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

Windsor Hills Resort holiday homes

We found 1,271 holiday rentals — enter your dates for availability

Discover a selection of 1,500 holiday homes in Windsor Hills Resort 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 private pool and pool. Prices start at NZ$ 196 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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Houses

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Studios

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Find the best place to stay — Windsor Hills Resort

Magical 4 Bedroom Villa with Private Pool Minutes from Disney! Free Pool Heat!

Sleeps 8 · 4 Bedrooms · 4 Bathrooms
NZ$ 528 avg/night
(22)

🌴WindsorHills*Disney 2.5 miles*3b/3b*5-star Resort *end unit*updated🌴

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
NZ$ 270 avg/night
(80)

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

Sleeps 12 · 6 Bedrooms · 4 Bathrooms
NZ$ 533 avg/night
(84)

Amazing Villa - Saltwater Pool, ⚡ Fast WiFi, HVAC UV Lights & Game Room

Sleeps 14 · 6 Bedrooms · 4 Bathrooms
NZ$ 676 avg/night
(176)

*ALL BRAND NEW* SOUTH POOL & Spa w/FREE HEAT-6Bed/4B RESORT-home/2.5Miles-DISNEY

Sleeps 12 · 6 Bedrooms · 4 Bathrooms
NZ$ 611 avg/night
(32)

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

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
NZ$ 234 avg/night
(53)

Search 1,271 holiday rentals

Top rated rentals — Windsor Hills Resort
Stayed May 2021

Highly recommend!

My family of 7(3 kids, my grand baby and my parents)stayed here and everything was even better than we expected. There was plenty of space and we each had our own rooms. ESPN Wide World of Sports and Magic Kingdom were literally minutes from the hous...

Julia G.
Julia G.

Asheboro, US

Stayed Apr 2021

Everything you could need and more

This property is amazing! My kids don't want to stay anywhere else ever again. We actually went over to Animal Kingdom Lodge for 5 days after our 5 days here and they kept asking to go back to the house. It was very well-maintained, thoroughly stocke...

Stacey B.
Stacey B.
Stayed Apr 2021

Great value

Although the condo was a little outdated it was a good value. Communication from the owner was amazing and she was very helpful. The beds could definitely use some new mattresses! Loved the neighborhood and felt very safe. Great location to the pool.

Hayley D.
Hayley D.
Stayed Apr 2021

Our favorite house on VRBO

We love this house and location of this house to everything, WDW and a Walmart just down the rode . We stayed here in 2016 and will be back again ! This house is always clean and quiet . We have never had a problems at this property and the swimming ...

JIM C.
JIM C.
Stayed Apr 2021

Home Away from Home

We thoroughly enjoyed our stay at this property! From the homey decor, fun game room, and beautiful pool area, it was all great! My 3 yr old asked if it was our new home 😊 Everything was clean and looked as it did in the photos. Don’t hesitate to bo...

Meggan K.
Meggan K.
Stayed Apr 2021

Great Home

We had an amazing stay. The house was everything the pictures portrayed. During the stay there was an issue with the cable and WiFi, we contacted the company and it was addressed the same evening. We loved the convenience of the pool and spa. We spen...

January R.
January R.
Stayed Apr 2021

Better than advertised!

We stayed in the home for one week and were incredibly pleased with everything. The home was spotless upon check in and any needs we may have had while there were met in a very timely manner. The pool/hot tub were awesome after some long days at Dis...

David G.
David G.
Stayed Apr 2021

A perfect vacation spot!

Our family stayed for a little over a week and had a blast! The kids loved the game room so much that they keep asking for one at home now too. Our family of 5 fit comfortably with lots of extra space to spare. The house is clean, comfortable, well d...

Cheryl Z.
Cheryl Z.
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How many holiday homes are available around Windsor Hills Resort?

Our 2021 holiday accommodation listings offer a large selection of 1,271 holiday rentals around Windsor Hills Resort. From 1,012 holiday houses to 336 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.