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
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 $300 13
14 15 16 17 18 19 20
21 $329 22 $298 23 $286 24 $334 25 26 27
$374 28 $374 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 $492 20 $390 21 $392 22 $434 23 $631 24 $597 25
$471 26 $375 27 $365 28 $388 29 $460 30 $535 31  
August 2026
Su Mo Tu We Th Fr Sa
            $507 1
$385 2 $386 3 $378 4 $371 5 $378 6 $496 7 $460 8
$308 9 $289 10 $272 11 $289 12 $327 13 $433 14 $404 15
$352 16 $283 17 $270 18 $294 19 $334 20 $374 21 $361 22
$305 23 $268 24 $253 25 $254 26 $291 27 $329 28 $317 29
$257 30 $205 31          
September 2026
Su Mo Tu We Th Fr Sa
    $198 1 $207 2 $307 3 $439 4 $444 5
$434 6 $272 7 $195 8 $200 9 $247 10 $300 11 $300 12
$246 13 $208 14 $275 15 $259 16 $294 17 $321 18 $321 19
$278 20 $276 21 $290 22 $265 23 $267 24 $305 25 $302 26
$263 27 $212 28 $212 29 $223 30      
October 2026
Su Mo Tu We Th Fr Sa
        $282 1 $300 2 $305 3
$276 4 $235 5 $276 6 $288 7 $322 8 $409 9 $413 10
$399 11 $316 12 $304 13 $317 14 $322 15 $334 16 $321 17
$285 18 $290 19 $290 20 $301 21 $284 22 $332 23 $328 24
$289 25 $238 26 $221 27 $237 28 $294 29 $325 30 $328 31
November 2026
Su Mo Tu We Th Fr Sa
$289 1 $233 2 $221 3 $297 4 $295 5 $342 6 $344 7
$296 8 $247 9 $358 10 $357 11 $367 12 $379 13 $395 14
$343 15 $280 16 $294 17 $246 18 $307 19 $419 20 $559 21
$615 22 $659 23 $708 24 $1096 25 $1098 26 $1094 27 $970 28
$418 29 $332 30          
December 2026
Su Mo Tu We Th Fr Sa
    $301 1 $252 2 $308 3 $389 4 $357 5
$298 6 $233 7 $237 8 $257 9 $307 10 $382 11 $403 12
$316 13 $288 14 $263 15 $275 16 $319 17 $496 18 $730 19
$938 20 $972 21 $1017 22 $1145 23 $1148 24 $1133 25 $1130 26
$1055 27 $1049 28 $1055 29 $1099 30 $1099 31    
January 2027
Su Mo Tu We Th Fr Sa
          $1045 1 $905 2
$569 3 $472 4 $392 5 $380 6 $359 7 $430 8 $380 9
$329 10 $273 11 $259 12 $273 13 $310 14 $372 15 $422 16
$412 17 $291 18 $254 19 $272 20 $315 21 $329 22 $327 23
$299 24 $274 25 $312 26 $315 27 $320 28 $338 29 $344 30
$307 31            
February 2027
Su Mo Tu We Th Fr Sa
  $277 1 $267 2 $276 3 $315 4 $339 5 $354 6
$331 7 $322 8 $306 9 $332 10 $386 11 $494 12 $594 13
$581 14 $415 15 $367 16 $374 17 $396 18 $446 19 $409 20
$353 21 $339 22 $358 23 $358 24 $394 25 $415 26 $388 27
$330 28            
March 2027
Su Mo Tu We Th Fr Sa
  $292 1 $283 2 $291 3 $331 4 $480 5 $489 6
$526 7 $530 8 $532 9 $536 10 $541 11 $650 12 $665 13
$652 14 $643 15 $639 16 $643 17 $649 18 $653 19 $613 20
$549 21 $544 22 $597 23 $650 24 $670 25 $757 26 $745 27
$717 28 $717 29 $667 30 $733 31      
April 2027
Su Mo Tu We Th Fr Sa
        $805 1 $727 2 $680 3
$717 4 $717 5 $669 6 $669 7 $693 8 $616 9 $553 10
$717 11 $717 12 $717 13 $435 14 $441 15 $622 16 $481 17
$712 18 $883 19 $866 20 $868 21 $905 22 $908 23 $912 24
$903 25 $856 26 $838 27 $838 28 $840 29 $840 30  
May 2027
Su Mo Tu We Th Fr Sa
            $390 1
$299 2 $262 3 $261 4 $263 5 $315 6 $345 7 $370 8
$369 9 $351 10 $329 11 $308 12 $301 13 $363 14 $364 15
$321 16 $252 17 $241 18 $542 19 $549 20 $567 21 $393 22
$372 23 $288 24 $270 25 $289 26 $371 27 $505 28 $508 29
$490 30 $408 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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