Grassy Key rentals with pool

We found 1,598 rentals with pool — enter your dates for availability

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Frequently asked questions

Are there any holiday rentals with a pool in Grassy Key?
Book one of our 1,598 holiday rentals with a pool and make a start on planning your Grassy Key trip. Whether you're staying in Coral Lagoon, Coury, Little Venice or another well-known area, you'll discover the perfect poolside retreat on Stayz.
How much does it cost to stay in a holiday rental with a pool in Grassy Key?
Indoor or outdoor pool, sprawling or compact, peak season or low season — what you'll pay for your Grassy Key stay depends on various factors. But one thing that remains consistent? Our holiday rentals with a pool are where magical memories are made. To find an escape that suits your budget, narrow your search results by the maximum nightly or total price. You can also use our "Discounts" filter to find holiday rentals that offer discounts for longer stays.
What holiday rentals with a pool in Grassy Key have nice views?
Use our convenient "Location" filter to find a holiday rental with a pool and the views you're seeking. Begin by entering the dates you plan to visit Grassy Key, then narrow your options based on the type of area you'd rather stay in. The only thing left is to pack your swimsuit and you're all set for a splashing good time.
Are there holiday rentals with a private pool in Grassy Key?
Stay in a holiday rental with a private pool in Grassy Key and go for a refreshing morning swim or midnight dip — or anytime you want! You'll be able to keep the youngsters entertained, and you'll never have to worry about sharing with other guests. Use our "Private pool" filter to discover your ideal holiday rental.
What are the top things to do in Grassy Key?
Sombrero Beach, Coco Plum Beach and Fiesta Key are terrific attractions that'll keep the whole family busy in Grassy Key. There's nothing like travel to bring everyone together, so check out our holiday home rentals in this exciting destination.
Why should I book my holiday rental with a pool with Stayz?
Stayz promises attentive customer support from the second you book until your trip is over, so every aspect of your holiday is enjoyable and worry-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another great thing about us? You can use our filters to narrow your search by amenities, price, location and more. Whether you want a pet-friendly pad or a countryside getaway for the family, we've got holiday rentals with a pool that fit your exact needs and style.