Entire home
Upstay Family Home w Cinema, Pool & BBQ Clermont
Choose dates to view prices
Photo gallery for Upstay Family Home w Cinema, Pool & BBQ Clermont





Reviews
8.08.0 out of 10
Very good
Entire home
Popular amenities
- Parking available
- Dryer
- Washer
- Hot Tub
- Outdoor Space
- Barbecue grill
Explore the area

Clermont, FL
- Lake DavenportPlace, Lake Davenport7 min drive
- Northeast Regional ParkPlace, Northeast Regional Park8 min drive
- Four Corners FCPlace, Four Corners FC9 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway)Airport, Kissimmee, FL (ISM-Kissimmee Gateway)40 min drive
Room options
Similar properties

Renaissance Orlando at SeaWorld
Renaissance Orlando at SeaWorld
Orlando
- Pool
- Hot Tub
- Pet friendly
- Waterslide
4.4 out of 5, Excellent, 1,330 reviews
4.4
Excellent
1,330 reviews
$161 nightly
The price is $181
$181 total
Dec 22 - Dec 23
Total with taxes and fees

Hilton Grand Vacations Club Las Palmeras Orlando
Hilton Grand Vacations Club Las Palmeras Orlando
Orlando
- Pool
- Hot Tub
- Waterslide
- Restaurant
4.5 out of 5, Wonderful, 1,002 reviews
4.5
Wonderful
1,002 reviews
$169 nightly
The price is $190
$190 total
Dec 22 - Dec 23
Total with taxes and fees

Wyndham Lake Buena Vista – Disney Springs® Area
Wyndham Lake Buena Vista – Disney Springs® Area
Lake Buena Vista
- Pool
- Hot Tub
- Kids pool
- Free WiFi
4.4 out of 5, Excellent, 2,797 reviews
4.4
Excellent
2,797 reviews
$145 nightly
The price is $163
$163 total
Dec 17 - Dec 18
Total with taxes and fees

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
- Pool
- Breakfast included
- Pet friendly
- Free WiFi
4.8 out of 5, Exceptional, 1,978 reviews
4.8
Exceptional
1,978 reviews
$143 nightly
The price is $161
$161 total
Jan 4 - Jan 5, 2026
Total with taxes and fees

Homewood Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
- Pool
- Breakfast included
- Pet friendly
- Waterslide
4.7 out of 5, Exceptional, 2,138 reviews
4.7
Exceptional
2,138 reviews
$127 nightly
The price is $143
$143 total
Jan 5 - Jan 6, 2026
Total with taxes and fees

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
- Pool
- Breakfast included
- Free WiFi
- Restaurant
4.7 out of 5, Exceptional, 4,349 reviews
4.7
Exceptional
4,349 reviews
$116 nightly
The price is $130
$130 total
Jan 4 - Jan 5, 2026
Total with taxes and fees

Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
- Pool
- Breakfast included
- Pet friendly
- Waterslide
4.6 out of 5, Wonderful, 5,081 reviews
4.6
Wonderful
5,081 reviews
$103 nightly
The price is $116
$116 total
Jan 8 - Jan 9, 2026
Total with taxes and fees

Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks
Kissimmee
- Pool
- Hot Tub
- Spa
- Pet friendly
4.7 out of 5, Exceptional, 1,990 reviews
4.7
Exceptional
1,990 reviews
$89 nightly
The price is $101
$101 total
Dec 17 - Dec 18
Total with taxes and fees
About the neighborhood
Clermont
With a stay at this vacation home, you'll be centrally located in Four Corners, within a 15-minute drive of Flamingo Crossings Town Center and Northeast Regional Park. .This vacation home is 9.5 mi (15.3 km) from Walt Disney World® Resort and 11.1 mi (17.9 km) from Disney's Animal Kingdom® Theme Park.
What's nearby
- Lake Davenport - 7 min drive - 3.2 miles
- Northeast Regional Park - 8 min drive - 3.2 miles
- Four Corners FC - 9 min drive - 3.4 miles
- Surfari Water Park - 11 min drive - 5.0 miles
- Flamingo Crossings Town Center - 14 min drive - 8.6 miles
Getting around
- Kissimmee Station - 31 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway) - 44 min drive
Restaurants
- Wawa - 4 min drive
- Mcdonald's - 4 min drive
- McDonald's - 4 min drive
- Chick-fil-A - 4 min drive
- Circle K - 15 min walk
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 Home w Cinema, Pool & BBQ Clermont
Summary:
Welcome to your dream getaway at Windsor Cay Resort! This spacious 5BR home is perfect for families and groups, with a private pool, game room, and fun themed bedrooms. Enjoy relaxing mornings by the pool, movie nights indoors, and full access to Windsor Cay’s incredible resort amenities—lazy river, splash zone, mini-golf, arcade, and more. Just minutes from Disney, it’s the perfect Orlando escape! Book your stay today!
The Space:
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 Cay Resort, you’ll enjoy full access to brand-new resort amenities, including a lazy river, mini golf, splash zone, 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 Cay Resort Perks
All guests enjoy complimentary access to Windsor Cay’s brand-new world-class amenities:
• Zero-entry resort-style pool + lazy river
• Kids splash zone & water playground
• Waterslides & relaxing hot tub
• Private poolside cabanas & fire pits
• Mini golf, arcade & game room
• Full-service fitness center
• Basketball, volleyball & cornhole courts
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.
Guest Access:
• Full access to the entire home
• Our guests are provided with complimentary access to the Windsor Cay Resort amenities.- • • • • 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 is now officially open! All guests staying at Windsor Cay should now use the brand-new amenities at The Reef Club, located right within the community. Windsor Island Resort amenities are no longer needed—everything you need is now on-site!
Operating Hours:
• The Reef Club: 8:00 AM – 8:00 PM
• Blue Lagoon Tavern & Grille: 11:00 AM – 7:00 PM (food service now available)
• 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 NOTE***
• 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.
• The Windsor Cay HOA Amenity Center will close early at 6:00 PM on December 17, 2025, for a special Team Appreciation Night. This event is dedicated to celebrating the holiday season and recognizing the hard work and contributions of the staff. Thank you for your understanding, and warmest wishes to all for a joyful and festive holiday season.
• Windsor Cay is a new community and is now fully open, including all resort amenities.
• Our home is fully ready and stocked for your stay, and the surrounding area is mostly complete, with any minor finishing touches ongoing.
• You’ll have full access to all the brand-new Windsor Cay Resort amenities onsite during your stay.
• While the community is newly developed, the property and resort facilities are open and welcoming guests for a complete vacation experience.
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 getaway at Windsor Cay Resort! This spacious 5BR home is perfect for families and groups, with a private pool, game room, and fun themed bedrooms. Enjoy relaxing mornings by the pool, movie nights indoors, and full access to Windsor Cay’s incredible resort amenities—lazy river, splash zone, mini-golf, arcade, and more. Just minutes from Disney, it’s the perfect Orlando escape! Book your stay today!
The Space:
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 Cay Resort, you’ll enjoy full access to brand-new resort amenities, including a lazy river, mini golf, splash zone, 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 Cay Resort Perks
All guests enjoy complimentary access to Windsor Cay’s brand-new world-class amenities:
• Zero-entry resort-style pool + lazy river
• Kids splash zone & water playground
• Waterslides & relaxing hot tub
• Private poolside cabanas & fire pits
• Mini golf, arcade & game room
• Full-service fitness center
• Basketball, volleyball & cornhole courts
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.
Guest Access:
• Full access to the entire home
• Our guests are provided with complimentary access to the Windsor Cay Resort amenities.- • • • • 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 is now officially open! All guests staying at Windsor Cay should now use the brand-new amenities at The Reef Club, located right within the community. Windsor Island Resort amenities are no longer needed—everything you need is now on-site!
Operating Hours:
• The Reef Club: 8:00 AM – 8:00 PM
• Blue Lagoon Tavern & Grille: 11:00 AM – 7:00 PM (food service now available)
• 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 NOTE***
• 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.
• The Windsor Cay HOA Amenity Center will close early at 6:00 PM on December 17, 2025, for a special Team Appreciation Night. This event is dedicated to celebrating the holiday season and recognizing the hard work and contributions of the staff. Thank you for your understanding, and warmest wishes to all for a joyful and festive holiday season.
• Windsor Cay is a new community and is now fully open, including all resort amenities.
• Our home is fully ready and stocked for your stay, and the surrounding area is mostly complete, with any minor finishing touches ongoing.
• You’ll have full access to all the brand-new Windsor Cay Resort amenities onsite during your stay.
• While the community is newly developed, the property and resort facilities are open and welcoming guests for a complete vacation experience.
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.
Make yourself comfortable in this air-conditioned vacation home, which features a private pool. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a microwave and a coffee/tea maker.
Be sure to enjoy recreational amenities, including an indoor pool, a hot tub, and a fitness center. Additional features at this vacation home include an arcade/game room and barbecue grills.
Guests will find features like internet access and onsite parking.
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
- Blender
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Electric kettle
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
Dining
- Dining table
Bedrooms
- 5 bedrooms
- Bedsheets provided
Bathroom
- 4 bathrooms
- Hair dryer
- Shampoo
- Shower
- Towels provided
Living spaces
- Dining table
Entertainment
- TV
Outdoor areas
- Balcony
- Barbecue grill
- Outdoor furniture
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
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 18
Check-out
Check-out before 10:00 AM
Contactless check-out available
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
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
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