Hillsborough County rentals with pool

We found 6,584 rentals with pool — enter your dates for availability

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Frequently asked questions

Are there any holiday homes with a pool in Hillsborough County?
Book one of the 978 holiday homes with a pool around Hillsborough County and go for a swim whenever you please. Look for properties in popular cities like Town 'n' Country, Ruskin and Brandon and prepare to explore like a local when you're not relaxing poolside.
How much does it cost to stay in a holiday home with a pool in Hillsborough County?
In-ground or above-ground pool, sprawling or compact, high or low season — what you'll pay for your stay in Hillsborough County depends on many variables. But one thing that remains consistent? Our holiday homes with a pool are where precious family memories are made. To find an escape that works with your budget, narrow your search results by the maximum nightly or total price. You can also use our "Discounts" filter to find properties that offer savings on longer stays.
When is the best time to book a holiday home with a pool in Hillsborough County?
If you'd like to explore alongside like-minded adventurers, book your holiday home with a pool in February. This is one of the most popular months to discover Hillsborough County. Want to stay at your dream poolside escape? Maximize your options by being flexible with your travel dates.
What holiday homes with a pool in Hillsborough County have nice views?
Relaxation comes easy at Stayz's holiday homes with a pool in Hillsborough County. Take a dip in the water or simply admire the vistas. Filter your search by "Guest rating" or "Recommended" to discover the very best accommodation where you can soak up the striking scenery as your cares float away.