Entire home
8BR Windsor Westside Home w/ Private Pool
Photo gallery for 8BR Windsor Westside Home w/ Private Pool





Reviews
10 out of 10
Exceptional
8 bedrooms6 bathroomsSleeps 20
Popular amenities
Explore the area

kissimmee, FL
- Place, Northeast Regional Park3 min drive
- Place, Lake Davenport3 min drive
- Place, Walt Disney World® Resort9 min drive
- Airport, Orlando, FL (MCO-Orlando Intl.)43 min drive
Rooms & beds
8 bedrooms (sleeps 20)
Double
1 King Bed
Double
1 King Bed
Quadruple
1 Double Bed and 1 Twin Bunk Bed
Suite
1 King Bed
Suite
1 King Bed
Twin
1 Double Bed and 1 Twin Bunk Bed
Twin
1 Twin Bunk Bed
Twin
1 Twin Bunk Bed
6 bathrooms
Bathroom
Bathroom
Bathroom
Bathroom
Bathroom
Bathroom
Spaces
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area
About this property
8BR Windsor Westside Home w/ Private Pool
Just minutes from Disney, this elegant 8-bedroom home at Windsor Westside offers comfort and fun for the whole family. Enjoy a private pool, themed bedrooms, and full resort amenities including a lazy river, restaurant, gym, and 24/7 security. Perfect for families and groups seeking an unforgettable Orlando stay with HoliStays’ trusted 24/7 support.
Welcome to a HoliStays home, where every stay feels seamless.
Managed by our local team specializing in Disney-area vacation homes, we ensure spotless cleaning, responsive 24/7 support in multiple languages, complimentary concierge service, and the comfort of a resort-style experience from check-in to check-out.
The Home
Your elegant vacation retreat at Windsor Westside offers the perfect blend of comfort, fun, and convenience. This luxury resort community features a full clubhouse, lazy river, large pool, modern gym, sports courts, playground, and on-site restaurant.
With 8 spacious bedrooms, tasteful décor, and plenty of room for the entire family, this home is ideal for those seeking an unforgettable stay close to Disney and Orlando’s best attractions.
Bedroom Layout
- Ground Floor
Bedroom 1: King bed
Bedroom 2: King bed with ensuite
- Upper Floor
Bedroom 3: King bed with ensuite
Bedroom 4: Bunk bed Twin + Twin and 1 Full (Princess)
Bedroom 5: Bunk bed Full + Full (Mickey)
Bedroom 6: Bunk bed Full + Full (Mario)
Bedroom 7: Bunk bed Full + Full, shared bathroom with Bedroom 8 (Donkey Kong)
Bedroom 8: King bed, shared bathroom with Bedroom 7
Extra Services & Details
Pool heating: US$35/day (min. 3 days)
BBQ grill: US$95 per stay (includes propane and cleaning)
Mid-stay cleaning available (extra fee)
Starter kit included (soap, shampoo, detergent, paper towels, trash bags, etc.)
Daily valet trash collection
Pets are allowed. There is a $50 fee per pet.
No smoking indoors (US$300 fine)
No parties/events (strict policy; fines apply)
Check-in: 4 PM | Check-out: 10 AM
Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.
From your first message to your final day, our team is available to assist with anything you need — dining tips, park guidance, transportation, or special requests.
Book your stay with confidence and let us take care of the rest.
Guests have full access to the entire home, private pool, and all resort amenities including the clubhouse, fitness center, lazy river, sports courts, restaurant, and kids’ areas.
Our team is available 24/7 via message or phone to assist with anything you may need — from local tips to concierge requests.
Located in a secure gated community, Windsor Westside offers a peaceful setting and resort-style facilities. Just minutes from Disney, with easy access to restaurants, supermarkets, outlets, and major highways.
The home is conveniently located near Orlando’s main roads, making it easy to reach Disney, Universal, and top attractions. Free on-site parking included.
Welcome to a HoliStays home, where every stay feels seamless.
Managed by our local team specializing in Disney-area vacation homes, we ensure spotless cleaning, responsive 24/7 support in multiple languages, complimentary concierge service, and the comfort of a resort-style experience from check-in to check-out.
The Home
Your elegant vacation retreat at Windsor Westside offers the perfect blend of comfort, fun, and convenience. This luxury resort community features a full clubhouse, lazy river, large pool, modern gym, sports courts, playground, and on-site restaurant.
With 8 spacious bedrooms, tasteful décor, and plenty of room for the entire family, this home is ideal for those seeking an unforgettable stay close to Disney and Orlando’s best attractions.
Bedroom Layout
- Ground Floor
Bedroom 1: King bed
Bedroom 2: King bed with ensuite
- Upper Floor
Bedroom 3: King bed with ensuite
Bedroom 4: Bunk bed Twin + Twin and 1 Full (Princess)
Bedroom 5: Bunk bed Full + Full (Mickey)
Bedroom 6: Bunk bed Full + Full (Mario)
Bedroom 7: Bunk bed Full + Full, shared bathroom with Bedroom 8 (Donkey Kong)
Bedroom 8: King bed, shared bathroom with Bedroom 7
Extra Services & Details
Pool heating: US$35/day (min. 3 days)
BBQ grill: US$95 per stay (includes propane and cleaning)
Mid-stay cleaning available (extra fee)
Starter kit included (soap, shampoo, detergent, paper towels, trash bags, etc.)
Daily valet trash collection
Pets are allowed. There is a $50 fee per pet.
No smoking indoors (US$300 fine)
No parties/events (strict policy; fines apply)
Check-in: 4 PM | Check-out: 10 AM
Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.
From your first message to your final day, our team is available to assist with anything you need — dining tips, park guidance, transportation, or special requests.
Book your stay with confidence and let us take care of the rest.
Guests have full access to the entire home, private pool, and all resort amenities including the clubhouse, fitness center, lazy river, sports courts, restaurant, and kids’ areas.
Our team is available 24/7 via message or phone to assist with anything you may need — from local tips to concierge requests.
Located in a secure gated community, Windsor Westside offers a peaceful setting and resort-style facilities. Just minutes from Disney, with easy access to restaurants, supermarkets, outlets, and major highways.
The home is conveniently located near Orlando’s main roads, making it easy to reach Disney, Universal, and top attractions. Free on-site parking included.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Hot Tub
Kitchen
Washer
Dryer
Pet friendly
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Kissimmee
Kissimmee is home to this villa. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity 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. Traveling with kids? Make time for Old Town, or check out an event or a game at ESPN Wide World of Sports Complex.

kissimmee, FL
What's nearby
- Northeast Regional Park - 3 min drive - 2.4 km
- Lake Davenport - 3 min drive - 2.4 km
- Walt Disney World® Resort - 9 min drive - 9.7 km
- Magic Kingdom® Park - 20 min drive - 21.8 km
- Disney Springs™ - 20 min drive - 23.4 km
Getting around
Restaurants
- Wawa - 5 min drive
- McDonald's - 5 min drive
- 7-Eleven - 5 min walk
- Dutch Bros Coffee - 5 min drive
- Circle K - 5 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Feb 27, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Feb 2026
About the host
Hosted by Holistays Disney
Premier Host
They consistently provide great experiences for their guests
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