Windsor at Westside 5-Bed Villa with Private Pool in Kissimmee

8916 Sydney Ave, Kissimmee, FL 34747

Excellent from 5 reviews
4.8/5
100% of guests recommend

No. Bed

5

No. Bathroom

4

Location

Orlando

Description

Step into a world of comfort and style at this stunning 5-bedroom, 4-bathroom villa in the prestigious Windsor at Westside resort. From the moment you arrive, the bright, open-plan living space welcomes you with its seamless flow between the fully equipped kitchen, breakfast bar, dining area, and inviting lounge. Upstairs, a cozy loft offers additional space to unwind, while complimentary WiFi and flat-screen TVs keep everyone entertained. Whether you're preparing a family meal in the modern kitchen or gathering around the dining table for a lively game night, this home is designed for making memories.

Outside, your own private screened plunge pool awaits, surrounded by sunloungers and a covered lanai perfect for alfresco dining. Fire up the BBQ grill (available at an additional cost) and savor dinner under the Florida sky. The pool area includes safety features like a fence and alarm, giving parents peace of mind. As a guest, you'll also enjoy access to a wealth of resort-style amenities: a clubhouse, communal pool, fitness center, playground, splash park, waterpark, on-site bar and restaurant, and 24-hour security. With Orlando's famous theme parks, shopping, and dining just a short drive away, this villa is the ideal base for an unforgettable getaway.

Key Features

  • 5 bedrooms, 4 bathrooms
  • Sleeps up to 12 guests
  • Open-plan living and dining area
  • Fully equipped kitchen with breakfast bar
  • Private screened-in plunge pool
  • Covered lanai with alfresco dining set
  • BBQ grill available (additional cost)
  • Private parking
  • 24-hour security in gated community
  • Access to resort amenities: clubhouse, communal pool, fitness center, playground, splash park, waterpark, bar/restaurant

Sleeping Arrangements

  • Ground Floor: Bedroom 1 - King-size bed
  • First Floor: Bedroom 2 - Queen-size bed
  • First Floor: Bedroom 3 - Queen-size bed
  • First Floor: Bedroom 4 - 2 twin beds
  • First Floor: Bedroom 5 - 2 bunk beds (twin/twin)

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
Alarm
Fully Furnished
TV - Satellite
Private Pool
BBQ
Internet Connection
Garden

Villa Type

Private Pool Villa

Location

Reviews

4.8/5
Excellent
Based on 5 reviews
Excellent
4
Very Good
1
Average
0
Poor
0
Terrible
0
Emma Wilson

Emma Wilson

06/21/2026 06:44

Great stay

The pool water was crystal clear and the sunbeds were very comfy. Five stars all the way.
Jessica Anderson

Jessica Anderson

05/26/2026 00:27

10/10 experience

having 5 bedrooms made it so comfortable for everyone to get good sleep. Already missing the pool
Matthew King

Matthew King

05/08/2026 09:28

spotless and modern

If you are hesitating to book this place, just do it. You wont regret it. Will be telling all my friends about this spot.
Sophia Jackson

Sophia Jackson

07/19/2026 20:23

Fantastic experience

The outdoor lounging spots are just incredible for chilling all day. The host was super responsive n made sure we had everything we needed
Emma Wilson

Emma Wilson

09/16/2026 08:59

Great value

Lots of natural light coming through the large windows all day long. Would 100% recommend to anyone visiting the area
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$738
5 Reviews