Siesta Key rentals with pool

We found 4,889 rentals with pool — enter your dates for availability

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Frequently asked questions

Are there any vacation rentals with a pool in Siesta Key?
Book one of our 4,889 vacation 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 Vrbo.
How much does it cost to stay in a vacation 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 vacation 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 vacation rentals that offer discounts for longer stays.
When is the best time to book a vacation 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 vacation rental with a pool where you can finish your day with a swim.
What vacation rentals with a pool in Siesta Key have nice views?
Houses with beach views are just one of the types of vacation 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 Vrbo.
Are there vacation rentals with a private pool in Siesta Key?
Stay in a vacation 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 vacation 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 vacation 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 vacation rental with a pool with Vrbo?
Booking your vacation rental with a pool with Vrbo means you get the entire place to yourselves — your own private oasis to have a splashing good time without any distractions from others. Plus, our easy payment and cancellation policies give you the freedom to change your plans if you need to. And if you join our free One Key™ rewards program, you’ll be able to earn OneKeyCash™* on eligible bookings on Vrbo, Expedia and Hotels.com. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.
Rentals with Pool in Siesta Key

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