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Upstay Family Fun 5BR Retreat w Pool & Games Room

Holiday home in Four Corners with private pool and kitchen

Photo gallery for Upstay Family Fun 5BR Retreat w Pool & Games Room

Contemporary Living Room with Smart TV and High Speed Internet
Super Mario Themed Games Room
Hogwarts themed bedroom with 1 bunk bed and smart TV
Spacious Dining Area for 8 Guests
Pool
5 bedrooms4+ bathroomsSleeps 14211.4 sq m

Popular amenities

  • Washer
  • Fireplace
  • Hot tub
  • Air conditioning
  • Gym
  • Kitchen

Explore the area

View map
Clermont, FL
  • Place, Walt Disney World® Resort
    ‪12 min drive‬
  • Place, Flamingo Crossings Town Center
    ‪13 min drive‬
  • Place, Disney's Animal Kingdom® Theme Park
    ‪16 min drive‬
  • Airport, Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪33 min drive‬

Rooms & beds

5 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

1 Single Bunk Bed

Bedroom 3

1 Single Bunk Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Spaces

Kitchen
Dining area

About this property

Upstay Family Fun 5BR Retreat w Pool & Games Room

Summary:
Upstay presents this spacious 5BR retreat at Windsor Cay Resort, perfect for families and groups. Kids will love the Harry Potter and Toy Story themed bunk rooms, while everyone can enjoy the game room with PS5, air hockey, and arcade games. Relax by your private pool or explore resort-style amenities including a lazy river, waterslides, mini golf, and sports courts—everything you need for the ultimate Orlando getaway!

The Space:
Magical Memories Start Here! This vibrant 5-bedroom, 4.5-bathroom getaway in Windsor Cay Resort is a dream come true for families and Disney fans alike. With themed kids’ rooms, a private pool, game room, and access to resort-style amenities, it’s the perfect launchpad for your next Orlando adventure.

From lazy days by the pool to movie nights and magical bunk beds, this home is packed with fun for all ages — and just minutes from the magic of Disney.

Soak Up the Sun & Splash into Fun:
• Private outdoor swimming pool with spacious sundeck
• Poolside loungers and shaded dining area
• Indoor & outdoor dining tables for group meals
• Complimentary access to resort waterpark, lazy river, & splash pad

Play All Day:
• Game room with PS5, arcade games & air hockey
• Toy Story–themed bunk room with slide
• Harry Potter–themed bunk room for little wizards & witches
• Smart TVs in every room for endless entertainment

Eat, Lounge & Connect:
• Fully equipped chef’s kitchen with stainless steel appliances
• Open-concept living room with large sectional & Smart TV
• Indoor dining for 10, plus island seating for 4
• High-speed WiFi & central A/C throughout the home

Dream Big, Sleep Easy:
• 5 spacious bedrooms / 4.5 bathrooms
• Custom kids’ rooms with themed décor and bunk beds
• Comfortable King and Queen bedrooms with modern furnishings
• In-home washer & dryer for added convenience

Bedroom Breakdown:

First Floor:
• Bedroom 1: King bed | Private ensuite bath
• Bedroom 2: Queen bed | Shared half bath

Second Floor:
• Bedroom 3: Toy Story-themed bunk room | 2 Twin bunks + slide
• Bedroom 4: Harry Potter-themed bunk room | 2 Twin bunks
• Bedroom 5: King bed | Shared hallway bath

Resort-Style Amenities Just Steps Away:
As a guest of Windsor Cay, you’ll have full access to the resort’s world-class amenities:
• Lagoon-style pool & lazy river
• Waterslides & kids' splash playground
• Outdoor hot tub & fire pit with Disney fireworks views
• Mini golf, basketball, volleyball & sports courts
• Game room, fitness center & oversized yard games
• Poolside cabanas, hammocks & umbrella seating
• Onsite café, ice cream shop, Blue Marlin Grille & Rumbrellas Pool Bar
• Aloha Clubhouse with store & guest services

Perfectly Located:
• 10–15 minutes to Disney World
• 25 minutes to Universal Studios
• 30 minutes to Orlando International Airport (MCO)
• Nearby shopping, dining, and grocery options

Check-In, Parking & More:
• Gated resort with 24/7 security
• Free onsite parking (driveway and street)
• Contactless check-in for your convenience

Why Stay With Us?
This isn’t just a vacation home — it’s an experience designed for fun, comfort, and connection. Whether you're chasing thrills at the theme parks or relaxing poolside, this Windsor Cay retreat is your family’s perfect Orlando home base.

Book your stay now and get ready to create magical memories that last a lifetime!

Guest Access:
- Full access to the entire home
- Complimentary Windsor Cay Resort access (8:00 AM–8:00 PM)
- Free Onsite Parking

The Neighborhood:
Windsor Cay Resort is the newest vacation home community in the Orlando Disney area, just a short drive to all the major theme parks like Disney World and Universal Studios. Great news! The Reef Club at Windsor Cay Resort officially opens on July 2. All guests staying at Windsor Cay should now use the brand-new amenities at The Reef Club rather than Windsor Island Resort.

Operating Hours:
• The Reef Club: 8:00 AM – 8:00 PM
• Blue Lagoon Tavern & Grille: 11:00 AM – 7:00 PM (Food service begins July 2)
• Pool Deck & Water Amenities: 10:00 AM – 7:00 PM
• Mini Golf, Cornhole & Volleyball: 10:00 AM – 7:00 PM

Please bring your own towels for the pool and water areas. A limited supply is available for purchase at the amenity center.

Available Amenities:
• Brand-new clubhouse – The Reef Club
• Lazy river & kids splash zone
• Zero-entry resort pool + hot tub
• Poolside cabanas (family & adult-only options)
• Fitness center & game room
• Mini golf (9 holes), cornhole, and sand volleyball
• The Blue Lagoon Tavern & Grille (liquor license pending)

Other Things to Note:
Important Note:
• To help ensure a safe and trusted experience for all guests, ID verification may be required after booking.
• To ensure smooth access to Windsor Island, guests need to be registered in advance. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM, and last-minute registrations may not be processed. Please provide the names of all guests aged 18 and up in a timely manner so we can handle the registration for you. Thank you!

Add-On Services:
• Pool heating is an additional service that is not included in your booking price. It's an additional fee of $35/night, 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.

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
Air conditioning
Gym

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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

About the area

Clermont

Located in Four Corners, this holiday home is in the city centre. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed.
Map
Clermont, FL

What's nearby

  • Northeast Regional Park - 6 min drive - 6.1 km
  • Walt Disney World® Resort - 12 min drive - 11.9 km
  • Flamingo Crossings Town Center - 13 min drive - 14.5 km
  • Disney's Animal Kingdom® Theme Park - 16 min drive - 15.0 km
  • Magic Kingdom® Park - 23 min drive - 24.4 km

Getting around

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

Restaurants

  • ‪Wawa - ‬4 min drive
  • ‪Checkers - ‬4 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Mcdonald's - ‬4 min drive
  • ‪Chick-fil-A - ‬4 min drive

Frequently asked questions

Does Upstay Family Fun 5BR Retreat w Pool & Games Room have a pool?

Yes, this property has a pool.

Is Upstay Family Fun 5BR Retreat w Pool & Games Room pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Upstay Family Fun 5BR Retreat w Pool & Games Room?

Check-in begins at 4:00 PM.

What time is check-out at Upstay Family Fun 5BR Retreat w Pool & Games Room?

Checkout is at 10:00 AM.

Where is Upstay Family Fun 5BR Retreat w Pool & Games Room located?

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

About the host

Hosted by Upstay

Host profile image

Languages:

English
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