Photo by Jennifer Hill

Windsor rentals with pool

We found 572 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 Windsor?
Take your pick of 572 holiday rentals with a pool in Windsor that have all the space, privacy and amenities you need for a splashing great time. Browse houses in popular neighbourhoods such as Forest Hills, Hacienda and Summerhome Park.
How much does it cost to stay in a holiday rental with a pool in Windsor?
Prices vary according to season, length of stay and property location, so key in your travel details to find a property offering a splashing great time. Whatever your budget or plans, Stayz has holiday rentals with a pool in Windsor suited to guests of every type.
When is the best time to book a holiday rental with a pool in Windsor?
Our holiday rentals with a pool in Windsor are in highest demand in September. Expect average temperatures of between 12ºC and 29ºC if you're going to visit this corner of Chalk Hill then. If there is limited availability in September, consider other options in the months before and after.
What holiday rentals with a pool in Windsor have nice views?
To make your Windsor trip even more unforgettable, book one of our holiday rentals with a pool — and a gorgeous view to boot. After finishing your initial search, use our filters to customise your results by location and the vistas you want to immerse yourself in.
Are there holiday rentals with a private pool in Windsor?
Book a holiday rental with a private pool in Windsor and enjoy a morning swim or late-night soak — or whenever the mood strikes! You'll be able to keep the little ones entertained, and you won't have to worry about sharing with anyone else. Use our "Private pool" filter to find your ideal stay.
What are the top things to do in Windsor?
You'll always find something cool to do with the family when you stay at a holiday home rental with a pool in Windsor. Venture out and visit popular sights like Petrified Forest, Bohemian Grove and Safari West, then return to relax and recharge poolside.
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 have to share your living space with are those you take with you. It'll just be you and your family with the entire property to yourselves splashing around as you like. Our flexible cancellation policies also mean you can book your rental house with peace of mind should your plans change.