Entire home
Upstay Family Home w Cinema, Pool & BBQ Clermont
Photo gallery for Upstay Family Home w Cinema, Pool & BBQ Clermont





5 bedrooms 4 bathrooms Sleeps 12 2607 sq ft
Popular amenities
Explore the area

Clermont, Florida
- Walt Disney World® Resort12 min drive
- Flamingo Crossings Town Center13 min drive
- Disney's Animal Kingdom® Theme Park16 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway)33 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
2 Single Beds
Bedroom 3
1 Single Bunk Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Queen Bed
4 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Dining area
About this property
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.
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
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Amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
Long-term renters welcome
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
Safety features at this property include a fire extinguisher
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.
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 wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Disney's Blizzard Beach Water Park, a top attraction not to be missed.

Clermont, Florida
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 - 14.1 km
- Disney's Animal Kingdom® Theme Park - 16 min drive - 15.0 km
- Magic Kingdom® Park - 23 min drive - 24.4 km
Getting around
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
Reviews
Reviews
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About the host
Hosted by Upstay

We get it - travel needs have changed big time. You want a vibe, a neighborhood, a space that feels like home but without the hassle, and that's where we come in.
Since 2019, we’ve managed hundreds of vacation properties, in 4 different countries, and you can expect best-in-class hospitality from us. Before you arrive we’ll email you all you need to know, and our team is here for you day or night, with 24/7 support.
Welcome to Upstay.
Since 2019, we’ve managed hundreds of vacation properties, in 4 different countries, and you can expect best-in-class hospitality from us. Before you arrive we’ll email you all you need to know, and our team is here for you day or night, with 24/7 support.
Welcome to Upstay.
Languages:
English
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