Photo by Kara Akers

Longwood rentals with pool

We found 362 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 Longwood?
Choose from 362 holiday rentals with a pool in Longwood that have all the privacy, amenities and space you need for a splashing good time. Search for houses in well-known areas such as Goldenrod, Aloma and Lake Fairview.
How much does it cost to stay in a holiday rental with a pool in Longwood?
A range of factors will determine how much you pay for a holiday rental with a pool in Longwood, such as the size of the property and when and how long you want to stay. All you need to do is key in your holiday dates and preferences to find a house where you can have some poolside fun.
When is the best time to book a holiday rental with a pool in Longwood?
With average temperatures that range from 15ºC to 25ºC, March is when most Stayz guests book their stay. Make sure you check out our holiday rentals with a pool in this part of North Orlando during other months too. There may be greater availability if you look outside of Longwood's busier months.
What holiday rentals with a pool in Longwood have nice views?
If your idea of the perfect getaway involves poolside fun and picturesque outlooks, you'll find Longwood holiday rentals with a pool that deliver exactly that. Stay in one with views of historic areas and dive headfirst into a blissful holiday experience.
Are there holiday rentals with a private pool in Longwood?
Morning, midday or evening, enjoy a refreshing swim whenever you want when you book a holiday rental with a private pool in Longwood. To discover Stayz properties that'll bring an extra dose of fun to your trip, use our "Private pool" filter.
What are the top things to do in Longwood?
Get your Longwood escape off to an amazing start by heading to top-rated sights like Central Florida Zoo & Botanical Gardens, Kia Centre and Camping World Stadium. Stay in a Stayz holiday home rental with the family and then explore the best of this destination together.
Why should I book my holiday rental with a pool with Stayz?
When you stay in a Stayz holiday rental with a pool, the only people you'll share your living space with are those you take with you. It's only you and your nearest and dearest with the entire place to yourselves enjoying a splashing good time. Our flexible cancellation policies also mean you can book your rental house with peace of mind if you need to change your plans.