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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Windsor Hills reviews

  • Beautiful and extremely clean condo!!

    "We had a wonderful week at Windsor Hills! The condo was beautiful and extremely clean - it's probably the nicest condo we've ever stayed in anywhere! The facilities were nice and conveniently located to the condo. I would highly recommend and if we come back to Orlando area we would love to stay here again!"
    Guest: Natalie Date of Stay: June 2014 Review Submitted: June 25, 2014
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  • Great time at Windsor Hills and Disney

    "Great place to stay. Very clean and nice. We are a family of 5 and the proximity to Disney World was the reason for staying. We will stay again and take in other attractions in the area. Bob, the owner was very helpful throughout the process. The only downside was the pool being closed."
    Guest: Monte Date of Stay: June 2014 Review Submitted: June 27, 2014
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  • Perfect Vacation Home, Great Location, Ideal for Families, Better Than Staying @ Disney!!!

    "We had an amazing trip to Disney on our recent vacation, and having a house to come home to after a long day in the parks made that possible. We've stayed at most of the Disney properties over the years and by far this was the most fun and enjoyable time we've had. The house exceeded our expectations and was exactly as described. The house size was perfect for all 10 of us - both sets of grandparents, aunts/uncles, and kids. Our 3 and 5 year old loved the pool and game room, and they couldn't wait to get back to the house each day to go swimming with their Grandpas. The house allowed us to create great memories that we hope the kids and the family will remember forever. Bill was very helpful, detailed, and prompt with all communication regarding the house, and gave some great tips about disney and shopping in the area. I would recommend this house and Bill to any family and friends looking to visit Disney in the future. Thanks again Bill & family, we look forward to staying at your house again on future trips! Also, quick note that Bill's house is a great location within the Windsor Hills complex. It is a quick walk to the clubhouse and playground, and has a large open backyard. Other properties within Windsor Hills are not a close and a lot of them back up directly to other houses/pools. Thanks again Bill! Adam"
    Guest: Adam Date of Stay: September 2014 Review Submitted: October 8, 2014
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  • First-timers in Florida and booking through VRBO!!

    "We really had a terrific two weeks at the Windsor Hills Pool View Condo and it truly was our home away from home. Our two kids, aged 15 and 7, loved having their own rooms and their views of the pool. It was especially enjoyable waking up to the hot air balloons in the sky while we enjoyed our morning coffee on the balcony while planning our days to the parks. The location to all of the parks could not have been more convenient and the pool was an excellent way to cool off at the end of a long, hot day…and, boy, was it HOT!!! Apparently we enjoyed the hottest two weeks of the summer in Orlando during our stay…and it only rained twice (for about an hour each time) while we were there! We found everything we could have possibly needed in the well-stocked kitchen and there were more than enough towels for everyone. Everyone from the security team to the Welcome Center were incredibly helpful and the directions Richie provided (including his secret way in and out of Disney) were excellent…even the kids were saying, “Let’s take Richie’s way home!” If there was ever an opportunity to stay at Windsor Hills for us again in the future, or if we know of anyone wishing to visit the Orlando area, we would gladly recommend your condo! Actually, we have even considered the notion of investing in a condo ourselves if the opportunity presented itself. Yet, Richie made everything from the booking process to our stay as easy and stress-free as possible and we appreciated all the information and assistance he provided leading up to our stay! There were no surprises in booking this condo or when we arrived...absolutely everything as was it appeared to be and more!"
    Guest: Scott and Ange Date of Stay: August 2014 Review Submitted: September 9, 2014
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Windsor Hills Travel Tips

Windsor Hills Vacation Rentals by Owner in Kissimmee

Find ideal vacation rentals in Windsor Hills on VRBO for your Orlando Vacation. Our Windsor Hills vacation villa owners look forward to welcoming you to this resort community located in Kissimmee, Florida, just minutes from Orlando’s many attractions. Windsor Hills vacation homes offer your family or travel group so much more than Orlando hotels: enjoy full kitchens, private bedrooms and bathrooms, and outdoor living areas along with resort amenities in Windsor Hills.

Things to Do and Places to Go Near Windsor Hills Resort Rentals

Windsor Hills Orlando rentals are near all the attractions you want to see when you vacation in Orlando – Windsor Hills is one of the closest communities to Walt Disney World, so you can spend the day at the theme parks and lose no time getting there. Your vacation villa or condo in Windsor Hills is close to hundreds of great places to eat, so grab a bite or make reservations for your group. Start your day in Universal Studios at Universal Islands of Adventure Confiscso Grille for a fun and entertaining breakfast; enjoy a feast and an experience at Roy’s Hawaiian Fusion Cuisine; dine at award-winning Hawk’s Landing Steakhouse & Grille; satisfy any craving at the Epcot Center World Showcase eateries.

The amenities in Windsor Hills Resort will tempt you to stay close to home to enjoy the resort-style pools, lighted tennis courts, playground, gym and more. Windsor Hills vacation homes are close to shopping, stores and restaurants along I-Drive (International Drive) and close to indoor and outdoor fun in Orlando. Shop for bargains at factory discount malls Lake Buena Vista Factory Stores, Orlando Premium Outlets and Prime Outlets International Orlando. Play golf or take a lesson at Mystic Dunes Golf Club. Get outside and see Orlando from the air on a hot air balloon ride, or see it from the waterways on an airboat adventure tour. With so much to do in Orlando, you’ll love coming home to your Windsor Hills Resort rental home to relax and recharge.

Windsor Hills Villas in Orlando, Florida

Windsor Hills vacation villas and condos are ideally located close to Orlando International Airport and to Disney World. VRBO owners typically offer their Windsor Hills properties year round to accommodate the best time for your Orlando vacation, and in central Florida’s warm climate, you can’t choose a bad time of year to visit. Gather your loved ones for a memorable Orlando vacation, and find the perfect Windsor Hill villa rentals for your group right here on VRBO.

Windsor Hills vacation rentals in Kissimmee are located at 2600 N Old Lake Wilson Rd, Kissimmee, FL 34747.

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