Windsor at Westside · Kissimmee, Florida

Where Florida dreams come home

A luxury private 8-bedroom pool villa in a gated resort, minutes from the magic.

8 Bedrooms
16 Guests
Private Pool & Spa
10 mi To Disney

Your private haven, right by all the action

Dream Haven Villa is our family's own vacation home — not a corporate rental. Spend your days chasing thrills at the world's most famous theme parks, then come home to your own sunny pool, room for everyone to spread out, and the calm of a gated resort. We hope it feels like staying at the home of a friend.

— Tony & Aimee

Room for everyone to spread out

The Villa

Room for everyone to spread out

Eight bedrooms mean every family, couple and kid gets a space of their own. Open living areas bring everyone back together for movie nights, game nights and long dinners around a full-size table.

Tour the villa room by room

Your own private pool, steps from the living room

The Pool

Your own private pool, steps from the living room

A screened, south-facing private pool and spa with sun all day — heated on request for winter swims. Morning coffee on the lanai. Afternoon cannonballs while the little ones nap. Starry evenings by the water after a big park day. The pool is all yours — no towels saving chairs, no crowds.

See the photos

Gated resort living at Windsor at Westside

The Resort

Gated resort living at Windsor at Westside

Step outside your private villa and into a 10,000 sq ft clubhouse with a lazy river, waterslide, hot tub, fitness center and a poolside bar & grill. A guarded gate, a true resort feel — and it's all included with your stay, with no extra resort fees.

Explore the resort

Minutes from the magic

The Parks

Minutes from the magic

Walt Disney World is about 10 miles away — you can even hear the fireworks from the villa. Universal, Epic Universe and SeaWorld are an easy drive. Rope-drop the parks, head home for a midday swim, and go back rested for the fireworks.

See drive times & the map

Beaches, golf and Florida sunshine

Beyond the Parks

Beaches, golf and Florida sunshine

Tee off at championship courses nearby, hunt for shark teeth on the Gulf coast, sink your toes in Siesta Key's cool white sand, or watch a rocket launch at Kennedy Space Center. Florida is your backyard.

Things to do nearby

Guest Stories

Loved by families like yours

★★★★★
“Our family LOVED Dream Haven Villa! The south facing pool had sun all day and the kitchen had everything we needed! We loved the game table and the huge TVs! We will be back!!!”
The Hansens, Utah · Direct guest
★★★★★
“Would highly recommend! Everything was clean and tastefully done. Loved the Minnie and Mickey waffle makers! The coffee bar was great and the kids loved their bedrooms. We loved the nice pillows and sheets and convenient location!”
Terry & Cyndi · Direct guest

Plan your stay

Explore Dream Haven

No booking-site fees

Book direct & save

Same villa, same stay — without the service fees that booking sites add on top. Book directly with us, and come back again for our returning-guest discount.

  • No Airbnb or VRBO service fees
  • Direct line to our local team
  • Discounts for returning guests