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Upstay Epic Windsor Home w Pool, Cinema & Games

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Outdoor pool - Upstay Epic Windsor Home w Pool, Cinema & Games (Kissimmee)
Lobby - Upstay Epic Windsor Home w Pool, Cinema & Games (Kissimmee)
Terrace/patio - Upstay Epic Windsor Home w Pool, Cinema & Games (Kissimmee)
Interior - Upstay Epic Windsor Home w Pool, Cinema & Games (Kissimmee)
Fridge, microwave, oven, stovetop - Upstay Epic Windsor Home w Pool, Cinema & Games (Kissimmee)
At Upstay Epic Windsor Home w Pool, Cinema & Games, you can look forward to a garden, an arcade/games room and laundry facilities. For some rest and relaxation, visit the hot tub. Free in-room WiFi and a gym are available to all guests.

Reviews

9.0 out of 10
Wonderful

Entire home

10 bedrooms6 bathrooms4391 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

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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!



    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:

    • 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)



    House Rules:

    1. Parties, events, and smoking/vaping are prohibited in or around our property.

    2. Please check-out on time. Late departures will result in a charge for each additional hour the property cannot be accessed for turnover.

    3. Outside of service animals, pets are not permitted at this property. Any evidence of pets will result in a fine and/or forfeiture of your full deposit.

    4. Firearms and weapons are strictly prohibited on the property.

    5. We do not assume liability for any injuries sustained by using the pool. Please follow all safety precautions and use at your own discretion.

    If any of these house rules are broken, you and your group may be subject to additional charges or be requested to vacate the property immediately without refund.



    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.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 10 bedrooms
  • Bedsheets provided

Bathroom

  • 6 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Thin carpet in public areas
  • Tile flooring in public areas
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Gym
  • Table tennis

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Property located in a resort
  • Unit size: 4,391 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

1. Parties, events, and smoking/vaping are prohibited in or around our property. 2. Please check-out on time. Late departures will result in a char...

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Kissimmee is home to this holiday home. ChampionsGate Golf Club and Mystic Dunes Golf Club 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. Travelling with kids? Make time for Disney's Hollywood Studios®, or head to an event or a match at ESPN Wide World of Sports Complex. Visit our Kissimmee travel guide
View more Holiday homes in Orlando
Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park
    3 min drive - 2.1 miles
  • Lake Davenport
    4 min drive - 2.3 miles
  • beach near Bahama Bay
    4 min drive - 2.3 miles
  • beach near The Oaks at Southlake Commons
    6 min drive - 4.2 miles
  • Highland Reserve Golf Club
    7 min drive - 4.5 miles

Getting around

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

Restaurants

  • McDonald's
    5 min drive
  • 7-Eleven
    18 min walk
  • Circle K
    7 min drive
  • Twistee Treat Berry Town
    5 min drive
  • Dutch Bros Coffee
    6 min drive

Frequently asked questions

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

Yes, this property has an outdoor 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?

This family-friendly Kissimmee holiday home is within 3 mi (5 km) of Highland Reserve Golf Club, Four Corners FC and Lake Davenport. Surfari Water Park and Island H2O Live! are also within 6 miles (10 km).

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Upstay Epic Windsor Home w Pool, Cinema & Games Reviews

Reviews

Wonderful

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 1 out of 2 reviews
Rating 8 - Good. 1 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10

Cleanliness

9.0

Location

Reviews

Verified

10/10 Excellent

Ashley L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is absolutely beautiful! It was clean when we arrived and was easy to check in! There was never nothing to do during our stay! The kids enjoyed the game room, pool table, pool and tub. The host was quick to answer with any concerns. We will definitely keep this house in our books!
Stayed 2 nights in Mar 2026
Verified

8/10 Good

Iris P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Unser Aufenthalt war toll, alle waren sehr glücklich. Das Haus entspricht dem Inserat und es war alles sehr sauber. Zwischendrin gab es ein paar kleine Mängel, die gemeldet wurden. Antwort kommt immer unmittelbar. Leider kam jedoch keiner für die Reparatur. Es war für uns nicht schlimm, aber das fand ich etwas schade.Ansonsten hat mit der Agentur alles wunderbar funktioniert
Stayed 10 nights in Apr 2026