Gasparilla Island

Discover Gasparilla Island

Gasparilla Island beach with white sand, clear water, and peaceful setting

Gasparilla Island is one of Florida’s most refined and peaceful coastal destinations. With white sand beaches, clear water, and a timeless atmosphere, it offers a true escape from the crowds.

Boca Grande and timeless island charm

At the heart of the island, Boca Grande features historic charm, boutique shops, and a relaxed yet upscale vibe.

Peaceful beaches and natural beauty

The beaches are clean, quiet, and perfect for swimming, shelling, or long walks. It’s a favorite destination for couples and nature lovers seeking tranquility.

Gasparilla Island features gulf in Southwest Florida.
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Things to Discover

1 places, activities & entries

A spectacular sunset over a calm ocean with a small island in the foreground and colorful clouds in the sky.

Gasparilla Island State Park – Historic Lighthouse & Natural Beach in Boca Grande

Conservation, History, and Beach Enjoyment on Gasparilla Island Gasparilla Island State Park, located at the southern tip of Gasparilla Island in Boca Grande, is renowned for i...

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Stay with the family who owns the house

You are planning what to do. This is where you stay: vacation rentals booked directly with the family that has run them since 1996. Swipe through a selection, or browse every home we rent.

outside view from the Villa Crown Point the poolarea is perfect for relaxing Crystal clear water into the pool
Pet friendly
Florida Naples Vacation Home

Villa Crown Point
From $ 1,400 / week

Two-story villa with lake view, east-facing terrace & pool – elegant Naples retreat with space, comfort & privacy.

  • Bedrooms Bedroom: 4 (2 King, Queen, 2 Twin)
  • Bathrooms Bathroom: 3 1/2
Details
Villa Kamala in Cape Coral with a pool, spa, and screened patio overlooking the canal. Villa Kamala in Cape Coral with a pool, spa, and screened patio overlooking the canal. Pool and spa at Villa Kamala in Cape Coral with canal view and boat lift.
Pet friendly
Florida Cape Coral Vacation Home

Villa Kamala
From $ 840 / week

Stylish villa with pool, lounge & boat dock – modern amenities, sunny terrace & quick river access for your Florida boat trips

  • Bedrooms Bedroom: 3 (2 King, Queen, Twin-over-twin bunk bed)
  • Bathrooms Bathroom: 2 1/2
Details
View of the Villa Coral Sunshine View of the Villa Coral Sunshine Entrance area of Villa Coral Sunshine
Pet friendly
Florida Cape Coral Vacation Home

Villa Coral Sunshine
From $ 1,000 / week

Oversized south-facing terrace, pool, spa, zen garden & Gulf access – stylish oasis with charming decor

  • Bedrooms Bedroom: 3 (King, Queen, 2 Twin)
  • Bathrooms Bathroom: 2
Details
Pool with sun deck, screened enclosure, and views of palm trees and the canal. Covered entrance with a well-maintained garden and a cozy seating area. Covered front entrance with a seating area and beautifully landscaped garden.
Florida Cape Coral Vacation Home

Villa Nevena
From $ 630 / week

West-facing terrace, hot tub & pool – cozy villa for sunset moments & BBQ evenings in a quiet Cape Coral canal location.

  • Bedrooms Bedroom: 3 (2 Queen, Sleep Sofa)
  • Bathrooms Bathroom: 2
Details
View from above of the pool terrace, the boat lift with dock and the canal Too bad the bougainvillea is not in bloom 2 bicycles belong to the house
Special
Florida Cape Coral Vacation Home

Villa Timeout
% Special Price
Regular: $ 1,100 / week
From $ 950 / week

South-facing terrace, boat lift & tropical charm – peace and comfort for relaxing days by the water.

  • Bedrooms Bedroom: 4 (King, 2 Queen, Den/Sleeper)
  • Bathrooms Bathroom: 2
Details
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