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

Windsor Hills Resort holiday homes

We found 1,157 holiday rentals — enter your dates for availability

Discover a selection of 1,000 holiday homes in Windsor Hills Resort, Kissimmee that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Bookabach holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at NZ$ 230 per night, and holiday houses and villas are popular options for a stay in Windsor Hills Resort. Either way, you'll find accommodation for everyone's needs.
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Find spaces that suit your style

Houses

View 889 Houses

Villas

View 227 Villas

Condos/Apartments

View 268 Condos/Apartments

Townhouses

View 216 Townhouses

Studios

View 56 Studios

Find the best place to stay — Windsor Hills Resort

Chip & Dale's Treehouse

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
NZ$ 251 avg/night
(111)

WindsorHills Orlando TownHome

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
NZ$ 240 avg/night
(57)

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
NZ$ 242 avg/night
(11)

Whipple's Townhouse

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
NZ$ 230 avg/night
(170)

WINDSOR HILLS

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
NZ$ 252 avg/night
(81)

Story Time Vacation Homes

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
NZ$ 284 avg/night
(115)

Search 1,157 holiday rentals

Top rated rentals — Windsor Hills Resort
Stayed Jun 2022

Fantastic!

Our family of four and our daughter’s boyfriend came to celebrate their high school graduation at Universal. The property was perfect for us! It was exactly as described, clean, and comfortable. The check in process was so simple and easy. The condo ...

Annissa H.
Annissa H.
Stayed Jun 2022

Will never use a hotel again this was awesome

The house was wonderful and beautiful this was my first time renting a home for vacation instead of a hotel and I’m hooked the experience was amazing I loved that all the kids and us parents all had our own rooms and bathrooms and the pool really fil...

Christopher A.
Christopher A.
Stayed Jun 2022

Great Value for a Quiet Condo with an Amazing Pool

If you are looking for a two bedroom condo perfect for two parents and two children, this is it! The two bathrooms were spacious as well as the walk-in closets. The kitchen had everything you need. The screened-in porch was a great place to apply sun...

Rebecca M.
Rebecca M.
Stayed Jun 2022

Amazing

This property is amazing !!! It’s clean the beds are amazing best sleep I’ve had in years the pool is amazing , just a 3 minute walk to the club house . Oh he kids named it the Minnie house we stayed 7 days and it was not enough time . Home owner is ...

LORI W.
LORI W.
Stayed May 2022

surprising

We were surprised that the unit was so bare of essentials. We spent time and money buying simple items that were needed, like toilet paper, hand soap, laundry soap, paper towels, salt & pepper, etc.. The refrigerator didn't even have an icemaker. We ...

Mike B.
Mike B.
Stayed May 2022

Loved everything

We loved this unit. It was perfect for our family, 2 boys 2 girls myself and husband. The kids loved the themed rooms. First floor unit so no up and down. There were plenty of towels strollers and even an oscillating fan for our use (we brought those...

Amanda S.
Amanda S.
Stayed May 2022

Location, Location!

We had a great experience renting this property. The location to the pool was so convenient. Also, the Disney parks were within a 15 minutes or less drive even during the morning rush. Universal was about 25 minutes. Be prepared for a lot of traffic ...

Diana M.
Diana M.
Stayed May 2022

Perfect for us!

We had a great stay. I can’t say enough how accommodating the owner was, our flight continued to get pushed out making a 10am checkout difficult, they were very willing to accommodate us to stay a bit longer and it was so helpful. The location is gr...

Nicole F.
Nicole F.
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How many holiday homes are available around Windsor Hills Resort, Kissimmee?

Our 2022 holiday accommodation listings offer a large selection of 1,157 holiday rentals around Windsor Hills Resort. From 889 holiday houses to 227 villas, find unique holiday house for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

Can I rent Houses near Windsor Hills Resort?

Yes, of course. Bookabach.co.nz has 889 Houses near Windsor Hills Resort. Our other popular types of holiday homes near Windsor Hills Resort include:

  • Villas: 227 holiday rentals
  • Condos/Apartments: 268 holiday rentals
  • Townhouses: 216 holiday rentals

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 preferred holiday accommodation with pool among our 1,086 holiday rentals with pool available near Windsor Hills Resort. Please use our search bar to access the selection of accommodations available.