Location: Holmes Beach
Do Not Show Listings
6006 GULF DR #207, HOLMES BEACH, FL 34217
$775,00042 Days on yellowkey MLS ID: TB8502022
REDUCED by $24,000 (3.0%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1154 Built: 1980Monthly Fee: $1,690 Tax: $11,060 (2025)Community: Playa EncantadaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,060
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
304 74TH ST #B, HOLMES BEACH, FL 34217
$895,000322 Days on yellowkey MLS ID: A4659641
2 Days Off yellowkey (back on 5/27/2026)
REDUCED by $30,000 (3.2%) on 05/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1022 Built: 1986 Tax: $14,046 (2024)Community: Sunset HideawaySpa: NoCondo
Taxes:$14,046
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: Under contract-accepting backup offers. NEW PRICE! BRING YOUR BUYERS! This is a ONE OF A KIND - ELEVATED home with a PRIVATE POOL & your own garage, this is like single family home living - for under $1m on Anna Maria Island! This updated 2 bed/2 bath picture perfect, island dream is ideally situated on a quiet corner, just two short blocks from the Gulf Beaches! This UPDATED island sanctuary surrounds you in coastal charm. The luxury vinyl large plank flooring throughout is ideal for beach living, and ties the open living and dining room together. The fully renovated kitchen with quartz counters, is equipped with stainless steel appliances and ample shaker style white cabinetry. Your guests will enjoy their private accommodations just next to their updated full bath with white subway tile surround and new vanity with Moen faucet. Upstairs you will relish the privacy of your primary retreat. The sunlight brightens your spacious room that includes a large walk in closet. Your en suite bath has a glass enclosed shower, with tile bench and pebble stone shower flooring. And outdoors, you can relax on your front porch, or cool off in YOUR VERY OWN pool! Embrace the island life in this lovely land condo, and use it as a short term rental when you are away. THERE IS NOTHING LIKE IT at this price - come make it your own today!
Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)
Listing Agent: Erin Leathem (941-448-5616)
215 67TH ST #6, HOLMES BEACH, FL 34217
$935,00068 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. Seller will pay the buyer’s first year of HOA fees with an accepted full-price offer.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Andrea Miller (860-541-1050)
5300 GULF DR #204, HOLMES BEACH, FL 34217
$679,00026 Days on yellowkey MLS ID: A4693473
3 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 722 Built: 1971Monthly Fee: $1,603 Tax: $9,077 (2025)Community: Martinique Apts NorthCondo
Taxes:$9,077
Remarks: Under contract-accepting backup offers. Beachfront luxury meets island living on beautiful Anna Maria Island. This second-level turnkey condo offers full Gulf views, elevator access, and everything you need to start enjoying paradise immediately. Just two blocks from island shops and restaurants, you’ll love ending every day with unforgettable sunsets and long walks on the beach. Enjoy resort-style amenities including tennis courts, clubhouse, community pool, garage parking spaces, and a private storage unit. Whether you’re into charter fishing, sunbathing, or simply relaxing by the water, this property puts the best of island life right outside your door. Motivated seller offering best-priced unit in the complex — don’t miss this opportunity to own your slice of the Gulf Coast.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Katie O'Connor (941-448-3570)
3601 E BAY DR #102, HOLMES BEACH, FL 34217
$475,000186 Days on yellowkey MLS ID: A4674147
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1035 Built: 1986 Tax: $6,642 (2024)Community: Sandy Pointe Ph ISpa: NoCondo
Taxes:$6,642
Remarks: Waterfront Sandy Pointe Condominiums. Discover the charm of this secluded community, perfectly situated in one of the most desirable locations on Anna Maria Island. This private unit, positioned at the rear of the complex near the waterfront, offers an ideal blend of comfort and convenience. Featuring two bedrooms with en-suite bathrooms, the layout provides ample space for relaxation and entertaining. Additional highlights include: Two reserved under-building parking spaces, Direct access to the pool, Generous storage area, and Weekly rental availability for investment flexibility. The property is offered turnkey furnished and move-in ready, with a freshly painted interior, a fully equipped kitchen, and an in-unit washer and dryer. Owners can enjoy a pet-friendly policy and benefit from low condominium maintenance fees. Located just steps from Publix, Ace Hardware, and a variety of restaurants and shops, residents also have access to the island trolley with a convenient stop at the front of the complex. Only a few short blocks to the gorgeous beaches of Anna Maria Island and with easy access off the island and proximity to Sarasota and Tampa airports, this well-maintained condo is perfect as a vacation retreat or an income-generating investment. Experience the beauty and tranquility of Anna Maria Island—your beach paradise awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Susie Robinson (941-812-1186)
3708 GULF DR #1, HOLMES BEACH, FL 34217
$2,395,000190 Days on yellowkey MLS ID: A4673770
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1398 Built: 1991Monthly Fee: $2,000 Tax: $7,844 (2025)Community: Island Paradise CondoCondo
Taxes:$7,844
Remarks: Experience the ultimate beachfront retreat at "ISLAND PARADISE 1" where LOCATION IS EVERYTHING AND THE GULF OF AMERICA VIEWS ARE STUNNING! This exceptional 2B/2B ISLAND PARADISE condo offers WEEKLY RENTALS and allowed to SLEEP 6 PERSONS and is just steps away from the pristine sandy beaches of Anna Maria Island. This newly renovated unit is a true gem, with a unique design is offered TURN-KEY furnished and creates a welcoming and stylish ambiance. From the moment you step inside, you'll be captivated by the awe-inspiring panoramic views of the Gulf, providing a daily dose of breathtaking sunsets and a constant connection to the beauty of the sea. Island Paradise 1 offers a luxurious and comfortable living space, but it's Holmes Beach central location adds to its appeal. The beach, charming shops, and delightful restaurants are all within a short walk or hop on the free island trolley. Key features of this beachfront oasis include NEW IN 2024 Hurricane impact windows, replacement of the A/C in 2020, a new roof installed in 2023, a remodel IN 2023 and a deeded one car covered parking space. With the flexibility of weekly rentals allowed, this condo provides an excellent opportunity for those looking for an investment property or a part-time residence. Don't miss the chance to make this beachfront condo your own and experience the epitome of coastal living. Embrace the sun, sea, and sand – your dream home awaits! BONUS: OWNERS ARE ALLOWED PETS (LARGE DOG or cat).
Listing Agent: Cindy Quinn, Pa (941-780-8000)
6804 GULF DR #6804, HOLMES BEACH, FL 34217
$875,00019 Days on yellowkey MLS ID: A4694233
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1281 Built: 1977Monthly Fee: $1,035 Tax: $8,554 (2025)Community: West Winds Of Holmes Beach IiCondo
Taxes:$8,554
Remarks: Escape to your own slice of paradise on Anna Maria Island in this rare corner unit tucked away on a wonderfully quiet street within an exclusive gulf front complex of only 16 residences split between two buildings. The bright and inviting layout flows effortlessly across an open kitchen dining and living room area creating a spacious relaxed vibe that is just perfect for entertaining or unwinding after a day in the sun. It comes completely furnished with comfortable coastal decor so you can move right in and start enjoying the beach lifestyle from day one, while the kitchen is fully equipped with stainless steel appliances and a handy breakfast bar for casual morning coffee. Step through the wide sliding glass doors onto your large balcony to catch the cool coastal breezes and take in the gulf views overlooking the water. With most of the units serving as second homes, the entire complex remains incredibly quiet and the outdoor amenities are rarely occupied by everyone at once, offering you a truly peaceful and private escape. The property features beautifully updated exteriors surrounded by lush landscape that instantly makes you feel like you are staying at a hidden luxury resort, and between the premier island location, the massive oversized pool, and the convenience of covered parking with your own dedicated space, this beachside retreat offers everything you need for the ultimate island getaway.
Listing Agent: Joey Hutchinson (941-518-5585)
6300 FLOTILLA DR #74, HOLMES BEACH, FL 34217
$359,900299 Days on yellowkey MLS ID: A4661468
1 Days Off yellowkey (back on 5/19/2026)
REDUCED by $35,100 (8.9%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1212 Built: 1973Monthly Fee: $833 Tax: $7,536 (2024)Community: Shell Point Unit IiCondo
Taxes:$7,536
Remarks: Under contract-accepting backup offers. Located in the quaint Shell Point condominium community, this second story end unit offers a rare 3BD/2BA layout filled with potential and ready for your personal touch. Featuring impact windows for peace of mind, this spacious condo invites natural light from multiple exposures, creating a bright and airy feel throughout. A well-designed floor plan provides comfortable living spaces, while the added convenience of a dedicated carport and private storage ensures practicality alongside charm. The community’s amenities include a clubhouse, heated pool, tennis court, shuffleboard and waterside patio with kayak/paddleboard launch area offering opportunities for outdoor enjoyment galore. Pets are allowed along with monthly rentals too. Don’t let this cute little slice of island life slip away and make it yours today!
Listing Agent: Darcie Duncan (941-779-0304)
5608 GULF DR #104, HOLMES BEACH, FL 34217
$799,000128 Days on yellowkey MLS ID: A4679030
REDUCED by $10,500 (1.3%) on 05/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1236 Built: 1981Monthly Fee: $1,150 Tax: $7,710 (2024)Community: Sun Plaza WestSpa: NoCondo
Taxes:$7,710
Remarks: 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.
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
6200 FLOTILLA DR #241, HOLMES BEACH, FL 34217
$725,00025 Days on yellowkey MLS ID: A4693830
0 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1114 Built: 1979 Tax: $3,577 (2025)Community: Westbay Point & Moorings IiiCondo
Taxes:$3,577
Remarks: Under contract-accepting backup offers. Paradise Remains! This lovely ground level, end unit in the highly sought Westbay Point & Moorings Condominium Complex is truly in a dream location. Facing west you will be delighted with nightly sunsets. Tucked into the bayou this unit was left high and dry during our last Hurricane season. Being an end unit with extra windows there is wonderful natural lighting and the unit itself is spacious and bright. There are two enclosed patios (one in the front and one in the back) that have sliders to either open up the area to the lovely breezes or close them for more living space. Just beyond the back sliders there is also a patio area outside for outdoor seating and solitude. The condo is completely tiled throughout and the kitchen has been remodeled with beautiful cabinetry and granite countertops. The bedrooms are split and each has a great deal of space and walk-in closets. If you are looking for a well maintained condo, look no further. This unit has been well taken care of. Unit is partially furnished and some furniture may not match the photos. Located in the heart of Holmes Beach, Westbay Point & Moorings is also a well managed community meticulously kept with great pride. You can bike or walk to many shops and eateries or hop on the trolley to go anywhere on the island. New roof and new A/C 2025. ** New Hurricane Roll Down Shutters have been ordered and will be included in the sale .** All assessments from storm repairs have been paid to date, as will future additional storm assessments, if any. ** Owner will consider financing **
Listing is courtesy of: WAGNER REALTY (941-751-0670)
Listing Agent: Lisa Varano (941-730-9060)
711 MANATEE AVE, HOLMES BEACH, FL 34217
$589,90028 Days on yellowkey MLS ID: A4692722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1479 Built: 1977 Tax: $6,011 (2025)Community: Westbay Cove SouthCondo
Taxes:$6,011
Remarks: Located at one of the HIGHEST ELEVATIONS on Anna Maria Island, this property did not experience water damage from past hurricanes. Turnkey furnished and move-in ready, this beautifully maintained 2BR/2BA condo offers peaceful water views, gorgeous sunrises, and the laid-back island lifestyle so many come to Anna Maria Island for. The updated kitchen with stainless steel appliances opens to the spacious great room and Florida room, creating an open and inviting space for relaxing or entertaining. The Florida room features a pull-out sofa and walls of windows overlooking the water, pool, and tropical landscaping. Both bedrooms are spacious with en suite bathrooms, including a large guest suite with a walk-in closet. The primary bedroom also enjoys water views and an adjoining flex space perfect for a home office or reading nook. Enjoy resort-style amenities including a saltwater pool overlooking the bay, tennis and pickleball courts, kayak and paddleboard storage, and a waterfront dock with direct access to Anna Maria Sound and Tampa Bay. Easy on and off the island, with Publix right around the corner, and just two blocks from Manatee Public Beach and close to the Kingfish Boat Ramp. Come see why this waterfront condo is the perfect place to enjoy the Anna Maria Island lifestyle.
Listing is courtesy of: SAUTER BY THE WATER (941-233-9180)
Listing Agent: Jim Sauter (941-999-8901)
4255 GULF DR #229, HOLMES BEACH, FL 34217
$624,00092 Days on yellowkey MLS ID: A4684618
1 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1367 Built: 1981Monthly Fee: $1,040 Tax: $4,347 (2024)Community: Island VillageSpa: NoCondo
Taxes:$4,347
Remarks: Rarely available 3 bedroom, two bath condo in Island Village. Nicely updated, spacious condo is perfectly positioned just across the street from the stunning white sand beaches of Anna Maria Island offering effortless access to the Gulf of Mexico's turquoise waters and spectacular sunsets. Meticulously maintained this condo features impact windows, new AC in 2021, and a new roof in 2025. The interior boasts fresh finishes with crown molding, wood flooring and spacious bedrooms that comfortably accommodate family or guests. Additional features include under-building parking with 2.5 dedicated spaces (plenty of room for vehicles plus a golf cart), plus a private storage shed for bikes, beach gear or seasonal items. The resort-style community has 2 community pools, a tennis court, and pickleball courts for active recreation. Perfect as a primary residence, second home, or vacation getaway in one of Florida's most coveted beach communities. This one checks every box!
Listing is courtesy of: PARADISE PALMS REALTY GROUP (941-300-1394)
Listing Agent: Linda Benedict (941-224-5364)
6006 GULF DR #214, HOLMES BEACH, FL 34217
$789,900136 Days on yellowkey MLS ID: A4678332
REDUCED by $105,100 (11.7%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1154 Built: 1980 Tax: $11,060 (2025)Community: Playa EncantadaCondo
Remarks: Set within the beachfront enclave of Playa Encantada, this beautifully maintained two-bedroom, two-bath residence offers an effortless coastal lifestyle just steps from the sand and the island trolley — placing the area's finest shops, restaurants, and attractions within easy reach. Inside, an open and light-filled layout creates an inviting sense of space. The kitchen is appointed with granite countertops, stainless steel appliances, and generous cabinetry, while the living and dining areas flow seamlessly onto a private balcony overlooking the heated pool — an ideal setting to take in the Gulf breezes and glimpses of the water beyond. Both bedrooms are generously sized, with the primary suite featuring a private en-suite bath. Residents enjoy a thoughtful collection of resort-style amenities, including a heated pool, tennis courts, shuffleboard, and private beach access. A flexible two-week minimum rental policy further enhances its appeal, offering an exceptional opportunity as a seasonal retreat or income-producing investment.
5400 GULF DR #32, HOLMES BEACH, FL 34217
$939,00089 Days on yellowkey MLS ID: N6143360
REDUCED by $36,595 (3.8%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 1969 Tax: $1,588 (2025)Community: 5400 Gulf Drive Apts 2Condo
Taxes:$1,588
Remarks: BEACHFRONT PROPERTY…...…..... OPEN TO SELLER FINANCING........FULLY FURNISHED........... BUILDING NEVER FLOODED………FULLY RENOVATED…….IMPACT WINDOWS…….........BREATHTAKING OCEAN AND BEACH VIEWS……….HOA PAYS EVERYTHING BUT ELECTRIC……………. Rarely does a beachfront opportunity like this come along. In a community where properties seldom hit the market, this residence stands out as one of the most desirable—MERE STEPS FROM THE SAND, overlooking the Gulf, and located in a building that has never flooded. With only 44 residences in the entire community and fewer than a dozen offering water views like this, opportunities here are incredibly limited. From the moment you step into the living room, your eyes are drawn to the sparkling blue water of the Gulf, reminding you that the beach is not just nearby… it’s part of your everyday life. Walk outside and within moments your feet are in the sand, or spend the afternoon relaxing beside the beautiful community pool just steps from your door. The community itself reflects a level of pride that is immediately noticeable, with beautifully maintained tropical landscaping and grounds that create a true island retreat the moment you arrive. Inside, the home has been fully renovated with thoughtful custom design and a bright open-concept layout, creating a space that feels both refined and relaxed. A custom kitchen anchors the living area, complemented by high-end finishes, California Closets custom storage, and impact windows throughout that bring in natural light while offering protection and efficiency. Being sold fully furnished, the next owner can simply arrive with a suitcase and immediately begin living the island dream—sunrise walks along the Gulf, evenings watching the sunset paint the water, and weekends filled with friends, family, and ocean breezes. With the HOA covering nearly everything except electricity, ownership here is refreshingly simple. Combined with the rare availability in this community and the possibility of seller financing, this is more than just a condo—it’s an opportunity to own a piece of Holmes Beach paradise that very few ever get the chance to call their own.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Garrett Sedlacek (913-461-6882)
102 68TH ST #102, HOLMES BEACH, FL 34217
$759,000168 Days on yellowkey MLS ID: A4675905
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 986 Built: 1977Monthly Fee: $1,200 Tax: $9,465 (2024)Community: Seaside Beach HouseCondo
Taxes:$9,465
Remarks: Wake up to endless Gulf views in this stunning 1-bedroom, full Gulf-front condo, perfectly positioned in an exclusive boutique building of just 10 residences. Floor-to-ceiling vistas of sugar-white sand and emerald waters create a front-row seat to breathtaking sunrises, sunsets, and the soothing rhythm of the waves. This well-maintained beachfront condominium offers the rare combination of privacy, peace of mind, and investment potential. Owners enjoy a large beachfront pool, strong financial reserves, and a pride of ownership that’s evident throughout the property. Located directly on the beach, this residence also features weekly rental flexibility, making it an exceptional opportunity for those seeking both personal enjoyment and strong short-term rental income. Whether you’re looking for a serene coastal retreat or a proven investment in a high-demand rental market, this Gulf-front gem delivers on every level. Boutique. Beachfront. Income-producing. This is coastal living at its finest. This property is a weekly rental. AC is 2023.
Listing Agent: Shannon O'Brien Kerney (941-737-5153)
600 MANATEE AVE #116, HOLMES BEACH, FL 34217
$499,90080 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)
101 66TH ST #6, HOLMES BEACH, FL 34217
$775,000112 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: Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Ed Taaffe (636-346-6165)
3607 E BAY DR #211, HOLMES BEACH, FL 34217
$499,999115 Days on yellowkey MLS ID: A4682620
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 980 Built: 1996 Tax: $2,211 (2024)Community: Sandy Pointe IiCondo
Taxes:$2,211
Remarks: All the work is done. New flooring, new bathrooms, stainless appliances, updated kitchen, new bathroom vanities, showers have been updated with new tile, flooring. Hurricane windows, new siding new roof. Enjoy Island living and Island fun great location and walkable distance to the beach, shopping, restaurants, trolley, live music, bike rentals. Stunning Two-Bedroom, Two Bathroom condo on Anna Maria Island. Discover the perfect condo that has 2 car garage parking, with extra storage for bikes and kayaks. Views of the intracoastal, looking over a tropical preserve. PETS ALLOWED, NO flooding issues when you live on the top floor. two car parking tandem. Enjoy sipping coffee on the screen porch and watching the sun rise. Living on the top floor you have high ceilings that are vaulted. Having this condo could be a great permanent residence, a winter getaway or weekly vacation rental or an investment property. Don't miss the chance to experience island living at it's best. Walk to the beach hear the waves and watch the most breath-taking sunsets every night. Community pool, extra storage areas for floats, kayaks beach gear. Just two blocks to the beach. This unit is zoned weekly rental and could be a active vacation rental.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sharon Hightower (941-330-5054)
6300 FLOTILLA DR #81, HOLMES BEACH, FL 34217
$450,000161 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)
6400 FLOTILLA DR #15, HOLMES BEACH, FL 34217
$629,000217 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.