Windsor Palms Resort - Kissimmee, FL Rentals

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Make Windsor Palms Resort - Kissimmee, FL your next getaway—choose from 20 great vacation rentals

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.

Windsor Palms Resort - Kissimmee, FL vacation rentals for every getaway

Dog-friendly Hot tub Internet
Magic in the Air
3 Bedroom | 2 Bath | Sleeps 6

Magic in the Air - Kissimmee, FL

$138 avg / night
Fun on Fan Palm
4 Bedroom | 2 Bath | Sleeps 8

Fun on Fan Palm - Kissimmee, FL

$186 avg / night
Enchanting Palms
6 Bedroom | 3.5 Bath | Sleeps 14

Enchanting Palms - Kissimmee, FL

$244 avg / night
Spiderman's Disney Retreat
4 Bedroom | 3 Bath | Sleeps 10

Spiderman's Disney Retreat - Kissimmee, FL

$182 avg / night
Windsor Palms Paradise
3 Bedroom | 2 Bath | Sleeps 8

Windsor Palms Paradise - Kissimmee, FL

$157 avg / night

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Recent Windsor Palms Resort - Kissimmee, FL vacation rental reviews

Clean, quiet, and maintained property in gated community. Check-in was easy and had no issues. Game room in garage had air hockey, pool table, a PS3, and a couple of arcade games (The Simpsons and a combo cabinet with Ms PacMan, Galaga, DigDug, and Galaxian). Pool was nice, pay attention to the pool alarm buttons and the instructions they give you to avoid tripping the alarms. Kitchen was well stocked. Location was great for getting to/from Disney parks. HVAC is locked and set to go to 80 (70 for heat) if motion sensor doesn't detect anyone in the main living space so expect a warm house for about an hour after you get back from a day at the parks. Cools quickly, however; cooling temp locked at 72 for lower bound which seems reasonable. Trash magically disappeared after putting it in the outside can, not sure when it's picked up.
John P. | Sep 2022
We stayed for 8 days, the house was spotless! We even moved the beds, no dust or anything under them. So happy with our stay. The only negative thing was that the air hockey table and pool table gave been removed from the house and the screen was tore on the door out by the pool, so bugs were able to get into the pool area. But that did not bother us because how clean the house was!!! We will definitely be booking threw vacasa again! We loved the gated community a big plus was being able to stop at the tiki bar to get a drink to take back to the house after long hot days at the parks!!!! The rum runners hit the spot.
Savannah S. | Sep 2022
This is a great place to stay with all the comforts of home and it's centrally located to everything that Kissimmee and Orlando have to offer.
Tim G. | Sep 2022
Windsor Palms Resort - Kissimmee, FL Frequently Asked Questions

Yes. 20 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Windsor Palms 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 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