Florida Vacation Villas | Florida Vacation Rentals
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Your Home Away from Home at our Beautiful Florida Vacation Villas

Longboat Key Club & Resort Vacation Rentals offers you a diverse choice of accommodations on the southern part of Longboat Key - from beautiful Beach-front apartments where you can enjoy a warm sunset, or spectacular bay-front units to enjoy the Sarasota skyline, to private homes in gated communities. Pools, spas, 24-hour security…whatever you're looking for you'll find it in one of our impressive Florida vacation villas. Only with us will your island retreat include privileges at the island's most exclusive resort and club, including access to tennis, Fitness Centre, Island House Spa and dining at six, unique restaurants. These amenities, combined with the benefits of our exceptional personalized services provide you with all the elements for a truly, memorable vacation.

One-Month or Less Minimum Stay

Gulfside

  • Beachplace
    Beachplace

    Close community feel in a complex featuring 11 mid-rise buildings with a large central pool, large clubhouse and monthly community events.

  • Longboat Key Club Rd. - Homes & Villas
    Longboat Key Club Rd.

    Longboat Key Club Road is located behind the gates of the Longboat Key Club & Resort on the gulfside. Homes in this area are adjacent to the Longboat Key Club & Resort Islandside Golf Course.

Bayside

  • Bay Habour
    Bay Habour

    Bay-Harbourside property with Sarasota Bay views and access, located across from the 18th Tee of the Longboat Key Club Islandside Course.
    Monthly-Seasonal-Annual Availability.

  • Country Club Shores - Homes & Villas
    Country Club Shores

    The Country Club Shores neighborhood is located on the bayside of the Island across the road from the Longboat Key Club & Resort Islandside Golf Course.

Two to Three Month Minimum Stay

Gulfside

  • The Beaches
    The Beaches

    Single building community located inside the exclusive residential community of Longboat Key Club. Features large wrap-around balconies.

  • Seaplace
    Seaplace

    Gated community comprised of two mid-rise buildings, nine garden buildings with open atriums, and twelve townhouses.

  • The Pierre
    The Pierre

    This unique building features a modern atrium foyer with a full time concierge and is located in the exclusive community of Longboat Key Club.

  • En Provence
    En Provence

    Provence is a 21 unit gulf front community. Guard gated and impeccably landscaped, enjoy beautifully appointed accommodations.

  • The Sanctuary
    The Sanctuary

    The Sanctuary is behind the gates of the Longboat Key Club on the beach side.  Amenities include a pool, tennis courts, community room, exercise facilities, cover parking, wrap-around balcony and 24 hour security.

  • Aquarius
    Aquarius

    Aquarius is a quiet and beautifully landscaped Condominium there is 1 five story building it is close to shopping, Dinning, and Marinas and is about 2 mile north from the Longboat Key Club and Resort.

  • L’Elegance
    L’Elegance

    L’Elegance is a beautiful gated community located directly on the beach on Lido Key in Sarasota, Florida. The condominium complex, located at 1800 Ben Franklin Drive, was built in 1996 and has expansive views of the Gulf of Mexico, Sarasota Bay, and the city of Sarasota’s downtown skyline.

  • Villa Di Lancia
    Villa Di Lancia

    Villa Di Lancia is probably one of the most elite and upscale condominium residences developed in Longboat Key, Florida, with only 37 condo units sharing the luxurious amenities of this gated community.

Bayside

  • Fairway Bay
    Fairway Bay

    Bayside community featuring 4 five-story mid-rise buildings and several neighborhood clusters of townhomes. 

  • Harbour Oaks - Homes & Villas
    Harbour Oaks

    Harbour Oaks is a community located behind the Bay Isles Gate and adjacent to the Longboat Key Club & Resort Harbourside Golf Course.