Stunning Resort Villa w Pool Hot Tub and Cinema
Private screened-in pool area with loungers and shaded dining space — perfect for relaxing days in the Florida sun.
Home theatre room with plush recliners, large screen and LED lighting for the ultimate movie-night experience.
Vibrant game room with glowing neon lights, gaming consoles and table games for endless fun.
Elegant dining area with seating for 10 guests, a modern chandelier, and open access to the living space.
Presented by Upstay
Private screened-in pool area with loungers and shaded dining space — perfect for relaxing days in the Florida sun.
Fully Equipped Outdoor Kitchen with BBQ Grill
Fully Furnished Outdoor Patio
Fully Furnished Patio with Dining Area
Rustic-style poker room with professional table, leather chairs and warm wood panelling.
Bright family lounge with large sectional sofa and sliding doors opening to the patio.
Bright family lounge with large sectional sofa and sliding doors opening to the patio.
Spacious open-plan living room with plush seating and large Smart TV, ideal for family evenings together.
Contemporary Lounge Area
Elegant dining area with seating for 10 guests, a modern chandelier, and open access to the living space.
Contemporary kitchen with breakfast bar seating, modern appliances and sleek cabinetry.
Chef-ready kitchen with a spacious refrigerator, ample counter space, and stylish breakfast stools.
Gourmet kitchen with large island, ideal for preparing group meals or casual morning coffee.
Stunning interior hallway
Futuristic arcade and foosball room with glowing blue décor and family-friendly entertainment.
Immersive gaming room with LED ceiling accents, a large screen and comfortable lounge seating.
Dedicated cinema-style entertainment room with tiered seating and mood lighting.
Rustic-style poker room with professional table, leather chairs and warm wood panelling.
Rustic-style poker room with work desk, leather chairs and warm wood panelling.
Stylish King Bedroom with en-suite bathroom and modern decor.
Stylish King Bedroom with a smart TV, en-suite bathroom, and modern decor.
Spacious King en-suite Bathroom with dual vanity and standing shower.
Spacious King en-suite Bathroom with dual vanity and standing shower.
Elegant Queen Bedroom with a Smart TV
Elegant Queen Bedroom with a Smart TV
Modern en-suite bathroom with combined bathtub and shower
Spacious King Bedroom suite with contemporary decor and a smart TV
Spacious King Bedroom suite with en-suite bathroom, contemporary decor and a smart TV
King Bedroom en-suite bathroom with a standing shower
Luxury Queen Bedroom with smart TV and en-suite bathroom
Luxury Queen Bedroom with smart TV and en-suite bathroom
Luxe King Bedroom Suite with a Smart TV
En-suite bathroom with a standing shower
Peaceful King Bedroom with an En-suite Bathroom and a Smart TV
Peaceful King Bedroom with an En-suite Bathroom and a Smart TV
En-suite bathroom with a standing shower
Queen Bedroom Suite with Modern Decor and En-suite Bathroom
Queen Bedroom Suite with Modern Decor and En-suite Bathroom
En-suite Bathroom with dual vanity and standing shower
En-suite bathroom with standing shower and jacuzzi
Marvel Avengers-themed bunk bedroom with slide and vibrant superhero graphics.
Marvel Avengers-themed bunk bedroom with slide and vibrant superhero graphics.
Avengers play loft with double bunks, TV and indoor slide for hours of imaginative fun.
Avengers play loft with double bunks, TV and indoor slide for hours of imaginative fun.
En-suite bathroom with standing shower
Colourful kids’ bedroom featuring a spiral slide, themed bedding, and playful energy.
Colourful kids’ bedroom featuring a spiral slide, themed bedding, and playful energy.
Colourful kids’ bedroom featuring a spiral slide, themed bedding, and playful energy.
Colourful kids’ bedroom featuring a spiral slide, themed bedding, and playful energy.
En-suite bathroom with standing shower
Cinderella-themed kids’ bedroom with pastel blue décor, fairytale murals and built-in bunk beds.
Cinderella-themed kids’ bedroom with pastel blue décor, fairytale murals and built-in bunk beds.
In-home laundry facilities
7 Bedroom Home Exterior and Driveway
Windsor Cay Resort Swimming Pool
Windsor Cay Resort Swimming Pool
Mini Golf at Windsor Cay Resort
Fully Equipped Fitness Center at Windsor Cay Resort
Fully Equipped Fitness Center at Windsor Cay Resort
The Arcade Games Room at the Resort Clubhouse
Firepit and Resort Restaurant
Windsor Cay Resort Hot Tub
Windsor Cay Resort Children's Pool
Waterslides at the Windsor Cay Resort
Waterslides at the Windsor Cay Resort
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House - Rating 5 (4)

Stunning Resort Villa w Pool Hot Tub and Cinema

Bedroom 10 bedrooms
Bathroom 8 baths
Guests 26 guests
Pets Allowed Pets Allowed
  • Location: Orlando, Florida
  • Type: House
Location Location
Description Description
Private Poolside Paradise
• Private swimming pool and hot tub with optional heating
• Furnished patio with loungers, shaded seating & outdoor dining for 8
• BBQ grill for poolside feasts
• Beach chairs & umbrella for your comfort

Get Your Game On!
The garage has been transformed into a full game room—the perfect hangout spot for guests of all ages:
• Shuffleboard
• Foosball
• Poker Table
• Arcade Games

Eat, Lounge & Gather
• Open-concept layout for connection and relaxation
• Spacious living area with large Smart TV and plush seating
• Fully equipped kitchen with modern appliances, cookware, and utensils
• Indoor dining area for large group meals

Dream Big, Sleep Easy
Each bedroom is uniquely designed with its own personality and flair:
• Velvet Navy King Suite | Ensuite bath
• Navy & Wood King Suite | Shared bath
• Cream & Wood Queen Room
• Cinderella-Themed Bunk Room
• Avengers-Themed Bunk Room | Ensuite bath
• Gray & Motorcycle Queen Room
• Velvet Grey Queen Room | Shared bath
• Mickey Safari-Themed Bunk Room | Ensuite bath
• Tan King Suite | Ensuite bath
• Burnt Orange King Suite | Ensuite bath

Bedroom Breakdown
• Bedroom 1: King bed
• Bedroom 2: King bed
• Bedroom 3: Queen bed
• Bedroom 4 (2 Queen): Bunk bed
• Bedroom 5 (2 Twin): 2 bunk beds
• Bedroom 6: Queen bed
• Bedroom 7: Queen bed
• Bedroom 8 (2 Twin): 2 bunk beds
• Bedroom 9: King bed
• Bedroom 10: King bed

Enjoy complimentary access to the Windsor Cay Resort clubhouse, which features:
• Zero-entry resort pool & lazy river
• Hot tub & cabanas
• Kids’ splash zone & water slides
• Mini-golf & volleyball courts
• Fitness center & arcade room
• Blue Lagoon Tavern & Grille (Mon–Wed: 12:00 PM – 5:00 PM & Thu–Sun: 11:00 AM – 6:00 PM)

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.

• 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.

• Pool service is scheduled weekly and may occur during your stay. This is a brief visit, and technicians will only access the pool area.
• The basketball arcade is currently out of order.

Pet Friendly:
• Pets are welcome at our property. A maximum of two pets under 60 lbs each is permitted. A pet fee of USD 139 per pet will be added to the reservation when pets are included at the time of booking. If pets are not declared during booking, the applicable fee will be charged separately.

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)
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 3 4 5 6 $274 7
$200 8 $200 9 $200 10 11 12 13 14
$160 15 $160 16 $160 17 $160 18 $162 19 $406 20 $460 21
$384 22 23 24 25 26 $894 27 $777 28
$268 29 $228 30          
December 2026
Su Mo Tu We Th Fr Sa
    $263 1 $232 2 3 4 5
$200 6 $200 7 $200 8 $200 9 $200 10 $360 11 $387 12
$200 13 $200 14 $200 15 $200 16 $200 17 18 19
20 $515 21 $765 22 23 24 25 26
$1097 27 $1106 28 $1099 29 $1150 30 $1145 31    
January 2027
Su Mo Tu We Th Fr Sa
          $807 1 $793 2
$499 3 $271 4 $267 5 $281 6 $337 7 $415 8 $430 9
$350 10 $280 11 $268 12 $284 13 $373 14 $506 15 $507 16
$501 17 $396 18 $296 19 $310 20 $362 21 $429 22 $431 23
$379 24 $327 25 $311 26 $316 27 $401 28 $436 29 $439 30
$380 31            
February 2027
Su Mo Tu We Th Fr Sa
  $331 1 $313 2 $322 3 $413 4 $458 5 $459 6
$402 7 $427 8 $377 9 $391 10 $489 11 $661 12 13
14 15 16 $547 17 $547 18 $551 19 $512 20
$444 21 $415 22 $398 23 $425 24 25 26 27
$461 28            
March 2027
Su Mo Tu We Th Fr Sa
  $412 1 $388 2 $413 3 $466 4 $542 5 $587 6
$526 7 $557 8 $588 9 $589 10 $741 11 $942 12 $909 13
$886 14 $922 15 $894 16 $925 17 $945 18 $1025 19 $991 20
$925 21 $925 22 $912 23 $654 24 $921 25 $1160 26 $1015 27
$861 28 $785 29 $901 30 $851 31      
April 2027
Su Mo Tu We Th Fr Sa
        $982 1 $896 2 $808 3
$646 4 $757 5 $702 6 $762 7 $944 8 $826 9 $760 10
$776 11 $564 12 $576 13 $603 14 $1235 15 $1372 16 $1367 17
$1321 18 $1322 19 $1320 20 $1327 21 $1334 22 $1239 23 $1174 24
$1161 25 $1110 26 $1008 27 $1022 28 $1046 29 $1047 30  
May 2027
Su Mo Tu We Th Fr Sa
            $723 1
$533 2 $450 3 $443 4 $609 5 $660 6 $626 7 $655 8
$674 9 $568 10 $526 11 $520 12 $513 13 $621 14 $611 15
$505 16 $591 17 $614 18 $813 19 $851 20 $854 21 $593 22
$512 23 $488 24 $468 25 $492 26 $581 27 $853 28 $846 29
$836 30 $717 31          
June 2027
Su Mo Tu We Th Fr Sa
    $669 1 $545 2 $651 3 $739 4 $722 5
$770 6 $777 7 $791 8 $840 9 $840 10 $890 11 $824 12
$799 13 $834 14 $775 15 $899 16 $958 17 $948 18 $942 19
$930 20 $906 21 $955 22 $980 23 $1003 24 $1050 25 $1045 26
$1046 27 $1061 28 $1164 29 $1177 30      
July 2027
Su Mo Tu We Th Fr Sa
        $1207 1 $1334 2 $1333 3
$1329 4 $950 5 $950 6 $959 7 $1029 8 $1062 9 $1040 10
$856 11 $961 12 $964 13 $992 14 $1018 15 $1085 16 $1075 17
$918 18 $886 19 $856 20 $797 21 $857 22 $1023 23 $1006 24
$766 25 $698 26 $742 27 $746 28 $759 29 $894 30 $831 31
August 2027
Su Mo Tu We Th Fr Sa
$644 1 $597 2 $565 3 $606 4 $641 5 $722 6 $674 7
$571 8 $587 9 $512 10 $529 11 $573 12 $651 13 $604 14
$531 15 $485 16 $464 17 $473 18 $505 19 $565 20 $558 21
$504 22 $450 23 $426 24 $438 25 $496 26 $561 27 $505 28
$426 29 $379 30 $363 31        
September 2027
Su Mo Tu We Th Fr Sa
      $380 1 $437 2 $616 3 $614 4
$610 5 $402 6 $340 7 $343 8 $376 9 $416 10 $405 11
$384 12 $414 13 $414 14 $414 15 $399 16 $433 17 $418 18
$400 19 $372 20 $349 21 $360 22 $400 23 $449 24 $439 25
$388 26 $372 27 $353 28 $366 29 $411 30    
October 2027
Su Mo Tu We Th Fr Sa
          $446 1 $440 2
$397 3 $403 4 $416 5 $412 6 $515 7 $557 8 $541 9
$542 10 $381 11 $404 12 $406 13 $453 14 $504 15 $477 16
$425 17 $438 18 $455 19 $444 20 $443 21 $485 22 $468 23
$398 24 $371 25 $325 26 $338 27 $409 28 $484 29 $539 30
$626 31            
Swipe Swipe for Availability
Amenities 56 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • 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 tub
  • Hot water
  • Indoor fireplace
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Pets allowed
  • 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
  • Town
  • TV
  • Washer
  • Wireless Internet
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool
Reviews Rating 5 (4) Reviews
Rating 5
Exceeded our expectations. Great option to staying on property at Disney with a large group. Also made time away from parks very enjoyable and relaxing for our extended family
Anonymous - Posted: 2/24/2026
Thank you, Ellen, for your wonderful feedback! We're delighted to hear that your stay exceeded expectations and that our place served as a great base for your family during your Disney adventure. It’s fantastic to know that you found time to relax and enjoy each other's company away from the parks. We hope to welcome you all back for another memorable getaway soon!
Upstay staff
Posted: 2/26/2026
Rating 5
Nuestra estadía en esta casa en Orlando fue excelente de principio a fin. La casa es realmente hermosa, casi a estrenar, muy cómoda, moderna y súper bien equipada. Todo estaba impecable y tal como se ve en las fotos. Queremos destacar especialmente a Luciana, la anfitriona, que fue atenta, amable y siempre disponible antes y durante toda la estadía. Estuvo pendiente de cada detalle y tuvo un gesto que nos emocionó muchísimo: nos recibió con una sorpresa por el cumpleaños de mi hija. Sin dudas, recomendamos esta casa y a Luciana como anfitriona. Volveríamos a elegir este lugar sin pensarlo. Fue una experiencia hermosa y muy cuidada en todos los sentidos.
Anonymous - Posted: 2/7/2026
We are so happy to hear that your stay in our house was excellent from start to finish. We work hard to keep the home in pristine condition and are glad you found everything so clean and cozy. It is gratifying to know that we managed to make your celebration even more special. We sincerely appreciate your recommendation and look forward to the opportunity to host you again in the future. Your satisfaction is our greatest reward.
Upstay staff
Posted: 2/9/2026
Rating 5
We rented this place to celebrate our 35th wedding anniversary with family. From start to finish this experience was beyond 5 star. Communication was done consistently to ensure our comfort. Response to questions almost instantaneous. Access to resort a big plus. Resort personnel so friendly, professional and helpful. From 7 months old to 64 years old this home was enjoyed by all. I can think of nothing that wasn’t available to us. Being close to the airport and other favourite Orlando sites was terrific. I look forward to renting this place in the future. Truly a great time our thanks for making it memorable.
Anonymous - Posted: 1/27/2026
Thank you, Jane, for your wonderful review! It brings us immense joy to know that you and your family had such a memorable time celebrating your 35th wedding anniversary with us. We’re thrilled that it worked out well for your plans. We can’t wait to welcome you back for another stay in the future! Your kind words mean a lot to us.
Upstay staff
Posted: 1/28/2026
Rating 5
I really enjoyed my stay there and the location was awesome… Really enjoyed the space and amenities…
Anonymous - Posted: 12/13/2025
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