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Upstay Epic Windsor Home w Pool, Cinema & Games

Holiday home in Kissimmee with private pool and kitchen

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Bright & Spacious Living Room – A cozy open-concept lounge with plush seating, perfect for movie nights and family time.
Immersive Game Room Zone – A playful, high-energy hangout space designed for hours of entertainment with ping pong and air hockey.
Vibrant Game Lounge – Enjoy nonstop fun with arcade games, bar seating, and vibrant décor.
The Simpsons Themed Cinema with Vibrant seating and a Large Screen
Private Screened-In Pool – Your sunny Florida escape with loungers, safety screen & sparkling water.
10 bedrooms6 bathroomsSleeps 28407.9 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Hot tub
  • Gym
  • Dryer
  • Washer

Explore the area

View map
Kissimmee, Florida
  • Place, Northeast Regional Park
    ‪3 min drive‬
  • Place, Lake Davenport
    ‪4 min drive‬
  • Place, Highland Reserve Golf Club
    ‪7 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.

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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
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
1. Parties, events and smoking/vaping of any kind are prohibited in or around our property and risk a fine of $150 and/or your full deposit will be...

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.
Map
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

  • Kissimmee Station - 31 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 43 min drive

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

Does Upstay Epic Windsor Home w Pool, Cinema & Games have a pool?

Yes, this property has a pool.

Is Upstay Epic Windsor Home w Pool, Cinema & Games pet-friendly?

No, pets are not allowed at this property.

How much is parking at Upstay Epic Windsor Home w Pool, Cinema & Games?

On-site parking is available at the property.

What time is check-in at Upstay Epic Windsor Home w Pool, Cinema & Games?

Check-in begins at 4:00 PM.

What time is check-out at Upstay Epic Windsor Home w Pool, Cinema & Games?

Checkout is at 10:00 AM.

Where is Upstay Epic Windsor Home w Pool, Cinema & Games located?

Situated in Kissimmee, this holiday home is within 3 miles (5 km) of Highland Reserve Golf Club, Lake Davenport and Four Corners FC. Northeast Regional Park and Surfari Water Park are also within 6 miles (10 km).

About the host

Hosted by Upstay

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Languages:

English
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