- [[ _LC.models.enquiryProperty.bedrooms ]]
- [[ _LC.models.enquiryProperty.sleeps ]]
- [[ _LC.models.enquiryProperty.bathrooms ]]
Request to hold this property for 48 hours
Use the form or speak to one of our luxury villa specialists like Geordeline today.
Call to book
24 hours a day
7 days a week
Windsor at Westside offers an unparalleled vacation home lifestyle designed just for you. Part of the prestigious Windsor Hills and Windsor Palms resorts, this brand new development features the amenities of all three communities within an exquisite Kissimmee setting. Windsor at Westside vacation rentals offer excellent accommodation for Orlando vacations, with easy access to Orlando's theme parks, restaurants and shopping malls.
Below is a list of all homes that match your requirements. If you wish to make any amendments to your search you can do so by adjusting the filter options available on this page.
Please feel free to contact us if you need any further assistance.
We're experiencing very high levels of interest in our properties right now. Please refresh the page to try that search again.
Only [[ _LC.percentageLeft ]][[ _LC.percentageLeftSymbol === '%' ? _LC.percentageLeftSymbol + ' of listings' : ' properties']] are left for these dates matching your criteria. We recommend booking a place soon.
Complete this form and one of our luxury villa specialists will be in touch!
Windsor at Westside is an exclusive, gated vacation resort located in Kissimmee, Orlando. Just a few miles from Disney World and close to nearby shopping, dining and entertainment venues, this resort is the perfect place for a magical family vacation. Here you will find vacation rentals that range from 4 bedroom townhomes with splash pools to large 10 bedroom family vacation villas.
Windsor at Westside is located in the scenic area of Kissimmee, Orlando. Kissimmee is home to Walt Disney World and is within easy reach of Orlando’s other world famous attractions.
The address is 2105 Malta Terrace, Kissimmee, Florida 34747. It’s found just off Highway 192 and close to the 429 and I-4 provisioning easy access to everything Orlando has to offer.
Located just 7 miles from Disney World, Windsor at Westside is located in one of the best areas when looking for a vacation home for rent near Disney World, Orlando. It iis also conveniently located for other top attractions including Premium Outlet shopping malls, Florida Mall, Mall at Millenia, Universal Studios and SeaWorld.
Point of interest
Sunset Walk (Margaritaville)
Premium Outlets (Vineland)
Highlands Reserve Golf Club
It’s a very easy journey from Orlando International Airport (MCO) to Windsor at Westside. We always recommend a rent-a-car that can be picked up directly from the airport terminal, or we can arrange a private transfer to take you to and from your villa. Alternatively we can arrange to have your rental car waiting on your villa drive for you. Our friendly guest experience team can take care of all of your transportation needs.
With so much to do on-site you may not want to leave, but if you do head out you’ll find there’s plenty to see and do. The resort is just a few miles from the popular tourist spot of Celebration, for example, and it’s a short drive to the Highway 192 area which has a good selection of shops, restaurants and bars.
Golfers can enjoy a round or two at the many golf courses near Windsor at Westside. Highlands Reserve Golf Club is just a few miles away, and the golf courses at Mystic Dunes and Celebration are within easy reach. The renowned Disney World courses are also just a short drive from Windsor at Westside.
Address: Berry Town Center, 2424 Sand Mine Rd, Davenport, FL 33897
Distance: 3 miles
Address: 550 US-27, Clermont, FL 34714
Distance: 4 miles
Address: 3200 Rolling Oaks Blvd, Kissimmee, FL 34747
Distance: 5 miles
Boasting some of the best resort amenities in the Kissimmee area, Windsor at Westside offers oodles of vacation fun. Grab a refreshing drink from the Tiki Bar and relax around the huge resort-style pool at the center of this community. Have fun riding the water slide or simply take it easy and float around the scenic lazy river.
A vast 10,000 sq ft clubhouse overlooks the main pool and is home to a raft of family friendly activities. It has a fully equipped fitness center packed with everything you need to stay in shape on vacation. It also features a large reception lounge, a sundry shop and an exciting gaming arcade that will keep younger guests entertained for hours.
The large resort-style pool is the centerpiece of this resort. Featuring a kids’ splash park complete with water slide and play area. For the adults there is a beautiful hot tub and relaxing lazy river. Cabanas are found on the large pool deck and can be rented by the day.
This resort is home to a fantastic outdoor recreation area with multiple sports courts. You can enjoy an energetic game of tennis or basketball, or a casual beach volleyball game in the sun. The small soccer pitch is the perfect spot for a game of five-a-side, and little ones will love the outdoor play area with its slides, ladders and interactive games.
The resort’s Tu Casa restaurant offers a great selection of classic dishes including gourmet hot dogs, hand crafted sandwiches, pizzas, flatbreads and more. Tu Casa’s bar and lounge is also accessible from the pool area. Happy hour at Tu Casa bar and lounge is between 4pm - 7 pm daily.
Orlando is a great place to visit all year round as there is always something to do. Windsor at Westside is no different and is open for 365 days of the year. Look out for great last-minute deals throughout the year and especially in the slower months of May and September. The busiest dates to visit Orlando are Easter, Passover, Thanksgiving, Christmas and New Year.
Windsor at Westside offers several choices of vacation and villas to rent near Disney. From 4-bedroom townhomes that feature spacious floor plans with fully equipped kitchens and splash pools, up to our large 10-bedroom villas that sleep up to 20 guests comfortably.
When staying at Windsor at Westside with Top Villas everything is included in the price you pay. As our guest you will have unlimited access to everything the resort has to offer including the resort pool, splash park, sports courts and restaurant. All resort amenities are exclusively reserved for guests of the community.
Each of our vacation rentals and villas come complete with a fully equipped kitchen, linens and towels. Upon request, an initial supply of toiletries will be supplied to you such as toilet rolls, shower gel and washing up liquid. As a self-catering vacation home you will need to purchase your own supply after it runs out.
Each home has its own private pool and many homes have hot tubs. The pool and hot tub heat is not included but is always recommended from September to May.
Browse all of our Windsor at Westside rentals, or check out our deals page for some great last-minute offers. Top Villas offers the absolute lowest rates on all Windsor at Westside villas, condos and vacation rentals.
You can read reviews of our happy customers’ stays at Windsor at Westside on this page.
Windsor at Westside is one of many great resorts located near Disney World, Orlando. You may also like to check out other popular resorts nearby, including:
price per night