Upstay Disney Family Adventure with Pool Hot Tub
Bright living area perfect for relaxing, family time, or cozy movie nights together
Second-floor living area with billiards and sofa for families, kids, and friends to relax and play
Marvel-themed playroom featuring ping pong and air hockey for fun with family and friends
Harry Potter room with two single beds, where young wizards can play, imagine, and rest
Presented by Upstay
Large pool with hot tub for family fun, swimming, and relaxing together
Relax by the pool while enjoying the view and spending time with family and friends
Relax by the pool while enjoying meals, entertainment, and quality time with family and friends
Spacious living area for relaxing, connecting, and making memories with family and friends
Dining area for families or groups to gather, enjoy meals, and share special moments
Dine in style at a table for 10 ready for meals and gatherings with family and friends
Kitchen with full setup and center island ideal for cooking, prepping, and sharing meals
Kitchen island with high chairs for casual meals, chatting, or extending dining and relaxing together
Open first-floor layout connecting living, dining, kitchen, and pool for seamless family fun
Hallway connecting to the second floor and main area, guiding guests through spacious, open living
Full game room with TV, game chairs, and activities for fun with family and friends
Open living area with comfy seating, perfect for gathering, relaxing, and spending time together
Billiard table connected to round table and chairs for fun, meals, and socializing with guests
Round table for 6 with surrounding seating, perfect for meals, gatherings, and socializing together
Billiard table flowing into living area where family and friends can relax, play, and connect
King-size bedroom with cozy linens and space to relax, unwind, and enjoy comfort
Spacious king bedroom with 65-inch smart TV, perfect for relaxing, unwinding, and settling in
Bathroom with bathtub and walk-in shower, perfect for relaxing and refreshing after a long day
Well-lit bathroom with double sinks and mirror, ideal for getting ready with ease and comfort
Ocean-inspired bedroom with king bed, headboard, bedside lamps, and ceiling fan for cozy comfort
King bedroom with 65-inch smart TV and bathroom, perfect for relaxing, watching shows, and recharging
Well-lit bathroom with walk-in shower and amenities for a refreshing and comfortable stay
King bedroom with cozy lighting and headboard, perfect for relaxing, reading, or unwinding
King bedroom with 65-inch TV and sliding closet, perfect for relaxing, enjoying shows, and unwinding
Bathroom with walk-in shower, sink area, and essentials for refreshing and getting ready
King bedroom with headboard, ceiling fan, and bedside lamps, perfect for relaxing and unwinding
Tropical-themed king bedroom with 65-inch TV, perfect for relaxing, watching shows, and unwinding
Bathroom with walk-in shower and essentials, ready for a refreshing and convenient stay
Kids can race into fun in a Toy Story-themed room with car-shaped beds and space to play
Toy Story room with two single car-shaped beds where kids can play, imagine, and drift to sleep
Toy Story room with TV for shows and bathroom for quick, fun, and easy refresh
Bathroom with walk-in shower, perfect for easy, fun, and kid-friendly refresh
Harry Potter room with magical candle-style lamps, perfect for young wizards to imagine and play
Harry Potter room with 55-inch TV and bathroom access, perfect for relaxing and enjoying shows
Jack and Jill bathroom with walk-in shower connecting to Moana room, share the fun and refresh
Moana room with a boat-shaped queen bed where kids can sail into adventure
Moana room with 55-inch TV, perfect for kids to watch shows and sail into adventure
Star Wars room with two single beds, surrounded by starships, where young Jedi can battle and play
Star Wars room where kids can imagine battling with fighter jets in an epic galactic adventure
Star Wars room with 55-inch TV, perfect for young Jedi to watch shows and plan galactic battles
Bathroom with walk-in shower, tub, and double sinks, perfect for fun and easy refresh
Step into a Frozen ice castle with double-deck beds, where kids can sleep, play, and imagine
Spacious Frozen room with character-framed walls and wardrobe, perfect for kids to imagine and play
Frozen room with 55-inch TV, where kids can watch shows and imagine adventures from their beds
Bedroom with two queen beds and headboards, perfect for relaxing, unwinding, and restful sleep
Bedroom with 55-inch TV and cozy corner chair, perfect for relaxing, watching shows, and unwinding
Bathroom with walk-in shower and essentials, perfect for a refreshing and convenient stay
Washer and dryer available for guest use, making your stay easy and convenient
Modern two-story home with garage and parking space for 2 cars
Enjoy Windsor Island Resort with a pool, lazy river, splash zone, and sports courts—perfect for family fun and unforgettable memories.
Enjoy Windsor Island Resort with a pool, lazy river, splash zone, and sports courts—perfect for family fun and unforgettable memories.
Enjoy Windsor Island Resort with a pool, lazy river, splash zone, and sports courts—perfect for family fun and unforgettable memories.
Enjoy Windsor Island Resort with a pool, lazy river, splash zone, and sports courts—perfect for family fun and unforgettable memories.
Enjoy Windsor Island Resort with a pool, lazy river, splash zone, and sports courts—perfect for family fun and unforgettable memories.
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House

Upstay Disney Family Adventure with Pool Hot Tub

Bedroom 10 bedrooms
Bathroom 8 baths
Guests 20 guests
Pets Allowed Pets Allowed
  • Location: Orlando, Florida
  • Type: House
  • View: Downtown
Location Location
Description Description
Create Magical Memories
After a day at Disney, unwind in a space designed for fun and connection
• Private pool for adults to relax
• Hot tub for extra relaxation
• BBQ grill, sun loungers, and dining area for outdoor fun

Gather, Dine, and Connect
Enjoy shared meals and family time in a space designed for connection
• Fully equipped kitchen with center island for easy prep and serving
• Dining table comfortably seats 10, with essentials included
• Gather on comfortable seating for 8 and watch your favorite shows
• Stay connected with high-speed WiFi for work, play, and family fun
• Refreshment station with bar chiller, between dining area and patio

Play, Laugh, and Compete
Have fun with a variety of games at the property:
• Ping pong
• Pool table
• Air hockey

Rest, Dream, and Play
This home offers 10 bedrooms designed for comfort and fun:
• King Room with Bathtub – king bed, private ensuite bathroom with tub, perfect for relaxing and soaking after a day at Disney
• Toy Story Room – two single beds let kids play alongside Woody and Buzz, watch adventures, and enjoy their own private ensuite shower
• Frozen Room – twin bunk beds in an Arendelle-inspired space for movie nights with Anna and Elsa and a private ensuite shower
• Moana Room – tropical-inspired space with a queen bed and Jack and Jill bath shared with the Harry Potter room
• Harry Potter Room – young wizards can relax with two single beds and a Jack and Jill bath connecting to the Moana room
• Other King Bedrooms – king beds with private ensuite walk-in showers, bright, spacious, and ideal for unwinding
• Queen Bedroom – queen bed with private ensuite walk-in shower, comfortable and inviting for a restful stay
All bedrooms are equipped with Smart TVs for streaming your favorite shows

Windsor Island Resort Amenities (Included):
• Massive resort pool with lazy river & dual waterslides
• Kids' splash zone and playground
• Fitness center, sports courts, and arcade
• Clubhouse with restaurant & bar
• Daily entertainment & family activities (some may require a fee, including mini-golf)

• 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 Island requires advance guest registration. The HOA office operates 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 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 (collected after booking)

Additional Services:
• Pool and hot tub heating (optional): $45/night per service or $79/night for both
(minimum 2-night stay required)
• BBQ propane tank: one-time $69 charge (please request at least 24 hours 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)
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 $240 7
$144 8 $144 9 $144 10 11 12 13 14
$144 15 $144 16 $144 17 $144 18 19 20 21
$180 22 $180 23 $201 24 25 26 27 28
$162 29 $162 30          
December 2026
Su Mo Tu We Th Fr Sa
    $162 1 2 3 4 5
$162 6 $162 7 $162 8 $162 9 $162 10 $300 11 $300 12
$162 13 $162 14 $162 15 $162 16 17 18 19
$409 20 21 22 23 24 25 26
27 28 29 30 31    
January 2027
Su Mo Tu We Th Fr Sa
          1 $638 2
$229 3 $180 4 $180 5 $209 6 $224 7 $347 8 $310 9
$238 10 $197 11 $190 12 $202 13 $255 14 $356 15 $371 16
$369 17 $274 18 $213 19 20 21 22 23
24 25 26 $275 27 $285 28 $300 29 $300 30
$266 31            
February 2027
Su Mo Tu We Th Fr Sa
  $245 1 $234 2 $250 3 $291 4 $318 5 $324 6
$302 7 $303 8 $304 9 $306 10 $345 11 $481 12 $493 13
$486 14 15 16 17 18 19 20
21 $238 22 $232 23 $254 24 25 26 27
28            
March 2027
Su Mo Tu We Th Fr Sa
  1 $275 2 $292 3 $336 4 $368 5 $366 6
$328 7 $275 8 $265 9 $344 10 $441 11 $596 12 $589 13
$568 14 $637 15 $654 16 $595 17 $590 18 $605 19 $602 20
$482 21 $558 22 $559 23 $464 24 $594 25 $740 26 $709 27
$685 28 $654 29 $658 30 $664 31      
April 2027
Su Mo Tu We Th Fr Sa
        $670 1 $634 2 $582 3
$461 4 $479 5 $520 6 $548 7 $649 8 $599 9 $552 10
$414 11 $400 12 $418 13 $433 14 $466 15 $695 16 $764 17
$853 18 $1017 19 $1017 20 $899 21 $901 22 $897 23 $893 24
$874 25 $794 26 $798 27 $819 28 $830 29 $775 30  
May 2027
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 $379 8
$377 9 $269 10 $256 11 $277 12 $332 13 $397 14 $394 15
$326 16 $287 17 $260 18 $513 19 $513 20 $519 21 $395 22
$372 23 $308 24 $291 25 $298 26 $398 27 $515 28 $504 29
$470 30 $359 31          
June 2027
Su Mo Tu We Th Fr Sa
    $346 1 $365 2 $430 3 $487 4 $495 5
$486 6 $520 7 $505 8 $540 9 $582 10 $547 11 $541 12
$553 13 $573 14 $601 15 $614 16 $640 17 $660 18 $614 19
$639 20 $627 21 $666 22 $693 23 $766 24 $794 25 $751 26
$739 27 $722 28 $785 29 $798 30      
July 2027
Su Mo Tu We Th Fr Sa
        $830 1 $945 2 $939 3
$933 4 $749 5 $721 6 $717 7 $763 8 $733 9 $692 10
$518 11 $489 12 $483 13 $497 14 $629 15 $718 16 $667 17
$590 18 $463 19 $439 20 $554 21 $587 22 $690 23 $669 24
$556 25 $515 26 $543 27 $508 28 $547 29 $653 30 $566 31
August 2027
Su Mo Tu We Th Fr Sa
$477 1 $405 2 $480 3 $454 4 $458 5 $521 6 $487 7
$403 8 $356 9 $407 10 $369 11 $415 12 $444 13 $411 14
$369 15 $380 16 $321 17 $331 18 $367 19 $402 20 $378 21
$348 22 $300 23 $275 24 $312 25 $318 26 $352 27 $328 28
$328 29 $257 30 $245 31        
September 2027
Su Mo Tu We Th Fr Sa
      $248 1 $281 2 $421 3 $417 4
$420 5 $238 6 $207 7 $208 8 $249 9 $345 10 $300 11
$258 12 $225 13 $219 14 $262 15 $268 16 $305 17 $301 18
$276 19 $270 20 $271 21 $271 22 $273 23 $312 24 $309 25
$272 26 $235 27 $234 28 $250 29 $289 30    
October 2027
Su Mo Tu We Th Fr Sa
          $324 1 $333 2
$279 3 $277 4 $275 5 $260 6 $301 7 $383 8 $381 9
$376 10 $257 11 $281 12 $281 13 $312 14 $334 15 $325 16
$284 17 $285 18 $242 19 $252 20 $290 21 $324 22 $304 23
$262 24 $243 25 $238 26 $277 27 $305 28 $360 29 $379 30
$334 31            
Swipe Swipe for Availability
Amenities 60 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Dryer in common space
  • Emergency exit
  • 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
  • Internet
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Pack ’n Play/travel crib
  • 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
  • Washer in common space
  • Wireless Internet
Resorts
  • WindsorIslandResort
  • Communal pool
  • Game room
  • HarryPotter Theme Room
  • Outdoor pool
  • Princess Theme Room
  • Private pool
  • Swimming pool
  • Tropical Theme Room
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