Entire home
Windsor 5BR Villa w/ Pool – Near Disney
Holiday home in Kissimmee with private pool and kitchen
Photo gallery for Windsor 5BR Villa w/ Pool – Near Disney





5 bedrooms4 bathroomsSleeps 12
Popular amenities
Explore the area

Kissimmee, FL
- Place, Northeast Regional Park3 min drive
- Place, Lake Davenport3 min drive
- Place, Walt Disney World® Resort11 min drive
- Airport, Kissimmee, FL (ISM-Kissimmee Gateway)32 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Double
1 Queen Bed
Double
1 King Bed
Suite
1 Queen Bed
Triple
1 Single Bed and 1 Double Bed
Triple
1 Single Bed and 1 Double Bed
4 bathrooms
Bathroom
Bathroom
Bathroom
Bathroom
Spaces
Kitchen
About this property
Windsor 5BR Villa w/ Pool – Near Disney
Enjoy luxury in this 5‑bedroom, 4‑bath home at Windsor Westside Resort! Sleeps up to 13, with Mickey & Toy Story themed rooms, private pool, and access to water park, lazy river, gym and more. Near Disney, with pool heating available for US$40/day (min. 3 days). Your upscale stay in Orlando starts here.
Welcome to a HoliStays home, where every stay feels seamless.
Managed by our local team specializing in the Disney‑area, we ensure spotless cleaning, 24/7 multilingual support, free concierge service and the resort‑style comfort you deserve from check‑in to check‑out.
Your dream vacation home at Windsor Westside Resort
Located in the Windsor Westside Resort, this elegant 5‑bedroom, 4‑bath villa accommodates up to 13 guests, offering a perfect blend of luxury, comfort and fun just minutes from Disney. Featuring themed bedrooms, private pool and full resort access.
- Ground Floor
Bedroom 1: Queen bed | Private bathroom
Living room with Smart TV and comfortable sofas
Modern fully equipped kitchen with stainless‑steel appliances
Spacious dining room
Access to outdoor area with private pool and outdoor dining space
- Upper Floor
Bedroom 2: Master Suite with King bed | Private bathroom
Bedroom 3: Queen bed | Private bathroom
Bedroom 4: Mickey theme | Bunk bed (1 Full + 1 Twin) | Shared bathroom
Bedroom 5: Toy Story theme | Bunk bed (1 Full + 1 Twin) | Shared bathroom
Family lounge/loft for relaxing or playing
4 full bathrooms
Pool heating available for US$ 40/day (min. 3 days)
BBQ grill rental available for US$ 100/week
- Resort Amenities
Guests enjoy full access to Windsor Westside Resort, including resort‑style heated pool and lazy river; water park and kids’ splash zone; full gym and sports courts; game room, playground and cinema in the clubhouse; on‑site bar and restaurant.
- Home Amenities
Free high‑speed WiFi
Washer & dryer
Central A/C and ceiling fans
Free parking
Starter kit of kitchen & bath essentials (no refills)
Digital check‑in with smart lock
Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.
From the first message to your final day, our team is always available with tips, support and human service. Book with confidence and enjoy amazing days in Orlando!
Guests have full access to the entire home, private pool, and all Windsor Westside Resort amenities, including the clubhouse, water park, fitness center, and sports courts.
Our team is available 24/7 through phone and message for any assistance — from park guidance to concierge requests.Localizada no condomínio fechado Windsor Westside, em Kissimmee, a casa fica a 10 minutos da Disney, 25 da Universal e próxima de restaurantes, supermercados e outlets
Located in the secure Windsor Westside community in Kissimmee, just 10 minutes from Disney, 25 minutes from Universal, and near top restaurants, supermarkets, and outlet
A car is recommended, but Uber & Lyft are readily available. Free parking on-site.
Welcome to a HoliStays home, where every stay feels seamless.
Managed by our local team specializing in the Disney‑area, we ensure spotless cleaning, 24/7 multilingual support, free concierge service and the resort‑style comfort you deserve from check‑in to check‑out.
Your dream vacation home at Windsor Westside Resort
Located in the Windsor Westside Resort, this elegant 5‑bedroom, 4‑bath villa accommodates up to 13 guests, offering a perfect blend of luxury, comfort and fun just minutes from Disney. Featuring themed bedrooms, private pool and full resort access.
- Ground Floor
Bedroom 1: Queen bed | Private bathroom
Living room with Smart TV and comfortable sofas
Modern fully equipped kitchen with stainless‑steel appliances
Spacious dining room
Access to outdoor area with private pool and outdoor dining space
- Upper Floor
Bedroom 2: Master Suite with King bed | Private bathroom
Bedroom 3: Queen bed | Private bathroom
Bedroom 4: Mickey theme | Bunk bed (1 Full + 1 Twin) | Shared bathroom
Bedroom 5: Toy Story theme | Bunk bed (1 Full + 1 Twin) | Shared bathroom
Family lounge/loft for relaxing or playing
4 full bathrooms
Pool heating available for US$ 40/day (min. 3 days)
BBQ grill rental available for US$ 100/week
- Resort Amenities
Guests enjoy full access to Windsor Westside Resort, including resort‑style heated pool and lazy river; water park and kids’ splash zone; full gym and sports courts; game room, playground and cinema in the clubhouse; on‑site bar and restaurant.
- Home Amenities
Free high‑speed WiFi
Washer & dryer
Central A/C and ceiling fans
Free parking
Starter kit of kitchen & bath essentials (no refills)
Digital check‑in with smart lock
Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.
From the first message to your final day, our team is always available with tips, support and human service. Book with confidence and enjoy amazing days in Orlando!
Guests have full access to the entire home, private pool, and all Windsor Westside Resort amenities, including the clubhouse, water park, fitness center, and sports courts.
Our team is available 24/7 through phone and message for any assistance — from park guidance to concierge requests.Localizada no condomínio fechado Windsor Westside, em Kissimmee, a casa fica a 10 minutos da Disney, 25 da Universal e próxima de restaurantes, supermercados e outlets
Located in the secure Windsor Westside community in Kissimmee, just 10 minutes from Disney, 25 minutes from Universal, and near top restaurants, supermarkets, and outlet
A car is recommended, but Uber & Lyft are readily available. Free parking on-site.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Parking available
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- Pool
- Hot tub
- Kitchen
- Washing machine
9.4 out of 10, Exceptional, (170 reviews)
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
No 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
On-site 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
About the area
Kissimmee
Kissimmee is home to this holiday home. Mystic Dunes Golf Club and Reunion Resort Golf Course 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. Old Town and Disney's Hollywood Studios® are not to be missed.

Kissimmee, FL
What's nearby
- Northeast Regional Park - 3 min drive - 2.1 km
- Lake Davenport - 3 min drive - 2.1 km
- Walt Disney World® Resort - 11 min drive - 9.4 km
- Disney's Animal Kingdom® Theme Park - 15 min drive - 11.4 km
- Disney Springs™ - 20 min drive - 20.9 km
Getting around
Restaurants
- Dutch Bros Coffee - 5 min drive
- McDonald's - 5 min drive
- 7-Eleven - 5 min walk
- Circle K - 5 min drive
- Twistee Treat Berry Town - 5 min drive
Frequently asked questions
About the host
Hosted by Holistays Disney
Premier Host
They consistently provide great experiences for their guests
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