You'll have the entire home to yourself and will only share it with other guests in your party.
Upstay Family Home w Cinema, Pool & BBQ Clermont
Summary: Welcome to your dream vacation home in sunny Central Florida! Located in the brand-new Windsor Cay community, this spacious 5-bedroom retreat is designed for families and groups who want comfort, fun, and a bit of magic. From private movie nights to poolside mornings, every corner of this home is crafted for unforgettable memories.
Bonus! While Windsor Cay Resort is still being built , you’ll enjoy full complimentary access to the incredible amenities at Windsor Island Resort, just minutes away.
The Space: Pool, Theater & Game Room – Family Fun 5BR Villa at Windsor Island Resort! Treat your family or group to the ultimate Orlando escape! This 5-bedroom, 4-bathroom vacation home is packed with entertainment, comfort, and style—from a private pool and BBQ-ready patio to a full game room and an in-home movie theater. Nestled inside the gated Windsor Island Resort, you’ll also enjoy complimentary access to top-tier resort amenities including a lazy river, mini golf, and more!
Relax, Unwind & Play: • Private outdoor pool with lounge seating • Shaded patio + BBQ grill for al fresco meals • Indoor & outdoor dining areas – perfect for group meals • Game room with shuffleboard, pool table & arcade games • In-home movie theater for private screenings • High-speed WiFi & Smart TVs • Central air conditioning & heating • In-home laundry & driveway parking for 2 vehicles
Cook, Dine & Gather: • Fully equipped kitchen with full-sized appliances • Coffee maker, cookware, utensils & more • Indoor dining table + patio dining space for outdoor meals • Open-concept layout for easy gathering & lounging
Dream Big, Sleep Easy – 5 Bedrooms | Sleeps up to 12 First Floor • Bedroom 1: Queen bed | Shared ensuite (toilet/shower)
Second Floor • Bedroom 2: Queen bed | Shared bath nearby • Bedroom 3: 2 Twin beds • Bedroom 4: King bed | Private ensuite (toilet/shower) • Bedroom 5: Bunk bed (2 Full beds) | Ensuite (toilet/shower)
4 full bathrooms total, stocked with towels, hairdryers & toiletries
Resort Access – Windsor Island Perks All guests enjoy complimentary access to one of the area’s top-rated resort communities: • Lagoon-style walk-in pool + lazy river • Waterslides & kids splash zone • Hot tub, cabanas & fire pits • Mini golf, arcade & game room • Fitness center & sports courts • Sand volleyball & basketball • Onsite café, ice cream shop, and two restaurants (Blue Marlin Grille + Rumbrella’s) • Gated entry with 24/7 security
Location Perks: • Just 8 miles from Walt Disney World • Quick drive to Universal, SeaWorld, shopping & dining • Easy access to Orlando’s top attractions
Why Stay With Us? We specialize in creating memorable stays for families and groups, with thoughtfully designed homes, responsive communication, and spotless spaces. Whether you’re here for theme parks, relaxation, or reconnecting with loved ones—this home is ready to make your vacation unforgettable.
Like what you see? Add this home to your wish list or book your stay today!
Guest Access: - Full access to the entire home - Complimentary Windsor Island Resort access (9:00 AM–8:00 PM) - Driveway parking for 2 vehicles
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)
Getting Around: Enjoy a seamless stay at Windsor Island Resort with convenient transportation options. Guests have complimentary on-site parking, including space for up to two vehicles in the driveway. Ride-sharing services like Uber and Lyft are readily available, along with local taxi options for easy access to theme parks, shopping centers, and dining spots. While public transportation is limited, car rentals or ride-sharing are recommended for flexibility.
Windsor Island Resort may also offer shuttle services to nearby attractions—be sure to check with the front desk for availability. Major destinations are just a short drive away: • Walt Disney World Resort: Approximately 9 miles • Universal Studios Florida: Approximately 22 miles • SeaWorld Orlando: Approximately 18 miles • Orlando International Airport (MCO): Approximately 30 miles
Other Things to Note: Important Notice: To help ensure a safe and trusted experience for all guests, ID verification may be required after booking.
To access the resort, all adult guests (18+) must be registered in advance. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM — so please provide names as soon as possible for a smooth check-in process.
•Windsor Cay is a new community and is currently under construction. While the home is fully ready and stocked for your stay, you may see light landscaping or construction in the surrounding area. •Windsor Cay amenities are not yet available, but you’ll have access to all Windsor Island Resort amenities during your stay. • Our home is located in a newly developed community, and while the property itself is fully ready for your stay, you may notice some ongoing landscaping work in the surrounding area. This is part of the final stages of the community’s development.
Additional 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. • We offer mid-stay cleaning for reservations over 3 days in duration. This service is available for an extra fee and will need to be booked in advance.
We're happy to deliver: - Your BBQ comes with a complimentary full propane tank at check-in! Running low? Get a one-time refill for just $55 and keep the grill going! - a "Pack 'N Play Crib" for $40 (one-time fee). - a Highchair for $40 (one-time fee).
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 manager
Upstay
Languages
English
Add dates for prices
Property amenities
Pool/Spa
Communal pool
Hot tub
Indoor pool
Private pool
Internet
Available in the house: WiFi
Parking and transportation
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Ice maker
Microwave
Oven
Refrigerator
Stovetop
Toaster
Bedrooms
5 bedrooms
Bedsheets provided
Bathroom
4 bathrooms
Hair dryer
Shower
Towels provided
Entertainment
TV
Outdoor areas
Balcony
Barbecue grill
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Tile flooring in public areas
Upper floors accessible by stairs only
Smoking not allowed
Services and conveniences
Iron/ironing board
Location highlights
In the city center
Near a health/beauty spa
Things to do
Arcade/game room
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)
Fire extinguisher
General
Property located in a resort
Unit size: 2,607 square feet
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You will receive an email from the host with check-in and check-out instructions
Pets
Pets not allowed
Children and extra beds
Children are welcome
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
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
Property is also known as
6720df6454db38001e6f87fd
About the neighborhood
Clermont, Florida
What's nearby
Walt Disney World® Resort - 12 min drive - 11.9 km
Mystic Dunes Golf Club - 13 min drive - 15.7 km
Flamingo Crossings Town Center - 13 min drive - 14.1 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) - 44 min drive
Restaurants
McDonald's - 3 min drive
Chick-fil-A - 4 min drive
Valencia Restaurant - 11 min drive
Culver's - 6 min drive
Taco Bell - 4 min drive
Frequently asked questions
Does Upstay Family Home w Cinema, Pool & BBQ Clermont have a pool?
Yes, this property has an indoor pool.
Is Upstay Family Home w Cinema, Pool & BBQ Clermont pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Upstay Family Home w Cinema, Pool & BBQ Clermont?
Check-in begins at 4:00 PM.
What time is check-out at Upstay Family Home w Cinema, Pool & BBQ Clermont?
Check-out is at 10:00 AM.
Where is Upstay Family Home w Cinema, Pool & BBQ Clermont located?
Located in the heart of Four Corners, this vacation home is within 6 mi (10 km) of Northeast Regional Park, Lake Davenport, and Surfari Water Park. Highland Reserve Golf Club and Lake Louisa State Park are also within 6 mi (10 km).
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Upstay Family Home w Cinema, Pool & BBQ Clermont Reviews