Location
Description
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)
• 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)
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)
• 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)
Cancellation Policy
We offer flexible cancellations for all reservations made on upstay.com
- 0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
- 5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
- 9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)
For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.
Booking On Other Sites
Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.
Booking Deposit
50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.
Availability Calendar
Available
Unavailable
Check-In
Check-Out
Swipe for Availability
Amenities 60
- Air conditioning
- Baking sheet
- Bathtub
- BBQ grill
- Bed linens
- Carbon monoxide detector
- Cleaning Disinfection
- Coffee maker
- Cookware
- Dishes and silverware
- Dishwasher
- Downtown
- Dryer
- Dryer in common space
- Emergency exit
- Enhanced cleaning practices
- Essentials
- Family/kid friendly
- Fire extinguisher
- Free parking on premises
- Hair dryer
- Hangers
- Heating
- High touch surfaces disinfected
- Hot tub
- Hot water
- Internet
- Kitchen
- Long term stays allowed
- Microwave
- Oven
- Pack ’n Play/travel crib
- Patio or balcony
- Pets allowed
- Private entrance
- Refrigerator
- Resort
- Room-darkening shades
- Shampoo
- Shower gel
- Smoke detector
- Stove
- Suitable for children (2-12 years)
- Suitable for infants (under 2 years)
- Toaster
- Towels provided
- Town
- TV
- Washer
- Washer in common space
- Wireless Internet
Resorts
- WindsorIslandResort
- Communal pool
- Game room
- HarryPotter Theme Room
- Outdoor pool
- Princess Theme Room
- Private pool
- Swimming pool
- Tropical Theme Room
Reviews
Currently, there are 0 reviews for this Property.
Request More Info