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





5 bedrooms4 bathroomsSleeps 12242.2 sq m
Popular amenities
Explore the area

Clermont, Florida
- Flamingo Crossings Town Center12 min drive
- Walt Disney World® Resort15 min drive
- Disney's Animal Kingdom® Theme Park19 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway)44 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:
This fully equipped home features:
- 5 Bedrooms, 4 Bathrooms
- Fully equipped kitchen
- Private outdoor pool
- BBQ grill
- Indoor and outdoor dining area
- Outdoor patio
- Game room with pool table, shuffleboard and arcade games
- In-home movie theater
- Driveway parking for 2 vehicles
- Centralized Heating & Air Conditioning
- Complimentary Access to Windsor Island Resort
Resort Access (at Windsor Island)
- Enjoy resort-style amenities including:
- Walk-in lagoon pool & lazy river
- Water slides & kids splash zone
- Mini golf, arcade, fire pits
- Hot tub & cabanas
- Clubhouse with café and ice cream shop
- Onsite restaurants (Blue Marlin Grille, Rumbrella’s)
- Sand volleyball, sports courts, fitness center
- Gated, secure entry
Escape to this family vacation home that feels like a dream come true, located in the heart of Windsor Island Resort. This spacious five-bedroom retreat is designed for families and groups looking to relax, reconnect, and indulge in a little fun. From the moment you step inside, you’ll feel at home in the inviting, open spaces filled with natural light, stylish décor, and thoughtful touches that make every stay special.
Mornings here are best spent sipping coffee by your private outdoor pool, basking in the Florida sunshine as you plan the day's adventures. Inside, a fully equipped kitchen is ready for everything from quick breakfasts to family feasts, with plenty of room to gather around the dining table or take meals outside to the patio for an alfresco experience. Fire up the BBQ grill under the stars, then settle in for an evening of entertainment.
This home is packed with incredible features designed for endless fun. Challenge your family to a game of shuffleboard or show off your skills at the pool table. Relive your favorite childhood memories with classic arcade games before heading to the in-home movie theater for a private screening of your favorite film. Themed bedrooms add an extra touch of magic, making every night an adventure for kids and adults alike. Whether you’re battling it out in the arcade or lounging by the pool, there’s something for everyone to enjoy.
As experienced hosts with hundreds of happy guests and many 5-star reviews, We’re excited to invite you to our beautifully designed home—perfect for your family or group of friends. We can’t wait to help you create lasting memories here! Get ready to start your adventure—book your stay now!
Like what you see? Add this home to your wish list for a future getaway!
Floor Layout:
First Floor
- Bedroom 1: Queen bed with shared ensuite bath (toilet/shower, hairdryer)
Second Floor
- Bedroom 2: Queen bed
- Bedroom 3: 2 Twin beds
- Bathroom 2: Full bath next to Bedroom 2 (toilet/shower/bathtub, hairdryer)
- Bedroom 4: King bed with ensuite bath (toilet/shower, hairdryer)
- Bedroom 5: Bunk bed (2 full-sized beds) with ensuite bath (toilet/shower, hairdryer)
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 Island Resort is the sister resort to the highly popular Windsor at Westside Resort, located nearby. As the newest addition to the Windsor resort communities, Windsor Island was established in 2020 and boasts a prime location with incredible clubhouse amenities inspired by Hawaii.
The resort features the largest community water park among the Windsor resorts, complete with a spacious resort-style swimming pool, a lazy river, water slides, and a children’s water playground and splash pad. Guests can relax in family cabanas and enjoy refreshments from the poolside bar, which offers a variety of drinks and snacks. Additional amenities include a fitness center, game room, café, ice cream shop, multipurpose room, and a cozy fire pit area perfect for viewing fireworks. A scenic tropical walkway adds to the resort's charm.
For sports enthusiasts, Windsor Island Resort offers a range of activities, including basketball and sand volleyball courts, as well as a putt-putt golf course.
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, with Walt Disney World approximately 20–25 minutes, Universal Studios 35–40 minutes, SeaWorld 30 minutes, and Orlando International Airport around 40–45 minutes
Other Things to Note:
Important Notice:
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).
Quality Assurance:
• Your wellbeing is our top priority. We have built upon our foundation of pre-existing high cleaning standards with additional COVID-19 specific recommendations from the WHO, CDC and Canadian Public Health Agency guidelines.
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:
This fully equipped home features:
- 5 Bedrooms, 4 Bathrooms
- Fully equipped kitchen
- Private outdoor pool
- BBQ grill
- Indoor and outdoor dining area
- Outdoor patio
- Game room with pool table, shuffleboard and arcade games
- In-home movie theater
- Driveway parking for 2 vehicles
- Centralized Heating & Air Conditioning
- Complimentary Access to Windsor Island Resort
Resort Access (at Windsor Island)
- Enjoy resort-style amenities including:
- Walk-in lagoon pool & lazy river
- Water slides & kids splash zone
- Mini golf, arcade, fire pits
- Hot tub & cabanas
- Clubhouse with café and ice cream shop
- Onsite restaurants (Blue Marlin Grille, Rumbrella’s)
- Sand volleyball, sports courts, fitness center
- Gated, secure entry
Escape to this family vacation home that feels like a dream come true, located in the heart of Windsor Island Resort. This spacious five-bedroom retreat is designed for families and groups looking to relax, reconnect, and indulge in a little fun. From the moment you step inside, you’ll feel at home in the inviting, open spaces filled with natural light, stylish décor, and thoughtful touches that make every stay special.
Mornings here are best spent sipping coffee by your private outdoor pool, basking in the Florida sunshine as you plan the day's adventures. Inside, a fully equipped kitchen is ready for everything from quick breakfasts to family feasts, with plenty of room to gather around the dining table or take meals outside to the patio for an alfresco experience. Fire up the BBQ grill under the stars, then settle in for an evening of entertainment.
This home is packed with incredible features designed for endless fun. Challenge your family to a game of shuffleboard or show off your skills at the pool table. Relive your favorite childhood memories with classic arcade games before heading to the in-home movie theater for a private screening of your favorite film. Themed bedrooms add an extra touch of magic, making every night an adventure for kids and adults alike. Whether you’re battling it out in the arcade or lounging by the pool, there’s something for everyone to enjoy.
As experienced hosts with hundreds of happy guests and many 5-star reviews, We’re excited to invite you to our beautifully designed home—perfect for your family or group of friends. We can’t wait to help you create lasting memories here! Get ready to start your adventure—book your stay now!
Like what you see? Add this home to your wish list for a future getaway!
Floor Layout:
First Floor
- Bedroom 1: Queen bed with shared ensuite bath (toilet/shower, hairdryer)
Second Floor
- Bedroom 2: Queen bed
- Bedroom 3: 2 Twin beds
- Bathroom 2: Full bath next to Bedroom 2 (toilet/shower/bathtub, hairdryer)
- Bedroom 4: King bed with ensuite bath (toilet/shower, hairdryer)
- Bedroom 5: Bunk bed (2 full-sized beds) with ensuite bath (toilet/shower, hairdryer)
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 Island Resort is the sister resort to the highly popular Windsor at Westside Resort, located nearby. As the newest addition to the Windsor resort communities, Windsor Island was established in 2020 and boasts a prime location with incredible clubhouse amenities inspired by Hawaii.
The resort features the largest community water park among the Windsor resorts, complete with a spacious resort-style swimming pool, a lazy river, water slides, and a children’s water playground and splash pad. Guests can relax in family cabanas and enjoy refreshments from the poolside bar, which offers a variety of drinks and snacks. Additional amenities include a fitness center, game room, café, ice cream shop, multipurpose room, and a cozy fire pit area perfect for viewing fireworks. A scenic tropical walkway adds to the resort's charm.
For sports enthusiasts, Windsor Island Resort offers a range of activities, including basketball and sand volleyball courts, as well as a putt-putt golf course.
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, with Walt Disney World approximately 20–25 minutes, Universal Studios 35–40 minutes, SeaWorld 30 minutes, and Orlando International Airport around 40–45 minutes
Other Things to Note:
Important Notice:
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).
Quality Assurance:
• Your wellbeing is our top priority. We have built upon our foundation of pre-existing high cleaning standards with additional COVID-19 specific recommendations from the WHO, CDC and Canadian Public Health Agency guidelines.
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
Amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning
Have a question?
BetaGet instant answers with AI powered search of property information and reviews.
Similar properties

Luxurious Townhome in Solterra Resort (SOLT01)
Luxurious Townhome in Solterra Resort (SOLT01)
- Pool
- Kitchen
- Washer
- Dryer
House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 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
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
About the area
Clermont
Located in Four Corners, this holiday home is in the city centre. Mystic Dunes Golf Club and ChampionsGate Golf Club 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
- Orange Lake Golf - 9 min drive - 9.5 km
- Flamingo Crossings Town Center - 12 min drive - 12.8 km
- Walt Disney World® Resort - 15 min drive - 15.3 km
- Disney's Animal Kingdom® Theme Park - 19 min drive - 18.0 km
- Magic Kingdom® Park - 25 min drive - 25.6 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
No reviews yet
Be the first to leave a review for this property after your stay.
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
Tell us how we can improve our siteShare feedback