Entire home
Windsor at Westside Resort Home w/ Pool & Hot Tub
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Reviews
10 out of 10
Exceptional
8 bedrooms6 bathroomsSleeps 164041 sq ft
Popular amenities
Explore the area

Kissimmee, FL
- Place, Northeast Regional Park4 min drive
- Place, Lake Davenport4 min drive
- Place, Highland Reserve Golf Club6 min drive
- Airport, Orlando, FL (MCO-Orlando Intl.)43 min drive
Rooms & beds
8 bedrooms (sleeps 16)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Queen Bed
Bedroom 6
2 Twin Beds
Bedroom 7
2 Twin Beds
Bedroom 8
1 King Bed
6 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Bathtub · Toilet · Shower only
Bathroom 4
Bathtub · Toilet · Shower only
Bathroom 5
Bathtub · Toilet · Shower only
Bathroom 6
Bathtub · Toilet · Shower only
Spaces
Kitchen
Balcony
Garden
Dining area
About this property
Windsor at Westside Resort Home w/ Pool & Hot Tub
Add dates for prices
Amenities
Pool
Hot Tub
Kitchen
Washer
Dryer
Pet friendly
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Similar properties

Upstay: Large Resort Home w Private Pool & Hot Tub
Kissimmee
Upstay: Large Resort Home w Private Pool & Hot Tub
- Pool
- Hot tub
- Kitchen
- Washer
10.0 out of 10, Exceptional, (4 reviews)
House Rules
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
This property accepts cash
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, 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
Located in Kissimmee, this vacation home is in the city center. ChampionsGate Golf Club and Mystic Dunes Golf Club 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.

Kissimmee, FL
What's nearby
- Northeast Regional Park - 4 min drive - 3.1 km
- Lake Davenport - 4 min drive - 3.1 km
- Highland Reserve Golf Club - 6 min drive - 4.0 km
- Four Corners FC - 6 min drive - 5.4 km
- ChampionsGate Golf Club - 8 min drive - 8.1 km
Getting around
Restaurants
- McDonald's - 7 min drive
- 7-Eleven - 4 min drive
- Chick-Fil-A - 11 min drive
- Circle K - 8 min drive
- Dutch Bros Coffee - 8 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
8.0/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
Mar 23, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Mar 2026
About the host
Hosted by Upstay
We get it - travel needs have changed big time. You want a vibe, a neighborhood, a space that feels like home but without the hassle, and that's where we come in.
Since 2019, we’ve managed hundreds of vacation properties, in 4 different countries, and you can expect best-in-class hospitality from us. Before you arrive we’ll email you all you need to know, and our team is here for you day or night, with 24/7 support.
Welcome to Upstay.
Since 2019, we’ve managed hundreds of vacation properties, in 4 different countries, and you can expect best-in-class hospitality from us. Before you arrive we’ll email you all you need to know, and our team is here for you day or night, with 24/7 support.
Welcome to Upstay.
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English, Spanish, Portuguese
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