front condo delivers the coastal lifestyle everyone dreams of. Come live your Anna Maria Life.

5608 Gulf Drive Unit 104, Holmes Beach
6400 Flotilla Drive Unit 15, Holmes Beach
$525,000
2 Beds ⋅ 2 Baths ⋅ TB8439383 MLS ⋅ 15 BLDG.
Located in Westbay Point & Moorings on ANNA MARIA ISLAND, FULLY FURNISHED 2 bed 2 bath, 1 MILE from the BEACH. Front entrance opens into the shady SCREENED-IN LANAI, LAUNDRY is to the left with stackable WASHER/DRYER. Convenient STORAGE CLOSET/WORKSHOP to the right. Kitchen has a large pass through opening to the dinning room. Home provides a spacious living/dinning room combo. Both primary and guest bedrooms enjoy an en suite bathroom with tub/shower combo and abundant closet space. Enjoy the GLASSED IN FLORIDA ROOM or open the sliding glass doors to feel the breeze. RECENT UPDATES: ROOF, HVAC, WATER HEATER, and CARPET. Remote controlled ELECTRONIC HURRICANE SHUTTERS for extra protection. NEVER FLOODED, in FLOOD ZONE X. Located in WESTBAY POINT & MOORINGS, a waterfront community situated on a quiet bayfront setting on Anna Maria Island. Includes a private BOAT RAMP, BOAT DOCK that doubles as a fishing pier, 2 HEATED POOLS, SPA, TENNIS COURTS, KAYAK/PADDLEBOARD STORAGE and open parking. CONDO FEE INCLUDES: cable tv, high-speed internet, water, sewer, trash, ground maintenance, exterior maintenance, master insurance, pool, spa and more. Just a short walk to the CENTRAL PARK which features a DOG PARK, PICKLEBALL COURTS, SKATE PARK, BASKET BALL, BALL PARK, PLAYGROUND and OUT DOOR FITNESS CENTER. Minutes away from sandy beaches and sunshine, the entire island is GOLF CART FRIENDLY, making it easy to explore. CONDO FEE INCLUDES: water, sewer, trash, cable, internet, pest control, pool and amenities. Enjoy ANNA MARIA ISLAND and a cozy atmosphere with local bike shop, restaurants, shopping options, and multiple access points to the beach.

6400 Flotilla Drive Unit 15, Holmes Beach
2513 Avenue B Unit B, Bradenton Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ A4655549 MLS ⋅ Avenue B By The Bay BLDG.
Virtually Staged. Perfectly positioned between the Gulf of Mexico and Sarasota Bay, this elevated coastal home offers the best of island living just steps from the water in both directions. Whether it’s morning walks along the bay or sunset evenings on the beach, this location delivers the Florida lifestyle buyers are searching for. Inside, the home features a bright, open layout with updated flooring throughout and a fully renovated kitchen complete with shaker-style cabinetry, granite countertops, stainless steel appliances, and a modern tile backsplash. The open living and dining space flows seamlessly to a private upper-level deck—ideal for relaxing, entertaining, or enjoying the coastal breeze. The primary bedroom also offers direct access to the deck, creating a true indoor-outdoor living experience. Both bathrooms have been tastefully updated with modern finishes, including a walk-in shower and upgraded vanities. The elevated design provides covered parking and additional storage space below, offering both convenience and functionality. Recent updates and well-maintained systems, including the roof, add to the overall value and peace of mind. Located in the heart of Bradenton Beach, this property places you just moments from the white sand beaches of Anna Maria Island, local dining, shops, and nearby parks with tennis courts and bayfront views. Whether you’re searching for a primary residence, vacation getaway, or investment opportunity, this home offers flexibility and an unbeatable coastal location.

2513 Avenue B Unit B, Bradenton Beach
5325 Marina Drive Unit 128, Bradenton Beach
$700,000
2 Beds ⋅ 2 Baths ⋅ TB8337880 MLS
Experience the ultimate in resort-style living at Waterline Villas & Marina, nestled on the picturesque Holmes Beach of Anna Maria Island. This beautifully appointed corner unit with a highly sought after floor plan features a 2-bedroom, 2-bathroom condo that offers a seamless blend of coastal charm and modern sophistication. Enter through French doors into a welcoming hallway that leads you to the spacious guest bedroom, featuring two queen-sized beds and an ensuite bathroom. The inviting atmosphere is perfect for family or friends, with ample room and comfort. As you continue through the unit, you'll be drawn to the heart of the home; the open-concept kitchen and living area. Warm wood accents throughout create a cozy, coastal ambiance. The living room offers a comfortable space to relax and unwind, with access to the expansive balcony overlooking the serene pool and canal. The primary suite is a true retreat, complete with a king-sized bed and an ensuite bathroom for added privacy and convenience. Each area of the condo opens to the balcony, enhancing the indoor-outdoor living experience. This prime location within the building offers views of the canal and intercoastal waters, setting the stage for memorable moments. Waterline Villas & Marina is not just a place to stay; it’s a destination. Enjoy resort-like amenities such as an on-site restaurant, fitness center, and a banquet room. For the water enthusiast, boat slips are available on a first-come, first-served basis, and bicycle rentals make exploring the island a breeze. Part of Marriott's Autograph Collection, this unit benefits from professional management, ensuring a consistent revenue stream year after year. The unit is zoned to allow owners to occupy it for up to 120 days annually, providing a flexible ownership experience with the option to enjoy the property personally or generate income through nightly rentals. With a strong rental history, prime location, and luxury amenities, this condo offers a unique opportunity for both personal enjoyment and investment. Don’t miss the chance to own a piece of paradise at Waterline Villas & Marina.

5325 Marina Drive Unit 128, Bradenton Beach