Chic Villa in Windsor at Westside  Resort - Image 1
Chic Villa in Windsor at Westside  Resort - Image 2
Chic Villa in Windsor at Westside  Resort - Image 3
Chic Villa in Windsor at Westside  Resort - Image 4
Chic Villa in Windsor at Westside  Resort - Image 5
Chic Villa in Windsor at Westside  Resort - Image 6
Chic Villa in Windsor at Westside  Resort - Image 7
Chic Villa in Windsor at Westside  Resort - Image 8
Chic Villa in Windsor at Westside  Resort - Image 9
Chic Villa in Windsor at Westside  Resort - Image 10
Chic Villa in Windsor at Westside  Resort - Image 11
Chic Villa in Windsor at Westside  Resort - Image 12
Chic Villa in Windsor at Westside  Resort - Image 13
Chic Villa in Windsor at Westside  Resort - Image 14
Chic Villa in Windsor at Westside  Resort - Image 15
Chic Villa in Windsor at Westside  Resort - Image 16
Chic Villa in Windsor at Westside  Resort - Image 17
Chic Villa in Windsor at Westside  Resort - Image 18
Chic Villa in Windsor at Westside  Resort - Image 19
Chic Villa in Windsor at Westside  Resort - Image 20
Chic Villa in Windsor at Westside  Resort - Image 21
Chic Villa in Windsor at Westside  Resort - Image 22
Chic Villa in Windsor at Westside  Resort - Image 23
Chic Villa in Windsor at Westside  Resort - Image 24
Chic Villa in Windsor at Westside  Resort - Image 25
Chic Villa in Windsor at Westside  Resort - Image 26
Chic Villa in Windsor at Westside  Resort - Image 27
Chic Villa in Windsor at Westside  Resort - Image 28
Chic Villa in Windsor at Westside  Resort - Image 29
Chic Villa in Windsor at Westside  Resort - Image 30
Chic Villa in Windsor at Westside  Resort - Image 31
Chic Villa in Windsor at Westside  Resort - Image 32
Chic Villa in Windsor at Westside  Resort - Image 33
Chic Villa in Windsor at Westside  Resort - Image 34
Chic Villa in Windsor at Westside  Resort - Image 35
Chic Villa in Windsor at Westside  Resort - Image 36
Chic Villa in Windsor at Westside  Resort - Image 37
Chic Villa in Windsor at Westside  Resort - Image 38
Chic Villa in Windsor at Westside  Resort - Image 39
Chic Villa in Windsor at Westside  Resort - Image 40
Chic Villa in Windsor at Westside  Resort - Image 41
Chic Villa in Windsor at Westside  Resort - Image 42
Chic Villa in Windsor at Westside  Resort - Image 43
Chic Villa in Windsor at Westside  Resort - Image 44
Chic Villa in Windsor at Westside  Resort - Image 45
1/45
Florida | Orlando

Chic Villa in Windsor at Westside Resort

8 bedrooms·6 bathrooms·21 guests·4,200 sq/ft

Just 15 minutes from Walt Disney World® Resort, this expansive eight-bedroom retreat in Windsor at Westside offers the perfect setting for unforgettable group getaways. Thoughtfully designed to accommodate up to 21 guests, the home features a bright open-plan living and dining area, a fully equipped kitchen with breakfast bar seating, and stylish gathering spaces ideal for reconnecting after exciting days at the parks. Upstairs, an additional loft lounge provides even more room to relax, while themed bedrooms and modern comforts throughout create a welcoming, family-friendly atmosphere. Step outside to a large private screened pool and soothing hot tub, surrounded by sun loungers and a covered lanai made for alfresco dining and laid-back evenings. A dedicated game room with pool table and air hockey ensures entertainment for all ages, complemented by Smart TVs, complimentary WiFi, and convenient in-home laundry. Guests also enjoy full access to Windsor at Westside’s exceptional resort amenities, including a resort-style pool with lazy river, splash areas, fitness center, sports courts, movie theater, clubhouse, dining, and entertainment options—delivering the ultimate blend of fun, comfort, and prime Orlando location.

Our promise

Satisfaction Guarantee

We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.

Amenities

Indoor
Internet
Entertainment room
Air conditioning
Dryer
Washer
Outdoor
Pool
Garden/Backyard
Hot tub/Jacuzzi
Community pool
Outdoor dining area
Misc
WiFi
Bedsheets
Carbon monoxide detector
Designer toiletries
Fire extinguisher

Bedroom details

Bedroom 1: Queen
Bedroom 2: King
Bedroom 3: Two Queens
Bedroom 4: King
Bedroom 5: King
Bedroom 6: Twin + Double
Bedroom 7: Twin + Double
Bedroom 8: Single Over Single Bunk

Location

Inside the destination

Neighborhood: Windsor at Westside - Kissimmee is home to this vacation home. ChampionsGate Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed. - This vacation home is 2.6 mi (4.2 km) from Lake Davenport and within 6 mi (10 km) of Northeast Regional Park and Four Corners FC. Highland Reserve Golf Club and Surfari Water Park are also within 6 mi (10 km). What's nearby - Northeast Regional Park - 4 min drive - 1.9 miles - Lake Davenport - 4 min drive - 1.9 miles - Highland Reserve Golf Club - 6 min drive - 2.5 miles - Four Corners FC - 6 min drive - 3.4 miles - ChampionsGate Golf Club - 8 min drive - 5.1 miles Getting around - Kissimmee Station - 33 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive Restaurants - McDonald's - 7 min drive - 7-Eleven - 4 min drive - Dutch Bros Coffee - 8 min drive - Chick-Fil-A - 11 min drive - Circle K - 8 min drive

Parking information

Limited onsite parking

We're here to help

Whether you have questions on this home or want us to source other options, we're a message away!

512-537-2762

Policies

Check-in: 4:00 PM
Check-out: 10:00 AM
No smoking allowed
No events allowed
No pets

Things you need to know

You'll have the entire home to yourself and will only share it with other guests in your party.

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.

Upper floors accessible by stairs only

Contactless check-in and check-out available

This property is professionally cleaned

This property does not have elevators

Heated pool maintenance fee: USD 35 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

Restrictions

  • There is no front desk at this property
  • 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
  • This property accepts credit cards; cash is not accepted