Entire home
Upstay Epic Windsor Home w Pool, Cinema & Games
Holiday home in Kissimmee with private pool and kitchen
Photo gallery for Upstay Epic Windsor Home w Pool, Cinema & Games





10 bedrooms6 bathroomsSleeps 28407.9 sq m
Popular amenities
Explore the area

Kissimmee, Florida
- Place, Northeast Regional Park3 min drive
- Place, Lake Davenport4 min drive
- Place, Highland Reserve Golf Club7 min drive
- Airport, Orlando, FL (MCO-Orlando Intl.)40 min drive
Rooms & beds
10 bedrooms (sleeps 28)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Queen Bed
Bedroom 6
1 Queen Bed and 2 Single Beds
Bedroom 7
2 Single Bunk Beds
Bedroom 8
1 Single Bunk Bed
Bedroom 9
1 Single Bunk Bed
Bedroom 10
2 Single Beds
6 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Bathroom 6
Toilet · Shower only
Spaces
Kitchen
Balcony
Dining area
About this property
Upstay Epic Windsor Home w Pool, Cinema & Games
Summary:
Get ready for the ultimate Orlando getaway! This beautifully designed 10-bedroom themed villa is designed for big groups who love big fun. Splash in your private screened-in pool and hot tub, host game nights in the epic game room, enjoy cozy movie evenings in the cinema, and unwind in bright, open living spaces made for moments together. With magical themed bedrooms, space for 28 guests, and full access to Windsor at Westside’s Resort amenities, every day feels like an adventure waiting to happen!
The Space:
Step into your own private slice of resort-style paradise. This spacious villa blends luxury, comfort, and non-stop entertainment — approximately 15 miles from Universal Studios — giving your group the perfect home base for an unforgettable Orlando stay. Whether you’re relaxing by the pool and hot tub, exploring the themed bedrooms, or enjoying the game-packed indoor spaces, this home is built for connection, comfort, and pure holiday happiness.
Soak up the sunshine on your private outdoor retreat:
• Private screened-in swimming pool and hot tub
• Comfortable loungers for tanning & relaxing
• Outdoor seating area perfect for morning coffee or evening downtime
Fun, Games & Movie Time:
• Vibrant in-home cinema lounge with a massive screen
• Games room with ping pong, foosball, air hockey & arcade games
• High-speed Wi-Fi + Smart TVs throughout the home
Eat, Lounge & Gather:
• Open-concept living room with large Smart TV & cozy seating
• Fully equipped kitchen with modern appliances
• Elegant dining table for group meals + bar seating at the island
• Bright, airy main space perfect for reconnecting after theme-park adventures
Dream Big, Sleep Easy:
Everyone gets their perfect place to recharge — including magical themed rooms the kids will love:
First Floor
• Bedroom 1: Queen bed + 2 Twins (Cars-themed)
• Bedroom 2: King bed | Ensuite
Second Floor
• Bedroom 3: Bunk room – 2 Twins + 2 Fulls (Barbie theme)
• Bedroom 4: Bunk room – 2 Fulls (Pirates of the Caribbean theme)
• Bedroom 5: Bunk room – 2 Fulls (Avatar theme)
• Bedroom 6: Queen bed
• Bedroom 7: Queen bed
• Bedroom 8: King bed | Ensuite
• Bedroom 9: King bed
• Bedroom 10: Bunk room – 2 Twins (Winnie the Pooh theme)
Every room is cozy, comfortable, and designed for rest — with playful touches that make bedtime its own adventure.
Unbeatable location—You’re perfectly placed to enjoy the best of Orlando:
• Minutes to restaurants, groceries & convenience stores
• ≈ 10 mi to Walt Disney World Resort
• ≈ 15 mi Universal Studios
• ≈ 9 mi to Universal Studios Florida
• ≈ 20 mi to Orlando International Airport (MCO
Check-In, Parking & Resort Access
• Gated community with 24/7 security
• Driveway parking + garage parking available
• No street parking permitted in the neighbourhood
As a guest, you’ll enjoy full access to Windsor at Westside Resort, including:
• Massive resort pool & lazy river
• Kids’ splash zone & waterslides
• Tiki bar, cabanas & sun deck
• Volleyball & basketball courts
• Arcade room, activity center & clubhouse lounge
• Fitness center, business center & more
(Please Note: Some amenities or rentals may require an additional fee.)
Why Stay With Us?
We’re experts at delivering unforgettable group getaways. Our homes are clean, spacious, and full of personality — from custom designs to immersive entertainment spaces. We handle the details, so you can focus on fun.
This villa is the perfect blend of comfort, style, and entertainment — designed to bring people together and ensure every day feels special. Book your stay today!
Guest Access:
Parking:
• You may park up to 2 vehicles in the driveway.
• Please do not park on the street, grass, sidewalks, pedestrian walkways, in front of signs, fire hydrants, or neighbours’ driveways to avoid being towed.
• Additional parking is available at the clubhouse if needed.
• Please note: the resort allows a maximum of 5 vehicles per residence.
Property Access:
• Guests will enter the community through a secured, gated entrance monitored by security staff.
Resort Access:
• You’ll enjoy full, complimentary access to all amenities at the Windsor at Westside Resort & Clubhouse.
• Clubhouse hours vary by amenity but generally operate from 9am to 9pm.
The Neighborhood:
Windsor is a friendly, residential neighborhood known for its tree-lined streets and relaxed atmosphere. It’s the kind of place where you’ll see people out for walks, kids playing at nearby parks, and neighbors saying hello as they pass by.
Guests enjoy Windsor because it’s quiet and comfortable while still offering easy access to cafés, casual restaurants, grocery stores, and everyday essentials. The area feels safe and welcoming, making it great for both short visits and longer stays. With convenient public transit and major roads close by, getting around the city is quick and simple.
Getting Around:
Nearby Family Attractions:
• Walt Disney World ~ 10 miles.
• Universal Studios ~ 15 miles.
• Magic Kingdom Park ~ 15 miles.
• EPCOT ~ 15 miles.
• Hollywood Studios ~ 10 miles.
• SeaWorld ~ 16 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:
• To help ensure a safe and trusted experience for all guests, ID verification may be required after booking.
• Please note that we do not provide washcloths. Please bring your own washcloths to make use of during your stay.
Add-On Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.
Convenience Rentals:
• BBQ propane tank Refill: $55 (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.
Get ready for the ultimate Orlando getaway! This beautifully designed 10-bedroom themed villa is designed for big groups who love big fun. Splash in your private screened-in pool and hot tub, host game nights in the epic game room, enjoy cozy movie evenings in the cinema, and unwind in bright, open living spaces made for moments together. With magical themed bedrooms, space for 28 guests, and full access to Windsor at Westside’s Resort amenities, every day feels like an adventure waiting to happen!
The Space:
Step into your own private slice of resort-style paradise. This spacious villa blends luxury, comfort, and non-stop entertainment — approximately 15 miles from Universal Studios — giving your group the perfect home base for an unforgettable Orlando stay. Whether you’re relaxing by the pool and hot tub, exploring the themed bedrooms, or enjoying the game-packed indoor spaces, this home is built for connection, comfort, and pure holiday happiness.
Soak up the sunshine on your private outdoor retreat:
• Private screened-in swimming pool and hot tub
• Comfortable loungers for tanning & relaxing
• Outdoor seating area perfect for morning coffee or evening downtime
Fun, Games & Movie Time:
• Vibrant in-home cinema lounge with a massive screen
• Games room with ping pong, foosball, air hockey & arcade games
• High-speed Wi-Fi + Smart TVs throughout the home
Eat, Lounge & Gather:
• Open-concept living room with large Smart TV & cozy seating
• Fully equipped kitchen with modern appliances
• Elegant dining table for group meals + bar seating at the island
• Bright, airy main space perfect for reconnecting after theme-park adventures
Dream Big, Sleep Easy:
Everyone gets their perfect place to recharge — including magical themed rooms the kids will love:
First Floor
• Bedroom 1: Queen bed + 2 Twins (Cars-themed)
• Bedroom 2: King bed | Ensuite
Second Floor
• Bedroom 3: Bunk room – 2 Twins + 2 Fulls (Barbie theme)
• Bedroom 4: Bunk room – 2 Fulls (Pirates of the Caribbean theme)
• Bedroom 5: Bunk room – 2 Fulls (Avatar theme)
• Bedroom 6: Queen bed
• Bedroom 7: Queen bed
• Bedroom 8: King bed | Ensuite
• Bedroom 9: King bed
• Bedroom 10: Bunk room – 2 Twins (Winnie the Pooh theme)
Every room is cozy, comfortable, and designed for rest — with playful touches that make bedtime its own adventure.
Unbeatable location—You’re perfectly placed to enjoy the best of Orlando:
• Minutes to restaurants, groceries & convenience stores
• ≈ 10 mi to Walt Disney World Resort
• ≈ 15 mi Universal Studios
• ≈ 9 mi to Universal Studios Florida
• ≈ 20 mi to Orlando International Airport (MCO
Check-In, Parking & Resort Access
• Gated community with 24/7 security
• Driveway parking + garage parking available
• No street parking permitted in the neighbourhood
As a guest, you’ll enjoy full access to Windsor at Westside Resort, including:
• Massive resort pool & lazy river
• Kids’ splash zone & waterslides
• Tiki bar, cabanas & sun deck
• Volleyball & basketball courts
• Arcade room, activity center & clubhouse lounge
• Fitness center, business center & more
(Please Note: Some amenities or rentals may require an additional fee.)
Why Stay With Us?
We’re experts at delivering unforgettable group getaways. Our homes are clean, spacious, and full of personality — from custom designs to immersive entertainment spaces. We handle the details, so you can focus on fun.
This villa is the perfect blend of comfort, style, and entertainment — designed to bring people together and ensure every day feels special. Book your stay today!
Guest Access:
Parking:
• You may park up to 2 vehicles in the driveway.
• Please do not park on the street, grass, sidewalks, pedestrian walkways, in front of signs, fire hydrants, or neighbours’ driveways to avoid being towed.
• Additional parking is available at the clubhouse if needed.
• Please note: the resort allows a maximum of 5 vehicles per residence.
Property Access:
• Guests will enter the community through a secured, gated entrance monitored by security staff.
Resort Access:
• You’ll enjoy full, complimentary access to all amenities at the Windsor at Westside Resort & Clubhouse.
• Clubhouse hours vary by amenity but generally operate from 9am to 9pm.
The Neighborhood:
Windsor is a friendly, residential neighborhood known for its tree-lined streets and relaxed atmosphere. It’s the kind of place where you’ll see people out for walks, kids playing at nearby parks, and neighbors saying hello as they pass by.
Guests enjoy Windsor because it’s quiet and comfortable while still offering easy access to cafés, casual restaurants, grocery stores, and everyday essentials. The area feels safe and welcoming, making it great for both short visits and longer stays. With convenient public transit and major roads close by, getting around the city is quick and simple.
Getting Around:
Nearby Family Attractions:
• Walt Disney World ~ 10 miles.
• Universal Studios ~ 15 miles.
• Magic Kingdom Park ~ 15 miles.
• EPCOT ~ 15 miles.
• Hollywood Studios ~ 10 miles.
• SeaWorld ~ 16 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:
• To help ensure a safe and trusted experience for all guests, ID verification may be required after booking.
• Please note that we do not provide washcloths. Please bring your own washcloths to make use of during your stay.
Add-On Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.
Convenience Rentals:
• BBQ propane tank Refill: $55 (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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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
This property accepts cash
On-site parties or group events are strictly prohibited
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, Florida
What's nearby
- Northeast Regional Park - 3 min drive - 2.7 km
- Lake Davenport - 4 min drive - 2.7 km
- Highland Reserve Golf Club - 7 min drive - 4.0 km
- ChampionsGate Golf Club - 9 min drive - 9.1 km
- Mystic Dunes Golf Club - 10 min drive - 10.4 km
Getting around
Restaurants
- Dutch Bros Coffee - 6 min drive
- McDonald's - 5 min drive
- 7-Eleven - 18 min walk
- Twistee Treat Berry Town - 5 min drive
- Giovanni's Pizzeria & Kichen - 5 min drive
Frequently asked questions
About the host
Hosted by Upstay
Languages:
English
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