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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$316 30 31          
April 2025
Su Mo Tu We Th Fr Sa
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6 7 8 9 10 11 $341 12
$297 13 $311 14 $321 15 $316 16 $302 17 18 19
20 $204 21 $191 22 $193 23 24 25 26
27 $195 28 $180 29 $191 30      
May 2025
Su Mo Tu We Th Fr Sa
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$221 4 $193 5 $186 6 $188 7 $209 8 $325 9 $325 10
$219 11 $203 12 $193 13 $200 14 $227 15 16 17
18 $180 19 $180 20 $180 21 22 23 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 $357 23 $360 24 $417 25 $449 26 $415 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $659 5
$557 6 $394 7 $402 8 $460 9 $578 10 $529 11 12
13 14 15 16 17 18 $5250 19
20 21 22 23 24 25 $515 26
$492 27 $387 28 $387 29 $395 30 $441 31    
August 2025
Su Mo Tu We Th Fr Sa
          $425 1 $432 2
$364 3 $335 4 $328 5 $338 6 $344 7 $390 8 $375 9
$362 10 $349 11 $332 12 $340 13 $347 14 $402 15 $398 16
$343 17 $323 18 $320 19 $322 20 $318 21 $360 22 $346 23
$318 24 $300 25 $295 26 $288 27 $367 28 $429 29 30
31            
September 2025
Su Mo Tu We Th Fr Sa
  1 2 3 4 $325 5 $325 6
$231 7 $211 8 $213 9 $220 10 $243 11 $325 12 $325 13
$230 14 $207 15 $210 16 $228 17 $272 18 $325 19 $325 20
$244 21 $223 22 $267 23 $265 24 $273 25 $330 26 $325 27
$247 28 $232 29 $232 30        
October 2025
Su Mo Tu We Th Fr Sa
      $275 1 $318 2 $404 3 $384 4
$387 5 $350 6 $349 7 $374 8 $337 9 $398 10 $409 11
$431 12 $460 13 $442 14 $394 15 $374 16 $411 17 $386 18
$312 19 $262 20 $284 21 $292 22 $350 23 $418 24 $396 25
$286 26 $259 27 $348 28 $337 29 $422 30 $472 31  
November 2025
Su Mo Tu We Th Fr Sa
            $443 1
$318 2 $348 3 $337 4 $348 5 $361 6 $561 7 $525 8
$501 9 $498 10 $277 11 $282 12 $323 13 $449 14 $472 15
$400 16 $326 17 $347 18 $427 19 $480 20 $622 21 $592 22
$561 23 $630 24 $927 25 $1125 26 $1142 27 $1147 28 $935 29
$345 30            
December 2025
Su Mo Tu We Th Fr Sa
  $331 1 $367 2 $464 3 $503 4 $546 5 $442 6
$326 7 $317 8 $324 9 $333 10 $352 11 $445 12 $468 13
$445 14 $517 15 $353 16 $378 17 $580 18 $889 19 $1170 20
$1467 21 $1573 22 $1649 23 $1636 24 $1532 25 $1531 26 $1440 27
$1573 28 $1573 29 $1615 30 $1636 31      
January 2026
Su Mo Tu We Th Fr Sa
        $1416 1 $1314 2 $1331 3
$751 4 $580 5 $586 6 $586 7 $586 8 $546 9 $624 10
$608 11 $609 12 $571 13 $506 14 $362 15 $542 16 $603 17
$602 18 $303 19 $257 20 $297 21 $350 22 $414 23 $412 24
$339 25 $296 26 $277 27 $301 28 $356 29 $429 30 $402 31
February 2026
Su Mo Tu We Th Fr Sa
$324 1 $294 2 $296 3 $329 4 $401 5 $526 6 $545 7
$396 8 $379 9 $360 10 $429 11 $473 12 $801 13 $891 14
$617 15 $432 16 $486 17 $429 18 $524 19 $658 20 $649 21
$501 22 $552 23 $559 24 $560 25 $585 26 $670 27 $762 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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