Windsor Hills holiday lettings

We found 2,805 holiday rentals — enter your dates for availability

Select from 982 houses, 332 flats and other holiday rentals to find the perfect place for your stay in Windsor Hills. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Windsor Hills

Showing deals for:22 Aug - 29 Aug

Image gallery for Spacious 5BR Villa with Frozen Room Downstairs Suite for Multigenerational Stays

Living area
10 out of 10 rating
Exceptional
(5 reviews)

Spacious 5BR Villa with Frozen Room Downstairs Suite for Multigenerational Stays

Kissimmee, FL

7% off
Price is £1,916
£274 per night
includes taxes & fees
Spacious 5BR Villa with Frozen Room Downstairs Suite for Multigenerational Stays

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, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday rental in Windsor Hills?
Season, property type and length of stay are some of the things that can affect the price of a holiday home. Simply add your travel dates to find your perfect escape. From homey country cottages to expansive villas, all Vrbo holiday rentals offer terrific value.
How much does it cost to rent a beach house in Windsor Hills?
When you travel and the style and size of the property will help determine the cost of your beachside holiday rental. Put in your Windsor Hills travel dates to see your options on Vrbo. Can’t live without a private pool? Use our filters to select the amenities and features you want in your beach house.
What are the top attractions for families in Windsor Hills?
Keep your kids occupied at these fabulous family-friendly attractions in Windsor Hills:

  • Surfari Water Park
  • Northeast Regional Park
  • Lake Davenport

How old do you have to be to rent a holiday rental in Windsor Hills?
The minimum age requirements can differ across properties on Vrbo, so check the rules of the holiday home in Windsor Hills you want to book. But typically, it’s 16, 18 or 21.
How long can I rent a holiday rental in Windsor Hills for?
The amount of time you can stay in a Windsor Hills holiday rental for is down to the property. Just tap in your dates of travel to view options offering longer term stays. They feature everything you need to make your extended break more comfortable and enjoyable, like air conditioning and kitchens. Some Vrbo holiday homes may also offer discounted weekly or monthly prices, so you can stay longer for less money.

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