Choose from 77 vacation rentals located in Gasparilla Island, Florida. Top filters in Gasparilla Island include Internet / Wifi, Air conditioner, and Kitchen or Kitchenette. Prices range from R2,445 to R65,205 per night. Our most popular vacation rental types near Gasparilla Island are Hotel and RV.

Top vacation rentals in Gasparilla Island

Beach nearby, sun loungers, beach towels
5.0
Outstanding(132 Reviews)
Very Secluded and Private House with Pool, Near Beach. 11 blocks from Village.
House
 in Boca Grande
6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Most favorited

This House for R 11,936 in Gasparilla Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Banquet hall
5.0
Outstanding(177 Reviews)
Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town
House
 in Boca Grande
6 guests · 4 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette

Experience the best of Gasparilla Island with this House available for R 28,111. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Beach nearby, sun loungers, beach towels
4.9
Outstanding(109 Reviews)
Boca Grande Beach House, South - Great Price! Great Location!
House
 in Boca Grande
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

This House for R 6,050 in Gasparilla Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Property building
4.2
Excellent(292 Reviews)
Boca Grande Hotel
Hotel
 in Boca Grande
3star
2 queen beds
Pool · Kitchen or Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Gasparilla Island, at R 2,445 per night for your next great vacation.

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Search by amenity

Explore vacation rentals with the most popular amenities in Gasparilla Island

Vacation rentals with internet & wifi in Gasparilla Island

Sun loungers, beach towels
4.8
Outstanding(97 Reviews)
In town Spanish Style Guest House 100 Yards From The Beach
Cottage
 in Boca Grande
2 guests · 1 bedroom · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

This inviting Cottage in Gasparilla Island can fit your needs for many types of vacations, at R 10,234 per night.

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A heated pool
5.0
Outstanding(64 Reviews)
Waterfront Condo on Boca Grande-Pure Bliss more photos of remodel coming soon!
Apartment
 in Placida
6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner

Experience vacation in Gasparilla Island with our Apartment, Waterfront Condo on Boca Grande-Pure Bliss more photos of remodel coming soon!. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

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Smart TV, Netflix, books, smart speakers
5.0
Outstanding(83 Reviews)
Special End Of Year 15% Weekly 'Hurricane Discount' To Dec 30
Apartment
 in Boca Grande
2 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner

Enjoy the best of Gasparilla Island in our Apartment, Special End Of Year 15% Weekly 'Hurricane Discount' To Dec 30. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Terrace/patio
5.0
Outstanding(95 Reviews)
Charming Cottage in the Historic Village in Boca Grande
Cottage
 in Boca Grande
4 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette

This inviting Cottage in Gasparilla Island can fit your needs for many types of vacations, at R 14,635 per night.

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Gasparilla Island

Gasparilla Island travel guide

Let us help you plan your perfect Gasparilla Island vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Gasparilla Island, and more.

Frequently asked questions

What is the price range for rentals in Gasparilla Island?

Vacation rentals in Gasparilla Island have a price range between R 2,445-R 65,205. The average price for rentals in Gasparilla Island is R 685 per night.

What are the most popular vacation rental amenities in Gasparilla Island?

  • Internet / Wifi
  • Air conditioner
  • Kitchen or Kitchenette

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