$4,500 per month
- 3 Beds
- 2.5 Baths
- 2,196 Sq Ft
- House for Rent
7860 Holiday Dr, Sarasota, FL 34231
7860 Holiday Dr, Sarasota, FL 34231
53
Studio to 4 Bedroom Homes for Rent in Coral Cove/Holiday Harbor
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$8,500 per month
- 4 Beds
- 3 Baths
- 1,885 Sq Ft
- House for Rent
6139 Hollywood Blvd, Sarasota, FL 34231
6139 Hollywood Blvd, Sarasota, FL 34231 -
$6,500 per month
- 4 Beds
- 3 Baths
- 2,285 Sq Ft
- House for Rent
6304 Beechwood Ave, Sarasota, FL 34231
6304 Beechwood Ave, Sarasota, FL 34231 -
$9,700 per month
- 3 Beds
- 2 Baths
- 1,888 Sq Ft
- House for Rent
1723 Stanford Ln, Sarasota, FL 34231
1723 Stanford Ln, Sarasota, FL 34231 -
$8,500 per month
- 3 Beds
- 3 Baths
- 2,441 Sq Ft
- House for Rent
7516 Cove Terrace, Sarasota, FL 34231
7516 Cove Terrace, Sarasota, FL 34231 -
$10,500 per month
- 4 Beds
- 3.5 Baths
- 5,012 Sq Ft
- House for Rent
1707 Caribbean Dr, Sarasota, FL 34231
1707 Caribbean Dr, Sarasota, FL 34231 -
$7,500 per month
- 3 Beds
- 3 Baths
- 2,358 Sq Ft
- House for Rent
8137 Gabanna Dr, Sarasota, FL 34231
8137 Gabanna Dr, Sarasota, FL 34231 -
$1,495 - $2,195 per month
1700-1704 Redwood St, Sarasota, FL 34231Apartment for Rent
1 - 2 Beds
1700-1704 Redwood St, Sarasota, FL 34231
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$2,300 per month
- 2 Beds
- 2 Baths
- 1,101 Sq Ft
- Condo for Rent
1640 Stickney Point Rd Unit 40-101, Sarasota, FL 34231
1640 Stickney Point Rd Unit 40-101, Sarasota, FL 34231Knock, knock... Who’s there? Opportunity! Now available for peak season — January through April 2026 — at $2,950/month. Freshly updated and fully furnished, this ground-floor condo offers easy living with in-unit laundry and a reserved parking space, making it perfect for a comfortable seasonal stay. Located in the resort-style, waterfront community of Castel Del Mare, the condo is beautifully
Robert Bevington SHOWTIME REALTY
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$1,650 per month
- 2 Beds
- 2 Baths
- 1,095 Sq Ft
- Condo for Rent
5428 Swift Rd Unit Imperial Place, Sarasota, FL 34231
5428 Swift Rd Unit Imperial Place, Sarasota, FL 34231Open floor plan. Lots of natural light. Lots of storage.Pergo floors everywhere except travertine bathrooms and pavers on screened patio. Walk in Closet. New On-sight laundry room. Large Pool. One small pet okay. Top floor unit.(second floor). Close to Siesta. First, last, and $1200 security deposit.
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$2,200 per month
- 2 Beds
- 2 Baths
- 1,312 Sq Ft
- Apartment for Rent
2009 Riverbluff Pkwy Unit V334, Sarasota, FL 34231
2009 Riverbluff Pkwy Unit V334, Sarasota, FL 34231Discover the largest floor plan in Strathmore Riverside III, an impeccably maintained 55+ community perfectly situated in central Sarasota. This spacious 2-bedroom, 2-bath home with an additional office or hobby room offers abundant natural light, beautifully painted neutral interiors, and high-end tile and laminate flooring throughout. The split-bedroom layout provides wonderful privacy, while
Karin Robison
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$2,220 per month
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- House for Rent
2429 Apache St, Sarasota, FL 34231
2429 Apache St, Sarasota, FL 34231Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,
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$1,395 per month
- 1 Bed
- 1 Bath
- 679 Sq Ft
- Condo for Rent
5800 Hollywood Blvd Unit 324, Sarasota, FL 34231
5800 Hollywood Blvd Unit 324, Sarasota, FL 34231Beautiful 1-Bedroom, 1-Bath End-Unit Condo in Baywood Colony – Sarasota, FL Discover comfort and coastal charm in this beautifully updated 1-bedroom, 1-bath end-unit condo located in the highly desirable Baywood Colony community. This inviting second-floor residence offers a bright, open layout with plenty of natural light and stylish modern finishes throughout. The newly renovated kitchen
Michael Sorensen STRINGER MANAGEMENT INC
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$1,795 per month
- 2 Beds
- 2 Baths
- 995 Sq Ft
- Condo for Rent
2137 Couver Dr, Sarasota, FL 34231
2137 Couver Dr, Sarasota, FL 34231Neighborhood:Location, Location, Location! This 2BR/2BA duplex home is in the most convenient spot near everything Sarasota! Just 1 mile to Siesta Key, shopping, restaurants, and more. So close to everything you can walk or bike and still be there in minutes. A short drive to Downtown Sarasota or to hop onto I 75. Explore the nearby Gulf Gate Village with all its shops, bars and eateries or
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$1,850 per month
- 1 Bed
- 1 Bath
- 516 Sq Ft
- Condo for Rent
Unlisted Address
Unlisted AddressAVAILABLE NOW - This charming turnkey furnished one-bedroom, one-bath condo is available as an annual rental and the perfect opportunity for those seeking coastal living with a vibrant community vibe. Step into a bright and airy space, fully turnkey furnished, ready for you to move in and start enjoying the Florida lifestyle. With a thoughtfully designed living space, this condo offers a cozy
Beth Harris COMPASS FLORIDA LLC
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$2,700 per month
- 2 Beds
- 2 Baths
- 1,016 Sq Ft
- Condo for Rent
1630 Stickney Point Rd Unit 102, Sarasota, FL 34231
1630 Stickney Point Rd Unit 102, Sarasota, FL 34231Location, location, location!! Just under 10 min walk to Siesta Key Beach! Close to restaurants and trolley to the town. 2 complex pools, one overlooking the water, other one just steps from our lanai!! 2 bed/2 bath unit, fully furnished, ready to live in and make memories!**Winter rates apply if it is not a long term lease.**
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$9,000 per month
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
- Condo for Rent
1546 Stickney Point Rd Unit 501, Sarasota, FL 34231
1546 Stickney Point Rd Unit 501, Sarasota, FL 34231Seasonal This sophisticated, coastal-inspired luxury condominium is located in The Boatyard, one of the most sought-after gated communities on the Intracoastal Waterway. Just a short walk from Siesta Key’s gorgeous Crescent Beach, you’ll enjoy effortless access to water sports, shopping, dining, and the vibrant island lifestyle. Your private boat slip is steps away from the carport. The main
Cody Smith RENT SARASOTA
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$2,950 per month
- 2 Beds
- 2 Baths
- 1,209 Sq Ft
- House for Rent
2657 Riverbluff Pkwy Unit V122, Sarasota, FL 34231
2657 Riverbluff Pkwy Unit V122, Sarasota, FL 34231Located in the 55+ Active Community of Strathmore Riverside in Sarasota, NEW to the market and available for Season 2026. (3 months minimum). As you enter through the elegant front door of this beautifully updated, 2BR/2BA, turnkey furnished villa, the entry hallway leads into the light and bright, open living/dining room where you will see the serene canal view and boat docks from your wide
Chrissie Cummings JENNETTE PROPERTIES INC
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$4,500 per month
- 3 Beds
- 2 Baths
- 1,144 Sq Ft
- House for Rent
1686 Chapline Ln, Sarasota, FL 34231
1686 Chapline Ln, Sarasota, FL 34231Charming Bayview Acres Home – Available March 1, 2026Discover comfort, convenience, and coastal charm in this fully furnished 3-bedroom, 2-bath home located West of the Trail in the highly desirable and non-deed-restricted community of Bayview Acres.Inside, you’ll appreciate the beautifully renovated kitchen, split floorplan, and thoughtful upgrades throughout. Each bedroom is equipped
Robert Bevington SHOWTIME REALTY
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$1,950 per month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Condo for Rent
1650 Stickney Point Rd Unit 50-202, Sarasota, FL 34231
1650 Stickney Point Rd Unit 50-202, Sarasota, FL 34231(Not available Winter 2026 – Available again starting May 15, 2026)Escape to this bright and inviting condo in the highly sought-after Castel Del Mare, located just minutes from the world-famous Siesta Key Beach, ranked the #1 beach in the USA. From the moment you arrive, you’ll be welcomed by the light, airy décor and spacious living areas that make this condo feel like a true coastal
Robert Bevington SHOWTIME REALTY
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$6,500 per month
- 3 Beds
- 2 Baths
- 1,886 Sq Ft
- Property for Rent
5846 Cavano Dr, Sarasota, FL 34231
5846 Cavano Dr, Sarasota, FL 34231RESORT STYLE LIVING at ESPLANADE BY SIESTA KEY-For Lease. RENT this spacious and well appointed THREE BEDROOMS AND A DEN furnished VILLA home that has everything you will need to relax and enjoy your stay in paradise. AVAILABLE for a two month or longer lease. Open great room plan that leads to an extended screen lanai with serene water views. The partially covered lanai features a fully equipped
Patrice Ivan WAGNER REALTY
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$10,500 per month
- 4 Beds
- 5 Baths
- 5,073 Sq Ft
- Property for Rent
7350 Periwinkle Dr, Sarasota, FL 34231
7350 Periwinkle Dr, Sarasota, FL 34231MOVE-IN Ready. For RENT this Mediterranean style two story home West of the Trail. CORAL COVE SARASOTA-WATERFRONT HOME 4 LEASE. 4BR/3.5 baths and a pool bathroom. Unfurnished. Approx. 5,073 sq ft living space. Home is located on a peaceful cul de sac and sits on over a third of a well landscaped acre. Three car courtyard garage. Open floor plan with vaulted ceilings, gourmet kitchen, walk-in wine
Patrice Ivan WAGNER REALTY
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$2,250 per month
- 2 Beds
- 2 Baths
- 1,156 Sq Ft
- House for Rent
5903 Tidewood Ave Unit 1, Sarasota, FL 34231
5903 Tidewood Ave Unit 1, Sarasota, FL 34231BEAUTIFULLY UPDATED 2 BEDROOM 2 BATHROOM VILLA LOCATED WEST OF THE TRAIL, RIGHT ACROSS THE STREET FROM THE INTERCOASTAL IN THE HIGHLY SOUGHT AFTER BAYWOOD COLONY COMMUNITY! This home was completely remodeled in 2020 and has everything you need. The open floor plan features ceramic tile, fresh paint and high ceilings. The kitchen has been completely updated with stone counter-tops, gorgeous back
Kayla Lamb NEXTHOME EXCELLENCE
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$2,900 per month
- 3 Beds
- 2 Baths
- 1,791 Sq Ft
- House for Rent
2608 Constitution Blvd, Sarasota, FL 34231
2608 Constitution Blvd, Sarasota, FL 34231Location, Location...situated 5 minutes from Siesta Key beaches and within easy reach of Downtown Sarasota. This pretty Phillippi Gardens UNFURNISHED three bedroom home is available for an annual lease. Custom quality remodeled Open Floor Plan with beautiful natural light and stunning wood floors. Kitchen features wood cabinets, granite and new appliances. Master suite with a walk-in shower and
Jane Hunter JENNETTE PROPERTIES INC
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$6,000 per month
- 3 Beds
- 2.5 Baths
- 2,251 Sq Ft
- House for Rent
1895 Buccaneer Cir, Sarasota, FL 34231
1895 Buccaneer Cir, Sarasota, FL 34231ANNUAL/SEASONAL FURNISHED RENTAL Sarasota Mainland - 2 miles to Siesta Key. Wow! Fantastic south Sarasota location 4 bedroom, 2 1/2 bath home sleeps 12. Minutes from the #1 Beach in the US, Siesta Key! No traffic jams here at this west of Trail waterfront home. Kayak and paddle board through Metheny Creek that leads to the Gulf of Mexico via the Intracoastal Waterway. Power boats OK during high
Margaret Young JENNETTE PROPERTIES, INC.
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$2,800 per month
- 2 Beds
- 2 Baths
- 1,312 Sq Ft
- House for Rent
2401 Riverbluff Pkwy Unit V240, Sarasota, FL 34231
2401 Riverbluff Pkwy Unit V240, Sarasota, FL 34231New Sarasota annual furnished rental!! Rented through March 2026. Welcome to this spacious one level Villa located in the serene 55 plus community of Strathmore Riverside Villas along the picturesque canal of Phillipi Creek right off Swift Road. This Villa is centrally located in South Sarasota close to the beaches and all of Sarasota. This charming retreat offers a perfect blend of comfort and
Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP
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$2,200 per month
- 2 Beds
- 2 Baths
- 1,016 Sq Ft
- Condo for Rent
1634 Stickney Point Rd Unit 1634-201, Sarasota, FL 34231
1634 Stickney Point Rd Unit 1634-201, Sarasota, FL 34231ANNUAL TURNKEY FURNISHED in Castel Del Mare: Waterfront resort living awaits just steps from Siesta Key Beaches! Welcome to this fantastic, fully furnished condominium in the highly sought-after Castel Del Mare community, perfectly situated on the Intracoastal Waterway. The spacious living area features modern finishes, warm wood-look flooring, and sliding glass doors opening to a private
Hamid Mohajir RENT SARASOTA
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$6,500 per month
- 2 Beds
- 2 Baths
- 1,673 Sq Ft
- House for Rent
5819 Cavano Dr, Sarasota, FL 34232
5819 Cavano Dr, Sarasota, FL 34232HOT— Rarely available For LEASE at the ESPLANADE by SIESTA KEY community. Location, Location, Location. Two bedrooms + den/office. This VILLA home is ready for your stay in paradise and loaded with upgrades. Beautifully decorated, turnkey furnished with everything you need to enjoy your stay. Two car garage. Walk to the Esplanade Resort style community center and amenities. Beautifully landscaped
Patrice Ivan WAGNER REALTY
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$2,200 per month
- 2 Beds
- 1.5 Baths
- 1,036 Sq Ft
- Condo for Rent
1614 Stickney Point Rd Unit 102, Sarasota, FL 34231
1614 Stickney Point Rd Unit 102, Sarasota, FL 34231LOCATION, LOCATION, LOCATION!! Walk to world-famous Siesta Key Beach from this beautifully maintained 2-bedroom, 1.5-bath condo.Perfect for a vacation stay, this unit offers all the comforts of home- a bright, welcoming interior with charming details and everything you need for a relaxing getaway. Enjoy the convenience of being close to shops, restaurants, and entertainment, while staying in a
Genaro Tramutola FINE PROPERTIES
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$11,500 per month
- 3 Beds
- 3.5 Baths
- 2,507 Sq Ft
- House for Rent
5645 America Dr, Sarasota, FL 34231
5645 America Dr, Sarasota, FL 34231Looking for the perfect rental property? Look no further than this remodeled Waterfront canal front 3 bed 3 1/2 bath home with bay access! Situated in a large fenced lot, this stunning luxurious home boasts a large Coral stone outdoor patio with elevated kitchen, bar and fireplace wrapped around an inviting saltwater heated pool. Impeccably furnished throughout with upscale European finishes
Rory McDonald PREFERRED SHORE LLC
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$3,300 per month
- 3 Beds
- 2 Baths
- 1,659 Sq Ft
- House for Rent
5529 Yorkshire Way, Sarasota, FL 34231
5529 Yorkshire Way, Sarasota, FL 34231Minutes from Siesta Key beach, shopping and an excellent location to SRQ, this 3/2 pool home is ready for you. Spacious lot. Open concept floor plan with living, dining and kitchen open. Split bedrooms with the master with bonus space for sitting area or office and access to the pool area. Covered and screened pool area with ample space to entertain. Minutes from Siesta Key Beach. Rent this
Mindy Olander OLANDER REAL ESTATE PLLC
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$3,500 per month
- 3 Beds
- 2 Baths
- 1,262 Sq Ft
- House for Rent
1911 Upper Beechwood Ave, Sarasota, FL 34231
1911 Upper Beechwood Ave, Sarasota, FL 34231The Application Fee includes background check & credit check.
Charlotte Dixon OWN SRQ LLC
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$3,250 per month
- 3 Beds
- 2.5 Baths
- 1,983 Sq Ft
- Property for Rent
8920 Duval Ln Unit B15, Sarasota, FL 34231
8920 Duval Ln Unit B15, Sarasota, FL 34231Available Now through December 31 - 2025 - 3250.00 - January - April 2026 - 6000.00 Discover the ultimate in comfort and convenience with this beautifully appointed and fully furnished guest home. Perfect for remote workers or anyone seeking the very best, this residence is equipped with a premium Wi-Fi and cable package, offering blazing-fast 200 Mbps internet. Stream movies in 4K, connect
Robert Bevington SHOWTIME REALTY
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$1,995 per month
- 2 Beds
- 1.5 Baths
- 1,036 Sq Ft
- Condo for Rent
1626 Stickney Point Rd Unit 102, Sarasota, FL 34231
1626 Stickney Point Rd Unit 102, Sarasota, FL 34231Annual Turnkey Furnished OR Seasonal rental This end unit townhome is filled with natural light from abundant, large windows and open floor plan. The property is stylishly and comfortably furnished. Both bedrooms are upstairs and the main bedroom has a balcony that looks out onto a wooded preserve. This unit has an indoor washer and dryer for your convenience and is close to the clubhouse, and
Henry Rossi RENT SARASOTA
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$3,950 per month
- 4 Beds
- 2 Baths
- 1,834 Sq Ft
- House for Rent
5738 Antilles Dr, Sarasota, FL 34231
5738 Antilles Dr, Sarasota, FL 34231Available May 15, 2026 for up to ONE YEAR! Fully Furnished with Private Fenced Yard This single-family home is located within minutes of Siesta Key Beach. This charming 4-bedroom, 2-bath home with an attached 2-car garage is situated in Phillippi Gardens. Enjoy a walk or bike ride to Phillippi Estate Park to take advantage of nature trails, fishing piers, a playground, and the weekly farmer's
Robert Bevington SHOWTIME REALTY
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$5,500 per month
- 3 Beds
- 2 Baths
- 2,232 Sq Ft
- Condo for Rent
6660 Schooner Bay Cir Unit 6660, Sarasota, FL 34231
6660 Schooner Bay Cir Unit 6660, Sarasota, FL 34231TURNKEY FURNISHED RENTAL. SHORT(3 month min) OR LONG TERM , located in a quiet gated community just across the bridge from Siesta Key. Walk or bike to the beach. This second and top floor walk up unit spacious unit has vaulted ceilings and an open floor plan. The huge primary onsuite overlooks the canal and has a separate tub, shower, WC, 2 sinks, walkin closet. There is a king size bed and large
Deborah Huffman COLDWELL BANKER REALTY
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$1,900 per month
- 3 Beds
- 2 Baths
- 1,050 Sq Ft
- House for Rent
5903 Richard Place, Sarasota, FL 34231
5903 Richard Place, Sarasota, FL 34231Beautifully updated 3-bedroom, 2-bath single-family home in Sarasota. Features include an updated kitchen with quartz countertops, soft-close cabinets, and new stainless steel appliances. Both bathrooms have been updated. Home offers tile flooring throughout, newer central A/C, tankless water heater, and attic insulation upgraded to R-45 for energy efficiency. Conveniently located near shopping,
Andrey markov ANMARK REALTY LLC
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$2,095 per month
- 2 Beds
- 1.5 Baths
- 814 Sq Ft
- Townhouse for Rent
2233 Michele Dr, Sarasota, FL 34231
2233 Michele Dr, Sarasota, FL 34231/////////////NEW PRICE REDUCTION!!! /////////// Nicely updated duplex. Contemporary flare! Great backyard with screened lanai and paver patio. All fenced in.Great for pets. All laminate floors. Nearly new appliance package. 1/2 bath off kitchen for convenience. The garages separate the units. Yard is privacy fenced for each unit.All this plus a private 1 car garage and driveway parking.
Nancy Guerrero PMI SOUTHWEST FLORIDA
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$4,250 per month
- 2 Beds
- 2 Baths
- 1,312 Sq Ft
- Apartment for Rent
2308 Waterbluff Place Unit V304, Sarasota, FL 34231
2308 Waterbluff Place Unit V304, Sarasota, FL 34231BOOKED FROM 11/1/2025 TO MAY 7, 2026. Located in the 55+ Private and Active Community of Strathmore Villas. This 2bed/2bath villa has been beautifully updated and furnished, kitchen has a center island and seating area, stainless appliances, and fully equipped. There is a large family room and dining room, plus a formal living area. The primary bedroom has a king-sized bed, walk-in closet, and
Chrissie Cummings JENNETTE PROPERTIES INC
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$3,500 per month
- 2 Beds
- 2 Baths
- 1,480 Sq Ft
- House for Rent
2310 Canalbluff Place Unit V-287, Sarasota, FL 34231
2310 Canalbluff Place Unit V-287, Sarasota, FL 34231First time this Strathmore Riverside Villas is available as a seasonal rental! This 55+ community has so many amenities for the seasonal visitor to enjoy. There is a great clubhouse with full kitchen, meeting room, library. billiard room, fitness center, shuffleboard, large heated pool, and marina., which connects to the Gulf, via Phillippi Creek, and Sarasota Bay. There is a very social setting
Robin Turner WATERSIDE REALTY LLC
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