Upstay: Stylish Resort Getaway w/ Pool near Disney

Photo gallery for Upstay: Stylish Resort Getaway w/ Pool near Disney

A spacious living room with a sofa, a coffee table, and a TV. There is a balcony with a view of trees and buildings.
A bedroom with a bed, two bedside tables with lamps, a ceiling fan, and two framed artworks on the wall.
A dining area with a wooden table and chairs, a small plant on the table, and wall-mounted cutlery.
A balcony with large windows, a ceiling fan, and two chairs.
A spacious living room with a sofa, a coffee table, and a TV.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Hot tub on site
  • Swimming pool
  • On-site fitness centre
  • Air-conditioning
  • Pet-friendly
  • Refrigerator

Explore the area

View in a map
Winter Garden, FL
  • Place, Surfari Water Park
    ‪12 min walk‬
  • Place, Disney's Animal Kingdom® Theme Park
    ‪13 min drive‬
  • Place, Magic Kingdom® Park
    ‪17 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪38 min drive‬

Rooms & beds

3 bedrooms (sleeps 7)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Single Bunk Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Kitchen

Add dates for prices

Similar properties

Front Entrance
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  • Pool
  • Hot tub
  • Kitchen
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9.8 out of 10, Exceptional, (225 reviews)
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About the area

Winter Garden

Located in Four Corners, this apartment is in the city centre. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Flamingo Crossings Town Center and Old Town. Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are not to be missed.
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Map
Winter Garden, FL

What's nearby

  • Surfari Water Park - 12 min walk - 1.1 km
  • Disney's Animal Kingdom® Theme Park - 13 min drive - 11.7 km
  • Magic Kingdom® Park - 17 min drive - 19.2 km
  • Disney Springs™ - 19 min drive - 24.3 km
  • Universal Studios Florida - 30 min drive - 40.5 km

Getting around

  • Kissimmee Station - 27 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 39 min drive

Restaurants

  • ‪Checkers - ‬5 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Taco Bell - ‬2 min drive
  • ‪Culver's - ‬2 min drive
  • ‪Starbucks - ‬2 min drive

Frequently asked questions

Does Upstay: Stylish Resort Getaway w/ Pool near Disney have a pool?

Yes, this property has a pool.

How much does it cost to stay at Upstay: Stylish Resort Getaway w/ Pool near Disney?

As of 5 Nov 2026, prices found for a 1-night stay for 2 adults at Upstay: Stylish Resort Getaway w/ Pool near Disney on 18 Nov 2026 start from £196, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Upstay: Stylish Resort Getaway w/ Pool near Disney pet-friendly?

Yes, this property allows pets (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much is parking at Upstay: Stylish Resort Getaway w/ Pool near Disney?

On-site parking is available at the property.

What time is check-in at Upstay: Stylish Resort Getaway w/ Pool near Disney?

Check-in begins at 4:00 PM.

What time is check-out at Upstay: Stylish Resort Getaway w/ Pool near Disney?

Checkout is at 10:00 AM.

Where is Upstay: Stylish Resort Getaway w/ Pool near Disney located?

Located in the heart of Four Corners, this apartment building is 0.8 mi (1.3 km) from Surfari Water Park and within 3 miles (5 km) of Lake Davenport and Orange Lake Golf. Flamingo Crossings Town Center and Island H2O Live! are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

9.4/10

Cleanliness

9.4/10

Check-in

10/10

Communication

10/10

Location

8.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pricey but clean and met all expectations. Nice place to stay for family vacation.
Stayed 2 nights in Jul 2026
Response from VrboOwner on 21 Jul 2026
Thank you for your feedback! We’re glad you found the property clean, comfortable, and suitable for your family vacation. We also appreciate your comment regarding the price and are happy that the stay still met your expectations. We hope to welcome you and your family again in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host is very responsive and helpful! The location is also great for the parks!
Stayed 3 nights in Jul 2026
Response from VrboOwner on 6 Aug 2026
Thank you so much for your kind review! We’re delighted that you enjoyed our convenient location near the parks and found our team responsive and helpful. It was a pleasure hosting you, and we hope to welcome you back again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the covered parking! The condo was perfect for our family! The Upstay folks were great at helping me with packages and extending our stay! They were a text or call away! The pool is lovely with shady and sunny areas! We are literally minutes from Magic Kingdom and the other parks with tons to do in the area There is a great lobby area if you have kids but the best is they allowed my puppy!! There were lots of pets here so it felt very homey! I think our unit could have fit a very big family and it has 2 baths!
Stayed 31 nights in Aug 2026
Response from VrboOwner on 15 Sept 2026
Thank you so much for the wonderful review! We’re thrilled to hear that the condo was a great fit for your family and that you enjoyed the covered parking, pool, spacious layout, and convenient location near the parks. We’re also so glad our team could help with your packages and extending your stay. It’s wonderful to know your puppy felt welcome too! It was a pleasure hosting you and your family, and we’d love to have you back again!
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