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,  Market Place convenience store and grill,  movie theater,  ATM , DVD rental kiosk, 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 out door 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.

Booking through us is simple:

  • Browse through our extensive list of properties.
  • Choose a home that meets your needs.
  • Request a quote using the contact details on the page.
  • Secure your vacation dates direct with the homeowner

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. has a 4.3 star rating on Google

Today’s Featured Properties:


  • This is your ideal vacation destination. Two beautiful 3 Bedroom, 3 Bath Townhomes located in the Windsor Hills Community at 2550 and 2583 Maneshaw Lane. Both Townhomes are only 1 block from the ...

  • Star Townhome is a 3 bedroom/3 bathroom townhome newly renovated, featuring a king en-suite and a twin en-suite in the upper Level plus a queen en-suite on the frist floor.The Townhome has no rea...

  • Welcome to Oasis by KLMJ Sunshine! Completely renovated (2022), this villa is in the #1 location in the beautiful gated community of Windsor Hills, just two miles from Disney. Enjoy complimentary poo...