Summary:
Welcome to your Disney family adventure with Upstay! Perfect for families and large groups, this home features a huge pool for adults and a relaxing hot tub for unwinding, plus a BBQ grill by the pool for outdoor dining. Enjoy themed bedrooms, central air conditioning to keep you cool during your stay, and a game room for endless entertainment. Stay close to the magic of Disney, with full access to resort perks like a lazy river, splash zone, and sports courts.
Book your stay today!
The Space:
Create Magical Memories
After a day at Disney, unwind in a space designed for fun and connection
• Private pool for adults to relax
• Hot tub for extra relaxation
• BBQ grill, sun loungers, and dining area for outdoor fun
Gather, Dine, and Connect
Enjoy shared meals and family time in a space designed for connection
• Fully equipped kitchen with center island for easy prep and serving
• Dining table comfortably seats 10, with essentials included
• Gather on comfortable seating for 8 and watch your favorite shows
• Stay connected with high-speed WiFi for work, play, and family fun
• Refreshment station with bar chiller, between dining area and patio
Play, Laugh, and Compete
Have fun with a variety of games at the property:
• Ping pong
• Pool table
• Air hockey
Rest, Dream, and Play
This home offers 10 bedrooms designed for comfort and fun:
• King Room with Bathtub – king bed, private ensuite bathroom with tub, perfect for relaxing and soaking after a day at Disney
• Toy Story Room – two single beds let kids play alongside Woody and Buzz, watch adventures, and enjoy their own private ensuite shower
• Frozen Room – twin bunk beds in an Arendelle-inspired space for movie nights with Anna and Elsa and a private ensuite shower
• Moana Room – tropical-inspired space with a queen bed and Jack and Jill bath shared with the Harry Potter room
• Harry Potter Room – young wizards can relax with two single beds and a Jack and Jill bath connecting to the Moana room
• Other King Bedrooms – king beds with private ensuite walk-in showers, bright, spacious, and ideal for unwinding
• Queen Bedroom – queen bed with private ensuite walk-in shower, comfortable and inviting for a restful stay
All bedrooms are equipped with Smart TVs for streaming your favorite shows
Windsor Island Resort Amenities (Included):
• Massive resort pool with lazy river & dual waterslides
• Kids' splash zone and playground
• Fitness center, sports courts, and arcade
• Clubhouse with restaurant & bar
• Daily entertainment & family activities (some may require a fee, including mini-golf)
Guest Access:
• Guests will have full access to the entire home during their stay
• Guest entry through the community is secured; you will be greeted by a security guard
• Driveway parking is available for up to 2 vehicles
• Overflow parking available by the resort clubhouse, overnight parking allowed
• Street parking is prohibited
• Enjoy access to Windsor Island Resort amenities, including pool, lazy river, splash zone, fitness center, sports courts, and clubhouse, open from 6am to 8pm
The Neighborhood:
Windsor Island Resort in Davenport, Florida is located 9 miles from Walt Disney World. McDonald’s is 1 mile away, with Publix within 1.2 miles, while dining along US-27 and Posner Park, located 7.2 miles away, provide access to additional shopping and restaurants, making it a convenient base for family vacations, golf trips, and outdoor stays.
Nearby attractions:
• Easy access to McDonald's ~ 1 mile
• Publix Super Market at Berry Town Center 1.2 miles
• Highlands Reserve Golf Club ~ 2 miles
• ChampionsGate Golf Club ~ 6 miles
• Posner Park ~ 7.2 miles
Getting Around:
Nearby attractions and Destinations:
• Hilochee Wildlife Management Area ~ 8 miles
• Walt Disney ~ 9 miles
• Orlando Tree Trek Adventure Park Zip Line ~ 9 miles
• Fun Spot America ~ 12 miles
• Webb's Candy ~ 12 miles
• Gore Airport ~ 14 miles
• Lake Louisa State Park ~ 18 miles
• SeaWorld Orlando ~ 18 miles
• Universal Studios Orlando ~ 22 miles
• LEGOLAND Florida Resort ~ 29 miles
(Please note: these distances are approximate and travel times may vary depending on traffic conditions.)
Other Things 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!
• To ensure smooth access to Windsor Island, guests need to be registered in advance. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM, and last-minute registrations may not be processed. Please provide the names of all guests aged 18 and up in a timely manner so we can handle the registration for you. Thank you!
Pet Friendly:
• Pets are welcome. A maximum of two pets under 60 lbs each is allowed. A pet fee of $139 per pet will be added if pets are included at booking. If pets are not declared during booking, the applicable fee will be charged separately. Please note the booking platform only allows one pet to be selected; if bringing a second pet, the additional fee will be collected 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 $45/night per service and $79/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.
• Planning a BBQ? A propane tank is available for a one-time $69 charge. Please let us know at least 24 hours in advance so we can have everything ready for you to enjoy the grill.
• Rent a Pack 'n play for $39 (one-time fee)
• Rent a highchair for $29 (one-time fee)
• 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.
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.
