Title: Upstay: Renovated 9BR Home w Theater & Games Room - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=108444822&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Upstay: Renovated 9BR Home w Theater & Games Room Vacation home in Kissimmee with an indoor pool and a hot tub ## Photo gallery for Upstay: Renovated 9BR Home w Theater & Games Room ![Indoor pool - Upstay: Renovated 9BR Home w Theater & Games Room (Kissimmee)](https://images.trvl-media.com/lodging/109000000/108450000/108444900/108444822/2e13cee4.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV, fireplace, foosball - Upstay: Renovated 9BR Home w Theater & Games Room (Kissimmee)](https://images.trvl-media.com/lodging/109000000/108450000/108444900/108444822/47c04c58.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Upstay: Renovated 9BR Home w Theater & Games Room (Kissimmee)](https://images.trvl-media.com/lodging/109000000/108450000/108444900/108444822/048479ca.jpg?impolicy=resizecrop&rw=297&ra=fit) ![9 bedrooms, iron/ironing board, WiFi, bed sheets - Upstay: Renovated 9BR Home w Theater & Games Room (Kissimmee)](https://images.trvl-media.com/lodging/109000000/108450000/108444900/108444822/c13fefb5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby - Upstay: Renovated 9BR Home w Theater & Games Room (Kissimmee)](https://images.trvl-media.com/lodging/109000000/108450000/108444900/108444822/90b8f801.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Experience the ultimate Orlando retreat at Windsor at Westside Resort, where luxury meets comfort. Enjoy a private swimming pool and jacuzzi hot tub, lazy river, tiki bar and outdoor grill in this 9-bedroom home that sleeps up to 20 guests. You'll also have access to resort amenities like the fitness center, video arcade and sundries shop. ## Reviews 8.8 Excellent ### Entire home 9 bedrooms6 bathrooms4391 sq ft ## Popular amenities - Pool - Hot tub - Kitchen - Washer - Dryer - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Upstay: Renovated 9BR Home w Theater & Games Room Summary: Upstay presents this newly renovated 9-bedroom home at the sought-after Windsor at Westside Resort—just 8 miles from Disney! Recently updated to include a brand-new movie theater and an upgraded games room with a PlayStation, this home offers even more space for fun and relaxation. Enjoy your own private swimming pool, jacuzzi hot tub, and a spacious, fully furnished sundeck. Inside, you’ll find modern, airy rooms and entertainment for all ages, including air hockey, billiards, and foosball. The Space: This newly renovated 9-bedroom, 6-bathroom home at Windsor at Westside has been enhanced with a brand-new private movie theater and upgraded games room with a PlayStation—making it the ultimate group getaway. Enjoy a private pool, outdoor hot tub, and a large sundeck with serene pond views. The home sleeps up to 20 guests comfortably, with smart TVs in every bedroom and high-speed WiFi throughout. Enjoy pond-facing views and no rear neighbors while you soak up the Florida sunshine from your private screened-in patio. Cool off in the sparkling swimming pool, unwind in the jacuzzi hot tub, or enjoy BBQ lunches around the outdoor dining area—there’s plenty of space for everyone. Inside, the fully equipped kitchen features double fridge/freezer combo units, two large-capacity dishwashers, quartz countertops, stainless steel appliances, and a deep double sink. Dine together at the 10-person indoor dining table, with additional seating for 4 at the kitchen island and even more outdoors. Every bedroom has a Smart TV, and high-speed internet keeps everyone connected. Bedroom breakdown: First Floor: Bedroom 1: King bed with ensuite Bedroom 2: Queen bed with ensuite Bedroom 3: Queen bed with ensuite Also on this floor: A popular bunk-bed room, great for kids! Second Floor: Bedroom 4: King bedroom suite Bedroom 5: Queen bedroom suite Bedroom 6: Bunk bed (twin/full) Bedrooms 7–9: Three rooms, each with 2 twin beds Bonus: Upstairs loft lounge now enhanced with air hockey, billiards, and foosball Need to throw in a load of laundry? No problem—this home includes in-home washers and dryers, central A/C, and free parking for up to 4 vehicles on-site. As part of your stay, you’ll also enjoy full access to the incredible Windsor at Westside Resort, complete with a lazy river, water slides, a Tiki bar, and so much more. Whether you're heading to Disney (just 8 miles away), relaxing poolside, or enjoying a movie night at home—this property offers a vacation experience unlike any other. Guest Access: You'll have private access to the property, so please make yourself at home. You can park 2 cars in the driveway. Our guests also get access to the resort clubhouse and its amenities, they are open from 9am to 9pm daily. The Neighborhood: Windsor at Westside is a brand new Mediterranean-themed community of luxury Orlando vacation rentals just 8 miles from Disney World. Guests get full access to the clubhouse and all of its amenities. Getting Around: Windsor at Westside is perfectly located to give you easy access in to the back entrance of Disney World via Black Lake Road followed by Sherbeth Road, so you will experience very minimal traffic. Close to shops, supermarkets (publix) and restaurants it's a great location to explore all the Orlando theme park attractions. Windsor at Westside is just 30 miles from Orlando International Airport via the 417 toll road which normally takes about 35 minutes and only costs a few Dollars for the convenience. Other Things to Note: \*IMPORTANT NOTE\* • For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay! • Up to 2 vehicles can park in the driveway. There is additional parking at the clubhouse if needed. Please note: the garage is not available, and the resort's policy limits a maximum of 5 vehicles per residence. • Please note that we do not provide washcloths. Please bring your own washcloths to make use of during your stay. Additional Services: • Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details. • We're happy to deliver: \- Your BBQ comes with a complimentary full propane tank at check-in! Running low? Get a one-time refill for just $55 and keep the grill going! \- a "Pack 'N Play Crib" for $40 (one-time fee). \- a Highchair for $40 (one-time fee). \- Mid-stay cleaning for reservations over 3 days in duration. This service is available for an extra fee and will need to be booked in advance. Quality Assurance: • Your wellbeing is our top priority. We have built upon our foundation of pre-existing high cleaning standards with additional COVID-19 specific recommendations from the WHO, CDC and Canadian Public Health Agency guidelines. House Rules: 1\. Parties, events, and smoking/vaping are prohibited in or around our property. 2\. Please check-out on time. Late departures will result in a charge for each additional hour the property cannot be accessed for turnover. 3\. Outside of service animals, pets are not permitted at this property. Any evidence of pets will result in a fine and/or forfeiture of your full deposit. 4\. Firearms and weapons are strictly prohibited on the property. 5\. We do not assume liability for any injuries sustained by using the pool. Please follow all safety precautions and use at your own discretion. If any of these house rules are broken, you and your group may be subject to additional charges or be requested to vacate the property immediately without refund. Interaction with Guests: We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time. ## Property amenities ### Pool/Spa - Communal pool - Hot tub - Indoor pool - Private pool ### Internet - Available in the house: WiFi ### Parking and transportation - Electric car charging station on site - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 9 bedrooms - Bedsheets provided ### Bathroom - 6 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Fireplace ### Entertainment - TV ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Hardwood flooring in public areas - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center - Near a health/beauty spa ### Things to do - Arcade/game room - Billiards/pool table - Foosball table - Gym - Theme park nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Electric car charging station - Property located in a resort - Unit size: 4,391 square feet ## Similar properties ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/73000000/72670000/72667500/72667458/9b00a88e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cost-effective pool home from 190/NT! 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Parties, events, and smoking/vaping are prohibited in or around our property. 2\. Please check-out on time. Late departures will result in a cha... ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed This property accepts cash Onsite parties or group events are strictly prohibited Long-term renters welcome Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 66b23d96f650240043cd268f ## About the area Located in Kissimmee, this vacation home is in the city center and near theme parks. ChampionsGate Golf Club and Mystic Dunes 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 Disney Springs™. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed. [Visit our Kissimmee travel guide](https://www.expedia.ca/Kissimmee.dx7927) [View more Vacation homes in Orlando](https://www.expedia.ca/Orlando-Private-Vacation-Homes.d178294-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C28.30981%2C-81.64170&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=oyJz-L6-3pEdZleLtj2oH2v8JyE=) Kissimmee, FL ### What's nearby - Northeast Regional Park 3 min drive \- 2.7 km - Lake Davenport 3 min drive \- 2.7 km - Four Corners FC 5 min drive \- 5.0 km - Highland Reserve Golf Club 6 min drive \- 4.0 km - Orange Lake Golf 7 min drive \- 8.5 km ### Getting around - Kissimmee Station 31 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 41 min drive ### Restaurants - Dutch Bros Coffee 6 min drive - McDonald's 5 min drive - 7-Eleven 18 min walk - Circle K 7 min drive - Twistee Treat Berry Town 5 min drive ## Frequently asked questions ### Does Upstay: Renovated 9BR Home w Theater & Games Room have a pool? ### Is Upstay: Renovated 9BR Home w Theater & Games Room pet-friendly? ### How much is parking? ### What time is check-in at Upstay: Renovated 9BR Home w Theater & Games Room? ### What time is check-out at Upstay: Renovated 9BR Home w Theater & Games Room? ### Where is Upstay: Renovated 9BR Home w Theater & Games Room located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Upstay: Renovated 9BR Home w Theater & Games Room Reviews ## Reviews ### Excellent All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 6 8 - Good 2 6 - Okay 2 4 - Poor 0 2 - Terrible 0 ### 9.6 Cleanliness ### 9.8 Location ## Reviews ### 10/10 Excellent #### Arthur V. Mar 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Spacious Vacation Home for large groups! Did a family trip to Disney with a total of 18 kids/adults. Primarily used for the basics (sleep/shower/breakfast) so it was perfect for that as everyone had their own space. Property manager was on top of their game and very responsive. Thanks for a great trip! ##### Arthur V. Stayed 6 nights in Feb 2025 ### 10/10 Excellent #### Dre Sep 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Wonderful home, felt safe with family and had a lot of fun. ##### Dre Stayed 2 nights in Sep 2025 ### 8/10 Good #### Tracey O. Oct 10, 2025 Liked: Cleanliness, check-in, communication, location All great. ##### Tracey O. Stayed 5 nights in Oct 2025 ### 10/10 Excellent #### Lillian R. Jul 29, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent vacation family home " We had a wonderful stay at your vacation rental home! The spacious home provided plenty of room for a family of 20, and there was something for every age group to enjoy. The open kitchen was fantastic—it had enough space for everyone to eat together, making our family gatherings even more special. The whole family enjoyed the pool and the amenities at the clubhouse, which added to our fun! Highly recommend for a memorable and comfortable getaway!" ##### Lillian R. Stayed 4 nights in Jul 2025 ### 10/10 Excellent #### Sandra S. Oct 26, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Everything Was On Point except tha AC Was not working up stairs ##### Sandra S. Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### Albert N. Apr 23, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Orlando family trip Great property. Very engaged host ##### Albert N. Stayed 3 nights in Apr 2025 ### 10/10 Excellent #### Jacques J. Jun 14, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Accomodations! Beautiful home. Close to the Clubhouse. Great communication with property manager. Amenities Galore! Highly Recommend! ##### Jacques J. Stayed 5 nights in Jun 2025 ### 8/10 Good #### Froilan S. Jun 22, 2025 Liked: Cleanliness, communication, location #### Great Vacation house Overall, this was a great vacation home spacious and comfortable, with more than enough bedrooms and bathrooms for our group of 14\. The kids especially loved the arcade room, swimming pool, and the home movie theater. A few things to note: the listing mentioned parking for four cars, but since the garage has been converted into an arcade, only two cars can actually fit in the driveway. We had three cars and were told that street parking isn’t allowed and could result in towing. Management recommended the “Parkopedia” app, but the nearest available parking was about two miles away, and we weren’t sure if overnight parking was allowed there. We ended up parking on the street and took our chances.We also had a bit of an issue at check-in. We were told we could check in at noon, but when we arrived, we were informed of a maintenance delay. The house wasn’t ready until around 2 PM, and we ended up waiting outside unnecessarily. Clearer communication would’ve been helpful so we can plan accordingly. We would have preferred an answer of no early check in, vice waiting there until we are allowed to go in. Lastly, basic supplies like toilet paper and trash bags were not stocked adequately. For 14 people staying 8 days, we had to go out and buy extras pretty quickly.Despite these issues, we still really enjoyed the house and the location, just 20–30 minutes from Disney. We would consider staying here again in the future with a few adjustments. ##### Froilan S. 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