Townhouse - Rating 5 (4)

Upstay Theme Rooms and Arcade Games plus Private Pool


Bedroom 5 bedrooms
Bathroom 4 baths
Guests 12 guests
Pets Not Allowed Pets Not Allowed

  • Location: Orlando, Florida
  • Type: Townhouse
  • View: Downtown

Location Location

Description Description
Home Features:
- 5 Bedrooms (Including Kids Theme Rooms!)
- 4 Bathrooms
- Private Swimming Pool
- Furnished Sundeck
- Fully Equipped Kitchen
- Spacious Living Room with Smart TV
- High Speed WiFi Connection
- Mario Bros Themed Games Room with Air Hockey, Arcade Games and X-Box Game Console
- Large Indoor Dining Area
- Central Air Conditioning
- In-Home Laundry Machines
- Free Onsite Parking
- Complimentary Resort Access

Windsor Island Resort Amenities (available to our guests while the Windsor Cay amenity center is under construction)
- 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
- Umbrellas Poolside Bar

This home is packed with amenities designed to delight the entire group. Spend your days lounging on the furnished sundeck, soaking in the Florida sunshine, and cooling off in your private swimming pool. Feeling competitive? Head to the Mario Bros-themed games room, where you can challenge your crew to air hockey or enjoy the X-Box game console for endless entertainment.

The kids will be thrilled with their themed bedrooms! Step into Springfield with vibrant murals and playful décor in the Simpsons-themed room, bringing everyone’s favorite animated family to life. Meanwhile, the Pixar-inspired room is a colorful haven featuring beloved characters and even a slide for extra fun when climbing down from the top bunk!

The fully equipped kitchen is perfect for whipping up family favorites or trying out new recipes. Gather around the large dining table to share meals, stories, and laughter. In the spacious living room, unwind with movie nights or quiet mornings on plush seating while streaming your favorite shows on the Smart TV. Plus, complimentary high-speed WiFi keeps everyone connected for sharing vacation highlights.

Enjoy all the comforts of home with central A/C, in-home laundry machines, and free onsite parking for a hassle-free stay.

Located near Orlando’s top attractions, and just 8 miles from Disney, this home is your perfect base for exploring theme parks, shopping, and dining. Thoughtfully designed and in an unbeatable location, it’s the ideal spot to create lifelong memories with loved ones.

Bonus Perks: This home is part of the new Windsor Cay community! While the clubhouse amenities are still under construction, guests have complimentary access to the nearby Windsor Island Resort. Windsor Island boasts incredible Hawaiian-inspired amenities, including the largest water park of all Windsor resorts, featuring a lazy river, waterslides, mini-golf, and more!

*** IMPORTANT NOTICE***.

To help ensure a safe and trusted experience for all guests, ID verification may be required after booking.

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!

• Windsor Cay Resort is currently under construction, and its amenities are not yet available or accessible. However, you are welcome to enjoy the amenities at Windsor Island Resort during your stay. Thank you for your understanding!

Additional Services:
• Pool heating is an additional service that is not included in your booking price. It's an additional fee of $35/night, 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 "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.

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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May 2025
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June 2025
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July 2025
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    $290 1 $289 2 $508 3 $520 4 $507 5
$256 6 $273 7 $273 8 $296 9 $331 10 $351 11 $360 12
$314 13 $343 14 $327 15 $305 16 $337 17 18 19
20 21 $287 22 $287 23 $284 24 25 26
27 $300 28 29 30 31    
August 2025
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$288 3 $254 4 $252 5 $252 6 $261 7 $289 8 $290 9
$270 10 $250 11 $243 12 $251 13 $268 14 $288 15 $280 16
$228 17 $209 18 $198 19 $204 20 $213 21 $244 22 $247 23
$222 24 $196 25 $194 26 $197 27 $203 28 $260 29 $260 30
$259 31            
September 2025
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$219 14 $215 15 $216 16 $216 17 $228 18 $244 19 $249 20
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$194 28 $190 29 $185 30        
October 2025
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      $196 1 $208 2 $248 3 4
5 6 7 8 9 $253 10 $248 11
$253 12 $215 13 $220 14 $229 15 $241 16 17 18
19 $187 20 $193 21 $193 22 $207 23 $247 24 $239 25
$207 26 $194 27 $227 28 $233 29 $236 30 $252 31  
November 2025
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            $251 1
$217 2 $198 3 $194 4 $221 5 $233 6 $322 7 $323 8
$328 9 $317 10 $211 11 $221 12 $245 13 $296 14 $298 15
$249 16 $220 17 $221 18 $254 19 $273 20 $350 21 $341 22
$294 23 $369 24 $389 25 $493 26 $501 27 $499 28 $469 29
$200 30            
December 2025
Su Mo Tu We Th Fr Sa
  $194 1 $197 2 $223 3 $234 4 $232 5 6
7 8 9 10 11 12 $261 13
$283 14 $261 15 $291 16 $200 17 $214 18 $355 19 $674 20
$860 21 $923 22 $961 23 $948 24 $920 25 $878 26 $774 27
$964 28 $959 29 $1019 30 $1045 31      
January 2026
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        $1045 1 $965 2 $1004 3
$485 4 $376 5 $378 6 $378 7 $380 8 $375 9 $380 10
$233 11 $206 12 $192 13 $253 14 $204 15 $276 16 $299 17
$298 18 $218 19 $222 20 $191 21 $201 22 $232 23 $237 24
$211 25 $198 26 $196 27 $202 28 $212 29 $248 30 $267 31
February 2026
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$239 1 $239 2 $216 3 $237 4 $249 5 $319 6 $342 7
$268 8 $268 9 $269 10 $274 11 $283 12 $479 13 $524 14
$470 15 $298 16 $293 17 $290 18 $301 19 $362 20 $368 21
$302 22 $268 23 $263 24 $276 25 $288 26 $335 27 $428 28
March 2026
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$444 1 $368 2 $323 3 $328 4 $349 5 $411 6 $415 7
$379 8 $360 9 $343 10 $351 11 $368 12 $503 13 $501 14
$503 15 $502 16 $458 17 $430 18 $405 19 $457 20 $424 21
$383 22 $341 23 $433 24 $434 25 $427 26 $442 27 $416 28
$345 29 $338 30 $339 31        
April 2026
Su Mo Tu We Th Fr Sa
      $426 1 $478 2 $713 3 $714 4
$713 5 $520 6 $519 7 $469 8 $465 9 $525 10 $502 11
$345 12 $330 13 $322 14 $343 15 $381 16 $435 17 $421 18
$338 19 $323 20 $306 21 $328 22 $372 23 $452 24 $394 25
$326 26 $334 27 $318 28 $336 29 $343 30    
Swipe Swipe for Availability


Amenities 57 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on street
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Indoor pool
  • Internet
  • Iron
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • 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
  • Wireless Internet
Resorts
  • WindsorIslandResort
  • Communal pool
  • Game console
  • Game room
  • In-Home Games Room
  • Nintendo Theme Room
  • Outdoor pool
  • Pixar Theme Room
  • Private pool
  • Swimming pool

Reviews Rating 5 (4) Reviews
Rating 5
Great place to stay! The kids loved it!
Anonymous - Posted: 4/22/2025
Rating 5
Me And My Family Loved The Place Very Clean,And Was Exactly As Posted…10 Out Of 10 Must Book Again ‼️
Anonymous - Posted: 4/4/2025
Rating 5
Great place to stay with the family!
Anonymous - Posted: 3/1/2025
Thank you, Jewel! We're so happy to hear that you and your family had a great stay. Creating a comfortable and enjoyable space for families is so important to us, and we'd love to host you again in the future!
Upstay staff
Posted: 3/20/2025
Rating 5
Honestly, we have stayed at a lot of Airbnbs in the Orlando/Central Florida area and this one has been the most beautiful one to date. It is so cozy and you can tell that it was perfectly and purposely curated to provide an oasis for its guests. Everything was in perfect condition and I can only hope the future guests take extra care of the space so it remains that way! The hosts were amazing and always responsive. We didn’t need to run out and buy anything, everything that was provided was just enough for our stay. The kids rooms were so cute and the slide was definitely popular. The Pac-Man game brought back so many memories and was a blast to play again. The beds were comfortable and all the appliances worked. In terms of location, this property is near so many amazing restaurants and Walmart is literally 2 minutes away, maybe even less. It was 25 minutes away from the Disney Bubble which was very important to us. We cannot wait to come back and have nothing negative to say. 10/10
Anonymous - Posted: 2/9/2025
Wow! Thank you so much for your incredibly thoughtful and kind review, Shenique! It truly means the world to us that you found this home to be the most beautiful one you’ve stayed in. We’re delighted that you found the home beautiful, cozy, and well-designed for a comfortable stay. It’s great to hear that the kids loved the slide and Pac-Man, and that everything was in perfect condition. We’re also glad the location was convenient and had everything you needed nearby. We’d love to host you again in the future!
Upstay staff
Posted: 3/20/2025
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