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.
• To ensure smooth access to Windsor Island, guests must 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+ in advance so we can assist with registration. Thank you!
• Please note that pool service is scheduled weekly and may occur during your stay. This is a brief visit to maintain the pool, and technicians will only access the pool area.
Pet Friendly
• Pets are welcome. A maximum of 2 pets under 60 lbs each is allowed.
• A pet fee of $139 per pet will be added if pets are included at booking. If not declared, the fee will be charged separately after booking.
• Please note only one pet can be selected on the booking platform—any additional pet fees will be collected after booking.
Additional Services
• Pool and hot tub heating is available upon request and is not included in the booking price.
– $45/night per service or $79/night for both
– 2-night minimum required
– Please request at least 24 hours in advance
• BBQ propane tank rental: $69 (one-time fee). Please request in advance so it can be prepared for your arrival.
• Baby gear rentals:
– Pack ’n Play: $39 (one-time fee)
– Highchair: $29 (one-time fee)
• Mid-stay cleaning is available for stays longer than 3 nights and must be scheduled in advance for an additional 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.