Upstay Disney Family Adventure with Pool Hot Tub
Bright living area perfect for relaxing, family time, or cozy movie nights together
Dine in style at a table for 10 ready for meals and gatherings with family and friends
Kids can race into fun in a Toy Story-themed room with car-shaped beds and space to play
Second-floor living area with billiards and sofa for families, kids, and friends to relax and play
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
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
Marvel-themed playroom featuring ping pong and air hockey for fun with family and friends
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
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 two single beds, where young wizards can play, imagine, and rest
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
July 2026
Su Mo Tu We Th Fr Sa
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26 $180 27 $180 28 $180 29 30 31  
August 2026
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$200 2 $195 3 $201 4 $191 5 $199 6 7 8
9 10 11 12 13 14 $317 15
$202 16 $187 17 $180 18 19 20 21 22
23 $180 24 $180 25 $180 26 27 28 29
30 $180 31          
September 2026
Su Mo Tu We Th Fr Sa
    $180 1 $180 2 $187 3 $308 4 $315 5
$276 6 $189 7 $180 8 $180 9 $180 10 $300 11 $300 12
$180 13 $180 14 $180 15 $180 16 $184 17 $300 18 $300 19
$193 20 $185 21 $194 22 $194 23 $225 24 $300 25 $300 26
$244 27 $194 28 $184 29 $201 30      
October 2026
Su Mo Tu We Th Fr Sa
        $250 1 $300 2 3
4 5 6 7 8 9 $375 10
$354 11 $302 12 $298 13 $310 14 $301 15 $306 16 $300 17
$254 18 $261 19 $261 20 $261 21 $261 22 $301 23 $300 24
$260 25 $212 26 $195 27 $214 28 $259 29 $300 30 $300 31
November 2026
Su Mo Tu We Th Fr Sa
$260 1 $212 2 $268 3 $267 4 $271 5 $316 6 $317 7
$277 8 $282 9 $315 10 $315 11 $327 12 $340 13 $357 14
$303 15 $246 16 $262 17 $225 18 $281 19 $378 20 $483 21
$520 22 $585 23 $635 24 $1000 25 $901 26 $895 27 $771 28
$371 29 $304 30          
December 2026
Su Mo Tu We Th Fr Sa
    $272 1 $232 2 $278 3 $353 4 $325 5
$273 6 $228 7 $220 8 $241 9 $289 10 $372 11 $387 12
$305 13 $274 14 $241 15 $258 16 $308 17 $475 18 $656 19
$919 20 $991 21 $1021 22 $1043 23 $1044 24 $1043 25 26
27 28 29 30 31    
January 2027
Su Mo Tu We Th Fr Sa
          1 $786 2
$498 3 $374 4 $357 5 $305 6 $322 7 $389 8 $335 9
$293 10 $238 11 $228 12 $243 13 $286 14 $349 15 $389 16
$380 17 $261 18 $222 19 20 21 22 23
24 25 26 $233 27 $270 28 $300 29 $300 30
$274 31            
February 2027
Su Mo Tu We Th Fr Sa
  $291 1 $289 2 $296 3 $295 4 $317 5 $326 6
$309 7 $300 8 $277 9 $299 10 $350 11 $446 12 $511 13
$505 14 $380 15 $337 16 $349 17 $369 18 $416 19 $374 20
$320 21 $298 22 $293 23 $335 24 25 26 27
28            
March 2027
Su Mo Tu We Th Fr Sa
  1 $262 2 $264 3 $307 4 $424 5 $441 6
$506 7 $479 8 $470 9 $481 10 $457 11 $586 12 $601 13
$563 14 $576 15 $579 16 $582 17 $596 18 $587 19 $574 20
$506 21 $504 22 $597 23 $597 24 $597 25 $722 26 $728 27
$717 28 $717 29 $680 30 $705 31      
April 2027
Su Mo Tu We Th Fr Sa
        $778 1 $685 2 $641 3
$717 4 $717 5 $536 6 $596 7 $651 8 $578 9 $526 10
$717 11 $717 12 $717 13 $717 14 $717 15 $573 16 $668 17
$783 18 $884 19 $878 20 $882 21 $907 22 $940 23 $937 24
$926 25 $875 26 $857 27 $858 28 $855 29 $809 30  
May 2027
Su Mo Tu We Th Fr Sa
            $373 1
$287 2 $245 3 $235 4 $257 5 $289 6 $322 7 $337 8
$276 9 $241 10 $241 11 $241 12 $275 13 $331 14 $327 15
$321 16 $241 17 $241 18 $489 19 $508 20 $510 21 $354 22
$372 23 $244 24 $232 25 $289 26 $343 27 $459 28 $457 29
$433 30 $312 31          
June 2027
Su Mo Tu We Th Fr Sa
    $378 1 $404 2 $352 3 $404 4 $433 5
$433 6 $436 7 $436 8 $453 9 $506 10 $499 11 $477 12
$551 13 $576 14 $592 15 $591 16 $605 17 $610 18 $651 19
$578 20 $597 21 $602 22 $522 23 $604 24 $630 25 $603 26
$632 27 $632 28 $623 29 $647 30      
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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