Gasparilla Island rentals with pool

We found 131 rentals with pool — enter your dates for availability

Find spaces that suit your style

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Gasparilla Island?
If you love the idea of going for a swim whenever you want, book one of our 131 holiday rentals with a pool in Gasparilla Island. With top attractions such as Gasparilla Island State Park, Boca Grande Beaches and Boca Grande Lighthouse Museum on your doorstep, this is a popular neighbourhood to stay in.
How much does it cost to stay in a holiday rental with a pool in Gasparilla Island?
A number of factors will determine how much you pay for a holiday rental with a pool in Gasparilla Island, such as property size and when and how long you want to stay. All you have to do is enter your holiday dates and any preferences to find a house where you can have a splashing good time.
What holiday rentals with a pool in Gasparilla Island have nice views?
If you want to make your Gasparilla Island getaway even more special, stay in one of Stayz's holiday rentals with a pool — and a gorgeous view to boot. Once your initial search is done, use our filter tools to narrow down your results by location and the vistas you'd like to take in.
Are there holiday rentals with a private pool in Gasparilla Island?
Morning, noon or evening, go for a swim whenever you want when you book a holiday rental with a private pool in Gasparilla Island. To look for Stayz properties that'll add an extra layer of fun to your break, use our "Private pool" filter.
What are the top things to do in Gasparilla Island?
Keep your group busy by visiting Gasparilla Island State Park, Boca Grande Beaches and Lighthouse United Methodist Church. These are just some of the family-friendly things to do you'll find around Gasparilla Island. Whatever your idea of the perfect family retreat, our holiday home rentals have everything you need to relax and connect.
Why should I book my holiday rental with a pool with Stayz?
When you select a Stayz holiday rental with a pool, the only people you have to share your living space with are the people you bring along. It will only be you and your family with the entire place to yourselves splashing around as you like. Our flexible cancellation policies also mean you can book your rental house with peace of mind if you need to change your plans.