Windsor at Westside 7-Bed Villa with Private Pool in Kissimmee

2476 Dubai St, Kissimmee, FL 34747

Excellent from 6 reviews
4.7/5
100% of guests recommend

No. Bed

7

No. Bathroom

6

Location

Orlando

Description

Welcome to your dream Orlando getaway at Windsor at Westside, a stunning 7-bedroom, 6-bathroom villa that sleeps up to 20 guests in pure comfort and style. From the moment you step inside, you're greeted by an open-plan living space that seamlessly connects the fully equipped kitchen, dining area, and cozy lounge—perfect for gathering everyone together. Four king suites offer luxurious retreats, while three whimsically themed bunk rooms, including a princess room with custom-built double/double bunks and a space-themed room, spark imagination for the little ones. With a slide in one of the bunk rooms, the fun begins right at home.

Entertainment abounds throughout the villa: flat-screen TVs in every bedroom and the living area, a dedicated games room with foosball, air hockey, and arcade games, plus an upstairs loft-style home theater with a large projector screen and cinema-style seating for unforgettable movie nights. Step outside to your private screened pool area, complete with sunloungers, a covered lanai, outdoor seating, and alfresco dining space—ideal for soaking up the Florida sunshine. As a guest, you'll also enjoy resort-style amenities including a clubhouse, community pool, splash park, playground, fitness center, on-site dining, and 24-hour security in this gated community. Whether you're exploring Orlando's famous attractions or simply relaxing, this villa is the perfect base for a memorable vacation.

Key Features

  • 7 bedrooms, 6 bathrooms
  • Sleeps 20 guests
  • Open-plan living and dining area
  • Fully-equipped kitchen
  • Games room with air-hockey table and multi-arcade systems
  • Home theater with cinema-style seating
  • Themed bedrooms with custom-built beds
  • Private screened-in pool
  • Set of table and chairs ideal for alfresco dining
  • BBQ grill available (additional cost)
  • Private parking available
  • 24-hour security (gated community)
  • Access to resort amenities

Sleeping Arrangements

  • Ground Floor: Bedroom 1 - King-size bed
  • First Floor: Bedroom 2 - King-size bed
  • First Floor: Bedroom 3 - King-size bed
  • First Floor: Bedroom 4 - King-size bed
  • First Floor: Bedroom 5 - Princess themed bedroom with custom-built bunk bed (double/double)
  • First Floor: Bedroom 6 - Space themed bedroom

House Rules

  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • No smoking, No unauthorized events

Amenities

Air Conditioning
Kitchen
Parking
Pool
Wi-Fi Internet
Playground
TV - Satellite
Private Pool
BBQ
Internet Connection

Villa Type

Luxury Estate

Location

Reviews

4.7/5
Excellent
Based on 6 reviews
Excellent
4
Very Good
2
Average
0
Poor
0
Terrible
0
David Miller

David Miller

06/25/2026 01:22

Absolute paradise

Such a peaceful vibe, loved every second by the pool. everyting was spotless clean when we arrived, huge kudos to the cleaning team. Will be telling all my friends about this spot.
Zoe Turner

Zoe Turner

08/10/2026 12:43

Exceeded expectations

super clean,smells great, and the vibe is just immaculate. Best decision of our trip.
Jessica Anderson

Jessica Anderson

08/25/2026 21:49

Just wow

Location is spot on—close enough to restaurants, yet totally secluded. Having 7 bedrooms made it so comfortable for everyone to get good sleep. Thank you for making our holiday so special.
Mia Robinson

Mia Robinson

10/15/2026 11:14

pure luxury

Water pressure in the showers was awsome, small detail but really matters! Five stars all the way.
Michael Smith

Michael Smith

06/05/2026 01:04

Amazing place!

Modern, sleek, yet still feels very warm and welcoming. Definetly coming back next summer!
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$1.158
6 Reviews