Upstay Epic Windsor Home w Pool, Cinema & Games — House in Kissimmee, Florida
Managed by Upstay
Get ready for the ultimate Orlando getaway! This beautifully designed 10-bedroom themed villa is designed for big groups who love big fun.
28 guests · 10 bedrooms · 6 baths · 4391 sqft
Good for: families with young kids · large groups
From $200/night + tax · $429 cleaning fee · 1-night minimum · View rate calendar
Foosball table · Game room · Ping pong table · Pool table
25 mins to Walt Disney World Resort · 38 mins to Universal Studios · 28 mins to Magic Kingdom Park · 26 mins to EPCOT
4.9/5 from 7 reviews — "The house is absolutely beautiful" · Read all reviews
Popular with: Family: 5.0/5 (5 reviews)
Guests mention: Amazing_host · Spotless_clean
No pets · Check-in 16:00 · Check-out 10:00
Is this property pet-friendly? No, pets are not allowed.
How far is this from local attractions? 25 mins to Walt Disney World Resort, 38 mins to Universal Studios, 28 mins to Magic Kingdom Park, 26 mins to EPCOT.
What are check-in and check-out times? Check-in: 16:00, Check-out: 10:00
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Get ready for the ultimate Orlando getaway! This beautifully designed 10-bedroom themed villa is designed for big groups who love big fun.
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!
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.
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.
• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay!
• Please note that washcloths are not provided—kindly bring your own for your stay.
Additional Services:
• Pool and hot tub heating are available upon request and are not included in the booking price. The fee is $45/night per service or $79/night for both, with a 2-night minimum. At least 24 hours’ notice is required if you would like to add this service.
• Planning a BBQ? A propane tank is available for a one-time $69 charge. Let us know in advance, and we’ll make sure you’re all set to grill and enjoy!
• Rent a Pack 'n play for $39 (one-time fee)
• Rent a highchair for $29 (one-time fee)
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.
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18,070 reviews
Upstay is a vacation rental management company offering hand-picked, uniquely designed properties across multiple destinations including Orlando, Austin, Costa Rica, Canada, and Colorado. They provide curated accommodations ranging from family retreats to luxury villas, emphasizing comfort, style, and personalized travel experiences.