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Upstay: Family Retreat w Pool, Cinema & Games Room

Photo gallery for Upstay: Family Retreat w Pool, Cinema & Games Room

In-Home Arcade Games Room
Private Swimming Pool & Hot Tub
In-Home Movie Theater
Modern Design
Kids Bedroom with Bunkbed Slide and Ball Pit

Reviews

10 out of 10
Exceptional
10 bedrooms8 bathroomsSleeps 20

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Clermont, FL
  • Place, Lake Davenport
    ‪4 min drive‬
  • Place, Northeast Regional Park
    ‪4 min drive‬
  • Place, Lake Louisa State Park
    ‪5 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪43 min drive‬

Rooms & beds

10 bedrooms (sleeps 20)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

Bedroom 5

1 Queen Bed

Bedroom 6

2 Single Beds

Bedroom 7

2 Single Beds

Bedroom 8

1 King Bed

Bedroom 9

1 Single Bunk Bed

Bedroom 10

2 Single Beds

8 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Bathtub · Toilet · Shower only

Bathroom 5

Bathtub · Toilet · Shower only

Bathroom 6

Bathtub · Toilet · Shower only

Bathroom 7

Bathtub · Toilet · Shower only

Bathroom 8

Bathtub · Toilet · Shower only

Spaces

Kitchen
Dining area

About this property

Upstay: Family Retreat w Pool, Cinema & Games Room

Summary:

This pet-friendly 10BR mansion at Windsor Cay Resort is built for fun and relaxation. Enjoy a Star Wars game room, private movie theater, and screened patio with pool and Jacuzzi. Kids will love the Pixar bedroom with ball pit, plus immersive Frozen and Lion King rooms. With themed spaces, endless entertainment, and full access to Windsor Cay’s resort amenities, this home makes your Orlando getaway unforgettable.



The Space:

Perfect for families and large groups, this spacious 10-bedroom, 8-bathroom home is packed with immersive features—like themed kids’ rooms, a Star Wars game room, and a private movie theater. Located in the brand-new Windsor Cay community, guests enjoy full access to Windsor Cay Resort’s incredible Hawaiian-style water park and clubhouse amenities.



Outdoor Living at Its Best

• Private screened-in pool and hot tub

• Furnished sundeck with loungers and covered seating

• Outdoor dining area and BBQ grill for poolside meals

• Fully fenced-in for privacy and peace of mind



Entertainment for Everyone

• Star Wars–themed game room with billiards and air hockey

• Private in-home movie theater with projection screen and theater seating

• Smart TV in the living room + high-speed WiFi

• Multiple laptop-friendly workstations throughout the home



Cook, Dine & Gather

• Fully equipped kitchen with stainless steel appliances

• Large kitchen island with bar seating

• Indoor dining table + outdoor patio dining area

• Stocked with cookware, dishware, and utensils



Dream Big, Sleep Easy – 10 Bedrooms | Sleeps up to 22

First Floor

• Bedroom 1: King bed

• Bedroom 2: King bed | Private ensuite



Second Floor

• Bedroom 3: Queen bed | Ensuite

• Bedroom 4: 2 Twin beds | Ensuite – Harry Potter Room

• Bedroom 5: Queen bed | Ensuite

• Bedroom 6: 2 Twin beds – The Lion King Room

• Bedroom 7: 2 Twin beds – Frozen Room

• Bedroom 8: King bed | Ensuite

• Bedroom 9: Bunk bed + ball pit – Pixar Room

• Bedroom 10: 2 Twin beds



8 full bathrooms total – with fresh towels, hairdryers & toiletries provided



Resort-Style Amenities – Windsor Cay Access Included!

Guests enjoy full access to the brand-new Reef Club at Windsor Cay Resort, featuring modern amenities perfect for family fun and relaxation.



Resort Features:

• Brand-new Reef Club clubhouse & convenience store

• Zero-entry resort pool & relaxing lazy river

• Waterslides & kids’ splash zone

• 9-hole mini golf course, game room & outdoor hot tub

• Poolside cabanas, umbrellas & fire pits

• Blue Lagoon Tavern & Grille, poolside bar, café & ice cream shop

• Sand volleyball, cornhole, sports & basketball courts

• Fitness center & arcade room



Location Highlights

• Just 8 miles from Walt Disney World

• Close to Universal Orlando, SeaWorld & major attractions

• A short drive to Lake Louisa State Park for hiking, kayaking & nature escapes



Please Note:

Our home is located in a newly developed community. While the property is fully ready for your stay, you may notice some ongoing landscaping work in nearby areas as the neighborhood completes final development stages.



Why Stay With Us?

We’re dedicated to creating amazing stays for families and large groups—offering high-quality design, curated amenities, and responsive local support. Whether you're here for theme parks or poolside downtime, you’ll find everything you need to make unforgettable memories.



Book your group getaway today!



Guest Access:

• Guests will have exclusive access to the home.

• You can park up to 3 vehicles in the driveway. Please don't park in the street, on the grass, block sidewalks, parking signs, fire hydrants, and neighbors’ driveways to avoid your vehicle being towed.

• Our guests are provided with complimentary access to the Windsor Cay Resort amenities.



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!



Resort Access:

Guests enjoy complimentary access to the Windsor Cay Resort clubhouse and amenities:

• The Reef Club (Clubhouse): Mon–Wed: 8:00 AM – 5:00 PM ; Thu–Sun: 8:00 AM – 8:00 PM

• Resort Pool & Waterpark: Mon–Wed: 12:00 PM – 5:00 PM ; Thu–Sun: 10:00 AM – 6:00 PM

• Blue Lagoon Bar & Grille (Dining at the Clubhouse):

• Mon–Wed: 12:00 PM – 5:00 PM

• Thu–Sun: 11:00 AM – 6:00 PM

• Ordering: Scan the QR code to place your order

• Pickup: Collect your meal at the clubhouse

•Mini Golf Course: Daily: 10:00 AM – 4:30 PM

•HOA Office: Mon–Fri: 8:30 AM – 5:00 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:

• To ensure a smooth and secure check-in, guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in details will be shared once completed.



• Access to Windsor Cay Resort requires advance guest registration. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM, and last-minute registrations may not be processed. Please submit the full names of all guests aged 18+ in advance so we can complete this for you.



• Pool service is scheduled weekly and may occur during your stay. This is a brief visit, and technicians will only access the pool area.



Pet Friendly:

• Up to 2 pets allowed (under 60 lbs each)

• Pet fee: $139 per pet, per stay

• Pets must be declared at booking; otherwise, fees will be charged separately

• If bringing 2 pets, the additional fee will be collected after booking



Additional Services:

• Pool and hot tub heating (optional): $45/night per service or $79/night for both

(2-night minimum, 24-hour notice required)

• BBQ propane tank: one-time $69 charge (please request in advance)

• Pack ’n play rental: $39 (one-time fee)

• Highchair rental: $29 (one-time fee)

• Mid-stay cleaning (for stays over 3 nights): available for an additional fee (advance booking required)



House Rules:

• No parties, events, or smoking/vaping ($150 fine and/or loss of deposit)

• Check-out on time; late departures are $150 per hour

• Excessive mess may result in additional cleaning fees

• Pool use is at your own risk—please follow safety guidelines

• No firearms or weapons allowed

• Rule violations may result in additional charges or removal without refund



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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
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...

Important information

You need to know

Property # 4779138vb
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
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

Four Corners is home to this holiday home. Mystic Dunes Golf Club and ChampionsGate Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park are not to be missed.
Map
Clermont, FL

What's nearby

  • Lake Davenport - 4 min drive - 5.1 km
  • Northeast Regional Park - 4 min drive - 5.5 km
  • Four Corners FC - 5 min drive - 5.8 km
  • Lake Louisa State Park - 5 min drive - 8.2 km
  • Surfari Water Park - 6 min drive - 8.4 km

Getting around

  • Kissimmee Station - 30 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 43 min drive

Restaurants

  • ‪Checkers - ‬4 min drive
  • ‪Wawa - ‬3 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Mcdonald's - ‬3 min drive
  • ‪Chick-fil-A - ‬3 min drive

Frequently asked questions

Does Upstay: Family Retreat w Pool, Cinema & Games Room have a pool?

Yes, this property has an indoor pool.

Is Upstay: Family Retreat w Pool, Cinema & Games Room pet-friendly?

No, pets are not allowed at this property.

How much is parking at Upstay: Family Retreat w Pool, Cinema & Games Room?

On-site parking is available at the property.

What time is check-in at Upstay: Family Retreat w Pool, Cinema & Games Room?

Check-in begins at 4:00 PM.

What time is check-out at Upstay: Family Retreat w Pool, Cinema & Games Room?

Checkout is at 10:00 AM.

Where is Upstay: Family Retreat w Pool, Cinema & Games Room located?

Situated in Four Corners, this holiday home is within 6 miles (10 km) of Northeast Regional Park, Four Corners FC and Lake Davenport. Surfari Water Park and Highland Reserve Golf Club are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.0/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

MOISES A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great, will definitely be back
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Dave P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property! Well maintained and great management team! Strongly recommend.
Stayed 14 nights in Jan 2026
Response from VrboOwner on 15 Apr, 2026
Thank you for your kind words, Dave! We’re delighted to hear that you enjoyed your stay and found the property well-maintained. Your recommendation means a lot to us. We hope to welcome you back for another stay!
Verified

10/10 Excellent

Scott S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay! The rooms were fun and the slide was great. We used the movie theater seating and it was a nice addition. It is located near the community pool so it's easy to walk back and forth. The house was just as the pictures showed. We will definitely stay here again!
Stayed 7 nights in Mar 2026
Response from VrboOwner on 15 Apr, 2026
It’s wonderful to hear that you had a great stay with us! We’re glad you enjoyed the fun rooms and the slide—it’s always a hit with our guests. The movie theater seating is a favorite feature, and we’re happy it added to your experience. Being close to the community pool is definitely a bonus. Thank you for your kind words about the house; we strive to keep it just as shown in the pictures. We look forward to welcoming you back for another stay!
Verified

10/10 Excellent

Lana K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had everything that we needed. Communication is great. There were a couple broken items upon arrival but communicated so owners knew. Would definitely recommend and stay again.
Stayed 6 nights in Mar 2026
Response from VrboOwner on 27 Apr, 2026
Thank you for your feedback, Lana! We're glad to hear that you found everything you needed during your stay and that our communication met your expectations. It’s wonderful to know that you would recommend us and consider staying again. We look forward to welcoming you back in the future!

About the host

Hosted by Upstay

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