Upstay: Modern Home w Pool, Games & BBQ—Sleeps 18

Photo gallery for Upstay: Modern Home w Pool, Games & BBQ—Sleeps 18

A modern living room with a grey sectional sofa, orange cushions, a wooden coffee table, and a colorful rug.
A room with a pool table, checkered floor, and a mural with playing cards and dice.
A covered outdoor swimming pool with clear blue water, surrounded by a metal fence and glass panels, and a patio area with chairs and a barbecue grill.
A living room with a pool table, a sofa, and a television.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Relax in the indoor pool
    A rare find in this area - enjoy a swim, whatever the weather.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Shingle Creek Regional Park

Popular amenities

  • Hot tub on site
  • Private pool
  • On-site fitness center
  • Barbecue grill
  • Air conditioning
  • Refrigerator

Explore the area

View in a map
Kissimmee, FL
  • Place, Give Kids the World Village
    ‪6 min walk‬
  • Place, Shingle Creek Regional Park
    ‪8 min walk‬
  • Place, Medieval Times
    ‪2 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪31 min drive‬

Rooms & beds

10 bedrooms (sleeps 22)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin Beds

Bedroom 3

2 Double Beds

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Bedroom 6

2 Twin Beds

Bedroom 7

1 King Bed

Bedroom 8

2 Twin Beds

Bedroom 9

1 Twin Bunk Bed

Bedroom 10

1 King Bed

8 bathrooms

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

Spaces

Kitchen
Office
Garden

Add dates for prices

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About the neighborhood

Kissimmee

Located in Kissimmee, this vacation home is in the city center. Reunion Resort Golf Course and Mystic Dunes 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. Disney's Hollywood Studios® and Orange County Convention Center are not to be missed.
View more Vacation Homes in OrlandoOpens in a new window
Map
Kissimmee, FL

What's nearby

  • Give Kids the World Village - 6 min walk - 0.6 km
  • Shingle Creek Regional Park - 8 min walk - 0.7 km
  • 192 Flea Market - 2 min drive - 1.7 km
  • Osceola County Welcome Center and History Museum - 2 min drive - 2.0 km
  • Medieval Times - 2 min drive - 2.1 km

Getting around

  • Poinciana Station - 8 min drive
  • Kissimmee Station - 10 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 5 min drive

Restaurants

  • ‪FL Bakery and Restaurant - ‬3 min drive
  • ‪Chick-fil-A - ‬18 min walk
  • ‪Chipotle - ‬17 min walk
  • ‪Medieval Times Dinner & Tournament - ‬2 min drive
  • ‪Steak 'n Shake - ‬18 min walk

Frequently asked questions

Does Upstay: Modern Home w Pool, Games & BBQ—Sleeps 18 have a pool?

Yes, this property has an indoor pool.

How much does it cost to stay at Upstay: Modern Home w Pool, Games & BBQ—Sleeps 18?

As of Nov 14, 2026, prices found for a 1-night stay for 2 adults at Upstay: Modern Home w Pool, Games & BBQ—Sleeps 18 on Nov 29, 2026 start from $390, 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: Modern Home w Pool, Games & BBQ—Sleeps 18 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: Modern Home w Pool, Games & BBQ—Sleeps 18?

Check-in begins at 4:00 PM.

What time is check-out at Upstay: Modern Home w Pool, Games & BBQ—Sleeps 18?

Check-out is at 10:00 AM.

Where is Upstay: Modern Home w Pool, Games & BBQ—Sleeps 18 located?

Located in the heart of Kissimmee, this vacation home is within a 10-minute walk of Shingle Creek Regional Park and Give Kids the World Village. 192 Flea Market and Medieval Times are also within 2 mi (3 km).

Reviews

9.2

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. 28 out of 39 reviews
Rating 8 - Good. 7 out of 39 reviews
Rating 6 - Okay. 3 out of 39 reviews
Rating 4 - Poor. 1 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

9.4/10

Cleanliness

9.6/10

Check-in

9.4/10

Communication

9.4/10

Location

9.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The family and I had a wonderful time together thanks to the accommodation provided by the Oriana and staff. Very clean and organized. The pool and jacuzzi were relaxing. We are already thinking about doing it again next year. Awesome tine
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an outstanding experience and loved our stay. The house is conveniently located to everything we needed and the communication y the property manager was top notch. Looking forward to many more stays here!
Stayed 6 nights in Jul 2026
Response from VrboOwner on Aug 20, 2026
Thank you for sharing your wonderful experience with us, Kristin! It’s fantastic to hear that you found our location convenient and that our communication met your expectations. We strive to provide a seamless experience for our guests, and your feedback reassures us that we’re on the right track. We can’t wait to welcome you back for your next stay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at this house. The home was clean, comfortable, and exactly as described in the listing. Check-in was easy, and the host was friendly, responsive, and made sure we had everything we needed. The location was convenient, and we really enjoyed our time here. I would definitely recommend this place to anyone looking for a relaxing and hassle-free stay, and I would happily stay here again.
Stayed 4 nights in Jul 2026
Response from VrboOwner on Jul 31, 2026
Thank you for sharing your experience with us, Jessie! It’s fantastic to hear that you found the home clean and comfortable, and that it met your expectations. We strive to make the check-in process as smooth as possible, and we’re glad you appreciated our efforts to ensure you had everything you needed during your stay. We would love to welcome you back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was clean and Host was excellent with responding to my questions and needs
Stayed 4 nights in Jun 2026
Response from VrboOwner on Jul 8, 2026
Thank you for your kind words, Leslie! We're delighted to hear that you found the house clean and that our communication met your expectations. It’s our goal to ensure that our guests feel comfortable and well taken care of during their stay. We hope to welcome you back soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family and myself had a great time. The house is beautiful. Had more than enough space for everyone. Very easy to communicate with the host. Definitely will do it again
Stayed 5 nights in Jul 2026
Response from VrboOwner on Aug 3, 2026
Thank you for sharing your experience with us, Michelle! It’s wonderful to hear that you and your family enjoyed your stay and found the house spacious and beautiful. We strive to make communication as easy as possible, and we’re glad that you felt supported throughout your visit. We would love to welcome you back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean house with everything we needed for a weeklong stay.
Stayed 7 nights in Mar 2026
Response from VrboOwner on Jun 8, 2026
Thank you for your kind words, Crystal! We're delighted to hear that you found our home clean and well-equipped for your weeklong stay. It’s our goal to provide everything our guests need for a comfortable and enjoyable experience. 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
Everything was top notch. Exactly where a person celebrating her birthday deserves to be. I loved it and so did my family and friends! We will definitely book this house again and again!
Stayed 2 nights in May 2026
Response from VrboOwner on Jun 2, 2026
It brings us so much joy to hear that you and your loved ones had such a wonderful time celebrating the birthday! Knowing that our home provided the perfect backdrop for your special occasion truly makes our efforts worthwhile. We can’t wait to welcome you back for more memorable moments in the future. Thank you for choosing us!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved everything about the house…
Stayed 4 nights in Apr 2026
Response from VrboOwner on May 5, 2026
It’s wonderful to hear that you loved everything about the house! We take great pride in providing a comfortable and enjoyable experience for our guests. Your satisfaction means a lot to us, and we hope to welcome you back for another stay in Kissimmee soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was amazing! A spacious home to accommodate my whole family as we enjoyed our vacation. The themed rooms and gaming area were great for when we just wanted to stay in for a bit. And the private pool felt amazing after a day at universal studios. We will definitely be back.
Stayed 5 nights in May 2026
Response from VrboOwner on May 25, 2026
It’s wonderful to hear that you and your family had such an amazing time! We’re delighted that the spacious layout and themed rooms added to your vacation experience. It sounds like you made the most of the gaming area and enjoyed some well-deserved relaxation by the private pool after your adventures at Universal Studios. We can’t wait to welcome you back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house just like home, my kids,and grandchildren loved it very clean and Quiet thanks, see you next year.
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean, well maintained home. Perfectly equipped home for our group of 11 adult men. Looking forward to next year
Stayed 4 nights in Jan 2026
Response from VrboOwner on Feb 9, 2026
Thank you, Edward, for your wonderful feedback! We're delighted to hear that our home met the needs of your group. We can’t wait to welcome you back next year!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My stay was amazing! Everything was smooth from the check-in to check out. The pictures in the description were very accurate and the cleanliness was top notch. My family and I was very satisfied with our stay while on vacation and already looking to come back and stay at this same location .
Stayed 3 nights in Sep 2025
Response from VrboOwner on Sep 22, 2025
We’re thrilled to hear that you had an amazing stay! It’s wonderful to know that everything went smoothly from check-in to check-out and that our photos accurately represented the property. We take great pride in maintaining a clean and welcoming space for our guests, so your compliments mean a lot to us. We can’t wait to welcome you and your family back for another vacation!
Verified review

10/10 Excellent

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

Family vacation

Very nice place to stay with family, clean and good communication With the host
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Golf trip

Great place for guys on a golf trip, everyone really enjoyed this place.
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed every minute in the house and on the property. Nice and clean!!!
Stayed 5 nights in Sep 2025
Response from VrboOwner on Oct 6, 2025
We’re thrilled to hear that you enjoyed every minute of your stay. It’s wonderful to know that you found the house and property nice and clean. We strive to provide a welcoming and comfortable environment for our guests, and your feedback truly means a lot to us. We hope to welcome you back for another memorable stay in Kissimmee!
Verified review

10/10 Excellent

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

Bus Drivers getaway

Our stay was everything, thank you for sharing this property looking forward to next getaway.
Stayed 3 nights in May 2025
Response from VrboOwner on Aug 31, 2025
We’re thrilled to hear that your stay was everything you hoped for! It was our pleasure to share our property with you, and we’re glad you enjoyed your time in Kissimmee. We can’t wait to welcome you back for your next getaway!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our group really enjoyed the stay. The host was very active sending us information about our stay. and helping answer questions, check in/out was very seamless and we had no issues while there. Our group was there for a work conference, and it was nice for everyone to have their own space including a bathroom, but to also have plenty of common areas to hangout in. Plenty of space for a large family/group. Would 100% book again.
Stayed 4 nights in Nov 2025
Response from VrboOwner on Dec 6, 2025
It’s wonderful to hear that your group enjoyed your stay with us! We take pride in being responsive and ensuring that our guests' questions are addressed promptly. We appreciate your kind words and would be delighted to welcome you back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location
All was excellent, the only issue was the description of the bedrooms. There was not an accurate portrayal of the different bed sizes.
Stayed 4 nights in Mar 2026
Response from VrboOwner on Jun 8, 2026
Thank you for your feedback, John. We're glad to hear that you enjoyed your stay overall, and we hope to welcome you back for another stay soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
House was clean and offered everything 3 families needed! Our only complaint was the fighting at the house next door late into the night.
Stayed 4 nights in Oct 2025
Response from VrboOwner on Oct 24, 2025
Thank you for sharing your experience with us, Alex. We're glad to hear that our home met the needs of your three families and that you found it clean and well-equipped. We understand how disruptive noise from neighbors can be, and we apologize for the inconvenience it caused during your stay. We appreciate your feedback and will continue to work on ways to ensure a more peaceful environment for our guests. We hope to welcome you back for a more restful visit in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was great. Plenty of space for all our guest which we were 12 adults. Hot pool and spa were great but we did find a used band aid at the bottom of the pool which wasn’t a big deal. Poker table came in great for our crew. Parking was good except it was far when our guests would come over and had to pick them up at the clubhouse. Other than that everything was great. Would stay again!
Stayed 4 nights in Jan 2026
Verified review

10/10 Excellent

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

A great place

We had a dozen business men stay here for a convention. It was very easy to get to, clean and a great value. We loved it
Stayed 5 nights in Feb 2025
Response from VrboOwner on Aug 31, 2025
We’re thrilled to hear that you and your colleagues enjoyed your stay with us! It’s wonderful to know that our location and cleanliness met your expectations, and we appreciate your kind words about the value we offer. We hope to welcome you back for your next convention or any future gatherings!
Verified review

10/10 Excellent

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

Exactly what we needed (and more!); perfect for our group

I stayed here for a girls trip with 9 friends, and we were all so impressed with this place. This house was HUGE, even bigger than it looked in pictures, and we had the best time. We loved the lounge areas (couches are super comfy and big enough for everyone),
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

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

Perfect Location

This house was perfect. It was close enough to all the attractions and yet had plenty to do right at the home itself. Loved the clubhouse and all the activities it offered. Will definitely come again!
Stayed 5 nights in Mar 2024
Verified review

10/10 Excellent

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

Perfect home and location

My family was so impressed with this home!!! So many rooms and so much space. We were comfortable and the kids enjoyed the game room and pool. What a great home for Thanksgiving weekend
Stayed 2 nights in Nov 2023
Verified review

8/10 Good

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

Very nice

Very clean
Stayed 4 nights in Jul 2025
Response from VrboOwner on Aug 31, 2025
Thank you, Kenya, for your kind words! We're thrilled to hear that you found our place very nice and clean. We take great pride in maintaining a welcoming environment for our guests, and your feedback truly means a lot to us. We hope to welcome you back for another stay in Kissimmee soon!
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