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Upstay: Family Home w Pool, Cinema & Games Room

Photo gallery for Upstay: Family Home w Pool, Cinema & Games Room

A swimming pool with lounge chairs, a barbecue area, and a covered patio.
A modern living room with a sofa, armchairs, and a dining area with a table and chairs.
A home theater room with black leather reclining chairs, a large screen, and a patterned wall.
A room with a foosball table, a Monopoly board game, and a character figure.
A two-story residential building with a beige exterior, a red front door, and a garage.

Reviews

8.8 out of 10
Excellent

Highlights

  • Family fun awaits
    Top-rated for families.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Discover nearby landmarks
    Walk to Shingle Creek Regional Park

Popular amenities

  • Balcony
  • Spa pool on site
  • Private pool
  • Waterpark access
  • On-site fitness centre
  • Barbecue

Explore the area

View map
Kissimmee, FL
  • Place, Shingle Creek Regional Park
    ‪1 min walk‬
  • Place, Pioneer Village at Shingle Creek
    ‪3 min walk‬
  • Place, Kissimmee Go-Karts
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪29 min drive‬

Rooms & beds

10 bedrooms (sleeps 20)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 Single Bunk Bed

Bedroom 7

1 Single Bunk Bed

Bedroom 8

1 Queen Bed

Bedroom 9

1 Single Bunk Bed

Bedroom 10

2 Single Beds

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
Balcony
Garden

Add dates for prices

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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 in the mood for shopping can visit Old Town and Orlando Vineland Premium Outlets. Travelling with kids? Make time for Walt Disney World® Resort, or head to an event or a match at ESPN Wide World of Sports Complex.
Map
Kissimmee, FL

What's nearby

  • Shingle Creek Regional Park - 1 min walk - 0.1 km
  • Pioneer Village at Shingle Creek - 3 min walk - 0.3 km
  • Wat Florida Dhammaram - 17 min walk - 1.4 km
  • Kissimmee Go-Karts - 4 min drive - 2.4 km
  • Congo River Golf - 4 min drive - 2.4 km

Getting around

  • Kissimmee Station - 18 min drive
  • Poinciana Station - 19 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 13 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪7-Eleven - ‬8 min drive
  • ‪Chick-fil-A - ‬5 min drive
  • ‪Chipotle - ‬5 min drive
  • ‪Medieval Times Dinner & Tournament - ‬5 min drive

Frequently asked questions

Does Upstay: Family Home w Pool, Cinema & Games Room have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Upstay: Family Home w Pool, Cinema & Games Room?

As of 28 October 2026, prices found for a 1-night stay for 2 adults at Upstay: Family Home w Pool, Cinema & Games Room on 1 November 2026 start from NZ$1,638, 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: Family Home w Pool, Cinema & Games Room pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Upstay: Family Home w Pool, Cinema & Games Room?

On-site parking is available at the property.

What time is check-in at Upstay: Family Home w Pool, Cinema & Games Room?

Check-in begins at 4:00 PM.

What time is check-out at Upstay: Family Home w Pool, Cinema & Games Room?

Checkout is at 10:00 AM.

Where is Upstay: Family Home w Pool, Cinema & Games Room located?

This family-friendly Kissimmee holiday home is within 2 mi (3 km) of Congo River Golf, Kissimmee Go-Karts and 192 Flea Market. Give Kids the World Village and Lake Cecile are also within 3 miles (5 km).

Reviews

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 13 out of 21 reviews
Rating 8 - Good. 5 out of 21 reviews
Rating 6 - Okay. 2 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 1 out of 21 reviews

9.4/10

Cleanliness

8.8/10

Check-in

8.4/10

Communication

8.8/10

Location

8.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lots of room.
Stayed 3 nights in May 2026
Response from VrboOwner on 9 June 2026
Thank you for your feedback, Sonia! We're glad to hear that you found the space to be ample during your stay. We always aim to provide a comfortable environment for our guests, and it’s great to know that you enjoyed the roominess of Upstay. We hope to welcome you back for another visit in the future!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a spacious home to serve our team needs while in town for volleyball nationals. Parking was the only issue. With multiple families traveling there were six cars total and only two cars can park in the driveway. Overflow parking nearby was almost always full so it posed a very big problem for us. Otherwise, no issues at all. Clean, spacious and good communication. * washcloths not provided
Stayed 4 nights in Jun 2026
Response from VrboOwner on 14 September 2026
Thank you for sharing your experience with us, Amber. We're glad to hear that Upstay met your team's needs during the volleyball nationals and that you found the home clean and spacious. We understand that parking can be a challenge, especially with multiple families, and we appreciate your feedback on this matter. We strive to provide a comfortable stay for all our guests, and we will look into ways to better communicate parking options in the future. Regarding the washcloths, we apologize for the oversight and will ensure that this is addressed for future guests. We hope to welcome you back for another stay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family really enjoyed our stay. Everything was great and we will be back
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous property and great communication. It was a wonderful trip that met all of our needs. I will absolutely rent this house again!!
Stayed 5 nights in Oct 2025
Response from VrboOwner on 27 October 2025
Thank you for your kind words, Christy! We're delighted to hear that you found our property gorgeous and that our communication met your expectations. It’s wonderful to know that your trip was enjoyable and that we could accommodate all your needs. We would love to welcome you back anytime—your next stay is just a booking away!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely loved our stay! The home was beautiful and very spacious. The kids who stayed with us loved the themed rooms and the nice pool and hot tub. We plan on returning next year for our yearly trip. Can't recommend enough!
Stayed 9 nights in Sep 2025
Response from VrboOwner on 30 January 2026
It’s wonderful to hear that you absolutely loved your stay with us! We take great pride in providing a beautiful and spacious home for our guests, and it’s fantastic to know that the kids enjoyed the themed rooms and the pool and hot tub. Your plans to return next year truly make us smile, and we can’t wait to welcome you back for your yearly trip. Thank you for the high recommendation!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house!! Just as described Very spacious & really well maintained!!
Stayed 6 nights in Aug 2025
Response from VrboOwner on 28 August 2025
We’re thrilled to hear that you enjoyed your stay at our home in Kissimmee! It’s wonderful to know that you found the house spacious and well-maintained, just as we strive to provide for our guests. Thank you for taking the time to share your experience, and we hope to welcome you back for another great stay in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was exactly as described. Perfect for our group to stay at for a long weekend. Our family had a wonderful time! The kids had a great time at the home and using the resort amenities. Very close to the main clubhouse as well.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 10 September 2025
Thank you for your wonderful review, Rachel! We're thrilled to hear that our property met your expectations and that your family had a fantastic long weekend. It's great to know the kids enjoyed both the home and the resort amenities. Being close to the main clubhouse is definitely a plus! We hope to welcome you back for another memorable stay in the future.
Verified review

10/10 Excellent

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

This was a perfect trip

The house was nice ans neat the neighbors is so friendly and helpful I will recommend stay
Stayed 4 nights in Apr 2025
Response from VrboOwner on 19 July 2025
Thanks Sally for the recommendation. We are happy you found the place great. Providing a stay that meets our guests' expectations is always our goal! See you again next time.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We couldn’t have asked for a better accommodations. There were ten to my family and more than enough room. The house was CLEAN and very convenient to all the places we wanted to see. Our host Renata was great. when ever I texted her with my silly questions and she responded quickly. Highly recommend this property.
Stayed 7 nights in Nov 2025
Response from VrboOwner on 24 November 2025
Thank you, Lou Ann, for your wonderful review! It brings us so much joy to hear that you and your family had a fantastic stay at Upstay. We take great pride in maintaining a clean and spacious environment for our guests, and it’s great to know that it met your needs. Renata is indeed a gem, and we’re glad her quick responses made your experience even better. We appreciate your recommendation and hope to welcome you all back for another memorable trip!
Verified review

8/10 Good

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication
Had some issues with Upstay waiting until 4pm before sending me the actual address. Instead of waiting at the airport we could have been driving to the rental house and been there right at 4pm.
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check-in is congested because you have to go through the security gate. Kitchen was great - two refrigerators (we had one for food and one for drinks). It also has two dishwashers, but we only used one. Stove worked well. Could use some bigger pots and pans when you are cooking for large groups. The host was awesome, answered questions very fast and responded to any needs we had immediately.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 22 August 2025
Thank you for your detailed feedback! We’re glad to hear you enjoyed the well-equipped kitchen and that it worked well for your group. We appreciate your note about adding larger pots and pans—we’ll certainly look into that to make cooking for big groups even easier. It’s also wonderful to know our team was able to respond quickly and support your stay. We’d be happy to host you again anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check-in was easy and clear. The home was clean and inviting. The super host was quick to respond to any questions, and checked in with us as well. The pool and hot tub were clean, and the safety gate was highly appreciated. The kitchen was well stocked with dishware, utensils, cups, pots, and pans. 2 refrigerators worked well for our 2 families, and 2 dishwashers made keeping up with the dishes easy. Washer and dryer on both floors were a great bonus! It is 20-30 minutes to Disney depending on traffic and 30-40 minutes to Universal. Shopping and restaurants were close. Highly recommend Target over Walmart! Walmart was crazy busy and shoppers were rude. However, Target was a nreath of fresh air, fewer people, with all the same things as Walmart, including full supermarket, and Target is closer! Property staff were nice, and security was great.
Stayed 10 nights in Dec 2025
Response from VrboOwner on 29 December 2025
Thank you for sharing your experience with us! We're delighted to hear that you found the check-in process easy and that the home met your expectations. It’s great to know that you appreciated the cleanliness and the inviting atmosphere we strive to create. We’re especially glad that the pool and hot tub were to your liking, and that the safety gate provided peace of mind for your families. Having two refrigerators and dishwashers certainly makes it easier to accommodate larger groups, and we’re happy to hear that the laundry facilities were a bonus for you. Your tips about the local shopping options are invaluable, and we appreciate your recommendation of Target! It’s always nice to hear that our guests found the location convenient for their needs. Thank you for highlighting our team’s responsiveness and the security measures in place. We hope to welcome you back for another stay in the future!
Verified review

6/10 Okay

Liked: Check-in
Disliked: Communication, listing accuracy
We had issue with toilet and ac Couches were so old and worn out In very bad shape We did called and inform them
Stayed 5 nights in Jul 2025
Response from VrboOwner on 1 September 2025
Thank you for sharing your feedback with us. We sincerely apologize for the issues you encountered during your stay, particularly with the toilet and air conditioning. We appreciate you bringing these matters to our attention, as we strive to maintain a comfortable environment for all our guests. We are currently in the process of addressing the condition of the couches to ensure they meet our standards. Your input is invaluable, and we hope to have the opportunity to provide you with a better experience in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family and I stayed here 09/21-09/26/25 and it was wonderful. 6 Adults, 4 kids, and a dog with plenty of space and privacy. The pictures are an exact reflection of the house. The kids called it “The Holiday House” and they had a blast; especially being able to swim everyday. The owner Renata and her hosts John and Carolina were all amazing from check in to check out. They addressed any and every question/concern promptly and with kindness. We did encounter a couple of weird security workers at the gate. However, I wouldn’t let that stop me from returning, and I highly recommend. You won’t be disappointed!! Oh, and the reviews about the worn out furniture is old. It has been updated.
Stayed 5 nights in Sep 2025
Response from VrboOwner on 16 October 2025
Thank you for sharing your experience with us! It brings us so much joy to hear that you and your family had a wonderful stay at Upstay. We’re glad the space was perfect for your group, and it’s fantastic that the kids enjoyed the pool so much—“The Holiday House” sounds like a fitting name! We appreciate your kind words about our team. Renata, John, and Carolina are dedicated to ensuring our guests have a seamless experience, and we’re happy to know they were able to assist you promptly. We’re also grateful for your feedback regarding the security staff; we’ll keep that in mind as we strive to improve every aspect of our guests' experience. It’s great to hear that you noticed the updates to the furniture as well. We look forward to welcoming you back for another memorable stay!
Verified review

2/10 Terrible

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

Beautiful house, terrible experience

The house is as advertised, was clean and fit our family comfortably. However, the resort is a nightmare, and Upstay is difficult and frustrating to work with. Their payment portal is not linked to VRBO and is difficult to use with threats to cancel the reservation without refund at each step of the 2 payments (bank flags transactions as fraud). There is a separate charge to heat the pool/hot tub (the pool doesn’t heat, and hot tub only heats when the jets are on so it gets too hot too quickly, but cools off completely within 3 minutes of the jets turning off for 60/day). The host didn’t provide the door code with the check-in instructions (the cleaning crew gave it to us as they exited at check in time!) The resort doesn’t have enough parking, so if you need more than 2 cars to get your family of 19 to the house good luck not getting towed- we parked a 3rd car in the driveway overhanging the sidewalk to load suitcases at check-out, and a tow truck hooked up to tow it out of the driveway mid-checkout! Also, the listing says checkout at 11:00 and I confirmed with the host 1 week in advance of our reservation, but the night before checkout the host tried to change check-out time to 10:00. The resort pool code was never given to us- the remote host kept insisting that it was a manual latch without a code contrary to reality. We will never book with Upstay again, terrible experience.
Stayed 4 nights in Jun 2025
Response from VrboOwner on 27 November 2025
We appreciate your feedback and are genuinely sorry to hear about the challenges you faced during your stay. While we’re glad to know that you found the house clean and comfortable for your family, we recognize that the issues you encountered with the resort and our communication were frustrating. We understand how important it is for our guests to have a seamless experience, and we apologize for the confusion regarding the payment portal and the door code. We are actively working to improve our processes to ensure that future guests do not face similar difficulties. Regarding the pool and hot tub heating, we appreciate your input and will look into clarifying the usage instructions to avoid any misunderstandings. We also regret the parking situation and the miscommunication about the checkout time. Your experience is not reflective of the standards we strive to uphold, and we will address these concerns with our team. Thank you for bringing these matters to our attention. We hope you might reconsider and give us another chance in the future.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 3 nights in Sep 2026
Verified review

8/10 Good

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

8/10 Good

Stayed 3 nights in Oct 2025
Verified review

6/10 Okay

Liked: Location
Disliked: Cleanliness, check-in, communication, listing accuracy
Stayed 5 nights in Jun 2025
Verified review

10/10 Excellent

Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

Stayed 6 nights in Mar 2025
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