Location: Holmes Beach
Do Not Show Listings
4307 GULF DR #109, HOLMES BEACH, FL 34217
$469,000112 Days on yellowkey MLS ID: A4675685
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1974Monthly Fee: $1,242 Tax: $2,866 (2025)Community: Cayman Cay VillasCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,866
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: Steps from the Gulf and newly approved WEEKLY rental policy! Experience the best of Anna Maria Island in this charming, ground-level 2-bedroom, 2-bathroom condo located in a premier Holmes Beach community. This residence perfectly balances modern upgrades with the relaxed, "Old Florida" charm that makes this island world-famous. THE INTERIOR: The heart of this home is the newly remodeled kitchen, featuring crisp quartz countertops, contemporary cabinetry, high-end hardware, and a deep farm sink. Sold fully turnkey, the transition to your new beach life is seamless. OUTDOOR LIVING & PRIVACY: Relax and enjoy your morning coffee on your covered, screened-in lanai which overlooks the sparkling community pool or step out for effortless access to the heated swimming pool for a midday dip! For ultimate seclusion, the primary suite features a rare, private open-air patio. Complete with a private outdoor shower, it is a serene sanctuary perfect for sunbathing or getting lost in a good book COMMUNITY & LOCATION: Located directly across the street from the sugary sands of the Gulf of Mexico, this complex offers a true resort feel with a heated pool, BBQ grilling area, and shuffleboard courts. Whether you’re looking for a permanent residence, a seasonal getaway, or an investment, the flexible rental policy - WEEKLY RENTALS ALLOWED - offers great potential. HIGHLITES: • Prime Location: Easy walk to shopping, dining, and island entertainment, with quick access off-island. • Pet-Friendly: Owners are welcome to bring their pets! • Maintenance-Free: Ground-level entry with no stairs to navigate. ADDITIONAL OFFERINGS: covered parking, LG storage closet, small enclosed area off of BD #2 for office space or additional storage. Don't miss this opportunity to own a piece of paradise where the beach is your backyard and every day feels like a vacation!
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Lindsey Strickland (941-737-3491)
4255 GULF DR #116, HOLMES BEACH, FL 34217
$599,900282 Days on yellowkey MLS ID: A4657522
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
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. NEW ROOF! Welcome to this freshly remodeled, elevated 2-bedroom, 2-bathroom end-unit condo with a flex room at Island Village in Holmes Beach. Perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy condo has been thoughtfully updated, featuring a clean, modern aesthetic. It includes two dedicated parking spaces under building and includes a storage room. The interior has been freshly painted and new tile floors installed in the kitchen and flex room. One of the standout upgrades is the enclosed flex room, now fully under air with the recent extension of the A/C system. This versatile bonus room serves as a wonderful flex space, featuring a large closet and offering endless possibilities for use. Use it as a bright and inviting sunroom filled with natural light, a comfortable home office that inspires productivity, or a cozy retreat that effortlessly adapts to your lifestyle needs. This sun-filled retreat is enhanced with sliding glass doors and Phifer weave sunscreen shades, offering views of the lush, park-like surroundings. The kitchen is designed with both style and functionality in mind, featuring durable Corian countertops, a breakfast bar, a Whirlpool full-size stainless-steel refrigerator and freezer, and custom Kitchen Craftmade Cabinetry. The primary bedroom includes sliding glass doors that open to the air-conditioned flex room, a large walk-in closet, and an en-suite bathroom with a walk-in shower. The second bedroom offers another ensuite bath, making it ideal for guests or family members. A dedicated laundry room with a full-size washer and dryer adds everyday convenience. Recent updates include a NEW ROOF in 2025, an upgraded electric meter in 2024, and refreshed exterior paint completed in 2021. The condo also includes an osmosis water filtration system. This condo is part of Island Village, a well-maintained, maintenance-free community where the HOA covers cable TV, internet, water, sewer, trash, insurance, and upkeep of the grounds, exterior, community pools, and tennis courts. Residents enjoy access to two heated pools and two tennis/pickleball courts, offering ample recreational opportunities year-round, and owners are permitted to rent their condo up to three times yearly, with a minimum rental period of one month. Located only two blocks to direct beach access, this condo is ideally positioned within easy access to over 20 public beach access points, 12 parks, popular restaurants, and local shops. Don’t miss this rare opportunity to own a beautifully updated condo in one of Anna Maria Island’s most desirable communities. Schedule your tour today and experience the relaxed, tropical lifestyle of Island Village. Be sure and check out the 3D walkthrough and floor plan for this lovely condo in Island Village.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Hannah Hillyard (941-744-7358)
3701 5TH AVE #1, HOLMES BEACH, FL 34217
$695,00015 Days on yellowkey MLS ID: A4686018
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)
215 67TH ST #6, HOLMES BEACH, FL 34217
$935,0009 Days on yellowkey MLS ID: A4688457
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1038 Built: 1971 Tax: $3,001 (2025)Community: The Blue LagoonCondo
Taxes:$3,001
Remarks: Stunning Coastal Retreat – Blue Lagoon, North Holmes Beach Experience the ultimate Anna Maria Island lifestyle in this beautifully renovated 2BD/2BA ground-floor condo located in the charming Blue Lagoon community of only six residences. Just a short stroll from the powdery white sands and turquoise waters of the Gulf, this exceptional property offers the perfect blend of luxury, comfort, and island charm. This residence has been completely renovated from top to bottom, creating a stylish, move in ready coastal retreat. The open concept layout features quartz countertops, crown molding, high ceilings, luxury vinyl plank flooring throughout, stainless steel appliances, updated lighting and fixtures, fresh interior paint, and tasteful furnishings and décor designed to complement the relaxed island vibe. Step outside and enjoy one of the most inviting resort style pools on Anna Maria Island, complete with a stunning lagoon design, a dramatic 10ft waterfall, and a shaded tiki hut. Perfect for relaxing afternoons or gathering with friends and family. The only unit with a private lanai offers a tranquil spot for morning coffee, remote work, or evening cocktails after a day at the beach. Whether you're searching for a full-time island residence, luxurious second home, or high-demand investment property, this opportunity truly stands out. Weekly rentals are allowed and the complex is pet friendly, making it ideal for both personal enjoyment and rental potential. Live the island dream at Blue Lagoon where beach days, sunsets, and the best of Anna Maria Island are just steps away.
Listing Agent: Andrea Miller (860-541-1050)
3100 GULF DR #2, HOLMES BEACH, FL 34217
$649,00011 Days on yellowkey MLS ID: TB8492057
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 884 Built: 1982 Tax: $2,969 (2025)Community: Island In The SunCondo
Taxes:$2,969
Remarks: Welcome to your income-producing slice of paradise in Holmes Beach! This 2-bedroom, 2-bathroom condo is perfectly positioned as a vacation rental, offering strong income potential in one of Florida’s most desirable beach destinations. Designed with both guests and owners in mind, the main living area is located on the first level and features an open-concept layout ideal for entertaining and relaxing after a day at the beach. The seamless flow between the living room, dining area, and kitchen creates an inviting space that renters love. A full bathroom on the main floor adds extra convenience for guests. Upstairs, two bedrooms and a full bathroom provide a private retreat, making the layout ideal for vacationers or families. The separation of living and sleeping spaces enhances guest experience—helping drive strong reviews and repeat bookings. Located just moments from the Gulf beaches, guests can easily enjoy the sand, clear waters, and unforgettable sunsets. Close proximity to local dining, shopping, and island attractions makes this property highly desirable year-round. NEW ROOF (2024), LVP FLOORING (2022), INTERIOR PAINT (2025), FRIDGE/DW/RANGE (2025), POOL REFINISH (2026)
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Jennifer Young (301-675-4601)
7316 GULF DR #8, HOLMES BEACH, FL 34217
$2,150,000136 Days on yellowkey MLS ID: A4673067
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 2005Monthly Fee: $1,772 Tax: $16,745 (2024)Community: La Casa Costiera Ph 1Spa: YesCondo
Taxes:$16,745
Tax Year: 2024
Remarks: Step into effortless coastal luxury in this exquisite Gulf-front condominium, where soaring ceilings, an open floor plan, and refined finishes set the tone the moment you arrive. Sliders frame stunning partial Gulf views straight ahead, filling the living space with natural light and sea-kissed serenity. Designed for both comfort and entertaining, the living room features premium surround sound, a cozy fireplace, and an elegant wet bar—perfect for evenings with friends or quiet nights in after a day on the beach. This residence offers three beautifully appointed ensuite bedrooms, providing privacy and comfort for family and guests alike. Offered fully turnkey, the condo is dressed in sophisticated coastal furnishings and finishes that complement the relaxed elegance of island living. Additional conveniences include an in-unit laundry room, private elevator access, a two-car garage, and a large dedicated storage unit. Life here unfolds at a slower, sunnier pace. Spend your days lounging by the community pool, grilling fresh seafood in the poolside gazebo, or taking long walks along the sugar-sand beach as dolphins and manatees play in the surf. Each evening, Anna Maria Island’s world-famous sunsets pour a golden glow into your rooms, a daily reminder that you’ve found your own slice of paradise. Centrally located to the island’s many beloved restaurants and boutique shops, this elevated residence is built with concrete and rebar construction, hurricane-rated windows, and new roofs—offering lasting quality and peace of mind. With a minimum weekly rental period, the property presents an exceptional opportunity to generate substantial investment income, enjoy as a family retreat, or seamlessly blend both. This is beachfront living at its finest—luxurious, carefree, and undeniably Anna Maria.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Becky Sirigotis (941-201-8000)
6005 GULF DR #219, HOLMES BEACH, FL 34217
$739,90074 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
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)
5200 GULF DR #302, HOLMES BEACH, FL 34217
$749,00090 Days on yellowkey MLS ID: A4677566
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 832 Built: 1970Monthly Fee: $1,297 Tax: $4,263 (2024)Community: Martinique Apts SouthCondo
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)
6700 GULF DR #B8, HOLMES BEACH, FL 34217
$2,690,000192 Days on yellowkey MLS ID: A4664824
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1553 Built: 1976 Tax: $17,647 (2025)Community: GulfplaceCondo
Taxes:$17,647
Remarks: Experience true beachfront living in this rare Gulf-front condo on Anna Maria Island, perfectly positioned along the shoreline of Holmes Beach. This spacious 3-bedroom, 2-bath residence captures uninterrupted Gulf of Mexico views, daily sunsets, and instant access to the island’s iconic sugar-sand coastline. Homes with this setting, this vantage point, and this level of tranquility are exceptionally uncommon. A double-door entry opens into a bright, airy interior where the water takes center stage. Oversized sliders frame the Gulf like moving artwork, filling the home with natural light and coastal breezes. Step onto your private covered balcony and take in panoramic views of turquoise water, passing dolphins, and vibrant evening skies—your personal front-row seat to one of Florida’s most beautiful vistas. Designed for both relaxation and connection, the open-concept layout blends the kitchen, dining, and living areas into one seamless space—ideal for hosting guests or enjoying quiet mornings by the water. Set within a coveted boutique beachfront community, residents enjoy amenities rarely found on Anna Maria Island: a heated Gulf-front pool, sun deck, tennis court, tropical courtyard, and direct, private access to the beach. The intimate scale of the community creates a peaceful coastal atmosphere while still offering exceptional lifestyle perks. Beyond the property, you are minutes from the best of Holmes Beach—local cafés, island dining, beachside shops, parks, and the free Anna Maria Island Trolley, which connects you effortlessly to Bean Point, Pine Avenue, the City Pier, and Bridge Street. Outdoor adventures, live entertainment, and miles of scenic bike paths are all within easy reach. Whether you’re seeking a serene full-time residence, a seasonal escape, or a vacation property with strong guest appeal, this Gulf-front condo combines location, views, comfort, and convenience in a way that is nearly impossible to duplicate on the island. Here, every moment is shaped by the sound of waves, the glow of the sunset, and the ease of beachfront living. Live where the shoreline becomes your backyard, the Gulf becomes your daily backdrop, and every day feels like a getaway—right here on Anna Maria Island.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Jeff Jordan (941-224-7657)
101 66TH ST #6, HOLMES BEACH, FL 34217
$775,00053 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 InnCondo
Taxes:$8,795
Remarks: Back on the Market - Truly a remarkable property, designed in the style of a charming New England Coastal Inn, this intimate 12-unit, three-story beachfront retreat blends timeless character with modern convenience. An elegant staircase and elevator provide access to Unit #6, ideally positioned on the second floor. This spacious 2-bedroom, 2.5-bath residence features beautiful original wood flooring and crown molding throughout. There are not one—but two—private balconies offering pool views, sweeping Gulf vistas, and unforgettable Sunset skies. One balcony extends from the living room, while the second is accessed from the primary suite, creating the perfect setting for morning coffee or evening relaxation. Enjoy a good book or a glass of wine while listening to the Gulf waves breaking across the sand. Inside, you’ll find built-in closets, an in-unit washer and dryer, and a layout designed for comfort and functionality. The Mainsail Inn operates as a condo-hotel, allowing owners up to 120 days of personal use a year while the professional on-site management team actively rents the unit the remainder of the time. With its prime location directly on the sugar-sand beaches of Anna Maria Island, occupancy levels are typically strong—making this not just a beachfront getaway, but a smart income-producing asset. Even better, ownership means enjoying four months each year in your own beachfront retreat without paying nightly rental rates—while rental revenue often offsets the operating expenses. Offered turnkey, this unit includes everything—furnishings, décor, beach equipment, kayaks, paddleboards, and more. Simply bring your swimsuit and start enjoying beachfront living at its finest. This is the kind of property that checks every box: lifestyle, location, and long-term value.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Ed Taaffe (636-346-6165)
7000 GULF DR #115, HOLMES BEACH, FL 34217
$1,395,00074 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)
6300 FLOTILLA DR #81, HOLMES BEACH, FL 34217
$465,000102 Days on yellowkey MLS ID: A4676409
REDUCED by $10,000 (2.1%) on 04/03/2026
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. Washer Dryer hookup can be reinstalled per Lapensee Plumbing.
Listing Agent: Michelle Laade (941-737-9662)
101 73RD ST #2, HOLMES BEACH, FL 34217
$700,000155 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
$685,00084 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
$849,90047 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
$725,000155 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
$675,000155 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.
600 MANATEE AVE #116, HOLMES BEACH, FL 34217
$539,00021 Days on yellowkey MLS ID: A4683381
REDUCED by $10,000 (1.8%) on 04/02/2026
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)
6500 FLOTILLA DR #102, HOLMES BEACH, FL 34217
$699,900154 Days on yellowkey MLS ID: A4661959
1 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1978Monthly Fee: $713 Tax: $3,950 (2025)Community: Westbay Point & Moorings IiCondo
Taxes:$3,950
Remarks: Under contract-accepting backup offers. Welcome to your slice of paradise in Westbay Point & Moorings! This rare FIRST FLOOR direct bayfront condo offers spectacular water views of Anna Maria Sound from most rooms, creating the perfect backdrop for coastal living. This community is located on the highest elevation on Anna Maria Island and has no known flooding history. New roof in March of 2025. This spacious residence features two large bedrooms including a primary suite with a private bath and a generous walk-in closet. The open-concept kitchen flows seamlessly into the great room and the large bonus room, perfect for entertaining, relaxing, or working from home. A closet pantry adds convenient storage for your culinary essentials. Recent upgrades bring peace of mind and modern comfort new electrical panel, new hot water heater, and new stainless steel dishwasher, microwave, stove, and ceiling fan. Air conditioner was replaced in 2018. What truly sets this home apart is the air-conditioned laundry room inside (not common in all units) and the spacious bonus room with endless possibilities. Electronic hurricane shutters on the bay side and hurricane protection on the west side. Enjoy two private outdoor spaces: the fenced front courtyard, ideal for dining al fresco or nurturing your favorite plants and flowers, and the back patio, where you can unwind while watching boats glide by and the Skyway Bridge light up the night sky. You’ll appreciate the location as it’s close to the tennis/pickleball courts and pool but not so close that you can hear the activity. Westbay Point & Moorings is a sought-after waterfront community offering heated pools, tennis courts, and boat slips. Just around the corner, you’ll find the Holmes Beach public boat ramp as well as pickleball, basketball, fitness, dog, and skate parks, plus the local library. Shopping, dining, and the sugar-sand beaches of Anna Maria Island are all less than a 10-minute drive away. This home is offered UNFURNISHED. It's now ready for you to bring your personal touch and start living the coastal lifestyle you’ve been dreaming of. Come see why this bayfront gem stands out from the rest. Enjoy peace of mind, convenience, and captivating views await at Westbay Point & Moorings.
6500 FLOTILLA DR #187, HOLMES BEACH, FL 34217
$609,000192 Days on yellowkey MLS ID: TB8433169
REDUCED by $10,000 (1.6%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1377 Built: 1978Monthly Fee: $713 Tax: $8,086 (2024)Community: Westbay Point & Moorings IiCondo
Taxes:$8,086
Remarks: *All new stainless-steel appliances have been since installed* Welcome to Island living at its finest! This fully furnished beautiful 2-bed, 2-bath second-floor condo at Westbay Point & Moorings offers a rare combination of stunning water views and peace of mind. Perched on the highest point of Anna Maria Island, this home has been protected from any past flooding - a unique advantage that sets it apart. Step inside and you’ll find tasteful updates throughout, complemented by a new roof, AC unit, and hurricane grade windows for worry-free ownership. The light-filled living spaces flow seamlessly to a breathtaking view where you’ll enjoy morning coffee, watch dolphins play, and take in vibrant sunrises over the bay. Life here is about more than a home - it’s about the Florida dream lifestyle. Launch your vessel from the community dock, lounge at the heated pool, or stroll and bike to local shops, restaurants, and Anna Maria’s world-famous beaches. Whether you’re seeking a personal retreat or a smart investment property, this condo delivers. With flexible rental opportunities in one of Florida’s most desirable beach destinations, you can enjoy the island lifestyle while benefiting from strong vacation rental demand. Don’t miss your chance to own a piece of paradise on Anna Maria Island!
Listing Agent: Justin Vitalo (904-347-8102)
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