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
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April 2025
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6 7 8 9 10 11 $382 12
$395 13 $408 14 $406 15 $398 16 $390 17 18 19
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May 2025
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$250 4 $217 5 $210 6 $215 7 $242 8 $325 9 $325 10
$247 11 $225 12 $215 13 $220 14 $253 15 16 17
18 $222 19 $221 20 $229 21 $249 22 $370 23 $362 24
25 26 27 28 $5250 29 30 31
June 2025
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$294 8 9 10 11 12 13 14
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22 $380 23 $377 24 $427 25 $446 26 $411 27 28
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July 2025
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    1 2 3 4 $642 5
$553 6 $391 7 $397 8 $459 9 $584 10 $529 11 12
13 14 15 16 17 18 $5250 19
20 21 22 23 24 25 $523 26
$534 27 $393 28 $387 29 $393 30 $429 31    
August 2025
Su Mo Tu We Th Fr Sa
          $421 1 $428 2
$362 3 $329 4 $322 5 $331 6 $337 7 $382 8 $369 9
$363 10 $347 11 $334 12 $343 13 $355 14 $402 15 $395 16
$338 17 $341 18 $321 19 $317 20 $320 21 $369 22 $350 23
$321 24 $303 25 $295 26 $290 27 $380 28 $437 29 30
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September 2025
Su Mo Tu We Th Fr Sa
  1 2 3 4 $325 5 $325 6
$241 7 $221 8 $259 9 $256 10 $258 11 $325 12 $325 13
$225 14 $206 15 $208 16 $227 17 $267 18 $325 19 $325 20
$251 21 $223 22 $220 23 $231 24 $272 25 $330 26 $325 27
$245 28 $227 29 $226 30        
October 2025
Su Mo Tu We Th Fr Sa
      $264 1 $307 2 $394 3 $363 4
$363 5 $359 6 $351 7 $391 8 $351 9 $399 10 $411 11
$431 12 $455 13 $425 14 $393 15 $394 16 $418 17 $397 18
$324 19 $269 20 $288 21 $296 22 $357 23 $427 24 $405 25
$291 26 $262 27 $347 28 $346 29 $429 30 $475 31  
November 2025
Su Mo Tu We Th Fr Sa
            $455 1
$325 2 $350 3 $275 4 $281 5 $418 6 $552 7 $522 8
$516 9 $513 10 $278 11 $286 12 $333 13 $460 14 $468 15
$396 16 $320 17 $345 18 $437 19 $492 20 $635 21 $612 22
$574 23 $628 24 $914 25 $1148 26 $1153 27 $1134 28 $917 29
$336 30            
December 2025
Su Mo Tu We Th Fr Sa
  $322 1 $357 2 $454 3 $492 4 $536 5 $429 6
$312 7 $315 8 $321 9 $327 10 $349 11 $447 12 $462 13
$439 14 $508 15 $358 16 $374 17 $586 18 $899 19 $1183 20
$1436 21 $1613 22 $1666 23 $1698 24 $1501 25 $1510 26 $1409 27
$1539 28 $1635 29 $1647 30 $1653 31      
January 2026
Su Mo Tu We Th Fr Sa
        $1396 1 $1298 2 $1313 3
$748 4 $582 5 $587 6 $587 7 $587 8 $545 9 $614 10
$607 11 $598 12 $562 13 $507 14 $366 15 $544 16 $607 17
$606 18 $302 19 $258 20 $296 21 $350 22 $414 23 $415 24
$351 25 $299 26 $279 27 $304 28 $361 29 $432 30 $403 31
February 2026
Su Mo Tu We Th Fr Sa
$327 1 $303 2 $374 3 $339 4 $405 5 $532 6 $549 7
$389 8 $371 9 $354 10 $428 11 $465 12 $801 13 $891 14
$619 15 $425 16 $474 17 $425 18 $520 19 $652 20 $658 21
$509 22 $579 23 $569 24 $591 25 $615 26 $680 27 $773 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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