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 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
Available
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May 2025
Su Mo Tu We Th Fr Sa
        1 2 3
4 $160 5 $140 6 7 8 9 10
11 12 13 14 15 16 17
18 $140 19 $140 20 $148 21 $155 22 $265 23 24
25 $184 26 $179 27 $162 28 29 30 31
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 $162 4 5 6 7
$213 8 $193 9 $199 10 $195 11 12 13 14
15 16 17 18 19 20 21
$307 22 23 24 25 26 27 28
$314 29 $307 30          
July 2025
Su Mo Tu We Th Fr Sa
    $279 1 $305 2 $535 3 $554 4 $539 5
$312 6 $334 7 $337 8 $361 9 $416 10 $436 11 $437 12
$445 13 $383 14 $354 15 $330 16 $367 17 18 19
20 21 $265 22 $296 23 $296 24 25 26
27 $300 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
$289 3 $269 4 $264 5 $269 6 $275 7 $308 8 $305 9
$274 10 $301 11 $255 12 $264 13 $300 14 $300 15 $293 16
$234 17 $213 18 $208 19 $217 20 $233 21 $261 22 $259 23
$231 24 $201 25 $198 26 $195 27 $201 28 $250 29 $251 30
$251 31            
September 2025
Su Mo Tu We Th Fr Sa
  $210 1 $229 2 $220 3 $211 4 $218 5 $220 6
7 8 9 10 11 12 13
$215 14 $206 15 $208 16 $212 17 $223 18 $242 19 $252 20
$233 21 $239 22 $254 23 $241 24 $229 25 $246 26 $228 27
$197 28 $185 29 $179 30        
October 2025
Su Mo Tu We Th Fr Sa
      $197 1 $204 2 $248 3 4
5 6 7 8 9 $248 10 $244 11
$246 12 $245 13 $250 14 $243 15 $234 16 17 18
19 $195 20 $197 21 $193 22 $206 23 $238 24 $233 25
$204 26 $197 27 $190 28 $220 29 $231 30 $243 31  
November 2025
Su Mo Tu We Th Fr Sa
            $243 1
$210 2 $193 3 $214 4 $184 5 $204 6 $297 7 $298 8
$303 9 $296 10 $206 11 $214 12 $234 13 $269 14 $272 15
$237 16 $207 17 $210 18 $243 19 $263 20 $318 21 $318 22
$285 23 $358 24 $368 25 $492 26 $504 27 $501 28 $468 29
$203 30            
December 2025
Su Mo Tu We Th Fr Sa
  $226 1 $239 2 $240 3 $238 4 $233 5 6
7 8 9 10 11 12 $271 13
$239 14 $256 15 $193 16 $203 17 $204 18 $458 19 $666 20
$848 21 $900 22 $988 23 $915 24 $908 25 $860 26 $824 27
$993 28 $992 29 $998 30 $998 31      
January 2026
Su Mo Tu We Th Fr Sa
        $994 1 $927 2 $979 3
$471 4 $381 5 $383 6 $381 7 $382 8 $378 9 $379 10
$231 11 $268 12 $190 13 $249 14 $193 15 $267 16 $296 17
$296 18 $206 19 $212 20 $184 21 $189 22 $224 23 $225 24
$197 25 $190 26 $185 27 $189 28 $203 29 $241 30 $256 31
February 2026
Su Mo Tu We Th Fr Sa
$211 1 $210 2 $206 3 $219 4 $241 5 $300 6 $321 7
$259 8 $263 9 $263 10 $266 11 $288 12 $488 13 $544 14
$545 15 $305 16 $277 17 $274 18 $296 19 $340 20 $350 21
$283 22 $255 23 $242 24 $253 25 $276 26 $309 27 $410 28
March 2026
Su Mo Tu We Th Fr Sa
$457 1 $381 2 $387 3 $391 4 $414 5 $434 6 $432 7
$367 8 $349 9 $327 10 $338 11 $362 12 $500 13 $503 14
$504 15 $504 16 $439 17 $417 18 $402 19 $448 20 $422 21
$374 22 $329 23 $426 24 $427 25 $422 26 $444 27 $405 28
$384 29 $382 30 $372 31        
April 2026
Su Mo Tu We Th Fr Sa
      $470 1 $533 2 $705 3 $705 4
$701 5 $481 6 $481 7 $439 8 $453 9 $496 10 $484 11
$337 12 $333 13 $325 14 $347 15 $389 16 $429 17 $406 18
$333 19 $323 20 $306 21 $326 22 $341 23 $407 24 $336 25
$283 26 $258 27 $294 28 $427 29 $263 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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