Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family with an abundance of luxury amenities and leaves you well-equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 30-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. This spacious 8-bedroom holiday villa can comfortably accommodate a larger family or group of up to 16 people.
Home Features -
8 Bedrooms
5 Baths
Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances
Patio with Outdoor Furniture and Spacious Deck
Private Screened Pool With Lanai - Optional Pool Heat $40 a Day
Spa-This is not a hot tub, this is only heated to the same temperature as the pool if pool heat is added
Gameroom With Pool Table, Foosball, Air Hockey, Poker Table, and Gaming Area
Upstairs Loft with Large Projector Screen
Full-Size Washer/Dryer
Dishwasher
Central Air
Towels and Bed Linens
Wireless Internet
Flat Screen TVs in Living Room and all Bedrooms
Bedroom Configuration -
1-King (Ensuite, Downstairs)
1-Queen (Ensuite, Downstairs)
1-King (Upstairs)
1-King (Upstairs)
1-King (Ensuite, Upstairs)
1-King (Upstairs)
2-Twins and 1-Twin Bunk Bed (Upstairs)
2-Twin Bunk Beds (Upstairs)
Come to stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Windsor at Westside can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor at Westside was developed to ensure that it was close enough to access all that Orlando has to offer as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family, and business-oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Resort Disclaimer: Guests can use resort amenities, some with additional guest fees. We're not liable for closures or changes, and refunds won't be provided.
Clubhouse Amenities
Resort Style Pool w/ Lazy River
Outdoor Spa
Children's Water Playground
Tiki Bar
Sand Volleyball
Fitness center
Game Room
Sundry shop
Beach Access
Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing on the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast.
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GENERAL RULES: The primary guest must be at least 21 years old and must be present for the entire stay. Reservations that do not meet this requirem...
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Kissimmee
Located in Kissimmee, this holiday home is near theme parks and near a water park. Old Town and Disney Springs™ are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Travelling with kids? Don't miss Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park.
Kissimmee, FL (ISM-Kissimmee Gateway) - 41 min drive
Restaurants
McDonald's - 7 min drive
7-Eleven - 4 min drive
Chick-Fil-A - 11 min drive
Dutch Bros Coffee - 8 min drive
Twistee Treat Berry Town - 7 min drive
Frequently asked questions
Does Windsor Westside-18884 8BR · Pool ·Themed·Disney have a pool?
Yes, this property has a pool.
How much does it cost to stay at Windsor Westside-18884 8BR · Pool ·Themed·Disney?
As of 8 April 2026, prices found for a 1-night stay for 2 adults at Windsor Westside-18884 8BR · Pool ·Themed·Disney on 11 May 2026 start from NZ$692, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Windsor Westside-18884 8BR · Pool ·Themed·Disney pet-friendly?
No, pets are not allowed at this property.
How much is parking at Windsor Westside-18884 8BR · Pool ·Themed·Disney?
On-site parking is available at the property.
What time is check-in at Windsor Westside-18884 8BR · Pool ·Themed·Disney?
Check-in begins at 4:00 PM.
What time is check-out at Windsor Westside-18884 8BR · Pool ·Themed·Disney?
Checkout is at 10:00 AM.
Where is Windsor Westside-18884 8BR · Pool ·Themed·Disney located?
This family-friendly Kissimmee holiday home is within 3 mi (5 km) of Highland Reserve Golf Club and Lake Davenport. Surfari Water Park and ChampionsGate Golf Club are also within 6 miles (10 km).