House

Upstay 20 Guest Home w Pool Arcade Hot Tub Cinema


Bedroom 10 bedrooms
Bathroom 8 baths
Guests 20 guests
Pets Allowed Pets Allowed

  • Location: Orlando, Florida
  • Type: House

Location Location

Description Description
Home Features:
- 10 Bedrooms including Immersive Kids Theme Rooms
- 8 Bathrooms
- Star Wars Themed Games Room
- In-Home Movie Theater with Projection Screen
- Furnished Sundeck
- Private Swimming Pool and Hot Tub
- Indoor & Outdoor Dining Spaces
- BBQ Grill
- Fully Equipped Kitchen
- Spacious Living Room with Smart TV
- Multiple Laptop Friendly Dedicated Workstation
- High Speed WiFi Connection
- In-Home Laundry Machines
- Free Onsite Parking for 3 Vehicles
- Resort Access

Windsor Island Resort Amenities:
- Aloha Clubhouse and Store
- Walk in Lagoon Pool
- Lazy River
- Waterslides
- Kids Water Playground Splash Pad
- Outdoor Hot Tub
- Game Room
- Fitness Center
- Miniature Golf
- Fire pit with view of Disney fireworks
- Cafe and Ice Cream Shop
- Umbrella Seating, Hammocks, and Poolside Cabanas
- Sand Volleyball
- Sports and Basketball Court
- Supersized Connect-4 and Cornhole Games
- Blue Marlin Grille Restaurant
- Rumbrellas Poolside Bar

This gorgeous mansion is designed with families and groups in mind, offering spacious living areas, modern conveniences, and private amenities. The home features 10 spacious bedrooms, a fully equipped kitchen, a private pool and hot tub with a screened-in lanai, and plenty of comfortable lounging spaces to unwind after a day of exploring.

The games room is packed full of entertainment - billiards, air hockey, skee ball and game consoles - to keep even the fussiest teens happy! And after a long day at the parks, why not kick back and relax with a movie on the big screen? The in-house movie room has a large projection screen and cinematic seating for the real Hollywood experience.

Whether your a seasoned chef or prefer take-out, the fully equipped kitchen will put a smile on your face. We're talking new stainless steel appliances, large kitchen island, and plenty of countertop and cupboard space. Plus you'll have your choice of dining areas - casual at the kitchen island bar, the large capacity formal dining table, or poolside on the patio. And you can add BBQ to the menu - thanks to your outdoor grill.

The property is just 8 miles from Walt Disney World Resort and just a short drive from Universal Orlando and SeaWorld, making it a prime spot for theme park lovers. Additionally, nearby Lake Louisa State Park provides a stunning natural escape with opportunities for hiking, fishing, and kayaking​.

This home is located at the new Windsor Cay community, and while the clubhouse amenities are under construction, our guests get complimentary access to the Windsor Island Resort. Windsor Island Resort is the sister resort to the very popular Windsor at Westside resort close by. Windsor Island has amazing clubhouse amenities inspired by Hawaii. The community water park is the largest of the Windsor resorts and features a lazy river, waterslides, mini golf and more.

Book your stay today!

Please Note: Our home is located in a newly developed community, and while the property itself is fully ready for your stay, you may notice some ongoing landscaping work in the surrounding area. This is part of the final stages of the community’s development.

Bedrooms Layout:
FIRST FLOOR:
- 1 King bedroom
- 1 King bed with ensuite
SECOND FLOOR:
- 1 Queen bed with ensuite
- 2 Twin beds with ensuite (Harry Potter Room)
- 1 Queen bed with ensuite
- 2 Twin beds (The Lion King Room)
- 2 Twin beds (Frozen Room)
- 1 King bed with ensuite
- Bunk bed with Ball Pit (Pixar Room)
- 2 Twin beds

Important Notice:

To ensure smooth access to Windsor Island, guests need to be registered in advance. The HOA office is open 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 and up in a timely manner so we can handle the registration for you. Thank you!

• Please note that the clubhouse and facilities are currently under construction, so access to those amenities is not available at this time. Thank you for your understanding!
• Our home is located in a newly developed community, and while the property itself is fully ready for your stay, you may notice some ongoing landscaping work in the surrounding area. This is part of the final stages of the community’s development.


Pet Friendly:
• Pets up to 70lbs. are very welcome at our home. The pet fee is $129/animal (one-time fee).

Additional Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.
• We offer mid-stay cleaning for reservations over 3 days in duration. This service is available for an extra fee and will need to be booked in advance.

We're happy to deliver:
- a full BBQ propane tank upon request for $70/per tank.
- a "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).

Quality Assurance:
• Your wellbeing is our top priority. We have built upon our foundation of pre-existing high cleaning standards with additional COVID-19 specific recommendations from the WHO, CDC and Canadian Public Health Agency guidelines.

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
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March 2025
Su Mo Tu We Th Fr Sa
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23 24 25 $220 26 27 28 29
$316 30 31          
April 2025
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    1 2 3 4 5
6 7 8 9 10 11 $351 12
$361 13 $371 14 $374 15 $364 16 $352 17 18 19
20 $200 21 $180 22 $180 23 24 25 26
27 $180 28 $180 29 $180 30      
May 2025
Su Mo Tu We Th Fr Sa
        1 2 3
$248 4 $215 5 $209 6 $214 7 $239 8 $325 9 $325 10
$250 11 $226 12 $215 13 $222 14 $238 15 16 17
18 $223 19 $220 20 $231 21 $252 22 $373 23 $368 24
25 26 27 28 $5250 29 30 31
June 2025
Su Mo Tu We Th Fr Sa
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$294 8 9 10 11 12 13 14
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22 $387 23 $383 24 $439 25 $451 26 $410 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $650 5
$554 6 $394 7 $400 8 $460 9 $584 10 $529 11 12
13 14 15 16 17 18 $5250 19
20 21 22 23 24 25 $524 26
$494 27 $395 28 $391 29 $397 30 $433 31    
August 2025
Su Mo Tu We Th Fr Sa
          $419 1 $430 2
$364 3 $331 4 $324 5 $331 6 $338 7 $383 8 $367 9
$360 10 $342 11 $327 12 $334 13 $344 14 $393 15 $387 16
$333 17 $320 18 $315 19 $346 20 $318 21 $368 22 $356 23
$328 24 $310 25 $305 26 $298 27 $374 28 $437 29 30
31            
September 2025
Su Mo Tu We Th Fr Sa
  1 2 3 4 $325 5 $325 6
$234 7 $216 8 $218 9 $225 10 $248 11 $325 12 $325 13
$224 14 $206 15 $207 16 $225 17 $265 18 $325 19 $325 20
$240 21 $220 22 $258 23 $268 24 $276 25 $333 26 $325 27
$251 28 $238 29 $237 30        
October 2025
Su Mo Tu We Th Fr Sa
      $274 1 $313 2 $397 3 $373 4
$350 5 $315 6 $330 7 $357 8 $332 9 $392 10 $399 11
$419 12 $406 13 $398 14 $367 15 $372 16 $408 17 $386 18
$310 19 $256 20 $275 21 $283 22 $342 23 $408 24 $394 25
$287 26 $258 27 $263 28 $278 29 $423 30 $485 31  
November 2025
Su Mo Tu We Th Fr Sa
            $454 1
$328 2 $355 3 $344 4 $369 5 $410 6 $576 7 $530 8
$510 9 $507 10 $280 11 $286 12 $334 13 $459 14 $483 15
$405 16 $326 17 $348 18 $428 19 $481 20 $623 21 $594 22
$468 23 $622 24 $935 25 $1120 26 $1139 27 $1121 28 $908 29
$334 30            
December 2025
Su Mo Tu We Th Fr Sa
  $319 1 $353 2 $450 3 $487 4 $529 5 $430 6
$315 7 $309 8 $316 9 $322 10 $346 11 $437 12 $452 13
$431 14 $499 15 $353 16 $369 17 $580 18 $891 19 $1176 20
$1482 21 $1573 22 $1647 23 $1681 24 $1529 25 $1523 26 $1422 27
$1582 28 $1605 29 $1631 30 $1645 31      
January 2026
Su Mo Tu We Th Fr Sa
        $1385 1 $1290 2 $1305 3
$743 4 $578 5 $584 6 $584 7 $584 8 $543 9 $609 10
$609 11 $598 12 $565 13 $499 14 $362 15 $538 16 $600 17
$599 18 $301 19 $255 20 $295 21 $347 22 $411 23 $407 24
$337 25 $294 26 $276 27 $300 28 $355 29 $426 30 $399 31
February 2026
Su Mo Tu We Th Fr Sa
$322 1 $293 2 $295 3 $328 4 $399 5 $523 6 $542 7
$393 8 $376 9 $358 10 $426 11 $470 12 $795 13 $884 14
$617 15 $430 16 $481 17 $429 18 $524 19 $658 20 $649 21
$500 22 $539 23 $546 24 $549 25 $573 26 $666 27 $756 28
Swipe Swipe for Availability


Amenities 60 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Cable TV
  • 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 water
  • Indoor pool
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • 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
  • TV
  • Washer
  • Wireless Internet
Resorts
  • WindsorIslandResort
  • Disney Theme Room
  • Game room
  • HarryPotter Theme Room
  • In-Home Games Room
  • Pixar Theme Room
  • Princess Theme Room
  • Private Cinema - BEST
  • Private pool
  • StarWars Theme Room
  • Swimming pool
  • Tropical Theme Room

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