Upstay Resort Villa - Pool, Hot Tub, Sleeps 27

Photo gallery for Upstay Resort Villa - Pool, Hot Tub, Sleeps 27

A modern living room with a sectional sofa, a coffee table, and a dining area with a table set for four.
A bedroom with a bed, two bedside tables with lamps, a window with blinds, and three wall-mounted decorative plates.
A pool table with a basketball theme mural, a foosball table, and a door.
A spacious dining area with a long table set for a meal, large windows, and a chandelier.
A covered outdoor swimming pool with a glass enclosure, two hot tubs, and a tiled deck area.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Discover nearby landmarks
    Near Shingle Creek Regional Park

Popular amenities

  • Balcony
  • Hot tub on site
  • Private pool
  • Waterpark access
  • On-site fitness centre
  • Barbecue grill

Explore the area

View in a map
Kissimmee, FL
  • Place, Shingle Creek Regional Park
    ‪5 min walk‬
  • Place, Medieval Times
    ‪3 min drive‬
  • Place, 192 Flea Market
    ‪3 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪30 min drive‬

Rooms & beds

12 bedrooms (sleeps 27)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 Queen Bed

Bedroom 7

1 Queen Bed

Bedroom 8

1 Queen Bed

Bedroom 9

1 Queen Bed

Bedroom 10

1 Single Bunk Bed

Bedroom 11

1 Single Bunk Bed

Bedroom 12

1 Single Bunk Bed

11 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Toilet

Bathroom 5

Bathtub · Toilet · Shower only

Bathroom 6

Bathtub · Toilet · Shower only

Bathroom 7

Bathtub · Toilet · Shower only

Bathroom 8

Bathtub · Toilet · Shower only

Bathroom 9

Bathtub · Toilet · Shower only

Bathroom 10

Bathtub · Toilet · Shower only

Bathroom 11

Bathtub · Toilet · Shower only

Bathroom 12

Bathtub · Toilet · Shower only

Spaces

Kitchen
Balcony
Garden

Add dates for prices

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9.8 out of 10, Exceptional, (32 reviews)
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About the area

Kissimmee

Located in Kissimmee, this holiday home is near theme parks and near a water park. Mystic Dunes Golf Club and Arnold Palmer's Bay Hill Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Old Town and Walt Disney World® Resort. Travelling with kids? Don't miss Disney's Hollywood Studios® and Epcot®.
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Map
Kissimmee, FL

What's nearby

  • Shingle Creek Regional Park - 5 min walk - 0.4 km
  • Pioneer Village at Shingle Creek - 6 min walk - 0.6 km
  • Medieval Times - 3 min drive - 2.1 km
  • 192 Flea Market - 3 min drive - 2.4 km
  • Kissimmee Go-Karts - 5 min drive - 3.1 km

Getting around

  • Poinciana Station - 15 min drive
  • Kissimmee Station - 16 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 11 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Chick-fil-A - ‬3 min drive
  • ‪Chipotle - ‬3 min drive
  • ‪Medieval Times Dinner & Tournament - ‬3 min drive
  • ‪Steak 'n Shake - ‬3 min drive

Frequently asked questions

Does Upstay Resort Villa - Pool, Hot Tub, Sleeps 27 have a pool?

Yes, this property has a pool.

Is Upstay Resort Villa - Pool, Hot Tub, Sleeps 27 pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Upstay Resort Villa - Pool, Hot Tub, Sleeps 27?

On-site parking is available at the property.

What time is check-in at Upstay Resort Villa - Pool, Hot Tub, Sleeps 27?

Check-in begins at 4:00 PM.

What time is check-out at Upstay Resort Villa - Pool, Hot Tub, Sleeps 27?

Checkout is at 10:00 AM.

Where is Upstay Resort Villa - Pool, Hot Tub, Sleeps 27 located?

This family-friendly Kissimmee holiday home is within 1 mi (2 km) of 192 Flea Market and Kissimmee Go-Karts. Congo River Golf and Lake Cecile are also within 2 miles (3 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. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

9.4/10

Cleanliness

9.2/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Stayed 3 nights in Sep 2026
Response from VrboOwner on 25 Sept 2026
We appreciate your feedback and are delighted to hear that you had a great stay at Upstay Resort Villa! It’s wonderful to know that our spacious layout and amenities contributed to your enjoyable experience. We strive to create a welcoming environment for all our guests, and it sounds like we succeeded during your visit. We hope to welcome you back for another memorable getaway in Kissimmee soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a blast , all of my family had amazing time grilling swimming playing games . We really enjoyed ourselves,we have started looking for ours next adventure.The host was very friendly and she addressed all of our concerns with in minutes and we thank RENATA for all that you did for us.
Stayed 5 nights in Jul 2026
Response from VrboOwner on 30 Jul 2026
It’s wonderful to hear that you and your family had such a fantastic time at Upstay! We’re delighted that you enjoyed grilling, swimming, and playing games together. Creating memorable experiences is what we aim for, and it sounds like you all made the most of your stay. Renata truly appreciates your kind words and is always here to help. We can’t wait to welcome you back for your next adventure!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a family of 22 for Thanksgiving week. We love the fact that there were 2 refrigerators and 2 microwaves. The house was spacious and accomodating. Some rooms have tv and others do not. The owneeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee
Stayed 4 nights in Nov 2025
Response from VrboOwner on 9 Jan 2026
Thank you for sharing your experience with us, Bridget! We're delighted to hear that our home was spacious enough to accommodate your family of 22 during Thanksgiving week. It’s great that you found the two refrigerators and microwaves helpful for your holiday preparations. We understand that having a mix of rooms with and without TVs can be a bit of a surprise, and we appreciate your feedback on that. We hope to welcome you and your family back for another memorable stay!
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy
Yes, the host was extremely welcoming. Had an issue with entering the HOA house grounds and we were accommodated for our inconvenience. The house was just what I was looking for. Everyone in the family had their own room with a bathroom included. All appliances were In top working conditions. I would definitely want to rent this home again i. The future
The amazing long table decorated in our Christmas theme 🥰
Our family tree
Some of the family members dressed for Christmas Dinner!!
Stayed 4 nights in Dec 2025
Response from VrboOwner on 12 Jan 2026
Thank you for sharing your experience with us, LaTanya! We're glad to hear that you felt welcomed and that we could assist you with the HOA access issue. It’s great to know that the layout of the house worked well for your family, providing everyone with their own space and bathroom. We take pride in ensuring that all appliances are in top condition, so it’s wonderful to hear that they met your expectations. We would love to host you again in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, listing accuracy
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness
Stayed 2 nights in Nov 2025
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