Olaf's Endless Summer


  • Queen Beds
  • Twin Beds
  • Pool
  • Spa/hot Tub
  • Internet Access
  • Highchair
  • Crib
  • Games Room
  • Games System
  • stroller/buggy
  • tv
  • wifi
  • dishwasher
  • microwave
  • oven
  • iron
  • Heating
  • Parking


Located in the #1 Vacation Rental Resort near Disney World! Olaf's Endless Summer is a gorgeous pool vacation home 3 miles from Disney World. Located in Upscale Windsor Hills Resort. The Vacation Villa has Four bedrooms all with Ensuite bathrooms.  There is a "Under the Sea" games room for the kids and covered pool/garden tub and Lanai. We cater to families that are visiting Disney World, our Kids Rooms and Games room have Disney themes that your children will love. We don't charge extra for pool heat we keep our pool at 85 degrees all year round!

About Us

We are a family of seven, we have five children ranging from 7 months to 17 years. Both Brett and I have been coming to Florida since we were children. Over the years we've stayed at many different properties and have high standards when it comes to vacationing with our kids. We have found Windsor Hills to encompass all of our families wants and needs. We are confident that you will too!

Why Olaf's Endless Summer?

We want you to be part of our story!

Each guest who stays in our home recieves the same attention as if we stayed there!

Our property has been designed for families with children catering to things that we would want in a vacation home when we travel! We have stayed in many vacation homes and have always LOVED Windsor Hills the Best (and as Brett can testify - my standards are high, lol).

After 20 years and many interesting stories in "in other rental communities" we know that Windsor Hills Community is the right choice for you and your family!

Our home is professionally decorated and invites you into the world of Disney, whether its relaxing in the "Under the Sea" games room or watching the Fireworks from Disney from the swimming pool!

Upgraded the cable to include Disney premium channels

New upgraded pillow top mattresses

All the televisions are brand new HDTV's

Outdoor television with ROKU movies

Updated patio furniture

Brand New Stars Wars themed furniture - with a Tie Fighter desk

Princess Room - features Disney Princess Collection Bed with trundle underneath! - the television is mounted high so the TV can be controlled by the "adults"

Under the Sea Games Room - complete with pool table, fooze ball, craft table, XBOX with games and controllers.