Windsor at Westside

The Resort

A gated resort community with a clubhouse full of ways to play.

Windsor at Westside clubhouse

Your resort

Private villa. Resort playground.

Dream Haven Villas sits inside Windsor at Westside, a gated resort community in Kissimmee built for vacationing families. Enjoy the privacy of your own home and pool, then head to a 10,000 sq ft clubhouse packed with ways to play — and every bit of it is included with your stay.

Included with your stay

Resort amenities

Zero-Entry Resort Pool

A huge resort-style pool you can walk right into, plus a hot tub for the grown-ups.

Lazy River

Grab a float and drift the afternoon away on the clubhouse lazy river.

Waterslide & Splash Pad

A waterslide and a kids' water playground the little ones won't want to leave.

Tu Casa Bar & Lounge

Poolside food and a full bar — pizzas, wings, nachos and frozen drinks. Grab a souvenir cup for discounted refills every time you bring it back.

Fitness Center

A full workout room, open early (6 AM) to late (9 PM) every day.

Sports Courts & Fields

A multi-sport court for basketball, volleyball and pickleball, plus a volleyball court and soccer field.

Kids' Activity Center

A one-of-a-kind activity center and game room for younger guests, plus a playground outside.

Quiet Phase 3 Pool

Looking for something calmer? The Phase 3 pool is a peaceful spot to swim and sunbathe.

  • Guarded, gated entrance
  • Poolside grill — foot-long hot dogs & burgers (Wed–Sun, weather permitting)
  • Clubhouse right across from the front gate
  • Access on your check-out day too — perfect before a late flight

Good to know

Resort access is included

Every community amenity is included with your stay — no extra resort or visit fees like many communities nearby. The clubhouse sits right across the street from the front gate. Everyone signs a quick waiver the first time they use the pool.

Clubhouse hours

Clubhouse & game room
9 AM – 9 PM
Fitness center
6 AM – 9 PM
Pool & basketball
9 AM – dusk
Activities center
10 AM – 6 PM
Tu Casa Bar & Lounge
11 AM – dusk

Hours may change with the season, weather and holidays.

Location

In the heart of it all

Windsor at Westside sits just west of Walt Disney World — about 10 miles from Animal Kingdom — close to the restaurants and shops of US-192 and an easy drive to Universal, SeaWorld and the airport.

Map & drive times

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