Windsor Palms Resort - Kissimmee, FL Rentals

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Make Windsor Palms Resort - Kissimmee, FL your next getaway

If you're planning a big family vacation at the world's greatest theme parks, consider a stay at one of our Windsor Palms Resort rentals. Windsor Palms offers resort style living with loads of on-site amenities for all ages, located just minutes from Walt Disney World and Universal Studios.

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

Popular
Hot tub Internet Pool
WP107-2305-104-2 - Silver Palm Sanctuary - Windsor Palms
2 Bedroom | 2 Bath | Sleeps 6

WP107-2305-104-2 - Silver Palm Sanctuary - Windsor Palms - Kissimmee, FL

$127 avg / night
(excludes fees and taxes)
3.4 (5)
WP104-8006-6-P-Resort Escape - Windsor Palms
6 Bedroom | 3 Bath | Sleeps 12

WP104-8006-6-P-Resort Escape - Windsor Palms - Kissimmee, FL

$286 avg / night
(excludes fees and taxes)
2.6 (5)
WP101-2308-205-3 - Silver Dream Retreat
3 Bedroom | 2 Bath | Sleeps 6

WP101-2308-205-3 - Silver Dream Retreat - Kissimmee, FL

$133 avg / night
(excludes fees and taxes)
3.0 (5)
WP106-2302-303-3 - Windsor Palms Paradise - Windsor Palms
3 Bedroom | 2 Bath | Sleeps 8

WP106-2302-303-3 - Windsor Palms Paradise - Windsor Palms - Kissimmee, FL

$141 avg / night
(excludes fees and taxes)
4.6 (5)
WP102-2306-103-3 - Splendid Sunset Retreat - Windsor Palms
3 Bedroom | 2 Bath | Sleeps 6

WP102-2306-103-3 - Splendid Sunset Retreat - Windsor Palms - Kissimmee, FL

$160 avg / night
(excludes fees and taxes)
3.6 (5)

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Recent Windsor Palms Resort - Kissimmee, FL guest reviews

Excellent experience in Orlando, USA. The accommodation was comfortable, clean and just as shown in the photos. The location is very convenient, especially if you come to enjoy the parks and the city. Everything was well organized and the stay was calm and pleasant. It is definitely a place that I recommend and that I would return to without thinking.
Jovanny G. | Jan 2026
We enjoyed our stay and found the home exactly as advertised.
Angela H. | Jan 2026
The condo is the perfect vacation spot. Whether going to the parks or just looking for a relaxing stay. There are so many amenities and the owners have really gone out of their way with all the little touches. We can’t wait to stay again!
Dionne M. | Jan 2026
Windsor Palms Resort - Kissimmee, FL vacation rental FAQ

Yes. 8 of our Windsor Palms 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 Palms 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 the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Windsor Palms 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Windsor Palms Resort - Kissimmee, FL, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

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

Where is Windsor Palms Resort?

You'll find our Windsor Palms Resort vacation rentals in the very heart of Florida, right off the Daniel Webster Western Beltway. Here, you'll be sitting only two-and-a-half miles from the gates of Walt Disney World. If you're flying in for a visit, the Windsor Palms Resort is just 26 miles west of the Orlando International Airport.

Amenities at Windsor Palms Resort

Ideal for everything from big family vacations to intimate, romantic getaways, the Windsor Palms Resort offers deluxe accommodations with free WiFi as well as resort amenities sure to please visitors of all ages. The clubhouse is brimming with recreation options including a gorgeous shared pool, hot tub, and sun deck. Kids will have a whale of a time on the playground while adults will have fun playing on the sports courts or working out in the fitness center. The clubhouse is also home to a 58-seat movie theater, game room (complete with pool tables, ping-pong, and video games), comfort lounge, and business center.

Things to Do Around the Windsor Palms Resort

While a stay at the Windsor Palms Resort puts you within a short drive (or convenient shuttle ride) to Walt Disney World, Universal Orlando, and downtown Orlando, you're also close to a number of other exciting things to see and do in the Kissimmee area.

Right across the road, golfers will want to challenge the 7,012-yard Mystic Dunes championship golf course. 15 miles east, visit Shingle Creek Regional Park where you can hike the trails, watch for local wildlife, or drop a kayak into the creek and paddle away at your leisure. Head 26 miles southeast to the southern shore of Lake Toho and book an unforgettable airboat adventure, or head out onto the lake for a day of trophy bass fishing via a chartered fishing excursion or in your own boat.

Shoppers will be thrilled to know that the Orlando area is home to numerous factory outlets, superstores, upscale boutiques, and so much more. Orlando is also the place to be for fantastic restaurants and unparalleled nightlife.

Whether you're considering a vacation for the entire family, a Florida getaway with a group of friends, or a romantic escape for just the two of you, take a look at our Windsor Palms Resort vacation rentals.

Photo Credit: Richard Tanswell via Flickr