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Upstay Family Fun 5BR Retreat w Pool & Games Room
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Entire home
Popular amenities
- Washer
- Hot tub
- Fireplace
- Air conditioning
- Gym
- Kitchen
Explore the area

Clermont, FL
- Flamingo Crossings Town CenterPlace, Flamingo Crossings Town Center14 min drive
- Walt Disney World® ResortPlace, Walt Disney World® Resort17 min drive
- Disney's Animal Kingdom® Theme ParkPlace, Disney's Animal Kingdom® Theme Park21 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway)Airport, Kissimmee, FL (ISM-Kissimmee Gateway)38 min drive
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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.
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.
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.
During your stay at this vacation home, you'll be close to Flamingo Crossings Town Center. Features include a gym and a hot tub. The vacation home includes amenities such as a private pool and a kitchen.
- Air-conditioned home with private pool, kitchen, and washing machine
- Onsite recreation includes a gym
- 15 minutes by car from Walt Disney World® Resort and 11 minutes from Flamingo Crossings Town Center
This vacation home offers its guests a hot tub and a fitness center.
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
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
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...
Pets
- No pets 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
Property is also known as
6844a39ff58ce00013c5aaf7