Location: Holmes Beach , 34217
Do Not Show Listings
402 71ST ST, HOLMES BEACH, FL 34217
$1,395,000406 Days on yellowkey MLS ID: A4645179
5 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2183 Built: 1965 Tax: $14,131 (2024)Community: Bay Palms AddSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,131
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. INCENTIVE****** Seller to replace roof prior to closing!!!! Welcome to Your Dream Vacation Getaway Surrounded by world-class beaches, fantastic restaurants, and charming shops, this TURN-KEY FURNISHED 4-bedroom, 3-bathroom pool home is perfectly situated in the heart of Anna Maria Island. It is just 3 blocks from the beach! A proven income property with exceptional reviews and bookings in place, this home offers both a serene retreat and a smart investment. Nestled on a spacious corner lot with lush native landscaping and swaying palms, the home features wide covered porches that overlook an outdoor oasis. Step into your private paradise with a sparkling lagoon-style pool and spa. Surrounded by tropical greenery, the built-in spa with water jets, thatched umbrella, and natural stone-tiled deck create a resort-like ambiance. A fun Tiki bar, outdoor shower, and ample lounge space add to the perfect setting for entertaining or relaxing after a day at the beach. Outdoor living continues with a covered porch and shaded dining area, ideal for morning coffee or evening cocktails. Inside, the home boasts a completely remodeled, open-concept living area and a large eat-in kitchen, perfect for gathering with family and friends. The split floor plan includes four private bedrooms and two spacious bathrooms on the main floor. Upstairs, a generous loft offers a third bathroom, a fifth bonus bedroom with a queen bed, and a cozy reading nook. An attached 1-car garage provides convenient storage for all your beach gear and golf cart. Don’t miss your chance to own this tropical retreat. Book your private showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Dee Munn (407-346-4422)
6005 GULF DR #219, HOLMES BEACH, FL 34217
$739,90094 Days on yellowkey MLS ID: A4679762
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1011 Built: 1980 Tax: $7,704 (2025)Community: Playa EncantadaCondo
Taxes:$7,704
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: New Price Adjustment! Enjoy Coastal Living on Anna Maria Island ! This 2 bedroom, 2 bath, 2nd floor, turnkey furnished condo is located in one of the best & most sought after complexes on the Island. Heated swimming pool, spa, pickleball/tennis courts, shuffleboard court, building elevator & beach are just a few of the condo amenities. The condo overlooks the tennis courts with updated stylish kitchen, quartz countertop, stainless appliances & an open/airy floor plan. Large lanai, crown molding throughout & all tile floors accent this gorgeous condo. Washer & dryer are located inside the unit, plus there is an owner's storage room on the ground level. Kitchen appliances & A/C system new in 2021. Just walk across the street to enjoy the white sandy beach & blue green waters of the Gulf of Mexico. Enjoy living the Florida lifestyle!
Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)
Listing Agent: Thomas Nelson (941-448-4465)
213 71ST ST #A&B, HOLMES BEACH, FL 34217
$1,545,000123 Days on yellowkey MLS ID: A4675569
1 Days Off yellowkey (back on 4/5/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1716 Built: 1987 Tax: $14,295 (2024)Community: West Wind ShoresApartment
Taxes:$14,295
Remarks: Under contract-accepting backup offers. Turnkey Coastal Duplex | 5-Star Short Term Rental | Proven Rental Income | Short stroll to the Beach. Rarely does a property this well-positioned come to market. This elevated, fully furnished duplex in the heart of Holmes Beach is an established, high-performing short-term rental with a 5-star Airbnb rating and verified income history available upon request. Two private residences, each offering 2 bedrooms, 2 bathrooms, private entrances, and open-concept living with coastal finishes, create a truly flexible investment opportunity. Ideal for maximizing rental income, offsetting ownership costs by occupying one unit, or enjoying as a vacation home that performs. Just a two-minute walk to the beach, this property benefits from strong and consistent guest demand. Year-to-date rental performance reflects this demand, with approximately $50,000 in gross bookings through March 2026, demonstrating strong early-year performance and consistent booking momentum; detailed financials available upon request. Covered parking and generous storage beneath the elevated structure add convenience for both guests and owners. A conceptual rendering for a pool and outdoor lounge is attached, offering clear upside potential, subject to permitting and buyer verification. Proven income, 5-star reputation, premier location, and weekly rental zoning make this a compelling investment opportunity.
Listing is courtesy of: AMI REAL ESTATE INC (941-447-9663)
Listing Agent: Debbie Hynds (941-447-9658)
205 HAVERKOS CT, HOLMES BEACH, FL 34217
$1,525,00064 Days on yellowkey MLS ID: A4683517
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1975 Tax: $12,097 (2024)Community: Haverkos CourtSingle Family
Taxes:$12,097
Remarks: Welcome to your slice of paradise on beautiful Anna Maria Island! This 3-bedroom, 2-bath island retreat is ideally located just 2.5 blocks from the sugar-sand beaches of the Gulf of Mexico, offering the ultimate coastal lifestyle in one of Florida’s most sought-after destinations. Designed for relaxation and entertaining, the home features an amazing ground-level pool with spa — your own private tropical oasis perfect for soaking up the Florida sunshine or unwinding after a day at the beach. The spacious layout comfortably accommodates family and guests, making every stay feel like a vacation. Enjoy being within walking distance to all that Anna Maria has to offer — charming local shops, great dining, grocery options, and more. Leave the car behind and embrace the true island lifestyle. In addition to being a wonderful personal getaway or primary residence, this property is a great rental home with strong appeal to vacationers seeking location, comfort, and exceptional outdoor living. Its proximity to the beach, walkability, and desirable pool/spa amenities make it highly attractive for short-term rental opportunities. Whether you're looking for an island escape, investment property, or both — this home delivers the very best of Anna Maria Island. Come live your Anna Maria Life!
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
7000 GULF DR #115, HOLMES BEACH, FL 34217
$1,395,00094 Days on yellowkey MLS ID: A4679118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1978Monthly Fee: $1,150 Tax: $11,730 (2024)Community: Tiffany PlaceCondo
Taxes:$11,730
Remarks: Imagine waking up to views of sugar sand beaches and the turquoise waters of the Gulf. Imagine no longer as you can enjoy this beachfront lifestyle from this 2 bedroom, 2 bath condo in the Beachfront Condominium complex, Tiffany Place. From the moment you enter the unit you will realize its many upgrades: the polished porcelain tile in the foyer and kitchen, the engineered hardwood flooring throughout the remainder of the unit, the plantation shutters, new kitchen cabinets, Jenn Aire Range, stainless steel appliances, remodeled bathrooms and custom cabinets in the primary bedroom. In 2022 a new air conditioner and electric panel were installed and a new hot water heater in 2025. In 2023, all the windows were replaced with Hurricane Impact proof windows, which prevented any damage from the two 2024 hurricanes and provided a discount in insurance and lowered AC costs significantly. As the condo is in the north wing of the complex, you can enjoy the morning sun while drinking your coffee on the balcony and comfortable shade for your afternoon tea or cocktails. The unit has 2 additional storage closets. Tiffany Place is close to the free Island Trolley which can take you to the many unique shops and restaurants on the island and the Library. Or stay put and just enjoy the beachfront living from your new home. .
Listing is courtesy of: A PARADISE INC REALTOR (941-778-4800)
Listing Agent: Helen Ross (941-524-8214)
101 73RD ST #2, HOLMES BEACH, FL 34217
$700,000175 Days on yellowkey MLS ID: A4669721
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 810 Built: 1980 Tax: $3,478 (2025)Community: Princess Martha AptsCondo
Taxes:$3,478
Remarks: One or more photo(s) has been virtually staged. This is your golden moment! Units 1, 2, 3 are all listed for sale and zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This renovated two-bedroom, two-bath unit has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of the Gulf of Mexico. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to call home use as a daily rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof was installed in 2025, and the air-conditioning unit in 2022. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Shellie Young, Pa (941-713-5458)
6500 FLOTILLA DR #126, HOLMES BEACH, FL 34217
$685,000104 Days on yellowkey MLS ID: A4678773
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1185 Built: 1978 Tax: $9,027 (2024)Community: Westbay Point & Moorings IiCondo
Taxes:$9,027
Remarks: Beautifully renovated FURNISHED SECOND FLOOR bayfront condominium offering expansive, unobstructed views of Anna Maria Sound in the highly desirable Westbay Point & Moorings community. Positioned to capture sweeping water vistas, this residence delivers the quintessential Florida waterfront lifestyle with sunrise and sunset views, gentle bay breezes, and panoramic scenery visible from nearly every room. The interior has been thoughtfully updated with wood-look tile flooring, two remodeled bathrooms and a guest bath featuring glass-enclosed shower doors. The bright, coastal-inspired kitchen showcases white cabinetry, quartz countertops, and stainless steel KitchenAid appliances, creating an open, airy space ideal for entertaining. Roof and air conditioning system were replaced in 2025 adding comfort and peace of mind. In 2020, the screened lanai was enclosed with HURRICANE IMPACT RATED WINDOWS, enhancing year-round living while maintaining stunning waterfront views. French doors lead directly to the primary suite, where tranquil bay views set the tone for relaxation. The elevated second floor vantage point that truly sets this home apart. Outdoors Westbay Point & Moorings offers resort-style amenities, including tennis and pickleball courts, a heated waterfront pool, a second pool with spa. The community is situated on a private peninsula with lush, park-like tropical landscaping and enjoys one of the highest elevations on Anna Maria Island, a notable advantage for coastal living. The Association is fully reserved, professionally managed with a long-term on-site manager, and the property includes established rental history, with multiple rentals already in place for 2026. The Holmes Beach dog park, skate park, basketball, tennis and pickleball, public boat launch, playground and community activities are just around the corner. The public library, many restaurants, art galleries and shops are very convenient to this location. The world famous sandy beaches of Anna Maria Island are a short drive, bike ride or stroll away. A rare opportunity to own a bayfront residence on Anna Maria Island combining luxury updates, resort amenities, and enduring rental appeal.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Linda Moore (941-737-3581)
6250 HOLMES BLVD #56, HOLMES BEACH, FL 34217
$849,90067 Days on yellowkey MLS ID: A4681823
REDUCED by $15,100 (1.7%) on 03/31/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1536 Built: 1992Monthly Fee: $855 Tax: $10,907 (2024)Community: North Beach Village IiiCondo
Taxes:$10,907
Remarks: BEACHY KEEN… Just steps from the pristine shores of Anna Maria Island, this exceptional townhome is ideal as a weekend escape, a seasonal retreat from Old Man Winter, or a smart investment while retirement plans are still taking shape. Whether you’re tired of renting, dreaming of a coastal getaway, or looking to diversify with Florida real estate, this property checks all the boxes. Inside, you’ll find an updated kitchen designed to delight the family chef, featuring newer stainless-steel appliances, rich granite countertops, and classic shaker cabinetry. Stunning Brazilian rosewood flooring flows throughout the open, inviting floor plan, complemented by a dedicated dining area perfect for relaxed gatherings. A conveniently located first-floor powder room offers added convenience for guests. The expansive lanai off the living area is ideal for outdoor entertaining and provides easy access to the community pool. Upstairs, two spacious ensuite bedrooms each feature a private bath and their own balcony—perfect for morning coffee or unwinding at the end of the day. A two-car garage offers ample space for vehicles and other island essentials. Located less than 500 yards from the Gulf, your new home away from home invites daily beach walks, refreshing coastal breezes, and spectacular sunsets. Enjoy the island’s charming shops, restaurants, and community amenities including tennis, pickleball, and a baseball field. Come for the weekend, stay for the season, or plan for the future—either way, you’ll be glad you made this move.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Richard Capps (941-920-7500)
101 73RD ST #3, HOLMES BEACH, FL 34217
$725,000175 Days on yellowkey MLS ID: A4669729
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1980 Tax: $3,151 (2025)Community: Princess Martha AptsCondo
Taxes:$3,151
Remarks: One or more photo(s) has been virtually staged. This is your golden moment. Units 1, 2, 3 are all listed for sale and zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This renovated two-bedroom, two-bath unit has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of the Gulf of Mexico. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to call home or to use as a weekly rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof and air-conditioning unit were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.
101 73RD ST #1, HOLMES BEACH, FL 34217
$675,000175 Days on yellowkey MLS ID: A4669608
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 1980 Tax: $3,402 (2025)Community: Princess Martha AptsCondo
Taxes:$3,402
Remarks: One or more photo(s) has been virtually staged. This is your golden moment! Units 1, 2, 3 are all listed for sale and zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This renovated one-bedroom, one-bath unit is a first-floor corner unit that has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of the Gulf. This is a rare opportunity as unique buildings like this are few and far between. It could be the ideal place to call home or as a daily rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof and air-conditioning unit were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.
303 58TH ST, HOLMES BEACH, FL 34217
$2,449,999140 Days on yellowkey MLS ID: A4674192
REDUCED by $50,001 (2.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2524 Built: 2006 Tax: $26,409 (2024)Community: Casa Bella Of Anna Maria IslandSingle Family
Taxes:$26,409
Remarks: AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW ROOF • 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.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marlen Ryan (941-799-1046)
624 DUNDEE LN, HOLMES BEACH, FL 34217
$2,295,000218 Days on yellowkey MLS ID: A4665745
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1799 Built: 1967 Tax: $21,626 (2024)Community: Key Royale 9Th AddSingle Family
Taxes:$21,626
Remarks: Welcome to Southern Exposure! One of the best things about coming to sunny Florida from the cold North is a home with Southern Exposure so you can bask in the sun by this amazing pool all day long! Tranquil, private waterfront sanctuary — 624 Dundee on Key Royale is an impeccably renovated residence offering modern-luxe living by the water. This refined 3-bedroom, 2-bath pool home blends effortless flow with elevated finishes throughout. Meticulous landscaping and elegant paved walkways welcome you, while thoughtful attention to detail is evident in every room. Outdoors, a perfectly scaled heated pool and generous sun terraces are complemented by covered lounge space for sophisticated alfresco living and dining. A fully equipped dock with a 10,000 lb lift invites effortless access to open water, fishing, kayaking, or paddleboarding amid abundant coastal wildlife. Entertain beautifully: a sleek, brand-new kitchen with island opens to the dining area and elongated living room, creating seamless indoor-outdoor flow. The primary suite sits poolside with a private ensuite—ideal for morning swims or coffee on the lanai with sunshine all day! Two additional bedrooms share a well-appointed bath and can easily convert to a chic home office or guest quarters. Perfectly positioned on the island, this home captures the quintessential Anna Maria lifestyle—relaxation, sunlit days, and waterfront adventures—ready to be enjoyed as an exquisite primary residence or a sophisticated addition to your investment portfolio.
505 75TH ST, HOLMES BEACH, FL 34217
$2,700,000223 Days on yellowkey MLS ID: A4665534
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3778 Built: 1985 Tax: $15,606 (2024)Community: Island HomesSingle Family
Taxes:$15,606
Remarks: Discover paradise at this stunning canal front retreat that includes 5 bedrooms and 3.5-bathrooms. Located in the heart of Holmes Beach just a short stroll to the Gulf Beaches, restaurants, shops and more! This renovated gem offers modern elegance situated on a serene canal with direct access to Tampa Bay, ideal for boat lovers! Step inside to an open-concept living space, featuring Brazilian walnut floors, fireplace and natural light that shines through the impact hurricane windows and doors. Enjoy the gourmet kitchen, complete with custom cabinetry, sleek stainless steel appliances, marble countertops and more! The master suite is conveniently located on the main level with a walk in closet and a fireplace. It is a private oasis, boasting a spa-inspired ensuite with dual vanities and a walk-in shower. Four additional bedrooms provide ample space for family, guests, or a home office/gym. Outside, your tropical haven awaits. Dive into the sparkling pool, relax on the expansive deck, or take your boat straight from your private dock to explore the open waters. With lush landscaping and breathtaking canal views, this backyard is perfect for sunset gatherings or quiet mornings with coffee in hand. Located just steps from the pristine beaches of Anna Maria Island, this home offers the ultimate Florida lifestyle. This home has been lovingly enjoyed and very well taken care of by the full time owners. Schedule your private tour today!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jason Sato (941-778-7200)
3607 E BAY DR #206, HOLMES BEACH, FL 34217
$439,90083 Days on yellowkey MLS ID: A4681634
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1996 Tax: $5,974 (2024)Community: Sandy Pointe IiCondo
Taxes:$5,974
Remarks: Better than ever and in beautiful condition, this top floor unit is priced below recent similar units for a quick sale. This 2BD/2BA home is furnished and ready to live in or rent immediately after purchase. All buildings feature brand-new roofs (2022–2023) following Hurricane Milton. The buildings also received new siding and paint. Community pool is also in very good condition. The private street serving the community has also been re-paved. With all of this work being done recently, no upcoming maintenance needs are expected. Step inside to a light and airy open floor plan with vaulted ceilings that are only available on top floor units. The updated kitchen offers granite countertops and a breakfast bar—perfect for entertaining. Interior laundry adds everyday convenience. This top floor unit has a screened lanai that overlooks the a 33-acre protected mangrove preserve and has nice bay views to the left that that are even more impressive in person. The spacious primary suite features a king bed, walk-in closet, and an ensuite bathroom. A comfortable guest bedroom accommodates twin beds, with a beautifully updated guest bath nearby. A heated community pool available for your enjoyment. Downstairs, enjoy 2-car tandem covered parking plus a custom storage room that swings wide open to become a mini-workshop with room for beach gear and island toys. Small pets are welcome. Sandy Pointe is one of the best locations on Anna Maria Island for easy on- and off-island access. You’re just 3 blocks to the sugar-sand beaches of the Gulf of Mexico, across from Publix, shops, and restaurants, with the free island trolley stopping right outside. Explore Holmes Beach, Bradenton Beach, and Anna Maria with ease. Weekly rentals are allowed, making this an excellent income-producing property when not in residence. Monthly condo fees include cable, internet, insurance, exterior and grounds maintenance, pool, water, sewer, trash, reserves, and management—offering truly effortless ownership.
Listing is courtesy of: BAY VISION REALTY INC (813-598-7744)
Listing Agent: Brad Hodge (941-724-7744)
405 28TH ST, HOLMES BEACH, FL 34217
$2,995,000258 Days on yellowkey MLS ID: TB8418360
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3748 Built: 1972 Tax: $27,499 (2024)Community: Sunrise Park RepSingle Family
Taxes:$27,499
Remarks: Price Reduction! This newly renovated waterfront home on Anna Maria Island features nearly 80 feet of prime canal frontage, providing breathtaking views from almost every room of the property. A private boat dock and lift make this residence a paradise for boating enthusiasts, while also being only steps away from the beach. Step inside to discover a spacious open-concept living room with vaulted ceilings and two large balconies. A modern kitchen outfitted with high-end appliances, ample storage, and chic finishes overlooks your private pool and spa. The master bedroom features access to the back patio leading to the pool plus walk-in closet. The spa-like master bathroom centers around your stand-alone tub and frameless glass shower with dual his and her vanities. Recent renovations include electrical, plumbing, and air conditioning systems, impact-rated windows, new exterior siding, plus a new seawall and a new metal roof. Schedule your showing today!
Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)
Listing Agent: Lawrence Vargas (813-505-4808)
424 62ND ST, HOLMES BEACH, FL 34217
$699,999397 Days on yellowkey MLS ID: A4645810
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1098 Built: 1974Monthly Fee: $100 Tax: $9,951 (2025)Community: Seaside Gardens RepSingle Family
Taxes:$9,951
Remarks: This beautifully restored, income producing property can be yours! Welcome to Island Delight on Anna Maria Island. Offered TURNKEY furnished with an active rental history and brand new roof, this property provides flexible options to enjoy paradise. Primely located just a few blocks from the turquoise waters and powdery sand of the Gulf, you can enjoy the the island's serene beauty whenever you wish. You'll love the private, heated, saltwater pool and spa as you walk through the gates of this charming home--adorned with beautiful pavers. Inside you'll find an inviting space with a large kitchen equipped with all new stainless steel appliances, kitchen cabinetry and fixtures. The granite countertops are a nice touch with bar seating at the peninsula. The bathroom is conveniently positioned between the two spacious bedrooms. The living space boasts an open concept to the spacious dining area, and an exterior door that leads out to your secluded and fenced deck area. The grand back yard space/deck is equipped with a sitting area, grilling space, outdoor shower and adorable shed for all your beach gear. The parking pad is large enough for two vehicles which makes parking on the island seamless! The community of Seaside Gardens has a low monthly HOA fee that includes water which makes owning a pool very cost effective. Even more, you have access to tennis courts, pickleball courts, shuffleboard, basketball court and a playground! With its unbeatable location and income potential, this property is an exceptional investment opportunity.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Jessica Uglik, Pllc (941-212-7098)
725 MANATEE AVE #725, HOLMES BEACH, FL 34217
$500,000184 Days on yellowkey MLS ID: A4665799
2 Days Off yellowkey (back on 3/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1977 Tax: $7,981 (2024)Community: Westbay Cove SouthCondo
Taxes:$7,981
Remarks: Under contract-accepting backup offers. There is so much value in the elevation of this property as it got no water in the hurricane and these three buildings are more elevated than most of the entire island. RENOVATED AND TURNKEY. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Anna Maria Sound, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises as you wake up to the beautiful rays filling your space every morning. Then there is the magnificent moon while casting its illuminating reflection upon Anna Maria Sound, all from this incredible place. This building sits on one of the highest points on the island and did not flood during previous storms. This makes it an Excellent investment. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under. This beautifully remodeled condo on the water is one of the few dog friendly communities. If all this wasn't enough the space you walk into is being sold Turnkey and looks as if a professional designer made all the decisions down to the smallest things. Now its all your ready to go just pack a suitcase and no need to do anything. Are you a bird watcher? If so you will love the birds you view all day as they fly close to you coming to and fro from nearby Robinson Preserve. One of the nicest things about this place is you don't get stuck during season in all the traffic on the island and its easy to get off to the main land without the long wait that the owners on the north end or south end have. Community has a kayak launch and pickleball as well as tennis and a large heated pool with views of the water. Community HOA fees are much lower than most due to the lack of damage as compared to other places on the island.
Listing is courtesy of: COASTAL KEY REALTY LLC (941-993-9380)
Listing Agent: Amy Jones (941-993-9380)
204 66TH ST, HOLMES BEACH, FL 34217
$2,750,000190 Days on yellowkey MLS ID: A4669141
0 Days Off yellowkey (back on 3/28/2026)
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 3472 Built: 2013 Tax: $46,263 (2025)Community: West Wind ShoresSingle Family
Taxes:$46,263
Remarks: Under contract-accepting backup offers. Paradise is Here! 6-Bedroom, 5-Bathroom Furnished, Turnkey Island Retreat in Holmes Beach Welcome to your dream beachside escape: This stunning 3-level single-family home is located just one block from the powdery sand beaches of the Gulf coast in highly sought-after Holmes Beach on Anna Maria Island. Weather you're Looking for a lucrative investment property or a private island oasis, this fully furnished, turnkey residence offers the best of both worlds. With 6 bedrooms and 5 bathrooms in total, there's plenty of room for everyone to spread out and enjoy the ultimate island lifestyle. This property boasts prime walkable access to the beach while maintaining a sense of privacy and tranquility. Highlighting each floor, the First Floor has a 2-car garage and a versatile bonus/game room with direct access to the pool and patio. The Second Floor features a Bright and airy open-concept kitchen, living and dining spaces, complete with a cozy dinette for casual meals. Three spacious bedrooms, two full bathrooms, and a convenient laundry room complete this level. The Third Floor provides a luxurious primary suite with a spa-like ensuite bathroom, two additional oversized bedrooms, and another 2 full bathrooms. The beautifully landscaped, fenced backyard is a true tropical paradise featuring a private pool and spa, along with outdoor dining and lounging areas perfect for relaxing or entertaining. Investors will appreciate the solid rental income potential while private buyers can immediately move in and embrace the laid-back Florida lifestyle. Don't miss this rare opportunity to own a slice of paradise on Anna Maria Island!
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: David Ahrens, Pllc (650-288-7661)
611 DUNDEE LN, HOLMES BEACH, FL 34217
$1,789,000147 Days on yellowkey MLS ID: A4673753
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1735 Built: 1970 Tax: $11,540 (2025)Community: Key Royale 9Th AddSingle Family
Taxes:$11,540
Remarks: Welcome to your beautifully renovated coastal retreat on Anna Maria Island, perfectly situated on a peaceful canal with direct access to Bimini Bay and the Intracoastal waterways with no bridges in your way. From the moment you arrive, the curb appeal sets the tone with fresh stucco, crisp new exterior paint, and a circular driveway that brings you to your private coastal oasis. Step inside to a bright, modern living space that showcases tile flooring throughout and a full interior transformation framed by crown molding. A spacious den/flex room expands the home’s versatility, offering the perfect spot for a cozy lounge, guest space, office, or anything your lifestyle calls for. The heart of the home is the chef’s kitchen, thoughtfully redesigned with custom cabinetry, upgraded quartz countertops, and all new high-end appliances including a top-of-the-line Wolf dual fuel range with a custom hood. The layout flows effortlessly for entertaining or everyday living, giving the space an elevated yet welcoming feel. The primary bedroom features a beautifully designed ensuite bathroom with a seamless glass shower, coastal-inspired tilework, and a custom-built walk-in closet. The second bedroom offers plenty of space and sits conveniently near the guest bathroom, which showcases the same elevated coastal finishes found in the primary suite. Just off the main living area, the indoor laundry room adds convenience with a brand new Speed Queen washer and dryer. Make your way to the backyard to take in the true essence of canal-front living. A brand new in-ground heated saltwater pool and spa creates a private resort-style oasis, surrounded by serene water views that invite you to unwind or entertain in style. Enjoy a boat dock with a 10,000 pound lift and direct access to open water for effortless boating adventures. Recent improvements include a new Trane HVAC system and a one-year-old Rinnai tankless water heater for added efficiency and comfort. The home also offers updated PVC drainage, copper wiring, and impact windows throughout, giving you long-term confidence and peace of mind. This ideal location places you just around the corner from a nine-hole executive golf course and only a short golf cart ride away from Anna Maria Island’s award-winning beaches, charming boutiques, and coastal dining. With luxury updates, thoughtful design, and unbeatable access to the water, this home offers the best of island living. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kaisen Mitchell (941-726-7657)
102 39TH ST #2, HOLMES BEACH, FL 34217
$5,900,000801 Days on yellowkey MLS ID: A4597240
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4944 Built: 1950 Tax: $40,000 (2023)Community: The VillaMulti-Family 5+
Taxes:$40,000
Tax Year: 2023
Remarks: Welcome to Alamanda Villas and your piece of island paradise. Just steps from the Gulf of Mexico, 8 unit property features a heated outdoor pool, barbecue facilities and umbrella-covered patio areas with wonderful water views. Each 1 bedroom/1 bathroom unit has a fully stocked kitchen with a microwave, refrigerator, coffee maker, oven and stove top. There are many shops, restaurants, and entertainment in the immediate area and it is a less than five minute walk to the trolley stop which can take people to see all that Anna Maria Island has to offer. This turnkey property has been taken care of very well and is the perfect investment opportunity. Schedule your showing today. Daily rentals permitted. Each Unit is already Condominiumized, an added benefit usually not available. Buyer would become the sole owner and member of the condominium association.
Listing is courtesy of: STARZ REAL ESTATE, LLC (941-737-7108)
Listing Agent: Robert Louloudes (941-549-1636)
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