Title: Upstay Family Fun 5BR Retreat w Pool & Games Room Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # 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 ![Pool - Upstay Family Fun 5BR Retreat w Pool & Games Room (Clermont)](https://images.trvl-media.com/lodging/121000000/120210000/120205300/120205204/cbcc7e0f.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Upstay Family Fun 5BR Retreat w Pool & Games Room (Clermont)](https://images.trvl-media.com/lodging/121000000/120210000/120205300/120205204/51b9ede3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Upstay Family Fun 5BR Retreat w Pool & Games Room (Clermont)](https://images.trvl-media.com/lodging/121000000/120210000/120205300/120205204/d5565971.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Upstay Family Fun 5BR Retreat w Pool & Games Room (Clermont)](https://images.trvl-media.com/lodging/121000000/120210000/120205300/120205204/d929efb1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Upstay Family Fun 5BR Retreat w Pool & Games Room (Clermont)](https://images.trvl-media.com/lodging/121000000/120210000/120205300/120205204/89a49d8a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Upstay Family Fun 5BR Retreat w Pool & Games Room provides amenities, such as a gym and a hot tub. Guests can connect to in-room WiFi. ### Entire home 5 bedrooms5 bathrooms2276 sq ft ## Popular amenities - Pool - Hot tub - Kitchen - Washing machine - Air-conditioning - Gym ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### 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. Resort Access: Guests enjoy complimentary access to the Windsor Cay Resort clubhouse and amenities: • The Reef Club (Clubhouse): Mon–Wed: 8:00 AM – 5:00 PM ; Thu–Sun: 8:00 AM – 8:00 PM • Resort Pool & Waterpark: Mon–Wed: 12:00 PM – 5:00 PM ; Thu–Sun: 10:00 AM – 6:00 PM • Blue Lagoon Bar & Grille (Dining at the Clubhouse): • Mon–Wed: 12:00 PM – 5:00 PM • Thu–Sun: 11:00 AM – 6:00 PM • Ordering: Scan the QR code to place your order • Pickup: Collect your meal at the clubhouse •Mini Golf Course: Daily: 10:00 AM – 4:30 PM •HOA Office: Mon–Fri: 8:30 AM – 5:00 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: • 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! • 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. House Rules: 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 forfeited. 2\. Please check-out on time. Late departures will result in a fine of $150 for each additional hour the property cannot be accessed for turnover. 3\. Please clean up after yourselves and any pets. Large messes will result in an additional cleaning fee. 4\. We do not assume liability for any injuries sustained by using the pool. Please follow all safety precautions and use at your own discretion. 5\. Firearms and weapons are strictly prohibited in our home. 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 ### Pool/Spa - Communal pool - Hot tub - Private pool ### Internet - Available in the house: WiFi ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - Refrigerator - Toaster ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4.5 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Fireplace ### Entertainment - TV - Video games ### Laundry - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - In the city centre ### Things to do - Gym ### 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) ### General - Property located in a resort - Unit size: 2,276 square feet ## Similar properties ![Interior](https://images.trvl-media.com/lodging/125000000/124340000/124338500/124338434/09cd4b35.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Windsor Cay 160 - Seven Bedroom Villa, Sleeps 20 Orlando - Pool - Kitchen - Washing machine - Air-conditioning [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13&selected=124338434&PinnedHotelID=124338434&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/125000000/124340000/124338400/124338356/w1024h682x0y1-14d2f19b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney! 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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... ### 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 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. ### Property is also known as 6844a39ff58ce00013c5aaf7 ## About the area Located in Four Corners, this holiday home is in the city centre. Mystic Dunes Golf Club and ChampionsGate Golf Club 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. [Visit our Clermont travel guide](https://www.expedia.co.uk/Clermont.dx7484) [View more Holiday homes in Orlando](https://www.expedia.co.uk/Orlando-Private-Holiday-Homes.d178294-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C28.36558%2C-81.68958&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=D7qqCbv8whdAKUXWq3vgjtxT6hM=) Clermont, FL ### What's nearby - ![Lake Louisa park in Clermont Fl](https://images.trvl-media.com/place/7484/d048600d-c945-4805-882c-1dda634070c8.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Lake Louisa State Park 6 min drive \- 5.5 miles - Lake Davenport 4 min drive \- 3.6 miles - Northeast Regional Park 4 min drive \- 3.8 miles - Four Corners FC 6 min drive \- 4.0 miles - Orange Lake Golf 8 min drive \- 6.5 miles ### Getting around - Kissimmee Station 31 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 43 min drive ### Restaurants - Checkers 4 min drive - Wawa 4 min drive - Mcdonald's 4 min drive - McDonald's 3 min drive - Chick-fil-A 4 min drive ## Frequently asked questions ### Does Upstay Family Fun 5BR Retreat w Pool & Games Room have a pool? ### Is Upstay Family Fun 5BR Retreat w Pool & Games Room pet-friendly? ### What time is check-in at Upstay Family Fun 5BR Retreat w Pool & Games Room? ### What time is check-out at Upstay Family Fun 5BR Retreat w Pool & Games Room? ### Where is Upstay Family Fun 5BR Retreat w Pool & Games Room located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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