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Upstay: Family Retreat w Pool, Cinema & Games Room

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Indoor pool
Fridge, microwave, oven, stovetop
Dining
Lobby
Outdoor dining

Reviews

10 out of 10
Exceptional

Entire home

10 bedrooms8 bathrooms1542 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Parking available

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
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪39 min drive‬

Room options

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About the neighborhood

Clermont

This vacation home places you within a 15-minute drive of popular attractions such as Walt Disney World® Resort and Flamingo Crossings Town Center. The vacation home includes a private pool, a kitchen, and a refrigerator.

What's nearby

  • Lake Davenport - 4 min drive - 3.2 miles
  • Northeast Regional Park - 4 min drive - 3.6 miles
  • beach near The Oaks at Southlake Commons - 4 min drive - 3.2 miles
  • Four Corners FC - 5 min drive - 3.8 miles
  • Lake Louisa State Park - 6 min drive - 5.3 miles

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

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 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.
The vacation home is air-conditioned and features a kitchen and 8 bathrooms, and there's space to spread out with 10 bedrooms. Other standard amenities include a private pool, a washing machine, and a coffee maker.

Similar properties

Property amenities

Pool/Spa

  • 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
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 10 bedrooms
  • Bedsheets provided

Bathroom

  • 8 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill

Laundry

  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table

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: 1,542 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts cash.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

68ac98363910c4003a8027d2

Frequently asked questions

What can I see close to this vacation home?

This vacation home is located in Four Corners, close to Disney's Animal Kingdom® Theme Park, Flamingo Crossings Town Center, and Mystic Dunes Golf Club. You'll also find Northeast Regional Park and Lake Davenport within a short drive.

Is there parking available at Upstay: Family Retreat w Pool, Cinema & Games Room?

No, there isn't parking at this vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

Yes, this vacation home has an indoor pool.

What do couples enjoy most about Upstay: Family Retreat w Pool, Cinema & Games Room?

There are many amenities for couples at this vacation home, including a private pool, a private pool in some house, as well as an indoor pool.

Are there hot tubs at Upstay: Family Retreat w Pool, Cinema & Games Room?

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at Upstay: Family Retreat w Pool, Cinema & Games Room?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Kissimmee, FL (ISM-Kissimmee Gateway), which is 25.6 mi away (43 minutes by car). Another top airport is Orlando Intl. Airport (MCO), which is around 23.4 mi away.

Are there rooms with balconies at Upstay: Family Retreat w Pool, Cinema & Games Room?

No, there aren't any house with balconies at Upstay: Family Retreat w Pool, Cinema & Games Room.

Upstay: Family Retreat w Pool, Cinema & Games Room Reviews

Reviews

10

Exceptional

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

Reviews

10/10 Excellent

Lana K., Algonquin, IL

Liked: Cleanliness
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

10/10 Excellent

Scott S.

Liked: Cleanliness
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

10/10 Excellent

Dave P.

Liked: Cleanliness
Great property! Well maintained and great management team! Strongly recommend.
Stayed 14 nights in Jan 2026

10/10 Excellent

MOISES A.

Liked: Cleanliness
Everything was great, will definitely be back
Stayed 3 nights in Dec 2025