Entire home
Upstay- Family Villa for 12 w Pool, Games & BBQ
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6 bedrooms 4+ bathrooms 291.9 sq m
Popular amenities
Explore the area

Kissimmee, FL
- ChampionsGate Golf Club11 min drive
- Mystic Dunes Golf Club13 min drive
- Disney's Animal Kingdom® Theme Park17 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway)34 min drive
Rooms & beds
6 bedrooms
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Queen Bed
Bedroom 6
1 Queen Bed
4 bathrooms, 1 half bathroom
Bathroom 1
Toilet
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Garden
Dining area
About this property
Upstay- Family Villa for 12 w Pool, Games & BBQ
Summary:
Upstay presents the perfect villa for families and group getaways, a spacious 6-bedroom, 5-bathroom home at Windsor at Westside Resort offers comfort, fun, and unbeatable convenience. Enjoy the private pool, BBQ grill, and a garage game room with a pool table, foosball, and darts. Located just minutes from Disney and Universal, with full access to resort amenities like a lazy river, fitness centre, clubhouse, and more—your Orlando adventure starts here!
The Space:
Sunshine, space, and resort-style fun! Welcome to this beautiful 6-bedroom, 5-bathroom family villa at the highly sought-after Windsor at Westside Resort in Kissimmee. With over 3,100 sq. ft. of living space and room for up to 12 guests, this two-storey getaway is perfect for families, friends, or small group vacations just minutes from Disney.
From a private pool and hot tub to a fully loaded garage game room and full access to world-class resort amenities, this home is made for memory-making.
Outdoor Living at Its Best:
• Private screened-in pool with safety fence
• Furnished patio with loungers & shaded seating
• BBQ grill for outdoor cooking
• Dining area for sunny meals or evening BBQs
It's Game Time, Anytime:
• Garage game room with pool table, foosball & darts
• Smart TVs throughout for movie nights or morning cartoons
• High-speed WiFi + Roku & cable for your streaming needs
Eat, Chill & Connect:
• Fully equipped kitchen with stainless steel appliances
• Spacious kitchen island & indoor dining for 8
• Open-concept living area with cozy seating & 64" Smart TV
• Upstairs loft with another 64" Smart TV – perfect for kids or extra hangout space
Sleep Soundly – 6 Bedrooms / 5 Bathrooms:
First Floor:
• Bedroom 1: King bed | Ensuite bathroom | 50" TV
Second Floor:
• Bedroom 2: King bed | Ensuite bathroom | 50" TV
• Bedroom 3: Queen bed | Shares bath w/ BR 4 | 43" TV
• Bedroom 4: Queen bed | Shares bath w/ BR 3 | 43" TV
• Bedroom 5: Queen bed | Shares bath w/ BR 6 | 43" TV
• Bedroom 6: Queen bed | Shares bath w/ BR 5 | 43" TV
(All bathrooms include fresh towels, hairdryers & shower amenities.)
Windsor at Westside Resort Amenities (included):
• Gated 24/7 security with access via Lima Gate
• Clubhouse with pool, lazy river, splash pad & waterslides
• Hot tub, fitness centre, spa & business center
• Tu Casa Bar & Lounge (open 11am–8pm)
• Volleyball, basketball & tennis courts
• Arcade room, playground, and movie theatre
(Clubhouse Hours: 9:00 AM – 8:00 PM)
Parking & Practical Info:
• Driveway parking for 2 vehicles
• Overflow parking available at clubhouse (limited)
• Washer & dryer available in-unit
• Trash pickup daily – place bins outside
Unbeatable Location:
• 10 minutes to Disney parks
• 25 minutes to Universal Studios & SeaWorld
• 5 minutes to shopping, groceries, and restaurants
• 35 minutes to Orlando International Airport (MCO)
Why Stay With Us?
As experienced & professional hosts, we pride ourselves on delivering top-notch guest experiences. Our home is professionally cleaned, well-stocked, and thoughtfully designed for comfort, fun, and togetherness.
Book now and make unforgettable Orlando memories with your crew!
Guest Access:
Parking:
• Up to 2 vehicles can park in the home’s driveway.
• Overflow parking is available near the clubhouse, though limited—please avoid fire lanes and “No Parking” zones.
Property Access:
• Check in with the gate security guard upon arrival.
• You’ll need to show your booking confirmation and valid ID to receive your proxy access card, which allows gated entry for the remainder of your stay.
Resort Access:
• Enjoy complimentary access to the Windsor at Westside Resort amenities, including the clubhouse, lazy river, pool, splash pad, and more.
• The clubhouse is open daily from 9:00 AM to 8:00 PM, and the Tu Casa bar/lounge operates from 11:00 AM to 8:00 PM.
The Neighborhood:
One of the most desired resort communities in all of Kissimmee area! This ideal location offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options!
Getting Around:
Nearby Family Attractions:
• Walt Disney World ~ 10 miles.
• Magic Kingdom Park ~ 15 miles.
• EPCOT ~ 15 miles.
• Hollywood Studios ~ 10 miles.
• SeaWorld ~ 16 miles.
• Universal Studios ~ 25 miles.
Nearby Other Attractions:
• Highlands Reserve Golf Club ~ 3 miles.
• Lake Louisa State Park ~ 13 miles.
• Camping World Stadium ~ 32 miles.
• Orlando Science Center ~ 34 miles.
• Mennello Museum of American Art ~ 36 miles.
Other Things to Note:
Important to note:
• You’ll need to show your booking confirmation and valid ID to receive your proxy access card, which allows gated entry for the remainder of your stay.
Add-On Services:
• Pool heating: $35/night
• Hot tub heating: $35/night
• Pool + hot tub combo: $60/night (2-night minimum)
Convenience Rentals:
• BBQ propane tank: $70 (delivered)
• Pack 'N Play crib: $40
• Highchair: $40
(Please reach out after booking to arrange any add-ons or upgrades.)
Interaction with Guests:
We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.
Upstay presents the perfect villa for families and group getaways, a spacious 6-bedroom, 5-bathroom home at Windsor at Westside Resort offers comfort, fun, and unbeatable convenience. Enjoy the private pool, BBQ grill, and a garage game room with a pool table, foosball, and darts. Located just minutes from Disney and Universal, with full access to resort amenities like a lazy river, fitness centre, clubhouse, and more—your Orlando adventure starts here!
The Space:
Sunshine, space, and resort-style fun! Welcome to this beautiful 6-bedroom, 5-bathroom family villa at the highly sought-after Windsor at Westside Resort in Kissimmee. With over 3,100 sq. ft. of living space and room for up to 12 guests, this two-storey getaway is perfect for families, friends, or small group vacations just minutes from Disney.
From a private pool and hot tub to a fully loaded garage game room and full access to world-class resort amenities, this home is made for memory-making.
Outdoor Living at Its Best:
• Private screened-in pool with safety fence
• Furnished patio with loungers & shaded seating
• BBQ grill for outdoor cooking
• Dining area for sunny meals or evening BBQs
It's Game Time, Anytime:
• Garage game room with pool table, foosball & darts
• Smart TVs throughout for movie nights or morning cartoons
• High-speed WiFi + Roku & cable for your streaming needs
Eat, Chill & Connect:
• Fully equipped kitchen with stainless steel appliances
• Spacious kitchen island & indoor dining for 8
• Open-concept living area with cozy seating & 64" Smart TV
• Upstairs loft with another 64" Smart TV – perfect for kids or extra hangout space
Sleep Soundly – 6 Bedrooms / 5 Bathrooms:
First Floor:
• Bedroom 1: King bed | Ensuite bathroom | 50" TV
Second Floor:
• Bedroom 2: King bed | Ensuite bathroom | 50" TV
• Bedroom 3: Queen bed | Shares bath w/ BR 4 | 43" TV
• Bedroom 4: Queen bed | Shares bath w/ BR 3 | 43" TV
• Bedroom 5: Queen bed | Shares bath w/ BR 6 | 43" TV
• Bedroom 6: Queen bed | Shares bath w/ BR 5 | 43" TV
(All bathrooms include fresh towels, hairdryers & shower amenities.)
Windsor at Westside Resort Amenities (included):
• Gated 24/7 security with access via Lima Gate
• Clubhouse with pool, lazy river, splash pad & waterslides
• Hot tub, fitness centre, spa & business center
• Tu Casa Bar & Lounge (open 11am–8pm)
• Volleyball, basketball & tennis courts
• Arcade room, playground, and movie theatre
(Clubhouse Hours: 9:00 AM – 8:00 PM)
Parking & Practical Info:
• Driveway parking for 2 vehicles
• Overflow parking available at clubhouse (limited)
• Washer & dryer available in-unit
• Trash pickup daily – place bins outside
Unbeatable Location:
• 10 minutes to Disney parks
• 25 minutes to Universal Studios & SeaWorld
• 5 minutes to shopping, groceries, and restaurants
• 35 minutes to Orlando International Airport (MCO)
Why Stay With Us?
As experienced & professional hosts, we pride ourselves on delivering top-notch guest experiences. Our home is professionally cleaned, well-stocked, and thoughtfully designed for comfort, fun, and togetherness.
Book now and make unforgettable Orlando memories with your crew!
Guest Access:
Parking:
• Up to 2 vehicles can park in the home’s driveway.
• Overflow parking is available near the clubhouse, though limited—please avoid fire lanes and “No Parking” zones.
Property Access:
• Check in with the gate security guard upon arrival.
• You’ll need to show your booking confirmation and valid ID to receive your proxy access card, which allows gated entry for the remainder of your stay.
Resort Access:
• Enjoy complimentary access to the Windsor at Westside Resort amenities, including the clubhouse, lazy river, pool, splash pad, and more.
• The clubhouse is open daily from 9:00 AM to 8:00 PM, and the Tu Casa bar/lounge operates from 11:00 AM to 8:00 PM.
The Neighborhood:
One of the most desired resort communities in all of Kissimmee area! This ideal location offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options!
Getting Around:
Nearby Family Attractions:
• Walt Disney World ~ 10 miles.
• Magic Kingdom Park ~ 15 miles.
• EPCOT ~ 15 miles.
• Hollywood Studios ~ 10 miles.
• SeaWorld ~ 16 miles.
• Universal Studios ~ 25 miles.
Nearby Other Attractions:
• Highlands Reserve Golf Club ~ 3 miles.
• Lake Louisa State Park ~ 13 miles.
• Camping World Stadium ~ 32 miles.
• Orlando Science Center ~ 34 miles.
• Mennello Museum of American Art ~ 36 miles.
Other Things to Note:
Important to note:
• You’ll need to show your booking confirmation and valid ID to receive your proxy access card, which allows gated entry for the remainder of your stay.
Add-On Services:
• Pool heating: $35/night
• Hot tub heating: $35/night
• Pool + hot tub combo: $60/night (2-night minimum)
Convenience Rentals:
• BBQ propane tank: $70 (delivered)
• Pack 'N Play crib: $40
• Highchair: $40
(Please reach out after booking to arrange any add-ons or upgrades.)
Interaction with Guests:
We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning
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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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Old Town, a top attraction not to be missed.

Kissimmee, FL
What's nearby
- Highland Reserve Golf Club - 7 min drive - 4.0 km
- ChampionsGate Golf Club - 11 min drive - 8.1 km
- Mystic Dunes Golf Club - 13 min drive - 10.8 km
- Reunion Resort Golf Course - 15 min drive - 11.1 km
- Disney's Animal Kingdom® Theme Park - 17 min drive - 14.1 km
Getting around
Restaurants
- Dutch Bros Coffee - 7 min drive
- Chick-Fil-A - 11 min drive
- McDonald's - 7 min drive
- Twistee Treat Berry Town
- 7-Eleven
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by Upstay

Languages:
English
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