Cypress Gardens rentals with pool

We found 572 rentals with pool — enter your dates for availability

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  • More quality time

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  • 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 homes with a pool in Cypress Gardens?
Enjoy more privacy, extra space and the chance to make a splash whenever you like at one of our eight holiday homes with a pool in Cypress Gardens. Stay in this neighbourhood and you'll be within a short distance of top-rated attractions like LEGOLAND® Florida, Chain of Lakes Park and Theatre Winter Haven.
How much does it cost to stay in a holiday home with a pool in Cypress Gardens?
It doesn't get better than a holiday home with a pool, and it doesn't have to cost an arm and a leg with Stayz. While numerous factors will impact how much you'll pay for your escape in Cypress Gardens, our filters will help you find an incredible deal. Choose your budget and use our "Discounts" filter to search for properties that come with savings for longer stays. With an enticing pool waiting for you to dive into, you'll want to settle in as long as you can.
When is the best time to book a holiday home with a pool in Cypress Gardens?
If you want to experience Cypress Gardens at a busy time, go in July. That's when temperatures range from around 24ºC (24ºC) to 32ºC (32ºC), and when many Stayz guests kick back in a holiday home with a pool in this destination. Of course, there are other great times to be in this corner of Winter Haven, so do some research into which season or month best fits your plans.
What holiday homes with a pool in Cypress Gardens have nice views?
Relaxing is effortless at Stayz's holiday homes with a pool in Cypress Gardens. Take a dip in the water or simply admire the views. Filter your search by "Guest rating" or "Recommended" to see the very best stays where you can immerse yourself in the striking scenery as your worries float away.