Windsor Hills Resort - Kissimmee, FL Vacation Rentals

Compare 7 vacation rentals.
USA > Florida > Windsor Hills Resort - Kissimmee, FL

Make Windsor Hills Resort - Kissimmee, FL your next getaway

Windsor Hills Resort is a popular vacation destination located in Kissimmee, Florida, just minutes away from the Walt Disney World Resort. It is a gated community that offers a range of vacation rental properties, including luxurious villas, townhomes, and condos. The resort is known for its upscale amenities and convenient location near major attractions.

Popular amenities for Windsor Hills Resort - Kissimmee, FL vacation rentals

Popular
Hot tub Internet Pool
Chilla Villa - Windsor Hills
3 Bedroom | 3 Bath | Sleeps 6

Chilla Villa - Windsor Hills - Kissimmee, FL

$130 avg / night
Hidden Gem
3 Bedroom | 2 Bath | Sleeps 7

Hidden Gem - Kissimmee, FL

$124 avg / night
Almaton Magic
3 Bedroom | 2 Bath | Sleeps 8

Almaton Magic - Kissimmee, FL

$144 avg / night
Yellow Starfish - Windsor Hills
3 Bedroom | 2 Bath | Sleeps 6

Yellow Starfish - Windsor Hills - Kissimmee, FL

$149 avg / night
Family Fiesta - Windsor Hills
3 Bedroom | 2 Bath | Sleeps 8

Family Fiesta - Windsor Hills - Kissimmee, FL

$125 avg / night

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Recent Windsor Hills Resort - Kissimmee, FL guest reviews

The condo we stayed at was close to everything. The staff at Winslow Hill were excellent, kind, and caring I would definitely bring my family back on our next Orlando trip
Wanda F. | May 2024
This home was perfect for our time in Florida! Well taken care of and clean!
Brooke D. | Apr 2024
This home was 5 stars all around!! Everything was very clean! This is the best stocked kitchen we have ever encountered in all our vacation rentals. The pool, hot tub and patio area were great and well used by all of us! Any requests were handled by VACASA in a timely basis. We would like to thank the owners for allowing us to stay here and we would not hesitate to rent this house again!
Cynthia B. | Apr 2024
Windsor Hills Resort - Kissimmee, FL vacation rental FAQ

Yes. 7 of our Windsor Hills Resort - Kissimmee, FL vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Windsor Hills Resort - Kissimmee, FL vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Windsor Hills Resort - Kissimmee, FL team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Windsor Hills Resort - Kissimmee, FL, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Windsor Hills Resort?

One of the highlights of staying at Windsor Hills Resort is its proximity to the major theme parks in the area. The Walt Disney World Resort, with its four theme parks and two water parks, is just a short drive away.

Other popular attractions like Universal Orlando Resort, SeaWorld Orlando, and LEGOLAND Florida are also within easy reach.

Things to Do at Windsor Hills Resort

The resort itself boasts a variety of impressive amenities. There is a large lagoon-style swimming pool with a water slide and a separate children's pool area. Guests can relax on the sun loungers or soak in the hot tub while enjoying the Florida sunshine. Windsor Hills Resort also offers a clubhouse that houses a fitness center, a sundry shop, and a video arcade.

Sports enthusiasts can take advantage of the resort's recreational facilities, which include a basketball court, tennis courts, and a volleyball court. There are also several playgrounds scattered throughout the resort for children to enjoy. Additionally, Windsor Hills Resort features a putting green for golf enthusiasts.

Villas at Windsor Hills Resort

Accommodations at Windsor Hills Resort are designed to provide comfort and convenience for guests. The vacation rental properties feature multiple bedrooms, spacious living areas, fully equipped kitchens, and private pools or hot tubs. Some units also include additional amenities such as game rooms, home theaters, and themed bedrooms, making them ideal for families and larger groups.

Windsor Hills Resort offers a blend of luxury, comfort, and convenience for visitors to Kissimmee, Florida. Its range of vacation rental properties, impressive amenities, and proximity to the area's major attractions make it an attractive choice for families and vacationers seeking an enjoyable and memorable stay.