Windsor Hills Resort - Kissimmee, FL Vacation Rentals

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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

$129 avg / night
4.43 (21)
Almaton Magic | Limited-Time Discounted Deals | Lower Rates | Book Now!
3 Bedroom | 2 Bath | Sleeps 8

Almaton Magic | Limited-Time Discounted Deals | Lower Rates | Book Now! - Kissimmee, FL

$153 avg / night
4.29 (35)
Yellow Starfish - Windsor Hills
3 Bedroom | 2 Bath | Sleeps 6

Yellow Starfish - Windsor Hills - Kissimmee, FL

$162 avg / night
4.69 (16)
Family Fiesta - Windsor Hills
3 Bedroom | 2 Bath | Sleeps 8

Family Fiesta - Windsor Hills - Kissimmee, FL

$137 avg / night
4.0 (9)
Resort Retreat - Windsor Hills
4 Bedroom | 4 Bath | Sleeps 8

Resort Retreat - Windsor Hills - Kissimmee, FL

$258 avg / night
4.9 (10)

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Browse more vacation rental amenities in Windsor Hills Resort - Kissimmee, FL

Water view | A/C | Elevator | Washer/dryer | Balcony | Pack-N-Play | Ping-pong table | Pool table | Tennis court | Limited mobility access

Recent Windsor Hills Resort - Kissimmee, FL guest reviews

This is the best condo. The only one I’ll stay at.
Jason G. | Sep 2024
Well-appointed townhouse. Very clean. Couldn't ask for anything more. Excellent property and location.
Katie E. | Aug 2024
Love everything but the dust under the beds. Customer service was very fast on their response to every question I had. Karina especially help me whenever I asked.
Courtney F. | Jul 2024
Windsor Hills Resort - Kissimmee, FL vacation rental FAQ

Yes. 6 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.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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.

Nearby destinations

Central Florida   |   Disney World   |   Universal Studios Orlando   |   SeaWorld Orlando   |   Disney Springs   |   Kissimmee   |   Florida
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