Search Holiday Rentals in Gasparilla Island

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Jun - 26 Jun
Tomorrow
26 Jun - 27 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Holiday Rentals in Gasparilla Island

The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (923)
"The place was very comfortable and very clean. Location was awesome "
The price is 4.555.242 ₫
5.101.923 ₫ total
includes taxes & fees
29 Jun - 30 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Matlacha Tiny Village
Dock

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (255)
"Nice place"
The price is 2.851.113 ₫
5.140.897 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Matlacha Tiny Village
Swiftwater Apartments By Barsala
Interior

Swiftwater Apartments By Barsala

3.5 star property
8.6 out of 10, Excellent, (26)
"The place was very comfortable, clean, customer service was very good, I recommend it, a quiet and very cozy place8"
Swiftwater Apartments By Barsala
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (7)
"Very nice and updated property with a great panoramic view of the bay and ocean. Easy check in and checkout. Close to everything in Montasota Key/Englewood. "
The price is 3.168.267 ₫
15.319.110 ₫ total
includes taxes & fees
27 Jun - 28 Jun
Chadwick Cove Resort & Marina
Paradise Cove at Lemon Bay
Exterior

Paradise Cove at Lemon Bay

3.5 star property
8.2 out of 10, Very good, (76)
"The property was outstanding. The owners were marvelous would definitely go back."
Paradise Cove at Lemon Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free