Windsor rentals with pool

We found 128 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

How much does it cost to stay in a holiday rental with a pool in Windsor?
It doesn't get much better than a holiday rental with a pool, and it doesn't have to cost a bundle with Stayz. While numerous factors will determine how much you'll pay for your escape in Windsor, our filters will help you find a great deal. Choose your budget and use our "Discounts" filter to look for properties that offer savings if you stay longer. With an inviting pool waiting for you to dive into, you'll probably want to visit as long as you can.
When is the best time to book a holiday rental with a pool in Windsor?
The type of weather will help dictate when it's the ideal time to enjoy a poolside holiday. Many people visiting Southwestern Ontario stay in a Windsor holiday rental with a pool in August, when average temperatures range from 19ºC to 26ºC.
What holiday rentals with a pool in Windsor have nice views?
Stayz makes it easy to find a stay with picturesque views and access to poolside recreation. Use our "Location" filter to narrow down the kind of area you prefer to be in, and the vistas you like to stare out at, while searching for holiday rentals with a pool in Windsor.
Are there holiday rentals with a private pool in Windsor?
Windsor doesn't have any holiday rentals with a private pool. But if you're seeking a place that's for your exclusive use and has all the comforts of home, we've got you covered. Almost all Stayz stays offer conveniences like WiFi and a kitchen. If you want to add some luxury to your getaway, use our search filter to find options with a hot tub, among other premium perks.
What are the top things to do in Windsor?
Get your Windsor trip off to an amazing start by visiting top-rated sights like Adventure Bay Family Water Park, Ambassador Bridge and Devonshire Mall. 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?
No sharing your space, no awkward experiences with people you don't know. When you stay in a Stayz holiday rental with a pool, you'll get the whole place to yourself to make a splash. Need to alter or cancel your travel plans? Our flexible cancellation policies mean you're able to book your rental house with complete peace of mind.