Siesta Key rentals with pool

We found 5,557 rentals with pool — enter your dates for availability

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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 Siesta Key?
Book one of our 5,557 holiday rentals with a pool and start planning your trip to Siesta Key. Whether you're going to stay in Siesta Key Village, Aloha Kai, Bay Isle or another in-demand area, you'll find the ideal poolside escape on Bookabach.
How much does it cost to stay in a holiday rental with a pool in Siesta Key?
Plunge pool or rooftop pool, sprawling or compact, peak season or low season — how much you'll pay for your Siesta Key stay is influenced by all sorts of factors. But one thing that doesn't change? Our holiday rentals with a pool are something special. To find a place that fits your budget, narrow your search results by your maximum price. You can also use our "Discounts" filter to find holiday rentals that offer discounts for longer stays.
When is the best time to book a holiday rental with a pool in Siesta Key?
First, consider if you prefer the buzz of high season or the quieter vibe of low season. Also think about things like the weather conditions and what you want to do in Siesta Key. Whenever you go, we'll help you find a holiday rental with a pool where you can finish your day with a swim.
What holiday rentals with a pool in Siesta Key have nice views?
Houses with beach views are just one of the types of holiday rentals with a pool available in Siesta Key. If you're searching for stays that promise a splashing good time on top of outlooks worth bragging about, you'll find them on Bookabach.
Are there holiday rentals with a private pool in Siesta Key?
Stay in a holiday rental with a private pool in Siesta Key and go for a morning swim or late-night soak — or whenever the mood strikes! You can keep your kids easily occupied, and you'll never have to worry about sharing with other guests. Use our "Private pool" filter to find your ideal holiday rental.
What are the top things to do in Siesta Key?
Fun times in Siesta Key await for all ages when you stay at a holiday home rental with a pool. As well as discovering top attractions like Siesta Key Beach, Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens, you'll be able to spend your downtime practicing cannonballs.
Why should I book my holiday rental with a pool with Bookabach?
When you select a Bookabach holiday rental with a pool, the only people you'll share your living space with are whoever you bring along. It will just be you and your family with the whole place to yourselves having a splashing good time. Our flexible cancellation policies also mean you can book your rental house with confidence if your plans change.
Rentals with Pool in Siesta Key
Rentals with Pool in Aloha Kai