FIND YOUR OFFICIAL WINDSOR HILLS HOME
With Windsor Hills Official Rentals

                                 

 

Welcome to Windsor Hills

                                                    ®©

 

 

 

Windsor Hills Resort offers a safe, comfortable, beautifully landscaped environment for guests to call home while visiting top attractions in Central Florida. 
All of our properties are privately owned and every owner on this website has been verified and is in good standing with the community.

 

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:

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  • 5
    3beds 2baths

    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...