Entire home
Upstay Family Fun 5BR Retreat w Pool & Games Room
Vacation home perfectly located for exploring Four Corners
Choose dates to view prices
Photo gallery for Upstay Family Fun 5BR Retreat w Pool & Games Room





Reviews
1010 out of 10
Exceptional
Entire home
Popular amenities
- Pool
- Hot tub
- Kitchen
- Washer
- Air conditioning
- Gym
Explore the area

Clermont, FL
- Lake DavenportPlace, Lake Davenport4 min drive
- Northeast Regional ParkPlace, Northeast Regional Park4 min drive
- Lake Louisa State ParkPlace, Lake Louisa State Park6 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway)Airport, Kissimmee, FL (ISM-Kissimmee Gateway)35 min drive
Room options
You may also like
Ad

Hilton Garden Inn Orlando Downtown
Lake Eola Heights
- Pool
- Pet friendly
- Free WiFi
- Restaurant
4.4 out of 5, Excellent, 829 reviews
4.4
Excellent
829 reviews
The price is CA $161
CA $161
CA $181 total
includes taxes & fees
Mar 22 - Mar 23
Ad

DoubleTree by Hilton Hotel Orlando Downtown
Ivanhoe Village
- Pool
- Pet friendly
- Free WiFi
- Restaurant
4.1 out of 5, Very good, 3,098 reviews
4.1
Very good
3,098 reviews
The price is CA $134
CA $134
CA $150 total
includes taxes & fees
Mar 8 - Mar 9
Ad

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Florida Center
- Pool
- Pet friendly
- Free WiFi
- Restaurant
4.5 out of 5, Wonderful, 645 reviews
4.5
Wonderful
645 reviews
The price is CA $160
CA $160
CA $180 total
includes taxes & fees
Mar 8 - Mar 9
Ad

Courtyard by Marriott Orlando Downtown
Ivanhoe Village
- Pool
- Free WiFi
- Restaurant
- Air conditioning
4.8 out of 5, Exceptional, 1,004 reviews
4.8
Exceptional
1,004 reviews
The price is CA $231
CA $231
CA $260 total
includes taxes & fees
Mar 1 - Mar 2
Ad

Hilton Orlando/Altamonte Springs
Altamonte Springs
- Pool
- Hot tub
- Parking included
- Free WiFi
4.5 out of 5, Wonderful, 1,280 reviews
4.5
Wonderful
1,280 reviews
The price is CA $178
CA $178
CA $205 total
includes taxes & fees
Mar 31 - Apr 1
Ad

SPOT X Hotel Orlando/Intl Dr by The Red Collection
Orlando
- Pool
- Breakfast included
- Pet friendly
- Parking included
4.3 out of 5, Excellent, 3,125 reviews
4.3
Excellent
3,125 reviews
The price is CA $98
CA $98
CA $135 total
includes taxes & fees
Mar 23 - Mar 24
Ad

The Delaney Hotel
South Orange
- Pet friendly
- Free WiFi
- Restaurant
- Air conditioning
4.8 out of 5, Exceptional, 1,062 reviews
4.8
Exceptional
1,062 reviews
Ad

Embassy Suites by Hilton Orlando Downtown
Downtown Orlando
- Pool
- Breakfast included
- Pet friendly
- Free WiFi
4.5 out of 5, Wonderful, 1,002 reviews
4.5
Wonderful
1,002 reviews
The price is CA $223
CA $223
CA $251 total
includes taxes & fees
Mar 15 - Mar 16
Ad

Hampton Inn Orlando Southeast Nona
Orlando
- Pool
- Breakfast included
- Pet friendly
- Free WiFi
4.6 out of 5, Wonderful, 652 reviews
4.6
Wonderful
652 reviews
The price is CA $142
CA $142
CA $160 total
includes taxes & fees
Mar 2 - Mar 3
Ad

Rosen Inn International
International Drive District
- Pool
- Pet friendly
- Kids pool
- Free WiFi
4.2 out of 5, Very good, 6,001 reviews
4.2
Very good
6,001 reviews
About the area
Clermont
City center stay.Within 6 miles (10 km) of this Four Corners vacation home, you'll find Northeast Regional Park and Four Corners FC. Lake Davenport and Surfari Water Park are also within 6 miles (10 km).
What's nearby
- Lake Davenport - 4 min drive - 5.7 km
- Northeast Regional Park - 4 min drive - 6.1 km
- Four Corners FC - 6 min drive - 6.5 km
- Lake Louisa State Park - 6 min drive - 8.8 km
- Orange Lake Golf - 8 min drive - 10.4 km
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
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!
• Please be advised that the Kids Splash Area will be closed from February 17–19 for annual preventive maintenance.
• 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. Large messes will result in an additional cleaning fee. Please clean up after yourselves and any pets.
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 on the property.
• 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.
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!
• Please be advised that the Kids Splash Area will be closed from February 17–19 for annual preventive maintenance.
• 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. Large messes will result in an additional cleaning fee. Please clean up after yourselves and any pets.
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 on the property.
• 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.
Similar properties

Staybridge Suites Clermont Southeast by IHG
Staybridge Suites Clermont Southeast by IHG
Clermont
- Breakfast included
- Kitchen
4.8 out of 5, Exceptional, 95 reviews
4.8
Exceptional
95 reviews
The price is CA $172
CA $172
CA $191 total
includes taxes & fees
Mar 22 - Mar 23

Shv1192ha - 8 Bedroom Villa In The Retreat at Champions Gate, Sleeps Up To 20, Just 9 Miles To Disney
Shv1192ha - 8 Bedroom Villa In The Retreat at Champions Gate, Sleeps Up To 20, Just 9 Miles To Disney
Champions Gate
- Pool
- Hot tub
- Kitchen
- Washer

Last Minute Disney Getaway! Luxury Villa with Private Pool, Game Room & Themed Bedrooms. Book Now! #152617
Last Minute Disney Getaway! Luxury Villa with Private Pool, Game Room & Themed Bedrooms. Book Now! #152617
Orlando
- Pool
- Kitchen
- Washer
- Air conditioning

10 Bedrooms/ 8 Bathrooms/ Windsor Cay(16299SK)
10 Bedrooms/ 8 Bathrooms/ Windsor Cay(16299SK)
Clermont
- Pool
- Kitchen
- Washer
- Dryer

Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #124759
Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #124759
Orlando
- Pool
- Kitchen
- Washer
- Air conditioning

7 Bedrooms / 5.5 Bathrooms / Windsor Cay (15983SC)
7 Bedrooms / 5.5 Bathrooms / Windsor Cay (15983SC)
Clermont
- Pool
- Kitchen
- Washer
- Dryer

Stunning Resort Villa w Pool, Cinema & Games Room
Stunning Resort Villa w Pool, Cinema & Games Room
Clermont
- Pool
- Hot tub
- Kitchen
- Washer

7 Bedrooms/ 5 Bathrooms/ Windsor Cay(1285ER)
7 Bedrooms/ 5 Bathrooms/ Windsor Cay(1285ER)
Clermont
- Pool
- Kitchen
- Washer
- Dryer

Disney-Area 5BR Home 2 Master Suites • Private Pool, Spa, Game Room & Movie Room
Disney-Area 5BR Home 2 Master Suites • Private Pool, Spa, Game Room & Movie Room
Clermont
- Pool
- Hot tub
- Kitchen
- Washer

PROMO: 10 BR Home, Themed Rooms, Private Pool, in New Windsor Cay Resort
PROMO: 10 BR Home, Themed Rooms, Private Pool, in New Windsor Cay Resort
Clermont
- Pool
- Hot tub
- Kitchen
- Washer
4.9 out of 5, Exceptional, 6 reviews
4.9
Exceptional
6 reviews
Property amenities
Pool/Spa
- Communal pool
- Hot tub
- Private pool
Internet
- Available in the house: WiFi
Kitchen
- Blender
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Electric kettle
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
Dining
- Dining table
Bedrooms
- 5 bedrooms
- Bedsheets provided
Bathroom
- 4.5 bathrooms
- Hair dryer
- Shampoo
- Shower
- Towels provided
Living spaces
- Dining table
- Fireplace
Entertainment
- TV
- Video games
Laundry
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- Smoking not allowed
Services and conveniences
- Iron/ironing board
Location highlights
- In the city center
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
Information provided by the property may be translated using automated translation tools
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts cash. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.
Property is also known as
6844a39ff58ce00013c5aaf7