Location: Holmes Beach
Do Not Show Listings
6700 GULF DR #B8, HOLMES BEACH, FL 34217
$2,690,000216 Days on yellowkey MLS ID: A4664824
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1553 Built: 1976 Tax: $17,647 (2025)Community: GulfplaceCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,647
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
5701 CARISSA ST, HOLMES BEACH, FL 34217
$3,295,00026 Days on yellowkey MLS ID: A4688232
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3124 Built: 1968 Tax: $17,433 (2025)Community: Holmes Gulf To Bay DevSingle Family
Taxes:$17,433
Remarks: Tucked away in a quiet area of the island in a lush, tropical setting just moments from the beach, this beautiful 5BD/4BA residence captures the essence of coastal living with effortless style and thoughtful functionality, offering an exceptional opportunity in a desirable weekly rental zone. Framed by swaying palms and vibrant landscaping, the home welcomes you into a light-filled interior where a spacious living room with soaring ceilings, elegant plantation shutters, and a cozy gas fireplace creates an inviting space to gather and unwind. The open flow continues into a well appointed kitchen equipped with everything the family chef could want including a dining nook, but that family chef will love the scullery area with an additional stove and dishwasher for all the family gatherings. The scullery opens to the exterior where the outdoor grill and pizza oven are right at your finger tips. Two ensuite bedrooms, including a serene primary suite, offer comfort and privacy, while the remaining spacious bedrooms provide generous accommodations for the whole family. Step outside to a private pool area designed for soaking up the Florida sunshine, featuring a pool chiller for year-round comfort and surrounded by ample space for lounging and entertaining, along with two convenient outdoor showers. Practical features abound with natural gas service, a whole house generator, a durable metal roof, impact windows and more. There is also an exterior storage shed for all the beach toys, and abundant parking including two circular driveways on this corner lot. Located in the heart of Holmes Beach this location can’t be beat with a short walk to local shops, eateries and most importantly the sugar white sand and turquoise gulf waters.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Darcie Duncan (941-779-0304)
5803 DE PALMAS AVE, HOLMES BEACH, FL 34217
$1,075,00059 Days on yellowkey MLS ID: A4684894
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1010 Built: 1968 Tax: $14,839 (2025)Community: Neptunes GardensSpa: YesSingle Family
Taxes:$14,839
Elementary School: Anna Maria Elementary
High School: Manatee High
Middle School: Martha B. King Middle
Remarks: Come make your island dream a reality! This updated 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Priced to move, so you can make it your own, this one is ready to make your beach house dream come true!
Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)
Listing Agent: Erin Leathem (941-448-5616)
5807 DE PALMAS AVE, HOLMES BEACH, FL 34217
$1,225,00076 Days on yellowkey MLS ID: A4682858
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1969 Tax: $12,096 (2024)Community: Neptunes GardensSingle Family
Taxes:$12,096
Tax Year: 2024
Remarks: This charming ground-level 3-bedroom, 2-bathroom home with a private pool offers an exceptional investment opportunity in a prime location just minutes from the pristine sandy beaches of Anna Maria Island. Currently heavily booked as a vacation rental, it delivers strong occupancy and consistent cash flow in one of the most desirable short-term rental markets along the Gulf Coast. The inviting private pool area boosts appeal for vacationers, helping drive higher rental rates and year-round demand—especially with Anna Maria Island's proven high-season performance and solid average occupancy trends. Enjoy effortless access to Anna Maria Island's world-famous beaches, turquoise Gulf waters, and the laid-back charm of nearby Bradenton Beach, Holmes Beach, and Anna Maria—all just a short drive away. You're also conveniently close to an array of shopping options, diverse restaurants, cafes, and everyday amenities on the mainland and island, making this spot ideal for guests seeking both relaxation and convenience. Whether you're seeking a vacation rental asset or a smart coastal investment, this storm-tested gem—with its established bookings and unbeatable proximity to the beach—represents serious potential in a sought-after market.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: James Wilson (727-331-4353)
511 BAYVIEW DR, HOLMES BEACH, FL 34217
$5,290,000124 Days on yellowkey MLS ID: A4675904
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3353 Built: 2020 Tax: $24,007 (2024)Community: Sunrise ParkSpa: YesSingle Family
Taxes:$24,007
Remarks: Experience the ultimate island paradise in this practically NEW CONSTRUCTION LUXURY WATERFRONT HOME, thoughtfully designed with solid concrete block construction and cutting-edge design and technology. Spanning over 3,300+ square feet, this stunning residence offers 4 bedrooms and 5 full bathrooms, blending elegance, durability, and effortless coastal living. Perfectly positioned just a few short blocks from the Gulf of America, the home also boasts PANORAMIC Intracoastal waterfront views, creating a rare and breathtaking dual-water lifestyle. The half-elevated design provides peace of mind while enhancing views and architectural appeal. Indoors, no detail has been overlooked. Highlights include a butler’s pantry, an upstairs coffee bar just outside the primary suite, and expansive open-concept living spaces ideal for both everyday comfort and entertaining. The luxurious primary retreat offers a serene escape with spa-inspired finishes and seamless indoor-outdoor flow. Step outside to your private waterfront oasis featuring an infinity pool, hot tub, and a fully equipped outdoor kitchen, all designed to maximize sunset views and coastal breezes. Whether hosting guests or enjoying a quiet evening under the stars, this outdoor space is truly exceptional. With waterfront living, modern luxury, and a premier island location, this home offers everything you could ask for—and more. A rare opportunity to own a refined coastal sanctuary that perfectly balances style, comfort, and location. Schedule your private showing today!
Listing Agent: Shannon O'Brien Kerney (941-737-5153)
408 71ST ST, HOLMES BEACH, FL 34217
$1,799,000202 Days on yellowkey MLS ID: A4668595
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2037 Built: 1966 Tax: $16,372 (2024)Community: Bay Palms AddSpa: NoSingle Family
Taxes:$16,372
Remarks: Welcome to paradise at Coco Cay! This beautiful 4 bedroom 4 bathroom home has been completely remodeled top to bottom. Brand new hurricane impact windows and doors, a new roof, kitchen, appliances, bathrooms, flooring, paint, furnishings, and even a new pool! This island oasis is move-in ready and only a few blocks from the world-famous beaches of Anna Maria Island. You will notice coastal décor as soon as you step into this island gem. The home provides a spacious open living area with teal accents, stainless-steel appliances, quartz countertops, and a game room conveniently adjacent to the kitchen with a pool table and dartboard. Outside you'll enjoy a screened in porch accessible from the living room, a seating area complete with a firepit, and a huge covered lanai for cooking and dining poolside. Weekly rentals are allowed. Make an appointment for your private showing and see what makes Coco Cay an excellent full-time home or investment property.
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Don Purvis (901-240-2180)
5608 HOLMES BLVD, HOLMES BEACH, FL 34217
$1,050,000406 Days on yellowkey MLS ID: A4645925
1 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 2011 Tax: $14,104 (2024)Community: Barefoot BungalowsSingle Family
Taxes:$14,104
Remarks: Under contract-accepting backup offers. GREAT VACATION rental history with many repeat guests!!!!This charming 3 bedroom 2 bath pool home at the beach could be all yours. Nestled in the heart of Holmes Beach, where you can take a short stroll down Holmes Boulevard to city center where you will find adorable shops and restaurants where you can sit, sip, and dine and enjoy a real small town coastal experience. This lovely bungalow style home features a beautiful private pool with swim up table and a shallow sun deck , all brand new furniture, appliances, AC with an upgrade purification Air scrubber component by Aerus, kitchen counters and base cabinets and pool equipment. This home is very well received by its long standing repeat guests and decorated so adorable with its subtle soft coastal chic colors it is sure to please everyones need for the beach. It is very active and successful vacation rental with ample space for your family fun filled vacations, and when you are not using it yourself you can earn income to help offset the costs. Schedule your private showing. FYI this is a typical island "land condo" with NO HOA, each owner takes care of their own home, they do share the same landscaper by choice.
Listing Agent: Michelle Laade (941-737-9662)
243 S HARBOR DR, HOLMES BEACH, FL 34217
$3,000,00063 Days on yellowkey MLS ID: A4684027
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2016 Built: 2024 Tax: $8,421 (2024)Community: Sportsmans Harbor RevSpa: YesSingle Family
Taxes:$8,421
Remarks: This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence delivers the perfect blend of island relaxation and modern sophistication. Built to the highest standards and unaffected by recent hurricanes, it offers peace of mind along with exceptional design. A charming front entry welcomes you into a bright, open great-room floor plan that seamlessly connects the living area, dining space, and chef’s kitchen. The kitchen features a large entertaining island, premium finishes, and generous seating—ideal for hosting family and friends. The primary suite is a serene retreat with a spa-style ensuite bath, creating a private sanctuary for unwinding after a day in the sun. Two more king bedrooms all with en-suite bathrooms allow privacy for guests. Everyone will love the bunk room also with en-suite bathroom. Step outside to expansive outdoor spaces surrounded by lush tropical landscaping. Enjoy the Florida sunshine by the heated pool and infinity edge spa, relax with a drink in hand, or gather for evening conversations under the stars. The turfed backyard provides a lush area for pets and additional seating areas. The home also features rooftop deck with sweeping intercoastal water views, perfect for taking in unforgettable sunsets. Multiple balconies around the allows you to enjoy the incredible island weather. A spacious 2-car garage provides room for vehicles, a golf cart, and additional storage. Every detail has been thoughtfully designed for comfort, convenience, and effortless island living. Situated in one of Anna Maria Island’s most desirable areas, this home places you moments from everything that makes island life special. Take advantage of the private community boat ramp and quick access to the beautiful waters of Tampa Bay and the Gulf. Currently utilized as a short-term vacation rental with great rental revenue and many 5-star reviews, this home provides a fantastic investment opportunity.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
303 55TH ST, HOLMES BEACH, FL 34217
$4,495,00055 Days on yellowkey MLS ID: A4685639
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3356 Built: 2026 Tax: $9,277 (2025)Community: Holmes Beach 11Th UnitSpa: YesSingle Family
Taxes:$9,277
Remarks: Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sean Sabbia (813-748-8701)
402 71ST ST, HOLMES BEACH, FL 34217
$1,395,000410 Days on yellowkey MLS ID: A4645179
5 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2183 Built: 1965 Tax: $14,131 (2024)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$14,131
Remarks: Under contract-accepting backup offers. INCENTIVE****** Seller to replace roof prior to closing!!!! Welcome to Your Dream Vacation Getaway Surrounded by world-class beaches, fantastic restaurants, and charming shops, this TURN-KEY FURNISHED 4-bedroom, 3-bathroom pool home is perfectly situated in the heart of Anna Maria Island. It is just 3 blocks from the beach! A proven income property with exceptional reviews and bookings in place, this home offers both a serene retreat and a smart investment. Nestled on a spacious corner lot with lush native landscaping and swaying palms, the home features wide covered porches that overlook an outdoor oasis. Step into your private paradise with a sparkling lagoon-style pool and spa. Surrounded by tropical greenery, the built-in spa with water jets, thatched umbrella, and natural stone-tiled deck create a resort-like ambiance. A fun Tiki bar, outdoor shower, and ample lounge space add to the perfect setting for entertaining or relaxing after a day at the beach. Outdoor living continues with a covered porch and shaded dining area, ideal for morning coffee or evening cocktails. Inside, the home boasts a completely remodeled, open-concept living area and a large eat-in kitchen, perfect for gathering with family and friends. The split floor plan includes four private bedrooms and two spacious bathrooms on the main floor. Upstairs, a generous loft offers a third bathroom, a fifth bonus bedroom with a queen bed, and a cozy reading nook. An attached 1-car garage provides convenient storage for all your beach gear and golf cart. Don’t miss your chance to own this tropical retreat. Book your private showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Dee Munn (407-346-4422)
6005 GULF DR #219, HOLMES BEACH, FL 34217
$739,90098 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 Agent: Thomas Nelson (941-448-4465)
213 71ST ST #A&B, HOLMES BEACH, FL 34217
$1,545,000127 Days on yellowkey MLS ID: A4675569
1 Days Off yellowkey (back on 4/5/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1716 Built: 1987 Tax: $14,295 (2024)Community: West Wind ShoresApartment
Taxes:$14,295
Remarks: Under contract-accepting backup offers. Turnkey Coastal Duplex | 5-Star Short Term Rental | Proven Rental Income | Short stroll to the Beach. Rarely does a property this well-positioned come to market. This elevated, fully furnished duplex in the heart of Holmes Beach is an established, high-performing short-term rental with a 5-star Airbnb rating and verified income history available upon request. Two private residences, each offering 2 bedrooms, 2 bathrooms, private entrances, and open-concept living with coastal finishes, create a truly flexible investment opportunity. Ideal for maximizing rental income, offsetting ownership costs by occupying one unit, or enjoying as a vacation home that performs. Just a two-minute walk to the beach, this property benefits from strong and consistent guest demand. Year-to-date rental performance reflects this demand, with approximately $50,000 in gross bookings through March 2026, demonstrating strong early-year performance and consistent booking momentum; detailed financials available upon request. Covered parking and generous storage beneath the elevated structure add convenience for both guests and owners. A conceptual rendering for a pool and outdoor lounge is attached, offering clear upside potential, subject to permitting and buyer verification. Proven income, 5-star reputation, premier location, and weekly rental zoning make this a compelling investment opportunity.
Listing is courtesy of: AMI REAL ESTATE INC (941-447-9663)
Listing Agent: Debbie Hynds (941-447-9658)
205 HAVERKOS CT, HOLMES BEACH, FL 34217
$1,525,00068 Days on yellowkey MLS ID: A4683517
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1975 Tax: $12,097 (2024)Community: Haverkos CourtSingle Family
Taxes:$12,097
Remarks: Welcome to your slice of paradise on beautiful Anna Maria Island! This 3-bedroom, 2-bath island retreat is ideally located just 2.5 blocks from the sugar-sand beaches of the Gulf of Mexico, offering the ultimate coastal lifestyle in one of Florida’s most sought-after destinations. Designed for relaxation and entertaining, the home features an amazing ground-level pool with spa — your own private tropical oasis perfect for soaking up the Florida sunshine or unwinding after a day at the beach. The spacious layout comfortably accommodates family and guests, making every stay feel like a vacation. Enjoy being within walking distance to all that Anna Maria has to offer — charming local shops, great dining, grocery options, and more. Leave the car behind and embrace the true island lifestyle. In addition to being a wonderful personal getaway or primary residence, this property is a great rental home with strong appeal to vacationers seeking location, comfort, and exceptional outdoor living. Its proximity to the beach, walkability, and desirable pool/spa amenities make it highly attractive for short-term rental opportunities. Whether you're looking for an island escape, investment property, or both — this home delivers the very best of Anna Maria Island. Come live your Anna Maria Life!
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
7000 GULF DR #115, HOLMES BEACH, FL 34217
$1,395,00098 Days on yellowkey MLS ID: A4679118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1978Monthly Fee: $1,150 Tax: $11,730 (2024)Community: Tiffany PlaceCondo
Taxes:$11,730
Remarks: Imagine waking up to views of sugar sand beaches and the turquoise waters of the Gulf. Imagine no longer as you can enjoy this beachfront lifestyle from this 2 bedroom, 2 bath condo in the Beachfront Condominium complex, Tiffany Place. From the moment you enter the unit you will realize its many upgrades: the polished porcelain tile in the foyer and kitchen, the engineered hardwood flooring throughout the remainder of the unit, the plantation shutters, new kitchen cabinets, Jenn Aire Range, stainless steel appliances, remodeled bathrooms and custom cabinets in the primary bedroom. In 2022 a new air conditioner and electric panel were installed and a new hot water heater in 2025. In 2023, all the windows were replaced with Hurricane Impact proof windows, which prevented any damage from the two 2024 hurricanes and provided a discount in insurance and lowered AC costs significantly. As the condo is in the north wing of the complex, you can enjoy the morning sun while drinking your coffee on the balcony and comfortable shade for your afternoon tea or cocktails. The unit has 2 additional storage closets. Tiffany Place is close to the free Island Trolley which can take you to the many unique shops and restaurants on the island and the Library. Or stay put and just enjoy the beachfront living from your new home. .
Listing is courtesy of: A PARADISE INC REALTOR (941-778-4800)
Listing Agent: Helen Ross (941-524-8214)
101 73RD ST #2, HOLMES BEACH, FL 34217
$700,000179 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
$685,000108 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)
101 73RD ST #3, HOLMES BEACH, FL 34217
$725,000179 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
$675,000179 Days on yellowkey MLS ID: A4669608
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 1980 Tax: $3,402 (2025)Community: Princess Martha AptsCondo
Taxes:$3,402
Remarks: One or more photo(s) has been virtually staged. This is your golden moment! Units 1, 2, 3 are all listed for sale and zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This renovated one-bedroom, one-bath unit is a first-floor corner unit that has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of the Gulf. This is a rare opportunity as unique buildings like this are few and far between. It could be the ideal place to call home or as a daily rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof and air-conditioning unit were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.
303 58TH ST, HOLMES BEACH, FL 34217
$2,449,999144 Days on yellowkey MLS ID: A4674192
REDUCED by $50,001 (2.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2524 Built: 2006 Tax: $26,409 (2024)Community: Casa Bella Of Anna Maria IslandSingle Family
Taxes:$26,409
Remarks: AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW ROOF • TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marlen Ryan (941-799-1046)
624 DUNDEE LN, HOLMES BEACH, FL 34217
$2,295,000222 Days on yellowkey MLS ID: A4665745
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1799 Built: 1967 Tax: $21,626 (2024)Community: Key Royale 9Th AddSingle Family
Taxes:$21,626
Remarks: Welcome to Southern Exposure! One of the best things about coming to sunny Florida from the cold North is a home with Southern Exposure so you can bask in the sun by this amazing pool all day long! Tranquil, private waterfront sanctuary — 624 Dundee on Key Royale is an impeccably renovated residence offering modern-luxe living by the water. This refined 3-bedroom, 2-bath pool home blends effortless flow with elevated finishes throughout. Meticulous landscaping and elegant paved walkways welcome you, while thoughtful attention to detail is evident in every room. Outdoors, a perfectly scaled heated pool and generous sun terraces are complemented by covered lounge space for sophisticated alfresco living and dining. A fully equipped dock with a 10,000 lb lift invites effortless access to open water, fishing, kayaking, or paddleboarding amid abundant coastal wildlife. Entertain beautifully: a sleek, brand-new kitchen with island opens to the dining area and elongated living room, creating seamless indoor-outdoor flow. The primary suite sits poolside with a private ensuite—ideal for morning swims or coffee on the lanai with sunshine all day! Two additional bedrooms share a well-appointed bath and can easily convert to a chic home office or guest quarters. Perfectly positioned on the island, this home captures the quintessential Anna Maria lifestyle—relaxation, sunlit days, and waterfront adventures—ready to be enjoyed as an exquisite primary residence or a sophisticated addition to your investment portfolio.
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