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: 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: • 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).
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
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
Smoke-free property
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
Orange Lake Golf - 10 min drive - 10.4 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
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 11:00 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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