House - Rating 5 (10)

Upstay Family Retreat w Pool Cinema Games Room


Bedroom 10 bedrooms
Bathroom 8 baths
Guests 20 guests
Pets Not Allowed Pets Not Allowed

  • Location: Orlando, Florida
  • Type: House

Location Location

Description Description
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!

• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay!
• To ensure smooth access to Windsor Cay Resort guests need to be registered in advance. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM, and last-minute registrations may not be processed. Please provide the names of all guests aged 18 and up in a timely manner so we can handle the registration for you. Thank you!
• Please note that pool service is scheduled weekly and may occur during your stay. It’s a brief visit to keep the pool clean, and technicians will only access the pool area. Thank you for your understanding.

Pet Friendly:
Pets are welcome at our property. A maximum of two pets under 60 lbs each is permitted. A pet fee of $139 per pet applies and will be collected after booking.

Additional Services:
• Pool and hot tub heating are available upon request and are not included in the booking price. The fee is $45/night per service or $79/night for both, with a 2-night minimum. At least 24 hours’ notice is required if you would like to add this service.
• Planning a BBQ? A propane tank is available for a one-time $69 charge. Let us know in advance, and we’ll make sure you’re all set to grill and enjoy!
• Rent a Pack 'n play for $39 (one-time fee)
• Rent a highchair for $29 (one-time fee)
• 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.

Cancellation Policy Cancellation Policy
We offer flexible cancellations for all reservations made on upstay.com

  • 0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
  • 5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
  • 9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)

For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.

Booking On Other Sites

Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.


Booking Deposit

50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.



Availability Calendar Availability Calendar
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April 2026
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July 2026
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August 2026
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30 $255 31          
September 2026
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$298 27 $249 28 $247 29 $267 30      
October 2026
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$473 11 $367 12 $358 13 $371 14 $394 15 $476 16 $448 17
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$340 25 $272 26 $247 27 $270 28 $387 29 $433 30 $431 31
November 2026
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$366 1 $270 2 $270 3 $383 4 $388 5 $422 6 $455 7
$374 8 $402 9 $503 10 $512 11 $519 12 $459 13 $481 14
$387 15 $316 16 $327 17 $492 18 $529 19 $579 20 $731 21
$832 22 $832 23 $802 24 25 26 27 28
29 $330 30          
December 2026
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    $398 1 $398 2 $399 3 $451 4 $474 5
$371 6 $329 7 $329 8 $345 9 $390 10 $445 11 $485 12
$401 13 $351 14 $351 15 $336 16 $431 17 $764 18 $1096 19
$1642 20 $1606 21 $1573 22 23 24 25 26
$1714 27 $1712 28 $1713 29 $1646 30 $1643 31    
January 2027
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          $1607 1 $1479 2
$807 3 $693 4 $518 5 $492 6 $439 7 $575 8 $515 9
$436 10 $349 11 $329 12 $343 13 $392 14 $487 15 $539 16
$534 17 $362 18 $304 19 $320 20 $383 21 $425 22 $425 23
$371 24 $329 25 $309 26 $321 27 $378 28 $433 29 $439 30
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February 2027
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  $346 1 $325 2 $333 3 $403 4 $456 5 $458 6
$442 7 $450 8 $453 9 $469 10 $510 11 $641 12 $754 13
$743 14 $578 15 $497 16 $494 17 $510 18 $579 19 $518 20
$449 21 $433 22 $415 23 $436 24 $481 25 $555 26 $542 27
$469 28            
March 2027
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  $433 1 $433 2 $433 3 $472 4 $592 5 $604 6
$558 7 $494 8 $550 9 $517 10 $583 11 $756 12 $731 13
$614 14 $629 15 $898 16 $892 17 $895 18 $892 19 $832 20
$700 21 $664 22 $591 23 $963 24 $1076 25 $1714 26 $1704 27
$1702 28 $999 29 $1076 30 $1105 31      
Swipe Swipe for Availability


Amenities 58 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Cable TV
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Desk
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot water
  • Indoor pool
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Private entrance
  • Refrigerator
  • Resort
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • TV
  • Washer
  • Wireless Internet
  • Disney Theme Room
  • Game room
  • HarryPotter Theme Room
  • In-Home Games Room
  • Pixar Theme Room
  • Princess Theme Room
  • Private Cinema - BEST
  • Private pool
  • StarWars Theme Room
  • Swimming pool
  • Tropical Theme Room

Reviews Rating 5 (10) Reviews
Rating 5
My family and I loved our stay at Upstay,! The cohost Luciana was very helpful during our stay, she helped me with anything I needed. The kids loved the game room and home theater. When we come back to Orlando Upstay is where we want to stay!
Anonymous - Posted: 12/26/2025
It’s wonderful to hear that you and your family had such a great time! The game room and home theater are definitely favorites among our guests, and it’s fantastic that the kids had a blast there. We can’t wait to welcome you back on your next trip!
Upstay staff
Posted: 12/30/2025
Rating 5
Todo estuvo bien muchas gracias
Anonymous - Posted: 12/26/2025
We are happy to hear that everything was fine during your stay. We look forward to welcoming you again in the future!
Upstay staff
Posted: 12/30/2025
Rating 5
Great for family gatherings. We were a party of 20 and had plenty of space. Loved the pool!
Anonymous - Posted: 11/27/2025
It’s wonderful to hear that you and your family enjoyed your stay with us! Hosting a gathering of 20 can be a challenge, but we’re glad our space was able to accommodate everyone comfortably. The pool is definitely a highlight, and we’re thrilled that you loved it. We hope to welcome you back for another memorable family gathering in the future!
Upstay staff
Posted: 11/29/2025
Rating 5
I loved my stay at this beautiful home
Anonymous - Posted: 11/19/2025
It’s wonderful to hear that you loved your stay at our home! We take great pride in creating a beautiful and welcoming space for our guests. Your satisfaction means a lot to us, and we hope to have the pleasure of hosting you again in the future. Thank you for choosing to stay with us!
Upstay staff
Posted: 11/19/2025
Rating 5
Great place with great amenities, looks like the pictures. Host was very friendly and responsive. Definitely will book there again.
Anonymous - Posted: 10/23/2025
Thank you for your wonderful feedback! It’s fantastic to hear that you enjoyed the amenities and found everything to be just as depicted in the photos. We always strive to provide a welcoming experience, and we’re glad our responsiveness made a positive impact on your stay. We look forward to hosting you again in the future!
Upstay staff
Posted: 10/24/2025
Rating 5
Great house to celebrate our son’s 10th birthday! Beautiful house
Anonymous - Posted: 10/15/2025
Thank you, Antonio, for choosing our home to celebrate such a special occasion! We're delighted to hear that you found the house beautiful and that it was the perfect backdrop for your son's 10th birthday. It means a lot to us that our space could contribute to your family's memories. We hope to welcome you back for more celebrations in the future!
Upstay staff
Posted: 10/17/2025
Rating 5
Absolutely loved our stay here! The host was amazing—so sweet and welcoming. The house itself was beautiful, spacious, and everything worked perfectly. The water park was open, easy to find, and not crowded at all, which made it even more fun. Parking was plentiful, and the whole experience was just perfect. I’ll definitely be saving this house as a favorite for a future stay! If you’re considering booking this place, don’t hesitate—you won’t be disappointed!
Anonymous - Posted: 9/22/2025
We’re thrilled to hear that you absolutely loved your stay with us! It warms our hearts to know that you found our home beautiful and spacious, and that everything met your expectations. We’re glad you enjoyed the water park and appreciated the easy access and ample parking. Your kind words about our hospitality mean so much to us. Thank you for considering us for your future stays—we can’t wait to welcome you back!
Upstay staff
Posted: 9/23/2025
Rating 5
We had an amazing stay! The house is just as pictured. It was great having access to the resort amenities as well. My family and I really enjoyed them. Luciana and the team were great hosts. They were very responsive and attentive. The pool in the backyard is a great addition! I would recommend adding heat, as the water can get pretty cold at night. This is a place I would highly recommend and definitely book again!
Anonymous - Posted: 9/17/2025
Hi Brianna, Thank you so much for your wonderful feedback! We’re so happy to know you and your family had an amazing stay and enjoyed the house and resort amenities. 💛 We’d love to welcome you back anytime, it will be a pleasure to host you again!
Upstay staff
Posted: 9/17/2025
Rating 5
Everything was great, will definitely be back
MOISES A. - Posted:
Rating 5
Great property! Well maintained and great management team! Strongly recommend.
David P. - Posted:
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