Leesburg rentals with pool

We found 987 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • 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 Leesburg?
Pick one of our 987 holiday rentals with a pool and start making plans for your trip to Leesburg. Whether you're staying in Fruitland Park, Silver Lake, Charlotte or another well-known area, you'll find the perfect poolside stay on Stayz.
How much does it cost to stay in a holiday rental with a pool in Leesburg?
It doesn't get much better than a holiday rental with a pool, and it doesn't have to be costly with Stayz. While numerous factors will determine how much you'll pay for your escape in Leesburg, our filters will help you find the best deal, every time. Choose your budget and take advantage of our "Discounts" filter to search for properties that offer savings if you stay longer. With an enticing pool ready for you to dive into, you'll probably want to stick around longer anyway!
When is the best time to book a holiday rental with a pool in Leesburg?
With temperatures ranging from 12ºC to 22ºC, February is when many Stayz guests plan their stay. Browse our holiday rentals with a pool in this part of Lake County at other times of the year too. You may find more options if you search outside of Leesburg's peak months.
What holiday rentals with a pool in Leesburg have nice views?
If your idea of the ideal escape involves poolside activities and scenic vistas, you'll find Leesburg holiday rentals with a pool that offer just that. Book one with views of historic areas and dive headfirst into a blissful holiday experience.
Are there holiday rentals with a private pool in Leesburg?
Leesburg doesn't have any holiday rentals with a private pool. But if you're looking for a space that's for your exclusive use and has plenty of home comforts, we've got your back. Almost all our properties offer conveniences like WiFi and a kitchen. If you want to add a little luxury to your holiday, use our handy filter tool to find options with a hot tub, among other first-rate perks.
What are the top things to do in Leesburg?
Get your Leesburg getaway off to a great start by visiting top attractions like The Villages Market Square, Lake Dora and Lake Griffin State Park. Stay in a Stayz holiday home rental with the family and then discover this destination's wonders together.
Why should I book my holiday rental with a pool with Stayz?
We promise excellent customer support from the second you book until your adventure is done, so every step 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 good thing about us? You can use our filters to narrow your search by budget, location, amenities and more. Whether you want a pet-friendly pad or a lakefront getaway for the family, we've got holiday rentals with a pool that match your exact style and needs.