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Windsor Hills Resort, Kissimmee, Florida, United States of America

Windsor Hills Resort holiday rentals

We found 1,125 holiday rentals — enter your dates for availability

Discover a selection of 1,000 holiday home rentals in Windsor Hills Resort, Kissimmee that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including private pool and pool. Prices start at AU$ 182 per night, and holiday houses and villas are popular options for a stay in Windsor Hills Resort. Either way, you'll find holiday accommodation for everyone's needs.
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Houses

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Villas

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Condos/Apartments

View 226 Condos/Apartments

Townhouses

View 168 Townhouses

Studios

View 23 Studios

Find the best place to stay — Windsor Hills Resort

Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 204 avg/night
(56)

Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8

Sleeps 10 · 3 Bedrooms · 2 Bathrooms
AU$ 233 avg/night
(57)

2 miles from Disney, FIREWORKS view, Closest to Pool, 3BR/2BA Condo

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
AU$ 191 avg/night
(40)

Windsor Hills - Fun filled resort next door to Disney that feels like home!

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
AU$ 244 avg/night
(17)

Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8

Sleeps 10 · 3 Bedrooms · 2 Bathrooms
AU$ 267 avg/night
(52)

3 Bedroom, 3 Bath Townhouse with pool just minutes from Disney World

Sleeps 7 · 3 Bedrooms · 3 Bathrooms
AU$ 222 avg/night
(45)

Search 1,125 holiday rentals

Top rated rentals — Windsor Hills Resort
Stayed Jun 2021

Great place to stay

The residence was very comfortable and spacious. It was nice to have our own pool. The only drawback was the minimal supplies such as garbage bags, toilet paper and paper towels. The entry at the front gate was quick and pleasant. All in all a great ...

Bonnie B.
Bonnie B.
Stayed Jun 2021

needs lots of updates

The condo was nice, however the cleaning was terrible. My son has allergies and he is very allergic to Dest. He was Miserable the whole time we stayed there. The condo needs a lot of updates, and also cleaning. You can tell they don’t pay attention t...

Diana P.
Diana P.
Stayed Jun 2021

Awesome place!

Condo is on ground floor and very close to pool, splash pad, water slides, arcade and a little market with a grille. Clean and spacious. Has a little screened in porch as well. Julia was in constant contact with us. It’s easy to Uber to and from this...

Jamie W.
Jamie W.
Stayed Jun 2021

Exactly what we hoped for!

Great location, great property, perfect “home feel” while we were out of state. Loved the extra security around the private pool with our little ones. Garbage pick up was efficient. Clubhouse amenities allowed for a full day of rest and relaxation be...

Amanda I.
Amanda I.
Stayed Jun 2021

A solid budget place

Property owner was quick to reply to all of my questions and concerns. Extremely close to the disney parks. Walmart is very close and convenient as was target for groceries. The house was stocked well with bath and pool towels. Leaving and coming w...

Bonnie H.
Bonnie H.
Stayed May 2021

Family vaca

Place was nice clean check in was horrible the owner did not communicate that I needed to give my daughters name for her car to come in and security personnel were very rude and unhelpful the rental company was difficult at first but helpful after I ...

Debby N.
Debby N.
Stayed May 2021

Great location and amenities.

Perfect location and great amenities. The pool and slides were very nice. But the pics make the waterpark area look much bigger then it is. The condo was average, needs some maintenance and a good cleaning. The floors turned our feet black in an hour...

Shannon C.
Shannon C.
Stayed May 2021

Really enjoyed everything!!

Everything was nice. So happy that the pictures of property seen online was how it really looked. Nice and spacious and family of 6 was very comfortable. The host message me promptly whenever I had a question or needed anything. My only regret is tha...

Emanuel M.
Emanuel M.
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How many holiday accommodation are available around Windsor Hills Resort?

Our 2021 accommodation listings offer a large selection of 1,125 holiday rentals around Windsor Hills Resort. From 899 holiday houses to 313 villas, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Windsor Hills Resort is on Stayz.

Can I rent Houses near Windsor Hills Resort?

Yes, of course. Stayz has 899 Houses near Windsor Hills Resort. Our other popular types of holiday homes near Windsor Hills Resort include:

  • Villas: 313 holiday houses
  • Condos/Apartments: 226 holiday houses
  • Townhouses: 168 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Studios and more.

Can I find a holiday accommodation with pool near Windsor Hills Resort?

Yes, you can select your prefered holiday accommodation with pool among our 1,078 holiday rentals with pool available near Windsor Hills Resort. Please use our search bar to access the selection of rentals available.

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