Welcome to Windsor Hills
®
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Book directly with the owner. No booking fees. No resort fees
We offer 2 and 3 bedrooms condos, 3 bedroom townhomes with splash pool and 4, 5 and 6 bedroom single family homes with full-size pools.
Our Community Center has a game room, fitness center, Marketplace convenience store and grill, movie theater, ATM , and many other amenities
The resort also has lighted basketball and volleyball courts, tennis courts with pickleball, an artificial putting green, a dog park and pavilion with outdoor grill.
We have a massive heated lagoon style pool and a fantastic multi-million dollar water park including dueling waterslides, an interactive kid’s splash zone complete with 2 slides, a water wheel, water cannons and water sprays plus a new oval hot tub and expanded deck space.
PLEASE NOTE: The community splash pad and waterslide will be closed for renovations January 1 – February 2, 2026
For more details on booking one of our vacation properties, see how we work. Or fill in the form on the right to receive quotes from a number of homes in the categories selected.
If you have any questions, feel free to contact us here.
WindsorHillsOfficialRentals.com has a 4.3 star rating on Google
Today’s Featured Properties:
HOME
This unit is the largest 3 bedroom/2 bathroom condo available at Windsor Hills (1450 sq ft) located on the 4th (top) floor with elevator and stair access, and sleeps 8 comfortably. Enjoy th...
Experience the most magical place on earth in our lavish 3-bedroom, 3-bathroom vacation townhome in the Kissimmee Disney area. Located in the beautiful Windsor Hills community, this 1,440-sq...
You’ve found the perfect location for your dream vacation! This stunning 3-bedroom, 2-bathroom condo in the prestigious Windsor Hills community offers resort-style living with a 140,000-gallon swimm...
