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Upstay Luxury Resort Home w Pool & Patio—Sleeps 26

Photo gallery for Upstay Luxury Resort Home w Pool & Patio—Sleeps 26

A covered outdoor swimming pool with lounge chairs and a patio area.
A bedroom with a bed, bedside tables, a desk, and a window.
A modern living room with a sofa, coffee table, and a dining area with chairs and a table.
A pool table with a foosball table and a billiards table in a room with a white ceiling and walls.
A dining area with a large table set for six, surrounded by chairs, with a modern chandelier above.

Reviews

9.0 out of 10
Wonderful

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Discover nearby landmarks
    Near Shingle Creek Regional Park

Popular amenities

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

Explore the area

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

Rooms & beds

12 bedrooms (sleeps 26)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin Beds

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 King Bed

Bedroom 6

2 Twin Beds

Bedroom 7

1 King Bed

Bedroom 8

1 Twin Bunk Bed

Bedroom 9

1 King Bed

Bedroom 10

1 Queen Bed

Bedroom 11

1 Queen Bed

Bedroom 12

1 Twin 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

Bathtub · Toilet · Shower only

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

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area

Add dates for prices

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About the neighborhood

Kissimmee

Located in Kissimmee, this vacation home is in the city center and near theme parks. 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 in the mood for shopping can visit Old Town and Orlando Vineland Premium Outlets. Traveling with kids? Make time for Walt Disney World® Resort, or check out an event or a game at ESPN Wide World of Sports Complex.
Map
Kissimmee, FL

What's nearby

  • Shingle Creek Regional Park - 6 min walk - 0.5 km
  • Pioneer Village at Shingle Creek - 6 min walk - 0.5 km
  • Kissimmee Go-Karts - 3 min drive - 2.1 km
  • Medieval Times - 4 min drive - 2.1 km
  • 192 Flea Market - 4 min drive - 2.4 km

Getting around

  • Poinciana Station - 12 min drive
  • Kissimmee Station - 14 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 10 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Chick-fil-A - ‬4 min drive
  • ‪Chipotle - ‬3 min drive
  • ‪Medieval Times Dinner & Tournament - ‬3 min drive
  • ‪Steak 'n Shake - ‬3 min drive

Frequently asked questions

Does Upstay Luxury Resort Home w Pool & Patio—Sleeps 26 have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Upstay Luxury Resort Home w Pool & Patio—Sleeps 26?

As of Oct 25, 2026, prices found for a 1-night stay for 2 adults at Upstay Luxury Resort Home w Pool & Patio—Sleeps 26 on Oct 26, 2026 start from $659, 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 Luxury Resort Home w Pool & Patio—Sleeps 26 pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Upstay Luxury Resort Home w Pool & Patio—Sleeps 26?

Check-in begins at 4:00 PM.

What time is check-out at Upstay Luxury Resort Home w Pool & Patio—Sleeps 26?

Check-out is at 10:00 AM.

Where is Upstay Luxury Resort Home w Pool & Patio—Sleeps 26 located?

This family-friendly vacation home is located in the city center, within 2 mi (3 km) of 192 Flea Market, Congo River Golf, and Kissimmee Go-Karts. Lake Cecile and Medieval Times are also within 2 mi (3 km).

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 10 reviews
Rating 8 - Good. 3 out of 10 reviews
Rating 6 - Okay. 1 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

8.6/10

Cleanliness

9.6/10

Check-in

10/10

Communication

8.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was as listed, our family had a fabulous time. Our host was very attentive!
Stayed 7 nights in May 2026
Response from VrboOwner on Jun 9, 2026
Thank you for your wonderful feedback! We're delighted to hear that your family had a fabulous time during your stay. It’s always our goal to provide an experience that matches our listings, and we’re glad to know we succeeded. We appreciate your kind words about our attentiveness and hope to welcome you back for another memorable getaway in Kissimmee!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, great for a big group!
Stayed 4 nights in Aug 2025
Response from VrboOwner on Aug 28, 2025
We’re thrilled to hear that you enjoyed your stay at our home in Kissimmee! It’s wonderful to know that our space was perfect for your big group. We strive to create a beautiful and comfortable environment for all our guests, and your feedback means a lot to us. We hope to welcome you back for another memorable getaway soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Bravo! Our stay was great. We enjoyed being there for our family's event. We would stay again when coming to the area.
Stayed 3 nights in Aug 2025
Response from VrboOwner on Sep 1, 2025
We’re thrilled to hear that you had a great stay with us! It’s wonderful that you could be there for your family’s event, and we’re glad our place contributed to your experience. We would love to welcome you back anytime you’re in the area!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great layout for a large group. It was nice to have multiple appliances like 2 refrigerators, 2 coffee makers, toasters, etc.It was nice that the back yard leads to a green space which added a little more privacy.
Stayed 4 nights in Dec 2025
Response from VrboOwner on Dec 23, 2025
Thank you for sharing your experience with us! We're glad to hear that the layout of our home worked well for your large group. Having multiple appliances can definitely make a big difference, especially when everyone is trying to enjoy their time together. We're also pleased that you appreciated the backyard and the added privacy it provides. It sounds like you made some wonderful memories during your stay, and we hope to welcome you back for another visit soon!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was spacious, clean and perfect for a large group. Host was easy to communicate with. We had a huge group and everyone was comfortable. We liked that the house was simply but tastefully decorated and felt like home. Loved the big island and two refrigerators. We had everything we needed in the kitchen. The only negative was parking. This house sleeps 26 people and the parking can only accommodate,tightly 5 small cars. There is no street parking and on a holiday weekend trying to find parking was nearly impossible. We were lucky that another family member rented another house in the same neighborhood close by and we were able to share parking spaces. Parking was a big disruption and we were constantly having to move cars around the entire trip.
Stayed 4 nights in May 2026
Response from VrboOwner on Jun 16, 2026
Thank you for sharing your experience with us! We're delighted to hear that you found the house spacious and comfortable for your large group. It’s great to know that the decor made you feel at home and that the kitchen met all your needs. We appreciate your feedback regarding the parking situation. We understand how challenging it can be, especially during busy holiday weekends. We’re always looking for ways to improve our guests' experiences, and your insights will help us address this issue for future visitors. We hope to welcome you back for another stay, where we can provide an even better experience!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Disliked: Location
The home was beautiful and clean. The host was very responsive and nice. We loved the size and space. It was decorated for an adult crowd as compared to some of the more disney themed houses. The only negative is the parking. Only 5 cars can park in the driveway and there is limited guest parking. They towed a lot of cars during our stay.
Stayed 3 nights in Nov 2025
Response from VrboOwner on Jan 30, 2026
Thank you for sharing your experience with us! We're delighted to hear that you found the home beautiful and clean, and that our responsiveness made your stay more enjoyable. We aimed to create a space that appeals to adults, so it's great to know you appreciated the decor. We understand your concerns about parking and apologize for any inconvenience it caused during your stay. We’re actively looking into ways to improve the parking situation for our guests. Your feedback is invaluable, and we hope to welcome you back for another visit in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Florida in February

Overall we had a very good experience! The pool was wonderful and the house layout was very accommodating for our group . We wil definitely consider this house again . Thank you !
Stayed 8 nights in Feb 2025
Response from VrboOwner on Jan 30, 2026
It’s fantastic to hear that you had a very good experience during your stay! We're glad the pool and house layout worked well for your group. Creating a comfortable and enjoyable environment for our guests is our top priority. We would love to welcome you back anytime you decide to visit Florida again. Thank you for your kind words!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

The property was exactly as described. The host's communication was amazing. They were always quick to respond. My family and friends absolutely loved it. We literally didn't have to leave the home for anything except to go shopping. Loved it!
Stayed 4 nights in Mar 2025
Response from VrboOwner on Jan 30, 2026
Thank you for your wonderful review! It’s fantastic to hear that our property met your expectations and that you and your family enjoyed your stay so much. We strive to provide quick and helpful communication, so we’re glad that you felt supported throughout your visit. It sounds like you made the most of your time at Upstay, and we love that you found everything you needed right at home. We hope to welcome you back for another amazing getaway soon!
Verified review

6/10 Okay

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Disney Family Vacation

Beautiful home and great location to accommodate my family of 24. Home was very spacious in a great location close to everything. Home wasn’t cleaned well prior to our arrival. The carpet going up the stairs was really dirty and a couple bathrooms needed some TLC. We also had to scrub some pots before using them they were filthy with burnt food in them. Home was also not equipped with essential items like wash clothes so bring your own. I was told due to sanitary reasons they don’t provide them. We had to purchase some because not everyone travel with their own. We also purchased a baking sheet, cleaning supplies, tissue and garbages because it wasn't much extra of anything. Overall our stay was good but we had to do some TLC to the home and purchase essential items because we didn’t want to bother management we just wanted to have a good time!
Stayed 4 nights in May 2025
Response from VrboOwner on Nov 27, 2025
Thank you for sharing your experience with us. We’re glad to hear that our home was spacious enough for your family and that the location suited your needs for a Disney vacation. However, we sincerely apologize for the cleanliness issues you encountered upon your arrival. It’s disappointing to know that the carpets and some of the kitchen items did not meet your expectations. We appreciate your feedback regarding the lack of essential items like washcloths and the need for additional supplies. We strive to provide a comfortable and well-equipped environment for our guests, and we will take your comments into consideration to improve our offerings in the future. It’s great to hear that despite these challenges, you were able to enjoy your stay and make the most of your time with family. Thank you for your understanding, and we hope to have the opportunity to host you again, providing a more seamless experience next time.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
I highly recommend this beautiful home for your vacation stay! The house is very tastefully decorated, spacious for large groups, fairly well equipped (more on that later), it has a beautiful patio and pool area with plenty of seating, and it was very clean and comfortable! Renata, our host, was very sweet and responsive. We did have a few issues, like no large non-stick pan for making scrambled eggs and the Keurig coffee maker did not work, but she ordered and delivered new ones to the house by the end of the evening. We also had issues with the pool and hot tub not heating, which was reported early in our stay, but did not get fixed until 5:00 PM on our last night. However, after a some messages with Upstay, they did refund the full fee for the pool and hot tub heat. It was unfortunate that it wasn't fixed sooner, which is the only reason for the 4 out of 5 stars, but I'm glad it was fixed for the next guests. There are a few minor things to note when booking this home. We were provided with only a few kitchen garbage bags and a small amount of dishwasher detergent, so we had to buy more. Garbage is picked up daily, but the guests before us didn’t bag their trash, so make sure you do that. There are plenty of dishes and glassware, but the pots and pans weren't great for cooking. The pool cleaner dumped a lot of chemicals so we couldn't go in the pool for some time after that. Overall, we had a GREAT stay, just make sure to ask about supplies before arriving. And enjoy!!
Stayed 5 nights in Feb 2026
Response from VrboOwner on Mar 10, 2026
Thank you, Kimberly, for your thoughtful review! We’re delighted to hear that you enjoyed the beautiful decor, spaciousness, and cleanliness of our home. It’s great to know that you found the patio and pool area comfortable for your group. We appreciate your feedback regarding the kitchen supplies and the issues with the Keurig and pool heating. We strive to ensure our guests have everything they need for a perfect stay, and we’re glad we could address the coffee maker and refund the pool heating fee. We understand how important these amenities are, and we’ll certainly take your suggestions into account to improve the experience for future guests. Your note about the kitchen supplies is also valuable, and we’ll make sure to clarify what is provided in the future. We’re happy to hear that, despite the minor hiccups, you had a great stay overall. Thank you for recommending our home, and we hope to welcome you back for another visit soon!
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