Windsor Hills

Windsor Hills is one of the premier "resort"-style and amenity packed short term vacation rental properties located in Kissimmee, Florida. We offer Windsor Hills Private Rentals for LESS! The most affordable vacation rentals near Disney World. Don't go overpaying to stay in the same location. Book with us! Windsor Hills is one of the closest vacation rental communities to Disney World, SeaWorld Orlando, Universal Studios, Old Town, the new Island H2O Water Park, the Promenade at SunsetWalk, and many more top Central Florida destinations! It is the perfect place, at the perfect price, for your next family vacation! 


Enjoy TONS of great community amenities such as the resort-style pool area and hot tub, a lovely clubhouse with a snack bar and convenience store, the new splash park and slide area, game room, workout center, movie theatre, ping pong, charcoal grills, volleyball, basketball courts, playgrounds, and much more! Booking your next vacation rental with Vacation Central Florida and you get NO resort fees, NO hidden fees, and NO misc. charges on your reservation. What you see on your reservation is what you pay for! Book your Windsor Hills private rental today!


Already booked your stay at Windsor Hills vacation? Read our frequently asked questions guide about the Windsor Hills Resort community so that you can better prepare for your Kissimmee vacation.