Title: Upstay- Family Villa for 12 w Pool, Games & BBQ - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Upstay- Family Villa for 12 w Pool, Games & BBQ Vacation home in Kissimmee with a hot tub and a fitness center ## Photo gallery for Upstay- Family Villa for 12 w Pool, Games & BBQ ![Pool - Upstay- Family Villa for 12 w Pool, Games & BBQ (Kissimmee)](https://images.trvl-media.com/lodging/120000000/119930000/119924600/119924577/676c44ba.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Upstay- Family Villa for 12 w Pool, Games & BBQ (Kissimmee)](https://images.trvl-media.com/lodging/120000000/119930000/119924600/119924577/w1919h1080x1y0-639e8543.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - Upstay- Family Villa for 12 w Pool, Games & BBQ (Kissimmee)](https://images.trvl-media.com/lodging/120000000/119930000/119924600/119924577/5713904d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, foosball - Upstay- Family Villa for 12 w Pool, Games & BBQ (Kissimmee)](https://images.trvl-media.com/lodging/120000000/119930000/119924600/119924577/w1919h1080x1y0-f101d61c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, foosball - Upstay- Family Villa for 12 w Pool, Games & BBQ (Kissimmee)](https://images.trvl-media.com/lodging/120000000/119930000/119924600/119924577/w1919h1080x1y0-5bf1cafd.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies You can look forward to a garden, an arcade/game room, and a gym at Upstay- Family Villa for 12 w Pool, Games & BBQ. For some rest and relaxation, visit the hot tub. Guests can connect to in-room WiFi. ## Reviews 10 Exceptional ### Entire home 6 bedrooms5 bathrooms3142 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- Family Villa for 12 w Pool, Games & BBQ Summary: Upstay presents the perfect villa for families and group getaways, a spacious 6-bedroom, 5-bathroom home at Windsor at Westside Resort offers comfort, fun, and unbeatable convenience. Enjoy the private pool, BBQ grill, and a garage game room with a pool table, foosball, and darts. Located just minutes from Disney and Universal, with full access to resort amenities like a lazy river, fitness centre, clubhouse, and more—your Orlando adventure starts here! The Space: Sunshine, space, and resort-style fun! Welcome to this beautiful 6-bedroom, 5-bathroom family villa at the highly sought-after Windsor at Westside Resort in Kissimmee. With over 3,100 sq. ft. of living space and room for up to 12 guests, this two-storey getaway is perfect for families, friends, or small group vacations just minutes from Disney. From a private pool to a fully loaded garage game room and full access to world-class resort amenities, this home is made for memory-making. Outdoor Living at Its Best: • Private screened-in pool with safety fence • Furnished patio with loungers & shaded seating • BBQ grill for outdoor cooking • Dining area for sunny meals or evening BBQs It's Game Time, Anytime: • Garage game room with pool table, foosball & darts • Smart TVs throughout for movie nights or morning cartoons • High-speed WiFi + Roku & cable for your streaming needs Eat, Chill & Connect: • Fully equipped kitchen with stainless steel appliances • Spacious kitchen island & indoor dining for 8 • Open-concept living area with cozy seating & 64" Smart TV • Upstairs loft with another 64" Smart TV – perfect for kids or extra hangout space Sleep Soundly – 6 Bedrooms / 5 Bathrooms: First Floor: • Bedroom 1: King bed | Ensuite bathroom | 50" TV Second Floor: • Bedroom 2: King bed | Ensuite bathroom | 50" TV • Bedroom 3: Queen bed | Shares bath w/ BR 4 | 43" TV • Bedroom 4: Queen bed | Shares bath w/ BR 3 | 43" TV • Bedroom 5: Queen bed | Shares bath w/ BR 6 | 43" TV • Bedroom 6: Queen bed | Shares bath w/ BR 5 | 43" TV (All bathrooms include fresh towels, hairdryers & shower amenities.) Windsor at Westside Resort Amenities (included): • Gated 24/7 security with access via Lima Gate • Clubhouse with pool, lazy river, splash pad & waterslides • Hot tub, fitness centre, spa & business center • Tu Casa Bar & Lounge (open 11am–8pm) • Volleyball, basketball & tennis courts • Arcade room, playground, and movie theatre (Clubhouse Hours: 9:00 AM – 8:00 PM) Parking & Practical Info: • Driveway parking for 2 vehicles • Overflow parking available at clubhouse (limited) • Washer & dryer available in-unit • Trash pickup daily – place bins outside Unbeatable Location: • 10 minutes to Disney parks • 25 minutes to Universal Studios & SeaWorld • 5 minutes to shopping, groceries, and restaurants • 35 minutes to Orlando International Airport (MCO) Why Stay With Us? As experienced & professional hosts, we pride ourselves on delivering top-notch guest experiences. Our home is professionally cleaned, well-stocked, and thoughtfully designed for comfort, fun, and togetherness. Book now and make unforgettable Orlando memories with your crew! Guest Access: Parking: • Up to 2 vehicles can park in the home’s driveway. • Overflow parking is available near the clubhouse, though limited—please avoid fire lanes and “No Parking” zones. Property Access: • Check in with the gate security guard upon arrival. • You’ll need to show your booking confirmation and valid ID to receive your proxy access card, which allows gated entry for the remainder of your stay. Resort Access: • Enjoy complimentary access to the Windsor at Westside Resort amenities, including the clubhouse, lazy river, pool, splash pad, and more. • The clubhouse is open daily from 9:00 AM to 8:00 PM, and the Tu Casa bar/lounge operates from 11:00 AM to 8:00 PM. The Neighborhood: One of the most desired resort communities in all of Kissimmee area! This ideal location offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options! Getting Around: Nearby Family Attractions: • Walt Disney World \~ 10 miles. • Magic Kingdom Park \~ 15 miles. • EPCOT \~ 15 miles. • Hollywood Studios \~ 10 miles. • SeaWorld \~ 16 miles. • Universal Studios \~ 25 miles. Nearby Other Attractions: • Highlands Reserve Golf Club \~ 3 miles. • Lake Louisa State Park \~ 13 miles. • Camping World Stadium \~ 32 miles. • Orlando Science Center \~ 34 miles. • Mennello Museum of American Art \~ 36 miles. Other Things to Note: Important to 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! • Please note that we do not provide washcloths. Please bring your own washcloths to make use of during your stay. Add-On Services: • Pool heating: $35/night Convenience Rentals: • BBQ propane tank: $70 (delivered) • Pack 'N Play crib: $40 • Highchair: $40 (Please reach out after booking to arrange any add-ons or upgrades.) 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 - Hot tub - Private pool ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 6 bedrooms - Bedsheets provided ### Bathroom - 4.5 bathrooms - Hair dryer - Shower - Towels provided ### Entertainment - TV ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - 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 - Garden - Property located in a resort - Unit size: 3,142 square feet ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/60000000/59570000/59565300/59565278/a26660ea.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury 5 Star Mansion on Storey Lake Resort, Minutes from Disney World, Orlando Mansion 3673 Orlando - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13&selected=59565278&PinnedHotelID=59565278&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/109000000/108930000/108922300/108922243/ed6bd2a0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Inviting Home near Disney with Waterpark & Resort Access at Encore Resort - 7792SW Kissimmee - Pool - Kitchen - Washer - Free WiFi CA $320 CA $1,103 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-08&endDate=2026-02-09&selected=108922243&PinnedHotelID=108922243&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/121000000/120010000/120000700/120000673/w1023h682x1y1-6547e604.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3 Bedrooms / 2.5 Bathrooms / Lake Berkley (1116PR) Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13&selected=120000673&PinnedHotelID=120000673&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/75000000/74880000/74873900/74873842/df758604.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Featured- 3 Bedroom 3 Bath Private Pool! 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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 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 6866f2db11e03d001204bd2b ## About the area Located in Kissimmee, this vacation home is near theme parks. ChampionsGate Golf Club 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 Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Old Town, 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%7C28.30334%2C-81.64251&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=r0CCCiYnVcHbJlQmQwNAxy4G4Tw=) Kissimmee, FL ### What's nearby - Northeast Regional Park 4 min drive \- 3.1 km - Lake Davenport 4 min drive \- 3.1 km - Highland Reserve Golf Club 6 min drive \- 4.0 km - Four Corners FC 6 min drive \- 5.4 km - ChampionsGate Golf Club 8 min drive \- 8.1 km ### Getting around - Kissimmee Station 33 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 42 min drive ### Restaurants - Dutch Bros Coffee 7 min drive - McDonald's 7 min drive - 7-Eleven 4 min drive - Chick-Fil-A 11 min drive - Twistee Treat Berry Town 7 min drive ## Frequently asked questions ### Is Upstay- Family Villa for 12 w Pool, Games & BBQ pet-friendly? ### How much is parking? ### What time is check-in at Upstay- Family Villa for 12 w Pool, Games & BBQ? ### What time is check-out at Upstay- Family Villa for 12 w Pool, Games & BBQ? ### Where is Upstay- Family Villa for 12 w Pool, Games & BBQ located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Upstay- Family Villa for 12 w Pool, Games & BBQ Reviews ## Reviews ### Exceptional 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 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Letitia P. Oct 19, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The house is very clean and beautifully decorated. ##### Letitia P. 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