Entire home
8BR Windsor Westside Home w/ Private Pool
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Reviews
1010 out of 10
Exceptional
Popular amenities
- Private pool
- Spa pool on site
- Onsite parking available
- Pet-friendly
- Kitchen
- Washing machine
Explore the area

kissimmee, FL
- Northeast Regional ParkPlace, Northeast Regional Park3 min drive
- Lake DavenportPlace, Lake Davenport3 min drive
- Walt Disney World® ResortPlace, Walt Disney World® Resort9 min drive
- Orlando, FL (MCO-Orlando Intl.)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 Single Bunk Bed
Suite
1 King Bed
Suite
1 King Bed
Twin
1 Double Bed and 1 Single Bunk Bed
Twin
1 Single Bunk Bed
Twin
1 Single 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.
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