VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

Show moreless regions

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

  • We had a great trip!

    "We too also had many issues with the pool and we not able to us it nearly as often as we would have liked to however that being said we had several ppl trying to fix the problem! Dana was very kind and helpful during this time! I would stay here again as it was spotless and very comfortable!"
    Guest: April L. Date of Stay: February 2014 Review Submitted: May 2, 2014
    View listing
  • Wonderful stay

    "Our large group of 8 had a wonderful stay in this rental. We have stayed in Windsor Hills before and love the location. You cannot get much closer to Disney without staying on property. This house has everything you need and a wonderful selection of baby gear. It is beautifully decorated and very comfortable. We didn't want to leave when our vacation was over. We will definitely stay here again. Owner is very attentive to questions and the property manager is easily accessible. If your looking for a large vacation home in a safe gated community, close to Disney with it's own pool, look no further."
    Guest: Julie D. Date of Stay: July 2014 Review Submitted: July 21, 2014
    View listing

    "On July 9th, we returned to NYC from our wonderful Disney vacation. We were celebrating our son's 7th birthday. Are you looking to be near ALL Disney parks and Orlando's best attractions? Well, look no further! The townhouse is located in a safe and gated community with just a few minutes drive to all parks, restaurants, grocery shopping, gift stores, and even Orlando's Shopping Outlet. The highways was easy to commute and convenient from the airport as well. We enjoyed the 4 Disney parks (Magic Kingdom, Animal Kingdom, EPCOT & Hollywood Studios), Universal Studios (Harry Porter's village and Hogwart's train ride), Sea World, Discovery Cove and Aquatica. We had complimentary parking passes, fast access to rides and a kids eat free card. We even found time to go to Downtown Disney and watch La Nouba from Cirque Soleil, dine at the TRex and Bongo's restaurant. This townhouse is conveniently located to fit all of your needs. The townhouse is very clean and well-maintained with a full size kitchen, washer and dryer, clean linens etc etc. The townhouse has a small private pool in the back which we enjoyed many days as well. The clubhouse has a full size swimming pool, a gym, arcade machines etc. We were very pleased with Judy and Joe for all their help in the planning process, answering all of our questions and making sure our vacation was stress free. We strongly recommend the townhouse as per the high costs of staying inside Disney. The townhouse gives you more flexibility, space, amenities and more options to move around while in Orlando. As promised, Judy and Joe delivered. Thanks again! We had such a great time at Disney while we stayed at your townhouse that we have recommended it to our co-workers, friends and other family members as well. We will be back but for a longer stay, lol! Best regards Ruben & Cruz NYC"
    Guest: Ruben R. Date of Stay: June 2014 Review Submitted: July 14, 2014
    View listing
  • Great experience!

    "This is the first time we stayed in a house instead of a hotel, and it was wonderful! So much nicer! This was a beautiful house in a great neighborhood! We will definately be back :)"
    Guest: Sheri P. Date of Stay: June 2014 Review Submitted: June 28, 2014
    View listing

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.

Sponsored Advertisement