• 5 Bedrooms (Theme Rooms for the Kids!)
• 4 Bathrooms
• Large Sundeck with Private Outdoor Swimming Pool
• The Lion King Themed Games Room with Billiards and Arcade Games
• Kids Secret Hideout TV Room
• Indoor and Outdoor Dining Areas
• BBQ Grill
• Fully Equipped Chef's Kitchen
• Large Open Concept Living Space
• Smart TVs
• High Speed WiFi Connection
• Central Air Conditioning
• In-Home Laundry Machines
• Free Onsite Parking
Windsor Cay Resort Amenities
• Resort pool, lazy river, waterslides, kids splash zone, outdoor hot tub, cabanas, umbrellas & hammocks
• Brand-new Reef Club clubhouse, game room & arcade, fitness center, 9-hole mini-golf course
• Sand volleyball, basketball & sports courts, cornhole, oversized Connect-4, Blue Lagoon Tavern & Grille (onsite dining)
Windsor Cay Resort — Operating Hours Update
• Opening hours remain unchanged
• The Pool Deck and Restaurant will now close at 6:00 p.m.
• Mini Golf and Volleyball will also close at 6:00 p.m.
• The Clubhouse will remain open until 7:30 p.m.
• 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 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 a timely manner so we can assist with registration. Thank you!
• Bedroom 3: The closet has been converted into a dedicated kids’ TV room for added comfort and entertainment.
• Decorative items: The backpacks in the bedroom are for styling purposes only and are not available for guest use. Thank you for your understanding.
• Pool maintenance is scheduled weekly and may occur during your stay. Technicians will briefly access the pool area only. Thank you for your understanding.
• Please note the arcade in game room is currently out of service. We apologize for the inconvenience.
• Please note that Pinball machine game is currently unavailable
Additional Services (Available Upon Request)
• BBQ propane tank: USD 69 one-time charge (please request in advance)
• Pool heating: USD 35/night (2-night minimum, 24-hour notice required)
• Pack ’n play: USD 39 one-time fee
• Highchair: USD 29 one-time fee
• Mid-stay cleaning (for stays over 3 nights): available for an additional fee, must be booked in advance
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.
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.
- Air conditioning
- Baking sheet
- Bathtub
- BBQ grill
- Bed linens
- Carbon monoxide detector
- Cleaning Disinfection
- Coffee maker
- Cookware
- Dishes and silverware
- Dishwasher
- Dryer
- Enhanced cleaning practices
- Essentials
- Family/kid friendly
- Fire extinguisher
- Free parking on premises
- Garden or backyard
- Gym
- Hair dryer
- Hangers
- Heating
- High touch surfaces disinfected
- Hot water
- Indoor pool
- Internet
- Iron
- Kettle
- Kitchen
- Laptop friendly workspace
- Long term stays allowed
- Microwave
- Oven
- Private entrance
- Refrigerator
- Resort
- Shampoo
- Shower gel
- Smoke detector
- Stove
- Suitable for children (2-12 years)
- Suitable for infants (under 2 years)
- Toaster
- Towels provided
- Town
- TV
- Washer
- Wireless Internet
- Communal pool
- Disney Theme Room
- Game room
- In-Home Games Room
- Outdoor pool
- Pixar Theme Room
- Private pool
- Swimming pool
- Tropical Theme Room