Location: Holmes Beach
Do Not Show Listings
3705 E BAY DR #117, HOLMES BEACH, FL 34217
$469,00014 Days on yellowkey MLS ID: A4693492
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1121 Built: 1980 Tax: $2,451 (2025)Community: Sunbow Bay Ph IiiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,451
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Just a couple blocks from the beautiful beaches of Holmes Beach, this charming 2-bedroom, 2-bath corner unit offers the perfect blend of comfort, convenience, and coastal living. Inside, you’ll find new flooring throughout, an open-concept living and dining area filled with natural light, and a spacious screened-in patio perfect for relaxing after a day at the beach. Other upgrades include New appliances, custom closets built in, and new kitchen appliances! Sunbow is located right off Manatee Avenue and close to all the necessities of island living. Located in a desirable community featuring a sparkling pool and a peaceful walking trail surrounding the water, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Enjoy easy access to shopping, dining, and the laid-back island lifestyle all just moments away.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Jessica Adair (941-345-0178)
600 MANATEE AVE #145, HOLMES BEACH, FL 34217
$549,00080 Days on yellowkey MLS ID: A4685147
REDUCED by $50,000 (8.3%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1179 Built: 1977Monthly Fee: $925 Tax: $2,232 (2025)Community: Westbay Cove IiCondo
Taxes:$2,232
Elementary School: Anna Maria Elementary
High School: Manatee High
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)
3701 5TH AVE #1, HOLMES BEACH, FL 34217
$639,00063 Days on yellowkey MLS ID: A4686018
REDUCED by $30,000 (4.5%) on 05/28/2026
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)
6250 HOLMES BLVD #56, HOLMES BEACH, FL 34217
$849,90095 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
Tax Year: 2024
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)
6006 GULF DR #207, HOLMES BEACH, FL 34217
$775,00031 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
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)
304 74TH ST #B, HOLMES BEACH, FL 34217
$895,000311 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
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)
6500 FLOTILLA DR #187, HOLMES BEACH, FL 34217
$550,00015 Days on yellowkey MLS ID: A4693561
REDUCED by $25,000 (4.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1377 Built: 1979Monthly Fee: $713 Tax: $7,727 (2025)Community: Westbay Point & Moorings IiCondo
Taxes:$7,727
Remarks: SPECTACULAR WATER VIEWS!!! Welcome to Westbay Point & Moorings, a highly desirable waterfront condominium community tucked away in a quiet area of Holmes Beach on Anna Maria Sound. This charming community offers resort-style amenities including a heated pool and spa, tennis and pickleball courts, and a private beach area perfect for launching kayaks and enjoying the coastal lifestyle. Monthly rentals are permitted up to 12 times per year, offering exceptional flexibility for both personal use and investment. This second-floor 2B/2B condo is being sold furnished and turnkey, featuring beautiful coastal décor throughout—ready for immediate enjoyment or rental opportunity. Recent updates include: Luxury vinyl flooring throughout living areas and bedrooms, Hurricane-impact windows, Brand-new stainless steel appliances (2026),New A/C system (2025). The spacious primary suite opens to breathtaking water views, creating a serene retreat. Additional features include an in-unit laundry closet and pet-friendly policies. Westbay Point is known for its welcoming, friendly atmosphere where neighbors truly feel like a community. Just around the corner, you’ll find the Holmes Beach public boat ramp as well as public pickleball, basketball, fitness, dog, and skate parks, plus the local library. Ideally located just a short stroll from Anna Maria Island’s famous sugar-sand beaches, as well as boutique shopping and top-rated dining. Low HOA fee of $713/month includes: Cable TV, high speed internet, 2 community pools, escrow reserves, insurance on the building, exterior and grounds maintenance, on-site management, pest control, sewer, trash, and water—everything except electric!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Cindy Quinn, Pa (941-780-8000)
215 67TH ST #6, HOLMES BEACH, FL 34217
$935,00057 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 Agent: Andrea Miller (860-541-1050)
5300 GULF DR #204, HOLMES BEACH, FL 34217
$679,00015 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 Agent: Katie O'Connor (941-448-3570)
4255 GULF DR #116, HOLMES BEACH, FL 34217
$589,000330 Days on yellowkey MLS ID: A4657522
REDUCED by $10,000 (1.7%) on 05/21/2026
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. One or more photo(s) has been virtually staged. NEW ROOF installed in 2025! 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 condominiums, 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.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Hannah Hillyard (941-744-7358)
6005 GULF DR #219, HOLMES BEACH, FL 34217
$695,00042 Days on yellowkey MLS ID: A4689996
REDUCED by $5,000 (0.7%) on 05/21/2026
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.
5200 GULF DR #302, HOLMES BEACH, FL 34217
$699,000138 Days on yellowkey MLS ID: A4677566
REDUCED by $50,000 (6.7%) on 05/24/2026
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)
3601 E BAY DR #102, HOLMES BEACH, FL 34217
$475,000175 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
$2,395,000179 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).
6804 GULF DR #6804, HOLMES BEACH, FL 34217
$875,0008 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)
749 MANATEE AVE #749, HOLMES BEACH, FL 34217
$650,00018 Days on yellowkey MLS ID: A4690595
REDUCED by $39,900 (5.8%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1977 Tax: $5,437 (2024)Community: Westbay Cove SouthCondo
Taxes:$5,437
Remarks: JAW-DROPPING WATER VIEWS! Located on one of the highest sea level slices of land on the island. Revel & Relax as you experience amazing water views. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Sarasota Bay, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises, behold the magnificent moon while casting its illuminating reflection upon Sarasota Bay, all from this incredible place. This building sits on one of the highest points on the island. We are on the water with an incredible water view and we didn't get damaged (unlike our close communities) THIS IS HUGE Excellent investment. NON-OBSTRUCTED view in this Waterfront condo. You won't find a better view around this price. Enjoy spectacular sunrises and sunsets from every room. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under, this is a beautiful site as they cruise the blue waters. This beautifully remodeled condo on the bay is one of the few dog friendly communities. So many big ticket $$$$$$ items are newer inclusive of the HVAC, roof, Hurricane rated sliders and windows, hot water heater, stackable LG full capacity Laundry, duct work, baseboard and cove moulding throughout. The doors and all trim work has been upgraded to solid wood. There is new high end lighting, renewed electric and plumbing, and the list goes on. Popcorn ceilings gone!!! This is great considering the post hurricane prices now to renovate. WALK to the beach, dining, nightlife, grocery, drug store, liquor store and more. 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.
Listing is courtesy of: COASTAL KEY REALTY LLC (941-993-9380)
Listing Agent: Amy Jones (941-993-9380)
6300 FLOTILLA DR #74, HOLMES BEACH, FL 34217
$359,900288 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)
5200 GULF DR #107, HOLMES BEACH, FL 34217
$769,000121 Days on yellowkey MLS ID: A4680141
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1057 Built: 1970 Tax: $8,534 (2024)Community: Martinique Apts SouthCondo
Taxes:$8,534
Remarks: Wake up to salt air and sunset skies in this 2 bedroom, 2 bath beachfront condo on the sugar-white sands of Anna Maria/Holmes Beach. Perfectly positioned on the Gulf, this coastal retreat offers effortless island living with direct beach access just steps from your door. Inside, the light-filled layout features an open living and dining area, well-appointed kitchen, and spacious bedrooms designed for comfort after a day in the sun. Not to mention this unit comes with THREE storage units AND a private garage (STORAGE AREAS #45, 46, & 47 AND GARAGE #38). Enjoy morning coffee with Gulf breezes, evening walks along the shoreline, and year-round sunsets that never get old. Whether you’re searching for a full-time residence, a vacation getaway, or an investment opportunity, this condo places you in the heart of one of Florida’s most beloved barrier islands—close to charming shops, local dining, and the laid-back lifestyle Anna Maria Island is known for. Beach life doesn’t get better than this.
Listing Agent: Ryan Sheck (863-581-4005)
4307 GULF DR #207, HOLMES BEACH, FL 34217
$529,00028 Days on yellowkey MLS ID: A4691396
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1974Monthly Fee: $1,242 Tax: $6,599 (2025)Community: Cayman CaySpa: NoCondo
Taxes:$6,599
Remarks: This beautifully updated 2BD/2BA coastal retreat offers the perfect blend of comfort, style, and location in the highly desirable Cayman Cay community on Holmes Beach. Ideally situated mid-island and just steps to the soft powdery sands of the Gulf, this TOP FLOOR residence is TURNKEY FURNISHED and truly MOVE-IN-READY. Inside, you’ll find a bright, open layout with a relaxed beach-inspired feel, HURRICANE IMPACT-RATED Windows and thoughtful upgrades throughout. A MAJOR RENOVATION opened up the kitchen and main living area, creating a more spacious and modern flow with NO CARPET throughout the unit. The well-appointed kitchen features upgraded cabinetry, modern countertops, tile backsplash and stainless steel appliances, making it perfect for both everyday living and entertaining. The main living space features custom wood accent wall detailing, adding a stylish coastal touch, and providing both durability and easy maintenance. Both bathrooms have been tastefully updated, and recent improvements include a NEW HURRICANE IMPACT-RATED TURTLE GLASS sliding door and a REFRESHED LANAI. Step out onto the screened lanai and enjoy peaceful surroundings with PARTIAL GULF VIEWS along with views of the pool and tropical landscaping, creating the perfect space to relax and unwind. Additional features include a private owner’s storage room and a designated covered carport space for Unit #207. Cayman Cay offers a well-maintained community setting with a heated pool, shuffleboard courts, and BBQ grilling area, perfect for relaxing after a day at the beach or enjoying time with family and friends. The location is truly unbeatable, just minutes from local restaurants, shopping, Publix, CVS, and everything that makes Anna Maria Island so special. For added convenience, the island trolley is nearby, making it effortless to explore the surrounding area. Enjoy convenient access on and off the island, along with a short drive to Sarasota Bradenton International Airport. Whether you're seeking a full-time residence, a relaxing vacation retreat, or an investment property, this condo delivers the perfect blend of location, modern updates, and easy island living. UNPACK, UNWIND, and START LIVING the island life from day one—while offering excellent INCOME POTENTIAL when you’re away.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Wasson (941-726-5166)
5608 GULF DR #104, HOLMES BEACH, FL 34217
$799,000117 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)
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