House - Rating 5 (29)

Upstay Disney 5BR Movie Mansion Windsor Cay Resort


Bedroom 5 bedrooms
Bathroom 4 baths
Guests 12 guests
Pets Not Allowed Pets Not Allowed

  • Location: Orlando, Florida
  • Type: House

Location Location

Description Description
Home Features:
• 5 Bedrooms (Theme Rooms for the Kids!)
• 4 Bathrooms
• Large Sundeck with Private Outdoor Swimming Pool
• The Lion King Themed Games Room with Billiards and Arcade Games
• Kids Secret Hideout TV Room
• Indoor and Outdoor Dining Areas
• BBQ Grill
• Fully Equipped Chef's Kitchen
• Large Open Concept Living Space
• Smart TVs
• High Speed WiFi Connection
• Central Air Conditioning
• In-Home Laundry Machines
• Free Onsite Parking

Windsor Cay Resort Amenities
• Resort pool, lazy river, waterslides, kids splash zone, outdoor hot tub, cabanas, umbrellas & hammocks
• Brand-new Reef Club clubhouse, game room & arcade, fitness center, 9-hole mini-golf course
• Sand volleyball, basketball & sports courts, cornhole, oversized Connect-4, Blue Lagoon Tavern & Grille (onsite dining)

Windsor Cay Resort — Operating Hours Update
• Opening hours remain unchanged
• The Pool Deck and Restaurant will now close at 6:00 p.m.
• Mini Golf and Volleyball will also close at 6:00 p.m.
• The Clubhouse will remain open until 7:30 p.m.

• 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 Island, guests must 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+ in a timely manner so we can assist with registration. Thank you!

• Bedroom 3: The closet has been converted into a dedicated kids’ TV room for added comfort and entertainment.

• Decorative items: The backpacks in the bedroom are for styling purposes only and are not available for guest use. Thank you for your understanding.

• Pool maintenance is scheduled weekly and may occur during your stay. Technicians will briefly access the pool area only. Thank you for your understanding.

• Please note the arcade in game room is currently out of service. We apologize for the inconvenience.

• Please note that Pinball machine game is currently unavailable

Additional Services (Available Upon Request)
• BBQ propane tank: USD 69 one-time charge (please request in advance)
• Pool heating: USD 35/night (2-night minimum, 24-hour notice required)
• Pack ’n play: USD 39 one-time fee
• Highchair: USD 29 one-time fee
• Mid-stay cleaning (for stays over 3 nights): available for an additional fee, must 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
Available
Unavailable
Check-In
Check-Out
November 2026
Su Mo Tu We Th Fr Sa
1 2 $130 3 $130 4 $130 5 6 7
$130 8 $130 9 $130 10 $130 11 $130 12 13 14
15 $130 16 $130 17 $130 18 19 20 21
22 $184 23 $190 24 $330 25 $336 26 $329 27 28
29 30          
December 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 $130 8 $130 9 10 11 12
$187 13 14 15 16 17 $211 18 $280 19
$338 20 $394 21 $526 22 $676 23 $742 24 $726 25 $748 26
$765 27 $739 28 $747 29 $677 30 $677 31    
January 2027
Su Mo Tu We Th Fr Sa
          $493 1 $498 2
$274 3 $168 4 $161 5 $173 6 $179 7 $226 8 $243 9
$190 10 $166 11 $163 12 $168 13 $183 14 $273 15 $260 16
$252 17 $190 18 $183 19 $190 20 $202 21 $226 22 $226 23
$228 24 $225 25 $231 26 $232 27 $241 28 $245 29 $243 30
$221 31            
February 2027
Su Mo Tu We Th Fr Sa
  $230 1 $233 2 $236 3 $242 4 $266 5 $272 6
$252 7 $241 8 $236 9 $253 10 $277 11 $440 12 $439 13
$447 14 $276 15 $292 16 $295 17 $295 18 $347 19 $330 20
$292 21 $273 22 $266 23 $277 24 $326 25 $341 26 27
28            
March 2027
Su Mo Tu We Th Fr Sa
  1 2 3 $292 4 $342 5 $376 6
$372 7 $412 8 $380 9 $386 10 $488 11 $659 12 $660 13
$676 14 $660 15 $661 16 $668 17 $670 18 $662 19 $590 20
$525 21 $394 22 $474 23 $389 24 $506 25 $642 26 $650 27
$622 28 $491 29 $421 30 $433 31      
April 2027
Su Mo Tu We Th Fr Sa
        $493 1 $521 2 $436 3
$381 4 $358 5 $370 6 $377 7 $450 8 $480 9 $411 10
$325 11 $294 12 $300 13 $307 14 $339 15 $390 16 $554 17
$555 18 $552 19 $562 20 $526 21 $529 22 $540 23 $532 24
$528 25 $530 26 $532 27 $540 28 $550 29 $531 30  
May 2027
Su Mo Tu We Th Fr Sa
            $357 1
$308 2 $272 3 $266 4 $275 5 $317 6 $348 7 $340 8
$359 9 $321 10 $326 11 $317 12 $323 13 $360 14 $343 15
$315 16 $278 17 $394 18 $485 19 $492 20 $495 21 $313 22
$292 23 $286 24 $283 25 $294 26 $313 27 $418 28 $408 29
$416 30 $299 31          
June 2027
Su Mo Tu We Th Fr Sa
    $334 1 $337 2 $345 3 $366 4 $351 5
$350 6 $368 7 $399 8 $319 9 $346 10 $416 11 $440 12
$432 13 $424 14 $427 15 $445 16 $529 17 $513 18 $498 19
$507 20 $490 21 $504 22 $480 23 $499 24 $528 25 $525 26
$564 27 $559 28 $554 29 $568 30      
July 2027
Su Mo Tu We Th Fr Sa
        $616 1 $674 2 $657 3
$654 4 $528 5 $507 6 $501 7 $497 8 $545 9 $537 10
$526 11 $362 12 $536 13 $550 14 $523 15 $543 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 $465 31
August 2027
Su Mo Tu We Th Fr Sa
$349 1 $319 2 $312 3 $308 4 $328 5 $348 6 $353 7
$305 8 $323 9 $310 10 $314 11 $306 12 $314 13 $306 14
$273 15 $264 16 $253 17 $261 18 $273 19 $297 20 $290 21
$261 22 $248 23 $241 24 $245 25 $254 26 $272 27 $266 28
$239 29 $221 30 $215 31        
September 2027
Su Mo Tu We Th Fr Sa
      $219 1 $241 2 $293 3 $296 4
$300 5 $256 6 $202 7 $205 8 $219 9 $241 10 $233 11
$233 12 $216 13 $216 14 $216 15 $219 16 $240 17 $230 18
$211 19 $202 20 $199 21 $202 22 $212 23 $236 24 $232 25
$213 26 $198 27 $193 28 $201 29 $223 30    
October 2027
Su Mo Tu We Th Fr Sa
          $237 1 $247 2
$238 3 $236 4 $236 5 $239 6 $241 7 $285 8 $271 9
$271 10 $226 11 $232 12 $232 13 $248 14 $267 15 $258 16
$223 17 $210 18 $223 19 $213 20 $227 21 $254 22 $251 23
$221 24 $221 25 $190 26 $200 27 $232 28 $257 29 $297 30
$187 31            
Swipe Swipe for Availability


Amenities 57 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Garden or backyard
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot water
  • Indoor pool
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Long term stays allowed
  • Microwave
  • Oven
  • Private entrance
  • Refrigerator
  • Resort
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Wireless Internet
  • Communal pool
  • Disney Theme Room
  • Game room
  • In-Home Games Room
  • Outdoor pool
  • Pixar Theme Room
  • Private pool
  • Swimming pool
  • Tropical Theme Room

Reviews Rating 5 (29) Reviews
Rating 5
Uma excelente residência. Minha família se sentiu em casa. A estrututura dela demonstrou ser muito nova, equipada e aconhegante. O condomínio mais família e com uma ótima estrutura coletiva. Oportunidade de levar uma experiência de vida americana. A localização da casa é boa, tem supermercado e restaurantes por perto. Quanto aos parques, a Disney é relativamente próxima, mas um pouco mais distante da Universal. Entendo que fizemos uma escolha adequada a nossa expectativa. Sempre ficamos em hotel 5 estrelas em Orlando. Quisemos ter uma experiência mais local e ficamos muito satisfeitos. Certamente, iremos retornar.
Anonymous - Posted: 2/27/2026
We were very happy to hear that you felt at home during your stay! The location really is a strong point, with everything you need nearby. Thank you for choosing us for your trip, and look forward to welcoming you again on your next visit!
Upstay staff
Posted: 3/5/2026
Rating 5
Perfect place To stay with your fam
Anonymous - Posted: 2/2/2026
Thank you, Keyla! We're so glad to hear that you found our place perfect for your family. It means a lot to us that you enjoyed your stay and felt at home. We hope to welcome you back for another memorable visit soon!
Upstay staff
Posted: 2/5/2026
Rating 5
Such an Amazing place!
Anonymous - Posted: 1/19/2026
We're delighted to hear that you found our place amazing. It truly means a lot to us to know that our efforts to create a welcoming environment are appreciated. We would love to welcome you back anytime!
Upstay staff
Posted: 1/22/2026
Rating 5
Muy bonita casa buena ubicación a 25 min de Disney , el complejo muy completo y la casa con todos los servicios , Excelente atención durante toda la estancia , regresaremos !!
Anonymous - Posted: 1/3/2026
We are very happy to hear that you enjoyed your stay in our house. We appreciate your kind words about our care; We always strive to provide the best experience possible. We will be happy to welcome you again. See you soon!
Upstay staff
Posted: 1/15/2026
Rating 5
Brand new great place for families fun pool
Anonymous - Posted: 12/30/2025
Thank you, Aaron, for your wonderful feedback! We're delighted to hear that you and your family enjoyed your stay at our place. We hope to welcome you back for another getaway!
Upstay staff
Posted: 1/8/2026
Rating 5
From beginning to the end we had a 10⭐️ treatment.. We usually stay in resorts and hotels. But moving forward "Upstay" will be our 1st option moving forward. There attention to detail on making sure we were ok daily is not normal customer service treatment that nowadays you get.. Every message sent from my end they responded. Mind you we stayed here for the Christmas holidays and still got a response. If anyone is looking for a great 10 star experience, a team that focuses on every detai and need of there customers, or some where to stay that feels like home than this is the team and place to stay with. We thank all of you for making this trip memorable and easy for us. We will see you again. thank you again.... More than a 10 ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ Rating experience.. 🙏🏻🤝🏻
Anonymous - Posted: 12/26/2025
It brings us immense joy to read your wonderful review, Rob! Knowing that we could provide you with such a great experience during your stay means the world to us. Your kind words motivate us to keep delivering exceptional service, and we’re thrilled to be your first choice moving forward. We can’t wait to welcome you back next year!
Upstay staff
Posted: 12/30/2025
Rating 5
Amazing & responsive host! Celebrated my child birthday , they had a nice gift for him. Place was exactly as pictured and described
Anonymous - Posted: 12/24/2025
Rating 5
We had an amazing stay! The house was extremely clean, spacious, and beautifully themed. Each room had its own unique vibe, which made the whole place feel fun and welcoming. The pool was definitely a highlight for us, perfect for relaxing after long days out. The host was very responsive and made everything super easy with clear directions for check-in and the property. The location was great too, there’s plenty to do right on the street, and it’s only about a 25-minute drive to Disney, which was super convenient. Overall, fantastic stay. Highly recommend! We will definitely stay here again.
Anonymous - Posted: 12/1/2025
Thank you, Antoine, for your wonderful review! It brings us so much joy to hear that you enjoyed your stay at our home. We strive to make the check-in process as smooth as possible, and it’s great to hear that our efforts made your stay easier. Your recommendation means the world to us, and we can’t wait to welcome you back in the near future!
Upstay staff
Posted: 12/5/2025
Rating 5
My family and I loved this place. The rooms are beautiful and the house is spacious and was very clean. Perfect for big families. If you have more than two cars keep in mind that there are only two parking spots available and you’re not supposed to park on the street. However, we did see many cars parked on the street. During nighttime the gates close and you have to go through the main gate to get in (Maps may take you through a different gate). We enjoyed our stay so much that would definitely recommend to anyone!
Anonymous - Posted: 11/24/2025
Thank you, Priscila, for your wonderful feedback! We're delighted to hear that you and your family enjoyed your stay at Upstay. It’s great to know that you found the rooms beautiful and the house spacious enough for your needs. We appreciate your note about the parking situation; we strive to keep our community safe and organized, and your understanding of the parking rules is much appreciated. We’ll also make sure to remind future guests about the main gate access, as we want everyone to have a smooth experience. Your recommendation means a lot to us, and we hope to welcome you back for another memorable stay in Clermont!
Upstay staff
Posted: 11/25/2025
Rating 5
Absolutely amazing, I had no complaints anything I asked for they handled. We did not need anything while we were there. They made sure we had everything for our stay. Also it was my birthday and the did a little gift for me . AMAZING STAY!!
Anonymous - Posted: 11/17/2025
Thank you for sharing your wonderful experience with us, Miya! It brings us so much joy to know that we could make your birthday special and that you felt well taken care of during your stay. We always strive to provide everything our guests need for a comfortable and memorable visit. Your kind words motivate us to keep delivering exceptional service. We hope to welcome you back for more amazing stays in the future!
Upstay staff
Posted: 11/19/2025
Rating 5
Just returned from the most amazing trip to Florida. Amazingly Disney wasn’t the best part. Finding this property was the best, it’s a stunning house, in a lovely and secure complex. But what still amazed me was the price we paid. Great value for money!! Luciana the host was the best, helpful and responsive to everything we asked. 10 out of 10 across the board.
Anonymous - Posted: 11/10/2025
Thank you, David, for your wonderful review! It’s fantastic to hear that you had such an amazing trip to Florida and that our property stood out as a highlight of your stay. We take great pride in providing a stunning and secure environment for our guests, and it’s rewarding to know you found great value in your experience. Luciana truly enjoys helping our guests and ensuring they have everything they need for a memorable visit. Your perfect score means the world to us, and we hope to welcome you back for another unforgettable stay!
Upstay staff
Posted: 11/11/2025
Rating 5
This place looks exactly like the phot very spacious and well kept. The host was very responsive and handled all Our questions. We would definitely rent this place again! About 20-30 mins to Disney and 45 to universal/airport. The pool with the lazy river was amazing.
Anonymous - Posted: 10/25/2025
Thank you, Julie, for your wonderful review! It’s great to hear that you found our place spacious and well-kept, just as shown in the photos. We always strive to be responsive and ensure our guests have everything they need for a comfortable stay. The pool with the lazy river is definitely a highlight, and we’re glad you enjoyed it! We would love to welcome you back for another stay in the future. Safe travels!
Upstay staff
Posted: 10/26/2025
Rating 5
The kids loved their room, both adults and kids loved the game room and pool. We were close to the parks and the pool was a great way to end our day. The clubhouse and amenities were top notch. Luciana communicated quickly with all our questions! The house was very clean snd had everything we needed. Would definitely stay again!
Anonymous - Posted: 9/27/2025
We’re thrilled to hear that you and your family had such a wonderful stay with us! It’s great to know that the kids enjoyed their room and that everyone had fun in the game room and pool. We’re glad our location made it easy for you to visit the parks, and we agree that winding down in the pool is the perfect way to end a busy day. Thank you for your kind words about the clubhouse and amenities, as well as our communication. We strive to keep everything clean and well-equipped for our guests. We would love to welcome you back for another stay anytime!
Upstay staff
Posted: 9/28/2025
Rating 5
Luciana truly went above and beyond with her amazing gifts for all the kids in the family. Everyone was so happy and we definitely had a wonderful time together. Such a thoughtful and memorable gesture!
Anonymous - Posted: 9/3/2025
We’re thrilled to hear that you and your family had a wonderful time during your stay! It warms our hearts to know that Luciana's gifts brought joy to the kids and made your experience even more special. We always strive to create memorable moments for our guests, and it’s great to see that reflected in your visit. Thank you for sharing your experience with us!
Upstay staff
Posted: 9/4/2025
Rating 5
Outstanding and beautiful!!
Anonymous - Posted: 8/24/2025
Thank you so much for your kind words, Melissa! We’re thrilled to hear that you found your stay outstanding and beautiful. It was a pleasure hosting you, and we hope to welcome you back soon
Upstay staff
Posted: 8/25/2025
Rating 5
Un lugar maravilloso vale la pena
Anonymous - Posted: 8/21/2025
We are so grateful for your kind words, Daniel. We are happy to hear that you enjoyed your stay . We always strive to provide a welcoming and comfortable place for our guests. We look forward to the opportunity to welcome you again in the future. Thank you for choosing us!
Upstay staff
Posted: 8/25/2025
Rating 5
Thank you for the wonderful stay. Upstay was very communicative. The house was very clean and just a nice space in general. Great location and a great price.
Anonymous - Posted: 8/17/2025
We’re thrilled to hear that you had a wonderful stay at Upstay! It’s great to know that our communication and the cleanliness of the house met your expectations. We take pride in providing a nice space for our guests, and we’re glad you enjoyed the location and value as well. Thank you for choosing us, and we hope to welcome you back in the future!
Upstay staff
Posted: 8/26/2025
Rating 5
Best place to stay, everything clean a lot of space and they have in one place everything you need.
Anonymous - Posted: 7/25/2025
Thank you so much for your fantastic review! We’re so happy you enjoyed the cleanliness, spaciousness, and all the amenities in one place. It was a pleasure hosting you, and we look forward to welcoming you again! Warm regards, Luciana – Co-Host
Upstay staff
Posted: 8/9/2025
Rating 5
Everyone loved the place!
Anonymous - Posted: 7/14/2025
Hi, Alisha Thank you so much for your kind review! I really appreciate your feedback. I hope to have the pleasure of hosting you again soon! Best regards, Luciana
Upstay staff
Posted: 7/17/2025
Rating 5
Love the house great area
Anonymous - Posted: 6/22/2025
We’re thrilled to hear that you loved the house and enjoyed the area! It means a lot to us that you had a great experience during your stay. We hope to welcome you back soon for another wonderful visit!
Upstay staff
Posted: 9/11/2025
Rating 5
We are very very happy we stayed here it’s a very beautiful home with all you need there or close by we felt very safe and it felt like home. It had a great entertainment room kids enjoyed the private tv room and most of all the enjoyed the pool thanks for having us
Anonymous - Posted: 6/5/2025
Thank you so much for your wonderful review! We’re thrilled to hear you and your family felt at home and enjoyed the amenities, especially the pool and entertainment room. It was a pleasure hosting you, and we’d love to welcome you back anytime!
Upstay staff
Posted: 7/2/2025
Rating 5
Me and my family stayed at this beautiful home and we would do it again! The house was perfect, amazing game room, the beds were the most comfortable beds we ever slept on at any stay we had.
Anonymous - Posted: 6/1/2025
Thank you for your kind words Jessiaca, We’re delighted your family enjoyed the game room and found the beds so comfortable—it’s our goal to make every stay feel like a retreat. We’d be honored to host you again anytime!
Upstay staff
Posted: 7/2/2025
Rating 5
Loved !
Anonymous - Posted: 4/29/2025
We love to hear it Victoria! Thank you for your fantastic feedback. Knowing you enjoyed your stay this much means the world to us. We’d be thrilled to welcome you back anytime for another unforgettable experience!
Upstay staff
Posted: 7/2/2025
Rating 5
Felt right at home,plenty of space.
Anonymous - Posted: 4/24/2025
So happy to hear you felt right at home Lakeshia, that’s exactly the experience we aim to create! We’re glad you enjoyed the spacious layout, and we’d love to host you again whenever you’re ready for another relaxing stay.
Upstay staff
Posted: 7/2/2025
Rating 5
Home clean and stocked well. Representative did a great job of keeping us informed before and during the stay.
Anonymous - Posted: 3/28/2025
Thank you for your kind words Freenae! We’re so happy to hear you enjoyed the cleanliness and amenities, and that our team kept you well-informed throughout your stay. Providing excellent communication and a well-stocked home is a top priority for us! We’d be delighted to host you again anytime.
Upstay staff
Posted: 7/2/2025
Rating 5
This home was absolutely lovely. Every detail was thoughtful and made our stay extra special. The game rooms, movie room and themed rooms were extraordinary. This place was magnificent and we will definitely stay there again. Perfect in every way. The kids had a blast.
Anonymous - Posted: 12/18/2024
Thank you for your fantastic review! We're thrilled to hear you enjoyed every thoughtful detail and that the game rooms, movie room, and themed rooms added so much to your stay. It's wonderful to know the kids had a blast, and we look forward to welcoming you back for another extraordinary experience!
Upstay staff
Posted: 12/20/2024
Rating 5
Beautiful home with a very communicative host. Had a great time with my family. Would stay here again.
Anonymous - Posted: 11/13/2024
We are grateful for your review. Thank you so much! Hopefully, we will get to host your stay again in the future!
Upstay staff
Posted: 11/15/2024
Rating 5
This house was everything we needed and more , really felt like home. Ever single detail in the house was thought out , the kids loved their room. New construction , private and safe community! It really was above our expectations, would love to stay in this home again.
Anonymous - Posted: 10/22/2024
We are grateful for your review. Thank you so much! Hopefully, we will get to host your stay again in the future!
Upstay staff
Posted: 10/25/2024
Rating 5
Perfect for our family get away. Pool was nice and warm and the kids loved their room
Hannah H. - Posted:
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