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 Not Allowed Pets Not Allowed
  • Location: Orlando, Florida
  • Type: House
Location Location
Description Description
Your dream group getaway starts here! This 10-bedroom, 8.5-bathroom villa at Windsor Cay Resort is designed for large families and groups up to 26 guests seeking fun, comfort, and style—all just 9 miles from Disney and under an hour from Universal. Step inside to discover stunning themed bedrooms, vibrant entertainment spaces, and modern amenities that make every moment unforgettable.

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)

Why Stay With Upstay?
At Upstay, we make group travel effortless. Our homes are sparkling clean, thoughtfully equipped, and packed with fun—from themed bedrooms to resort-style perks. We handle the details so you can focus on making memories.

This isn’t just a vacation home—it’s your next great Orlando adventure.

• 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.

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, 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
June 2026
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14 $273 15 $274 16 $283 17 18 19 20
$389 21 $366 22 $328 23 $332 24 25 26 27
28 $378 29 $332 30        
July 2026
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$409 12 $322 13 $473 14 $385 15 16 17 18
19 $486 20 $490 21 $473 22 23 24 25
$485 26 $440 27 $344 28 $470 29 $477 30 $594 31  
August 2026
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$391 9 $349 10 $352 11 $365 12 $407 13 $458 14 $467 15
$418 16 $331 17 $329 18 $346 19 $418 20 21 22
23 $256 24 $239 25 26 27 28 29
30 31          
September 2026
Su Mo Tu We Th Fr Sa
    $254 1 $269 2 $357 3 $555 4 $554 5
$548 6 $275 7 $246 8 $265 9 $336 10 $387 11 $404 12
$331 13 $265 14 $336 15 $336 16 $340 17 $399 18 $409 19
$323 20 $339 21 $339 22 $339 23 $346 24 $415 25 $429 26
$330 27 $263 28 $263 29 $291 30      
October 2026
Su Mo Tu We Th Fr Sa
        $362 1 $421 2 $427 3
$336 4 $294 5 $286 6 $308 7 8 9 10
11 12 $398 13 $386 14 $428 15 $507 16 $478 17
$364 18 $366 19 $272 20 $294 21 $385 22 $474 23 $449 24
$340 25 $276 26 $258 27 28 29 30 31
November 2026
Su Mo Tu We Th Fr Sa
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$381 8 $383 9 $485 10 $490 11 $505 12 $495 13 $497 14
$388 15 $307 16 $329 17 $313 18 $395 19 $511 20 $653 21
$694 22 $838 23 $911 24 $1267 25 $1267 26 $1267 27 $1233 28
$451 29 $392 30          
December 2026
Su Mo Tu We Th Fr Sa
    $409 1 $313 2 $409 3 $457 4 $496 5
$373 6 $312 7 $303 8 $321 9 $408 10 $471 11 $505 12
$406 13 $343 14 $329 15 $347 16 $440 17 $716 18 $1120 19
20 21 22 23 24 25 26
27 28 29 30 31    
January 2027
Su Mo Tu We Th Fr Sa
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$460 10 $459 11 $455 12 $438 13 $421 14 $494 15 $544 16
$532 17 $391 18 $334 19 $355 20 $407 21 $467 22 $452 23
$406 24 $366 25 $342 26 $347 27 $406 28 $455 29 $449 30
$395 31            
February 2027
Su Mo Tu We Th Fr Sa
  $360 1 $342 2 $351 3 $429 4 $470 5 $476 6
$473 7 $428 8 $461 9 $475 10 $534 11 $642 12 13
14 15 16 $496 17 $508 18 $576 19 $537 20
$493 21 $460 22 $437 23 $450 24 $496 25 $578 26 $542 27
$493 28            
March 2027
Su Mo Tu We Th Fr Sa
  $513 1 $523 2 $510 3 $501 4 $653 5 $651 6
$587 7 $542 8 $512 9 $543 10 $607 11 $863 12 $877 13
$864 14 $880 15 $881 16 $885 17 $880 18 $977 19 $915 20
$838 21 $747 22 $654 23 $679 24 $1011 25 $1192 26 $1083 27
$1038 28 $1022 29 $1044 30 $1041 31      
April 2027
Su Mo Tu We Th Fr Sa
        $1225 1 $1075 2 $987 3
$832 4 $707 5 $704 6 $777 7 $1001 8 $801 9 $705 10
$548 11 $547 12 $553 13 $569 14 $577 15 $651 16 $996 17
$1041 18 $1244 19 $1238 20 $1235 21 $1273 22 $1273 23 $1270 24
$1263 25 $1152 26 $1136 27 $1137 28 $1148 29 $1139 30  
May 2027
Su Mo Tu We Th Fr Sa
            $575 1
$550 2 $402 3 $376 4 $387 5 $452 6 $529 7 $508 8
$437 9 $379 10 $358 11 $460 12 $460 13 $554 14 $522 15
$434 16 $560 17 $575 18 $724 19 $725 20 $735 21 $519 22
$477 23 $432 24 $406 25 $471 26 $600 27 $726 28 $727 29
$741 30 $598 31          
Swipe Swipe for Availability
Amenities 55 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
  • 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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