Where you’ll sleep
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.
About this property
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)
The area
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
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.)
Notes from your host
• To ensure a smooth and secure check-in, guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in details will be shared once completed.
• Access to Windsor Island requires advance guest registration. The HOA office operates 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 complete this for you.
• Pool service is scheduled weekly and may occur during your stay. This is a brief visit, and technicians will only access the pool area.
Pet Friendly:
• Up to 2 pets allowed (under 60 lbs each)
• Pet fee: $139 per pet, per stay (collected after booking)
Additional Services:
• Pool and hot tub heating (optional): $45/night per service or $79/night for both
(minimum 2-night stay required)
• BBQ propane tank: one-time $69 charge (please request at least 24 hours in advance)
• Pack ’n play rental: $39 (one-time fee)
• Highchair rental: $29 (one-time fee)
• Mid-stay cleaning (for stays over 3 nights): available for an additional fee (advance booking required)
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.
full description, the area, host notes
Managed by Upstay

18,070 reviews
Upstay is a vacation rental management company offering hand-picked, uniquely designed properties across multiple destinations including Orlando, Austin, Costa Rica, Canada, and Colorado. They provide curated accommodations ranging from family retreats to luxury villas, emphasizing comfort, style, and personalized travel experiences.







