Gasparilla Island Holiday Rentals

    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
28 Jul - 29 Jul
Tomorrow
29 Jul - 30 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Gasparilla Island

The Suites at Fishermen’s Village- 2 Bedroom Suites
Relax by the pool surrounded by lounge chairs and umbrellas.

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (950)
"Great stay"
The price is S$245
includes taxes & fees
30 Jul - 31 Jul
The Suites at Fishermen’s Village- 2 Bedroom Suites
Matlacha Tiny Village
Enjoy a serene waterfront setting with a picnic table and benches, surrounded by umbrellas for shade and safety ropes.

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (259)
"Amazing little place. Not so little. Lovely. Excellent host and proximity to everything! "
The price is S$236
includes taxes & fees
29 Jul - 30 Jul
Matlacha Tiny Village
Chadwick Cove Resort & Marina
Boats docked in calm waters, surrounded by residential buildings with balconies overlooking the marina.

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (8)
"Wonderful place to stay, quiet, close to the beach and wonderful restaurants within walking distance! Highly recommend!!!"
The price is S$695
includes taxes & fees
19 Aug - 20 Aug
Chadwick Cove Resort & Marina
Paradise Cove at Lemon Bay
Relax by the serene waterfront, where a tranquil atmosphere and picturesque views await.

Paradise Cove at Lemon Bay

3.5 star property
8.2 out of 10, Very good, (77)
"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

Top Gasparilla Island Hotel Reviews

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port

10/10 Excellent
"Great hotel. Beautiful view from our room. Delicious coffee. "
Thomas 1-night trip
Posted 14 hours ago
Hampton Inn & Suites North Port