Choose from 157 vacation rentals located in Gasparilla Island, Florida. Top filters in Gasparilla Island include Internet / Wifi, Air conditioner, and Kitchen / Kitchenette. Prices range from $84 to $3,600 per night. Our most popular vacation rental types near Gasparilla Island are Hotel and RV.

Top vacation rentals in Gasparilla Island

Front of house
5.0
Outstanding(116 Reviews)
House
 in Boca Grande
Very Secluded and Private House with Pool, Near Beach. 11 blocks from Village.
6 guests · 3 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

This House for $546 in Gasparilla Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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A favorite repeat renter riding his bike in front of my historic 1911 cottage.
5.0
Outstanding(170 Reviews)
House
 in Boca Grande
Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town
6 guests · 4 bedrooms · 3 baths
Garden · Pool · Kitchen / Kitchenette

Experience the best of Gasparilla Island with this House available for $950. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Boca Grande Beach House and spacious yard
4.9
Outstanding(105 Reviews)
House
 in Boca Grande
Boca Grande Beach House, South - Great Price! Great Location!
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

This House for $325 in Gasparilla Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
4.2
Excellent(309 Reviews)
Hotel
 in Boca Grande
3star
Boca Grande Hotel
Pool · Kitchen / Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Gasparilla Island, at $135 per night for your next great vacation.

$$$$
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Search by amenity

Vacation rentals with internet & wifi in Gasparilla Island

Guest House has a private location on larger secluded property
4.8
Outstanding(92 Reviews)
Cottage
 in Boca Grande
In town Spanish Style Guest House 100 Yards From The Beach
2 guests · 1 bedroom · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

This inviting Cottage in Gasparilla Island can fit your needs for many types of vacations, at $470 per night.

$$$$
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Welcome to our relaxing  condo . . . a place to enjoy the beauty of Boca.
5.0
Outstanding(92 Reviews)
Condo
 in Boca Grande
Get your Spring and summer vacation plans booked! \nFamily friendly!!
6 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

Experience the best of Gasparilla Island with this Condo available for $380. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Open Air Lanai With Panoramic West Facing Views Of Florida's Gulf Coast
5.0
Outstanding(80 Reviews)
Condo
 in Boca Grande
Fully Renovated 2BD/2BA Luxury Condo Right On Spectacular South FL Beaches
2 guests · 2 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

Enjoy the best of Gasparilla Island in our Condo, Fully Renovated 2BD/2BA Luxury Condo Right On Spectacular South FL Beaches. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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View From Front
5.0
Outstanding(88 Reviews)
Cottage
 in Boca Grande
Charming Cottage in the Historic Village in Boca Grande
4 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

This inviting Cottage in Gasparilla Island can fit your needs for many types of vacations, at $650 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 $84-$3,600. The average price for rentals in Gasparilla Island is $501 per night.

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

  • Internet / Wifi
  • Air conditioner
  • Kitchen / Kitchenette

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