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Gasparilla Island Homes for Rent

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  • /55

    $48,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft
    • House for Rent

    300 Gasparilla St, Boca Grande, FL 33921

    Welcome to The Gasparilla Lookout, an exquisite 5-bedroom, 4.5-bathroom home boasting an innovative upside-down design, with the primary living areas, including the Master Suite, gourmet kitchen, dining space and luxurious living room, perched on the top level. This elevated vantage point offers unrivaled, panoramic views of the Gulf, framed by the lush palms.Nestled in the serene Golden Beach

    Casey Alderman PARSLEY BALDWIN REAL ESTATE

    300 Gasparilla St, Boca Grande, FL 33921
  • /43

    $17,160 per month

    • 4 Beds
    • 3.5 Baths
    • 1,319 Sq Ft
    • House for Rent

    212 Pilot St, Boca Grande, FL 33921

    Requires Weekly Rental Very private 4 bedroom/4 bath home located just 1/4 mile south of the historic town of Boca Grande and across the street from the beautiful Boca Grande beaches. Miles of walking,

    Casey Alderman PARSLEY BALDWIN REAL ESTATE

    212 Pilot St, Boca Grande, FL 33921

Why Live in Gasparilla Island

Gasparilla Island sits in the Gulf of Mexico, surrounded by the clear blue waters off southwest Florida’s coast. This tropical waterfront destination is located between Venice and Fort Myers, but it occupies a world of its own. Anchored by the upscale Boca Grande community, the island has attracted celebrities for decades and has been connected to several prominent American families, including the Bushes, the Busches and the du Ponts. The community offers a tranquil, Old Florida setting with easy access to the amenities of contemporary coastal living. The island’s residential setting, much like the island itself, is picturesque and secluded. The largest and most expensive homes offer waterfront views and private docks. Most of the island’s single-family offerings are influenced by traditional Key West architecture. The Coastal style is prominent, and many homes feature its common elements, such as shuttered windows and elevated living areas designed with hurricanes in mind. Inland, prices range from the mid-$2 millions to about $5 million. Waterfront properties typically range from about $5 million to the high $10 millions, although newly built estate-style homes can sell for more

Frequently Asked Questions

What are the most popular neighborhoods for renters near Gasparilla Island?
The most popular neighborhoods for renters near Gasparilla Island are Little Gasparilla Island, Placida, Don Pedro Island, Gulf Cove and Englewood East.
What are the most popular zip codes for renters near Gasparilla Island?
The most popular zip codes for renters near Gasparilla Island are 33921, 33946, 33947, 33981 and 34224.
How to Rent a Home