[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Upstay Spacious 8BR Family Home w Pool & Hot Tub Family-friendly vacation home with a fitness center and an indoor pool ![Indoor pool](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867820/cc843e0c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867820/d879eb9f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867820/c4b32cab.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867820/41789d33.jpg?impolicy=resizecrop&rw=297&ra=fit) ![8 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867820/f4b08f3f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location A garden, an arcade/game room, and laundry facilities are just a few of the amenities provided at Upstay Spacious 8BR Family Home w Pool & Hot Tub. For some rest and relaxation, visit the hot tub. Stay connected with in-room WiFi, and guests can find other amenities such as a gym. 10 Exceptional ### Entire home 8 bedrooms6 bathrooms4041 sq ft ## Popular amenities - Parking available - Dryer - Washer - Air conditioning - Hot tub - Gym ## 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 Spacious 8BR Family Home w Pool & Hot Tub Summary: Upstay welcomes you to this spacious 8-bedroom retreat in the gated Windsor at Westside Resort. Enjoy a private, garden-facing patio with a swimming pool, spillover hot tub, BBQ grill, shaded dining area, and sun loungers. Inside, unwind in the game room with foosball, billiards, and board games—or host a movie night in your very own home theatre featuring a large screen. Perfect for families and group getaways! Book your stay now! The Space: 8BR Family Retreat | Pool, Spa, Games & Home Theater at Windsor at Westside Your dream group getaway starts here! This spacious 8-bedroom, 6-bathroom home sleeps up to 16 guests and delivers fun at every turn — with a private pool, bubbling hot tub, game room, and even a home theater. Located in the sought-after Windsor at Westside Resort, you’ll enjoy luxury living, resort perks, and a prime location just minutes from Disney and Orlando’s top attractions. Poolside Paradise: • Private screened-in patio with swimming pool & jacuzzi-style spa • No rear-facing neighbors for added peace and privacy • Sun loungers for soaking up the rays • Covered outdoor dining area with BBQ grill — perfect for alfresco meals Game On & Movie Nights: • Garage-turned-games room with pool table, foosball & board games • Private home theater with large projector screen & cozy seating • High-speed WiFi + Smart TVs with cable for all your streaming needs Cook, Dine & Chill: • Fully equipped kitchen with high-end appliances & oversized island • Indoor dining table for 10 + island seating & outdoor dining area • Open-concept living space with plush seating and a large Smart TV • In-home laundry machines and central A/C for ultimate convenience 8 Bedrooms / 6 Bathrooms: With four ensuite bathrooms and thoughtful bedroom layouts, everyone in your group can enjoy comfort and privacy. Bedroom Breakdown: First Floor • Bedroom 1: King bed | Private ensuite bath (ideal for guests avoiding stairs) Second Floor • Bedroom 2: King bed | Ensuite • Bedroom 3: Queen bed | Shared bath • Bedroom 4: 2 Full beds | Shared bath • Bedroom 5: King bed | Ensuite • Bedroom 6: 2 Twin beds | Shared bath • Bedroom 7: Queen bed | Shared bath • Bedroom 8: King bed | Ensuite Windsor at Westside Resort Amenities: • 24/7 gated entrance with security guard • Massive resort-style heated pool with shallow-entry access • Lazy river, kids’ splash zone & water slide • Outdoor hot tub & sundeck with loungers • Tiki bar (TuCasa) with cocktails and snacks • Full-service clubhouse with restaurant & lounge • Fitness center, tennis & basketball courts • Playground, arcade & sundries shop Whether you're floating in the lazy river, grabbing a cocktail poolside, or taking a break in the private theater, this home has something for everyone. Plus, you're just a short drive to Disney, Universal, shopping, dining, and more. Extras & Essentials: • Free driveway parking + additional guest parking at the clubhouse • Pet-friendly — bring your furry companions along! • Complimentary resort access for all registered guests Why Stay With Us? We make family vacations easy and unforgettable. From stylish interiors to resort-level entertainment, this home is designed for comfort, connection, and fun. Book your Orlando adventure today! Guest Access: Parking: • 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. Property Access: • Guests will enter the community through a gate and the security guard. Resort Access: • You're provided with complimentary access to the Windsor at Westside Resort. • Clubhouse is open daily from 9am - 9pm, year-round. The Neighborhood: Windsor at Westside is a gated vacation rental community close to Disney featuring an 8,000 sq. ft. clubhouse with the Tu Casa Bar & lounge, market & deli, video arcade, sundries shop & fitness center. There are multi sports courts, a resort style swimming pool, whirlpool spa, tiki bar, poolside cabanas, kids play zone, lazy river and more! The home is in an ideal location, which 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: Windsor at Westside Resort: 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! 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 NOTICE \*\*\* • Please note that the fridge's ice maker is currently unavailable. However, for your convenience, a separate ice maker is provided on the kitchen counter. • To help ensure a safe and trusted experience for all guests, ID verification may be required after booking. 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 offer 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. Pet Friendly: • A pet fee of $129/pet per stay will be added at the time of booking if the pet is added to the reservation. If no pet is declared during booking, we will collect the fee separately. Pets up to 70lbs are welcome. • If you have more than one pet, please note that an extra fee of $129 per pet will also be collected after booking confirmation. 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). 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 - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Ice maker - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 8 bedrooms - Bedsheets provided ### Bathroom - 6 bathrooms - Hair dryer - Shower - Towels provided ### Entertainment - Books - DVD player - TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Stair-free path to entrance - Tile flooring in public areas - Upper floors accessible by stairs only - Smoking not allowed ### Services and conveniences - Concierge services - Iron/ironing board ### Location highlights - In the city center - Near a health/beauty spa ### Things to do - Arcade/game room - Gym - Golfing 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: 4,041 square feet ## Similar properties ![Pool](https://images.trvl-media.com/lodging/112000000/111180000/111179800/111179779/81940232.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Dream Family Escape at Windsor at Westside Resort Kissimmee - Pool - Hot tub - Kitchen - Washer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=111179779&PinnedHotelID=111179779&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/74000000/73240000/73232200/73232126/w1536h1019x0y4-b3cf233b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lazy River!!! 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Parties, events and smoking/vaping are prohibited in or around our property and risk of a fine and/or a forfeiture of your full deposit. 2. Plea... ### 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 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 67d1f2abe34a6e0012746733 ## About the area ![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%7C28.30538%2C-81.64401&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=OPGvNICmh9Fl4G7lyCXMgaAZ7NI=) Kissimmee, FL #### What's nearby - Highland Reserve Golf Club - 7 min drive - 4.0 km - ChampionsGate Golf Club - 11 min drive - 8.1 km - Mystic Dunes Golf Club - 13 min drive - 10.8 km - Reunion Resort Golf Course - 15 min drive - 11.1 km - Disney's Animal Kingdom® Theme Park - 17 min drive - 14.1 km #### Getting around - Kissimmee Station - 32 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 41 min drive #### Restaurants - ‪Dutch Bros Coffee - ‬8 min drive - ‪Chick-Fil-A - ‬11 min drive - ‪McDonald's - ‬7 min drive - ‪Twistee Treat Berry Town - ‬7 min drive - ‪7-Eleven - ‬4 min drive ## Frequently asked questions ### Does Upstay Spacious 8BR Family Home w Pool & Hot Tub have a pool? > Yes, this property has an indoor pool. ### Is Upstay Spacious 8BR Family Home w Pool & Hot Tub pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Upstay Spacious 8BR Family Home w Pool & Hot Tub? > Check-in begins at 4:00 PM. ### What time is check-out at Upstay Spacious 8BR Family Home w Pool & Hot Tub? > Check-out is at 10:00 AM. ### Where is Upstay Spacious 8BR Family Home w Pool & Hot Tub located? > This family-friendly vacation home is located in the city center, within 3 mi (5 km) of Highland Reserve Golf Club and Lake Davenport. Surfari Water Park and Mighty Jungle Golf are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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