Guests love the homey comforts of our Cleveland vacation condo, located in the prestigious Windsor Hills resort community. This 4- Star condo is built with 2 bedrooms and 2 bathrooms across nearly 1100 square feet of vacation living space. Enjoy the views from your private balcony! Although the Cleveland is situated on the third floor, there is an elevator provided.

A king sized bed is provided in the master bedroom, along with a 27” TV and an attached master bathroom. The second spacious bedroom is furnished with 2 twin beds for those guests who don’t want to sleep in the same bed. Additional sleeping space can be found in the living room on the sleeper sofa. Stay in contact with those abroad with the convenience of the Wi-Fi internet access.

The cooks of the family enjoy the benefits of having a fully equipped kitchen, ready for an early-morning breakfast, quick lunch, an exciting dinner experience, or a tempting mid-night snack while on vacation. We have provided all the pots and pans, dishes, glassware, and eating utensils. Family movie nights are simple, on the 42” living room TV with DVD player and VHS. A clothes washer and clothes dryer are provided free-of-charge.

The Cleveland, of Windsor Hills, is located just west of the exciting Walt Disney World. All the major Theme Parks of Universal Studios, SeaWorld, and Old Town Kissimmee are a short drive away. Visit Kissimmee’s popular shopping centers and amazing restaurants close by.

The amenities and luxury of a 5-star resort are tucked away just behind the gates of Windsor Hills Resort. Just inside, guests will find the exceptional clubhouse with an outdoor lounge area is the hub of family friendly activities. Guests can work out in the fitness center. A spacious games room has foosball, air hockey, billiards, ping pong and more. The concierge, business center and sundry shop offer a variety of services and supplies. The pool and secluded spa refresh and revitalize. The waterslide is great fun for the young and young-at-heart. Mediterranean styled homes line the streets with cool, neutral colors crowned by barrel-tiled roofs. Guests may choose from a range of 4 to 7 bedrooms with private pools, ideal for extended family. Deluxe 3 bedroom/3 bath townhomes have splash pools. Condos are located in 4-story buildings with elevators, offering options of 2 or 3 bedrooms, full kitchens and laundry. Disney's Animal Kingdom is only 2 miles away and all of the other Disney theme parks and water parks are also close by.

You may choose from the additional options below to add to your vacation rental experience.
All properties are self-catering, cleaned before your arrival and cleaned once you depart. You may choose to have a Mid Stay Clean for an additional fee during your stay to freshen the property back up.
Check-in begins at 4:00pm on the day of arrival. You may choose for an Early Check-in, which begins at 12:00pm on the day of arrival, for an additional fee. An early Check-in may not always be available, and may become unavailable after purchase.
Check-out ends at 10:00am on the day of departure. You may choose for a Late Check-out, which ends at 2:00pm on the day of departure, for an additional fee. A Late Check-out may not always be available, and may become unavailable after purchase.
Trip Insurance by Travel Guard is available at 7% of the cost of your reservation.
Personal Chef Services are available at all of our vacation rentals. Meals are customized to your nutritional needs and can be ready any time of day. The cost is usually less than what you would spend for your family to eat at a nice restaurant. Return from a day of adventure to a hot meal prepared just the way you like it, or wake up and start the day with a great breakfast.
The Shilla Spa is a great place to get pampered while on vacation! Enjoy deep massages, skin wraps, pedicures and manicures, or get your hair styled for a night out on the town. Schedule a visit at the spa to add to your pleasurable stay in the Orlando area.
The Medical Concierge has Board-Certified, Florida-Licensed physicians available 24 hours a day, 7 days a week, 365 days a year. Whether you are on vacation or business you can rest assured that their physicians will provide thorough, compassionate, and personalized care in the comfort of your home away from home. Specialty Care is easy to arrange, doctors carry a mobile pharmacy and basic lab tests, providing you with one-stop, convenient health care.
The Vacation Home Store can help you find the second home you have always dreamed about in Orlando, FL. Select their information request box during the reservations process to receive more information on purchasing real estate near Disney.
Please read our Reservations Terms during the online reservations process to confirm that you are aware of our policies.