Location: Holmes Beach
Do Not Show Listings
600 MANATEE AVE #145, HOLMES BEACH, FL 34217
$599,00052 Days on yellowkey MLS ID: A4685147
REDUCED by $26,000 (4.2%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1179 Built: 1977Monthly Fee: $925 Tax: $2,232 (2025)Community: Westbay Cove IiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,232
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: April Green (941-773-1680)
412 80TH ST, HOLMES BEACH, FL 34217
$775,000365 Days on yellowkey MLS ID: TB8381151
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 866 Built: 1978 Tax: $4,570 (2025)Community: 80Th & MarinaCondo
Taxes:$4,570
Remarks: Welcome to this charming 2 bedroom, 2 bath beach house in Holmes Beach on the highly desirable Anna Maria Island. Perfect for someone looking for a private residence, a vacation getaway or an investment opportunity. This popular vacation rental, that enjoys many repeat guests each year, comes FULLY FURNISHED & TURN-KEY READY including the recreational equipment! As you walk up the stairs to the front deck, you will see a gas grill and lovely table for delightful Al Fresco dining! When you enter the large living room, you immediately sense the casual elegance and cheerful, natural lighting. The dining room sliders open to the spacious private screened deck.The fully equipped kitchen has granite countertops with ample space for easy meal prep. Upstairs, you will find 2 bedrooms and a hall bath. The living room includes a sleeper sofa with a Posturepedic mattress for extra sleeping space. Downstairs, you will find a large game room, laundry room (with new washer and dryer) and a 2nd full bathroom. Through the laundry room, you will find the lower back deck with a gas firepit which is ideal at night under the stars. Immerse yourself in the island's natural beauty with a short walk to the beach or hop on the nearby trolley for effortless island exploration. Drop your kayak in the nearby canal that leads to Bimini Bay and you may encounter dolphins and manatees as you paddle along! As you unwind from the day, you may want to walk to the beach to enjoy Anna Maria Island's world class sunsets. This beach house has been lovingly cared for and meticulously maintained. Roof (2021) A/C (2017) and serviced regularly. DishWasher (2023) Water heater (2017) Washer/Dryer (2024). Experience the unique charm of Anna Maria Island. Don't miss out on this incredible opportunity! Call today for your private showing!
Listing is courtesy of: SIGNATURE REALTY ASSOCIATES (813-689-3115)
Listing Agent: Liz Young (813-787-1386)
4200 GULF DR #205, HOLMES BEACH, FL 34217
$1,200,000112 Days on yellowkey MLS ID: A4677335
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1979 Tax: $11,620 (2024)Community: GulfsandsCondo
Taxes:$11,620
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Gulf Sands is located in a great location on Anna Maria Island. The unit offers a renovated 2-bedroom, 2-bath coastal escape with Gulf views, private balcony, full kitchen with in-unit laundry, a shared heated pool, and direct private beach access, perfect for island living with amenities and proximity to local attractions and dining. New Air Conditioning unit in 2024. All information should be independently verified by buyers and buyers agents.
Listing is courtesy of: MIKE NORMAN REALTY INC. (941-778-6696)
Listing Agent: Rochelle Bowers (941-920-4533)
6006 GULF DR #207, HOLMES BEACH, FL 34217
$815,0003 Days on yellowkey MLS ID: TB8502022
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1154 Built: 1980Monthly Fee: $1,690 Tax: $11,060 (2025)Community: Playa EncantadaCondo
Taxes:$11,060
Remarks: THIS is the ultimate beachfront "Turn-Key" Investment where shorter-term rentals are permitted. Skip the furniture trucks and design stress and start enjoying a fully furnished vacation home that pays you when you're not using it! Located in the heart of one of the world’s top beaches, Anna Maria Island, this spacious and open concept features a 2-bedroom, 2-bathroom slice of paradise has a flexible 2 week rental policy with a proven track record. This unit is ready for your first sunset or your first rental guest the moment you close. With a "secret" beach access, you are steps away from the sugar-white sands of the Gulf. Enjoy what feels like a private beach experience with exclusive access points sets the mood for intimate sunsets front and center as this building only has 38 units on the beachside. Unlike many island properties, this unit has undergone a complete structural, foundation and reserve milestones so you can relax stress free. From the sparkling heated pool and spa to the tennis courts/pickleball, shuffleboard, elevator and lush tropical grounds, the entire complex radiates a "newly opened" resort energy. Bright and airy with ceramic tile throughout (perfect for sandy toes), plenty of closet space, two skylights for natural Florida sunshine along with being an end unit allowing more natural light, and a private lanai with entries from both the living room and primary suite to take in sunsets. The convenience of having underground assigned parking, a private storage locker for your beach gear, and an in-unit washer/dryer make living here feel like home! With the Hop on the free Island Trolley right outside to explore Pine Avenue's boutiques or walk to the nearby Holmes Beach Plaza, you’ll never run out of things to do whether you live on vacation or are actually on vacation. Invest in a property that works as hard as you do. Between the scarcity of beachfront units and the booming rental market on Anna Maria Island, Unit 207 is the smartest…and most beautiful…move you’ll make this year. Pack your swimsuit and leave the rest to us. Schedule your showing today!
Listing is courtesy of: NEXTHOME GULF COAST (727-282-5151)
Listing Agent: Joshua Neitz (813-546-6557)
600 MANATEE AVE #116, HOLMES BEACH, FL 34217
$499,90041 Days on yellowkey MLS ID: A4683381
REDUCED by $39,100 (7.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1179 Built: 1977 Tax: $2,241 (2025)Community: Westbay Cove ICondo
Taxes:$2,241
Remarks: 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!
Listing is courtesy of: BOYD REALTY (941-750-8844)
Listing Agent: Brenda Boyd May (941-730-8589)
4307 GULF DR #103, HOLMES BEACH, FL 34217
$535,00022 Days on yellowkey MLS ID: TB8495217
0 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1027 Built: 1974Monthly Fee: $1,241 Tax: $7,528 (2026)Community: Cayman Cay VillasCondo
Taxes:$7,528
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Turnkey, income-producing boutique beach condo just steps to the sand. Fully furnished and rental ready, this unit has an established revenue history compliant with Holmes Beach's 7-day minimum rental policy, making it the perfect blend of personal use and strong short-term rental potential. Completely renovated with updated electrical, plumbing, modern finishes, and impact-resistant windows, doors, and sliders. The building also remained completely dry during recent storms- an increasingly important factor on the island. Unbeatable location with a 1-minute stroll to the beach, grocery, restaurants, and the town center. Community features include a heated pool with new outdoor furniture, additional storage for bikes and beach chairs, plus pet friendly flexibility. Assigned covered parking, a large private storage closet, and an association benefit that is all inclusive of your utilities, insurance, reserve fund, and building maintenance add even more convenience and value, making this the true path to living on island time.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Justin Vitalo (904-347-8102)
6300 FLOTILLA DR #81, HOLMES BEACH, FL 34217
$450,000122 Days on yellowkey MLS ID: A4676409
REDUCED by $15,000 (3.2%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1151 Built: 1973Monthly Fee: $833 Tax: $5,786 (2024)Community: Shell PointCondo
Taxes:$5,786
Remarks: One or more photo(s) has been virtually staged. Welcome to Shell Point, a lovely waterfront community in the heart of Holmes Beach. If extra space is what you need this unit has it with the back lanai that is all remodeled part of the air conditioned space. This lovely updated condo is conveniently located near the Holmes Beach Boat ramp, tennis courts, basketball courts , dog park, and all within a short stroll to shopping, fabulous dining and of course the beautiful beaches of Anna Maria Island. This lovely 2 bedroom 2 bath unit has been wonderfully updated with beautiful wood grain tile floors, all new appliances, trim, doors, kitchen cabinets, bathroom cabinets, lights, and ceiling fans. It also boasts new window treatments, and hurricane windows and doors as well. This little "gem" of an island retreat, has extra interior space (extra square feet) with the bonus area that is located off of the living room. This air conditioned interior space has beautiful natural light just pouring in all morning and offers a back door to access the community pool and courtyard which has walking paths. A perfect space that can be used as an office space, reading space, entertainment space , or just a nice gathering space to rest and sip on your morning coffee. This unit is all brand new and just waiting for you to start making it your new island retreat.
Listing Agent: Michelle Laade (941-737-9662)
3701 5TH AVE #1, HOLMES BEACH, FL 34217
$669,00035 Days on yellowkey MLS ID: A4686018
REDUCED by $26,000 (3.7%) on 04/28/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1430 Built: 1982 Tax: $3,272 (2025)Community: Gulf View TwnhsSpa: NoCondo
Taxes:$3,272
Remarks: Gulf View Town Houses Condominium is one of a few select small association properties nestled just south of Manatee Public Beach. Just far enough away for a quiet beach day and just close enough to be an attractive location for vacation renters. A convenient grocery store and shopping district are just 1/8 mile east of this Holmes Beach condominium, making errands a breeze. The Association has been diligent and timely with their maintenance and repairs of the building and common elements, which are in tip top shape. Beach access is a short 150-yard walk west, offering the public beach restaurant and tiki bar just a short stroll north. This is one of the premier weekly rental locations in Holmes Beach and Anna Maria Island as a whole. Unit #1 has two designated parking spaces, a small first floor storage shed, and is one of just four units in this intimate single building condominium complex with heated pool on a spacious corner lot. West facing, with tons of light, this spacious two story 2 bed 2.5 bath condominium is the ultimate in hassle free island living for both owners and renters. On the first floor you will find tile floors throughout an open floor plan with an all-wood cabinet galley kitchen with induction cook top/range and hood, nice breakfast nook, and large living room with ½ bath. The kitchen also features full matching stainless GE Profile line appliances in great shape. A 5x12 ft balcony just off the living room is perfect for sunset viewing and windows and doors are hurricane rated and have been replaced in the past few years. Upstairs find the Primary en-suite bedroom with private west facing balcony and full tile bath with whirlpool tub and separate shower. The guest bedroom is also roomy with private full tile shower bathroom. The laundry room with washer and dryer are also found on the second floor. Definitely schedule a showing to take a closer look! Thanks *A FEW PHOTOS ARE VIRTUALLY STAGED*
Listing is courtesy of: ANNA MARIA ISLAND REAL ESTATE CORPORATION (941-504-7821)
Listing Agent: Bill Romberger (941-504-7821)
6606 HOLMES BLVD #3, HOLMES BEACH, FL 34217
$869,000445 Days on yellowkey MLS ID: A4639824
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 910 Built: 1971 Tax: $8,412 (2024)Community: The Blue LagoonCondo
Taxes:$8,412
Remarks: Beautifully renovated two-bedroom, two-bathroom condo short distance to the beach. Everything in the condo is brand new, from the furnishings and kitchen appliances to the decorations on the walls. Kitchen with updated cabinets with soft close and solid granite countertops. Island with plenty of seating for entertaining. Sold as is with all brand new high-end furniture, flat-screen TVs with roku for unlimited entertainment options. It's ready for you to pack your bags and move in, or you can start renting it out and begin making money right away. This condo features a lovely semi-private courtyard that is perfect for entertaining guests at a dinner party or relaxing with a coffee in the morning. There is also a shared pool with a rock waterfall and plenty of space to lay out and soak up the sun. The property is currently a vacation rental with a proven rental history. The landscaping has been cleaned up and is ready for any personal touches you would like to add. The photos in MLS are from before the storms and do not reflect the changes that have been made. Furnishings, appliances, etc. have been replaced and are brand new. Due to property bookings the photos will be scheduled at a later date *** Price adjustment*** Major price drop recently made ** Buyers are motivated to sell** Bring your buyers on over and make an offer ***
Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)
Listing Agent: Jennifer Chatt (941-465-0045)
6500 FLOTILLA DR #187, HOLMES BEACH, FL 34217
$599,000212 Days on yellowkey MLS ID: TB8433169
REDUCED by $10,000 (1.6%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1377 Built: 1978Monthly Fee: $713 Tax: $8,086 (2024)Community: Westbay Point & Moorings IiCondo
Taxes:$8,086
Remarks: *All new stainless-steel appliances have been since installed* Welcome to Island living at its finest! This fully furnished beautiful 2-bed, 2-bath second-floor condo at Westbay Point & Moorings offers a rare combination of stunning water views and peace of mind. Perched on the highest point of Anna Maria Island, this home has been protected from any past flooding - a unique advantage that sets it apart. Step inside and you’ll find tasteful updates throughout, complemented by a new roof, AC unit, and hurricane grade windows for worry-free ownership. The light-filled living spaces flow seamlessly to a breathtaking view where you’ll enjoy morning coffee, watch dolphins play, and take in vibrant sunrises over the bay. Life here is about more than a home - it’s about the Florida dream lifestyle. Launch your vessel from the community dock, lounge at the heated pool, or stroll and bike to local shops, restaurants, and Anna Maria’s world-famous beaches. Whether you’re seeking a personal retreat or a smart investment property, this condo delivers. With flexible rental opportunities in one of Florida’s most desirable beach destinations, you can enjoy the island lifestyle while benefiting from strong vacation rental demand. Don’t miss your chance to own a piece of paradise on Anna Maria Island!
101 66TH ST #6, HOLMES BEACH, FL 34217
$775,00073 Days on yellowkey MLS ID: A4682831
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 939 Built: 2009 Tax: $8,795 (2024)Community: Mainsail Beach InnSpa: YesCondo
Taxes:$8,795
Remarks: Back on the Market - Truly a remarkable property, designed in the style of a charming New England Coastal Inn, this intimate 12-unit, three-story beachfront retreat blends timeless character with modern convenience. An elegant staircase and elevator provide access to Unit #6, ideally positioned on the second floor. This spacious 2-bedroom, 2.5-bath residence features beautiful original wood flooring and crown molding throughout. There are not one—but two—private balconies offering pool views, sweeping Gulf vistas, and unforgettable Sunset skies. One balcony extends from the living room, while the second is accessed from the primary suite, creating the perfect setting for morning coffee or evening relaxation. Enjoy a good book or a glass of wine while listening to the Gulf waves breaking across the sand. Inside, you’ll find built-in closets, an in-unit washer and dryer, and a layout designed for comfort and functionality. The Mainsail Inn operates as a condo-hotel, allowing owners up to 120 days of personal use a year while the professional on-site management team actively rents the unit the remainder of the time. With its prime location directly on the sugar-sand beaches of Anna Maria Island, occupancy levels are typically strong—making this not just a beachfront getaway, but a smart income-producing asset. Even better, ownership means enjoying four months each year in your own beachfront retreat without paying nightly rental rates—while rental revenue often offsets the operating expenses. Offered turnkey, this unit includes everything—furnishings, décor, beach equipment, kayaks, paddleboards, and more. Simply bring your swimsuit and start enjoying beachfront living at its finest. This is the kind of property that checks every box: lifestyle, location, and long-term value.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Ed Taaffe (636-346-6165)
5200 GULF DR #302, HOLMES BEACH, FL 34217
$749,000110 Days on yellowkey MLS ID: A4677566
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 832 Built: 1970Monthly Fee: $1,297 Tax: $4,263 (2024)Community: Martinique Apts SouthSpa: NoCondo
Taxes:$4,263
Remarks: GULF FRONT - Spacious and Beautifully Maintained and Renovated 1 Bedroom/1 Bath Condo in the Heart of Holmes Beach. Breathtaking Gulf Views to behold from every room. The kitchen, windows and sliding doors have been updated and the AC was replaced in 2025. This unit features a covered, open balcony allowing for your own Private Outdoor Space while relishing in the balmy Gulf breezes. Commodious Open living/dining area is painted in calm, neutral colors and ceramic tile flows throughout. The bedroom features full gulf views, a large walk-in closet and ensuite bath with separate vanity area and combination tub/shower. The updated kitchen provides plentiful and aesthetic cabinetry, a closet pantry, newer appliances, desk area and Washer and Dryer. Martinique South offers a Gulf side pool, tennis/pickle ball courts, an elevator, secure entrance, large Community living space with full Gulf Views, a complete kitchen, bathrooms, and outdoor covered patio. The Community Room is ideal for parties and large gatherings. Pride of ownership shines in this community where friends are neighbors and neighbors are friends. This lovely unit is offered turn-key furnished, with room for your personal touches as well as a carport and storage room. Located within walking distance of Holmes Beach amenities. Magnificent sunsets, strolls along the white sand beach, passing dolphins, the cry of the seabirds and the comforting sound of the surf await...
Listing Agent: Adele Holland (941-587-6328)
3100 GULF DR #2, HOLMES BEACH, FL 34217
$649,00031 Days on yellowkey MLS ID: TB8492057
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 884 Built: 1982 Tax: $2,969 (2025)Community: Island In The SunCondo
Taxes:$2,969
Remarks: Currently available for showings until May 3rd. Welcome to your income-producing slice of paradise in Holmes Beach! This 2-bedroom, 2-bathroom condo is perfectly positioned as a vacation rental, offering strong income potential in one of Florida’s most desirable beach destinations. Designed with both guests and owners in mind, the main living area is located on the first level and features an open-concept layout ideal for entertaining and relaxing after a day at the beach. The seamless flow between the living room, dining area, and kitchen creates an inviting space that renters love. A full bathroom on the main floor adds extra convenience for guests. Upstairs, two bedrooms and a full bathroom provide a private retreat, making the layout ideal for vacationers or families. The separation of living and sleeping spaces enhances guest experience—helping drive strong reviews and repeat bookings. Located just moments from the Gulf beaches, guests can easily enjoy the sand, clear waters, and unforgettable sunsets. Close proximity to local dining, shopping, and island attractions makes this property highly desirable year-round. NEW ROOF (2024), LVP FLOORING (2022), INTERIOR PAINT (2025), FRIDGE/DW/RANGE (2025), POOL REFINISH (2026)
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Jennifer Young (301-675-4601)
6005 GULF DR #219, HOLMES BEACH, FL 34217
$700,00014 Days on yellowkey MLS ID: A4689996
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1011 Built: 1980 Tax: $7,704 (2025)Community: Playa EncantadaSpa: YesCondo
Taxes:$7,704
Remarks: Enjoy coastal living at Playa Encantada on Anna Maria Island, where short-term rentals are permitted! This beautifully maintained second-floor condo features 2 bedrooms and 2 bathrooms and comes fully furnished, making it truly move-in ready. Located in one of the island’s most sought-after beachfront communities, residents enjoy a wide range of amenities including private beach access, a heated swimming pool, spa, tennis and pickleball courts, shuffleboard, elevator access, covered parking, and convenient beach entry just across the street. The unit offers desirable southern exposure with views overlooking the tennis courts. Inside, you’ll find a beautifully remodeled kitchen with elegant quartz countertops, stainless steel appliances, including a spacious double oven and an open-concept layout ideal for entertaining. The primary suite features a generous walk-in closet and a beautifully updated bathroom with a walk-in shower. Crown molding and tile flooring throughout add a refined touch. Additional highlights include an in-unit washer and dryer, a tankless water heater, stainless appliances installed in 2023 and an A/C system installed in 2021. Step out onto the large covered lanai to enjoy Florida’s lush scenery and stunning skies. A private owner’s storage room along with a dedicated parking spot is also included on the ground level. With a two-week minimum rental policy, this property offers excellent potential as an income-producing investment or a relaxing second home. Experience the best of the Florida lifestyle, including convenient private beach access with limited public entry nearby for added privacy. The condo is ideally located near a trolley stop, offering free and easy transportation to nearby restaurants and shops. Call for your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Hannah Hillyard (941-744-7358)
215 67TH ST #6, HOLMES BEACH, FL 34217
$935,00029 Days on yellowkey MLS ID: A4688457
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1038 Built: 1971 Tax: $3,001 (2025)Community: The Blue LagoonCondo
Taxes:$3,001
Remarks: Stunning Coastal Retreat – Blue Lagoon, North Holmes Beach Experience the ultimate Anna Maria Island lifestyle in this beautifully renovated 2BD/2BA ground-floor condo located in the charming Blue Lagoon community of only six residences. Just a short stroll from the powdery white sands and turquoise waters of the Gulf, this exceptional property offers the perfect blend of luxury, comfort, and island charm. This residence has been completely renovated from top to bottom, creating a stylish, move in ready coastal retreat. The open concept layout features quartz countertops, crown molding, high ceilings, luxury vinyl plank flooring throughout, stainless steel appliances, updated lighting and fixtures, fresh interior paint, and tasteful furnishings and décor designed to complement the relaxed island vibe. Step outside and enjoy one of the most inviting resort style pools on Anna Maria Island, complete with a stunning lagoon design, a dramatic 10ft waterfall, and a shaded tiki hut. Perfect for relaxing afternoons or gathering with friends and family. The only unit with a private lanai offers a tranquil spot for morning coffee, remote work, or evening cocktails after a day at the beach. Whether you're searching for a full-time island residence, luxurious second home, or high-demand investment property, this opportunity truly stands out. Weekly rentals are allowed and the complex is pet friendly, making it ideal for both personal enjoyment and rental potential. Live the island dream at Blue Lagoon where beach days, sunsets, and the best of Anna Maria Island are just steps away.
Listing Agent: Andrea Miller (860-541-1050)
6400 FLOTILLA DR #15, HOLMES BEACH, FL 34217
$629,000178 Days on yellowkey MLS ID: TB8439383
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1177 Built: 1978 Tax: $2,337 (2024)Community: Westbay Point & MooringsCondo
Taxes:$2,337
Remarks: Condo on Anna Maria Island, FULLY FURNISHED 2 bed 2 bath, perfectly situated within 1 MILE OF THE BEACH. HIGH AND DRY! Enjoy the breezy GLASSED IN FLORIDA ROOM overlooking the pool or close the sliding glass windows to enjoy the view with air conditioning. Front entrance opens into the shady SCREENED-IN LANAI, LAUNDRY CLOSET is to the left with stackable WASHER/DRYER. Convenient STORAGE CLOSET/WORKSHOP to the right. Original parquet flooring in the foyer. Kitchen has a large pass through opening to the dinning room. Home provides a spacious dwelling area with living/dinning room combo. RECENT UPDATES: ROOF, HVAC, WATER HEATER, and CARPET. Remote controlled ELECTRONIC HURRICANE SHUTTERS for extra protection. Community 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. MAINTENANCE FREE LIVING: CONDO FEE INCLUDES: cable tv, high-speed internet, water, sewer, trash, ground maintenance, exterior maintenance, master insurance, pool, spa and more. Just a 2-minute 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. Enjoy a cozy atmosphere with local bike shop, restaurants, shopping options, and multiple access points to the beach.
Listing is courtesy of: SANTANA AND COMPANY REAL ESTATE (941-226-9664)
Listing Agent: Ruth Santana (941-226-9664)
4307 GULF DR #109, HOLMES BEACH, FL 34217
$469,000132 Days on yellowkey MLS ID: A4675685
3 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1974Monthly Fee: $1,242 Tax: $2,866 (2025)Community: Cayman Cay VillasCondo
Taxes:$2,866
Remarks: Under contract-accepting backup offers. Steps from the Gulf and newly approved WEEKLY rental policy! Experience the best of Anna Maria Island in this charming, ground-level 2-bedroom, 2-bathroom condo located in a premier Holmes Beach community. This residence perfectly balances modern upgrades with the relaxed, "Old Florida" charm that makes this island world-famous. THE INTERIOR: The heart of this home is the newly remodeled kitchen, featuring crisp quartz countertops, contemporary cabinetry, high-end hardware, and a deep farm sink. Sold fully turnkey, the transition to your new beach life is seamless. OUTDOOR LIVING & PRIVACY: Relax and enjoy your morning coffee on your covered, screened-in lanai which overlooks the sparkling community pool or step out for effortless access to the heated swimming pool for a midday dip! For ultimate seclusion, the primary suite features a rare, private open-air patio. Complete with a private outdoor shower, it is a serene sanctuary perfect for sunbathing or getting lost in a good book COMMUNITY & LOCATION: Located directly across the street from the sugary sands of the Gulf of Mexico, this complex offers a true resort feel with a heated pool, BBQ grilling area, and shuffleboard courts. Whether you’re looking for a permanent residence, a seasonal getaway, or an investment, the flexible rental policy - WEEKLY RENTALS ALLOWED - offers great potential. HIGHLITES: • Prime Location: Easy walk to shopping, dining, and island entertainment, with quick access off-island. • Pet-Friendly: Owners are welcome to bring their pets! • Maintenance-Free: Ground-level entry with no stairs to navigate. ADDITIONAL OFFERINGS: covered parking, LG storage closet, small enclosed area off of BD #2 for office space or additional storage. Don't miss this opportunity to own a piece of paradise where the beach is your backyard and every day feels like a vacation!
Listing Agent: Lindsey Strickland (941-737-3491)
4255 GULF DR #116, HOLMES BEACH, FL 34217
$599,000302 Days on yellowkey MLS ID: A4657522
REDUCED by $900 (0.2%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1430 Built: 1981Monthly Fee: $1,040 Tax: $2,906 (2025)Community: Island VillageSpa: NoCondo
Taxes:$2,906
Remarks: One or more photo(s) has been virtually staged. NEW ROOF! Welcome to this freshly remodeled, elevated 2-bedroom, 2-bathroom end-unit condo with a flex room at Island Village in Holmes Beach. Perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy condo has been thoughtfully updated, featuring a clean, modern aesthetic. It includes two dedicated parking spaces under building and includes a storage room. The interior has been freshly painted and new tile floors installed in the kitchen and flex room. One of the standout upgrades is the enclosed flex room, now fully under air with the recent extension of the A/C system. This versatile bonus room serves as a wonderful flex space, featuring a large closet and offering endless possibilities for use. Use it as a bright and inviting sunroom filled with natural light, a comfortable home office that inspires productivity, or a cozy retreat that effortlessly adapts to your lifestyle needs. This sun-filled retreat is enhanced with sliding glass doors and Phifer weave sunscreen shades, offering views of the lush, park-like surroundings. The kitchen is designed with both style and functionality in mind, featuring durable Corian countertops, a breakfast bar, a Whirlpool full-size stainless-steel refrigerator and freezer, and custom Kitchen Craftmade Cabinetry. The primary bedroom includes sliding glass doors that open to the air-conditioned flex room, a large walk-in closet, and an en-suite bathroom with a walk-in shower. The second bedroom offers another ensuite bath, making it ideal for guests or family members. A dedicated laundry room with a full-size washer and dryer adds everyday convenience. Recent updates include a NEW ROOF in 2025, an upgraded electric meter in 2024, and refreshed exterior paint completed in 2021. The condo also includes an osmosis water filtration system. This condo is part of Island Village, a well-maintained, maintenance-free community where the HOA covers cable TV, internet, water, sewer, trash, insurance, and upkeep of the grounds, exterior, community pools, and tennis courts. Residents enjoy access to two heated pools and two tennis/pickleball courts, offering ample recreational opportunities year-round, and owners are permitted to rent their condo up to three times yearly, with a minimum rental period of one month. Located only two blocks to direct beach access, this condo is ideally positioned within easy access to over 20 public beach access points, 12 parks, popular restaurants, and local shops. Don’t miss this rare opportunity to own a beautifully updated condo in one of Anna Maria Island’s most desirable communities. Schedule your tour today and experience the relaxed, tropical lifestyle of Island Village. Be sure and check out the 3D walkthrough and floor plan for this lovely condo in Island Village.
5200 GULF DR #408, HOLMES BEACH, FL 34217
$1,099,00099 Days on yellowkey MLS ID: A4678254
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1421 Built: 1970 Tax: $10,451 (2024)Community: Martinique Apts SouthCondo
Taxes:$10,451
Remarks: Enjoy the stunning sunset views from your own Gulf-front condo on Anna Maria Island. This 3BR/3BA private end unit, with water views from every room, includes an oversize 2-car garage, and is one of the best priced on the island! Live the island lifestyle from this light-filled residence that is only steps to the beach. Ideal as a full-time home, winter retreat, or rental opportunity, it features hurricane-impact windows and shutters, secure building entry, and elevator access. The 3rd bedroom would be the perfect office space to work from! Community amenities include Gulf-front pool, covered seating area overlooking the Gulf, pickleball court, and Gulf-front community room for owner gatherings. Large private storage room for bikes and beach gear. New AC 2025. Located in the heart of Anna Maria Island with restaurants, shops, and a fitness center just blocks away. The free Trolley stops right outside your door to take you to the rest of Anna Maria Island. Recent building restoration completed including new roof, carports, garages and passed all Milestone Inspection and Structural Integrity Reserve Study standards. Turnkey furnished with some exclusions.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Noranne Hutcheson (941-932-0738)
4200 GULF DR #104, HOLMES BEACH, FL 34217
$925,000351 Days on yellowkey MLS ID: A4652510
REDUCED by $40,000 (4.1%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1008 Built: 1979 Tax: $8,511 (2024)Community: GulfsandsSpa: NoCondo
Taxes:$8,511
Remarks: Enter into luxury coastal living with this beautifully remodeled two-bedroom, two-bath beachfront condominium at sought-after Gulf Sands on Anna Maria Island. Directly on the Gulf of Mexico, this rare Gulf-front unit offers sweeping, unobstructed views of the beach and sunsets from your private balcony. Recently upgraded with a high-end remodel, the condominium features modern coastal furnishings, a gourmet kitchen with stone countertops and stainless steel appliances, spa-inspired baths and elegant flooring throughout. Sold fully furnished, it’s move-in ready. Enjoy the heated beachfront pool, private beach access, and convenience of an elevator and assigned parking. Gulf Sands is a low-density, well-maintained complex ideal for full-time living, a second home or investment property. Live the island lifestyle—near the sand, dining, shops and everything Anna Maria Island has to offer.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Laurie Mock (941-232-3665)
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