House - Rating 5 (1)

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 the pool heating service is currently not available. Our maintenance team is working to fix this issue. If you have any other concern, please do not hesitate to contact us.

• 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:
- Your BBQ comes with a complimentary full propane tank at check-in! Running low? Get a one-time refill for just $55 and keep the grill going!
- 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
Available
Unavailable
Check-In
Check-Out
May 2025
Su Mo Tu We Th Fr Sa
        1 2 3
$273 4 $184 5 $180 6 7 8 9 10
11 12 $180 13 $180 14 $195 15 16 17
18 $180 19 $180 20 $181 21 $180 22 23 24
25 26 27 28 $5250 29 30 31
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
$294 8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 $394 23 $409 24 $409 25 $450 26 $421 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $581 5
$444 6 $437 7 $387 8 $440 9 $533 10 $525 11 12
13 14 15 16 17 18 $5250 19
20 21 22 23 24 25 $535 26
$431 27 $388 28 $384 29 $356 30 $412 31    
August 2025
Su Mo Tu We Th Fr Sa
          $423 1 $441 2
$353 3 $316 4 $309 5 $315 6 $335 7 $380 8 $384 9
$340 10 $325 11 $311 12 $318 13 $328 14 $367 15 $382 16
$307 17 $283 18 $281 19 $283 20 $290 21 $344 22 $356 23
$303 24 $290 25 $276 26 $270 27 $286 28 $406 29 30
31            
September 2025
Su Mo Tu We Th Fr Sa
  1 2 3 4 $325 5 $325 6
$252 7 $256 8 $266 9 $276 10 $258 11 $325 12 $325 13
$233 14 $207 15 $209 16 $224 17 $259 18 $325 19 $325 20
$262 21 $226 22 $255 23 $230 24 $256 25 $325 26 $325 27
$236 28 $218 29 $215 30        
October 2025
Su Mo Tu We Th Fr Sa
      $234 1 $256 2 $340 3 $325 4
$285 5 $295 6 $267 7 $301 8 $292 9 $356 10 $358 11
$371 12 $400 13 $370 14 $356 15 $341 16 $355 17 $358 18
$287 19 $242 20 $262 21 $259 22 $300 23 $368 24 $364 25
$259 26 $233 27 $223 28 $298 29 $355 30 $383 31  
November 2025
Su Mo Tu We Th Fr Sa
            $380 1
$286 2 $252 3 $238 4 $235 5 $276 6 $468 7 $480 8
$479 9 $478 10 $377 11 $273 12 $321 13 $428 14 $458 15
$374 16 $318 17 $296 18 $375 19 $420 20 $527 21 $543 22
$602 23 $608 24 $784 25 $945 26 $958 27 $960 28 $821 29
$304 30            
December 2025
Su Mo Tu We Th Fr Sa
  $289 1 $300 2 $392 3 $426 4 $436 5 $380 6
$288 7 $282 8 $294 9 $307 10 $309 11 $403 12 $441 13
$449 14 $447 15 $315 16 $319 17 $557 18 $857 19 $1109 20
$1392 21 $1437 22 $1461 23 $1374 24 $1376 25 $1355 26 $1258 27
$1430 28 $1444 29 $1452 30 $1444 31      
January 2026
Su Mo Tu We Th Fr Sa
        $1430 1 $1375 2 $1389 3
$699 4 $562 5 $568 6 $569 7 $581 8 $574 9 $572 10
$547 11 $526 12 $497 13 $468 14 $364 15 $489 16 $545 17
$550 18 $311 19 $262 20 $296 21 $353 22 $420 23 $424 24
$347 25 $287 26 $266 27 $286 28 $325 29 $395 30 $404 31
February 2026
Su Mo Tu We Th Fr Sa
$303 1 $277 2 $279 3 $296 4 $363 5 $457 6 $488 7
$366 8 $345 9 $329 10 $378 11 $425 12 $709 13 $788 14
$649 15 $398 16 $349 17 $369 18 $448 19 $559 20 $572 21
$456 22 $455 23 $362 24 $462 25 $502 26 $543 27 $709 28
March 2026
Su Mo Tu We Th Fr Sa
$665 1 $613 2 $571 3 $573 4 $571 5 $656 6 $705 7
$539 8 $495 9 $461 10 $477 11 $528 12 $781 13 $784 14
$755 15 $753 16 $527 17 $523 18 $577 19 $717 20 $669 21
$549 22 $464 23 $463 24 $469 25 $505 26 $610 27 $635 28
$615 29 $616 30 $609 31        
April 2026
Su Mo Tu We Th Fr Sa
      $671 1 $681 2 $1190 3 $1190 4
$1167 5 $527 6 $535 7 $571 8 $727 9 $818 10 $832 11
$570 12 $517 13 $512 14 $544 15 $713 16 $784 17 $764 18
$565 19 $513 20 $514 21 $515 22 $629 23 $723 24 $596 25
$463 26 $449 27 $426 28 $330 29 $388 30    
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

Reviews Rating 5 (1) Reviews
Rating 5
Make sure you pay for the pool and hot tub to be heated ahead of time because you will definitely need it. Everything about this property and host was peaceful, easygoing, and relaxing. Will definitely book again with them❤️
Anonymous - Posted: 4/14/2025

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