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

2422 Dubai St, Kissimmee, FL 34747

Excellent from 4 reviews
5.0/5
100% of guests recommend

No. Bed

5

No. Bathroom

5

Square

2263 sqft

Location

Orlando

Description

Step into a world of comfort and style at this stunning 5-bedroom, 4.5-bathroom villa in the sought-after Windsor at Westside resort. With 2,263 square feet of open-plan living space, this home welcomes up to 10 guests to unwind in elegance. The heart of the home is the fully equipped kitchen, complete with a breakfast bar, modern appliances, and everything you need to prepare meals. The adjoining living room, with its plush sofas and flat-screen TV, invites you to relax after a day of adventure. Upstairs, a cozy loft area offers additional space to lounge, while the private screened pool with garden views provides a serene escape.

Each of the five bedrooms is thoughtfully designed for restful nights. On the ground floor, a king-size bedroom offers convenience and privacy. Upstairs, two queen bedrooms and two themed bunk bedrooms—perfect for younger guests—ensure everyone has their own haven. With a dedicated laundry area and access to a wealth of resort amenities including a water park, lazy river, fitness center, and more, this villa is the ultimate base for exploring Orlando's famous attractions, shopping, and dining. Please note: Parking is charged at $20 per vehicle per stay, payable directly at the resort. Pool heat is available with a 5-night minimum.

Key Features

  • 5 bedrooms, 4.5 bathrooms
  • Sleeps 10
  • Private screened pool with garden views
  • Fully equipped kitchen with breakfast bar
  • Open-plan living area with flat-screen TV
  • Upstairs loft living area with flat-screen TV
  • Washer and dryer
  • Access to resort amenities: clubhouse, fitness center, water park, community pool, lazy river, playgrounds, arcade room, theater, tennis, volleyball, hot tub
  • 24-hour security
  • Family-friendly setting close to Orlando attractions

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 - Bunk bed (double/twin)
  • First floor: Bedroom 5 - Bunk bed (double/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
Heated Pool
Playground
Iron
High Chair
Fully Furnished
Hair dryer
Private Pool
Internet Connection
Garden
Baby Bed
Table Tennis

Villa Type

Private Pool Villa

Location

Reviews

5.0/5
Excellent
Based on 4 reviews
Excellent
4
Very Good
0
Average
0
Poor
0
Terrible
0
Hannah Carter

Hannah Carter

05/12/2026 17:57

five stars!

Hands down the best rental property we have stayed at in years. The living room layout is huge & great for late night board games and drinks. Thank you for making our holiday so special.
Robert Thomas

Robert Thomas

07/24/2026 10:21

amazing place!

We celebrated my husband's birthday here and everyone was blown away. The pool water was crystal clear and the sunbeds were very comfy. Already missing the pool.
Joshua Baker

Joshua Baker

05/08/2026 05:12

Lovely getaway

The interior design is so chic and modern,loved taking photos here. Such a peaceful vibe, loved every second by the pool.
Sarah Jenkins

Sarah Jenkins

08/04/2026 17:27

So relaxing

we felt like royalty staying here, unbelievable comfort. Will be telling all my friends about this spot
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from $876

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$876
4 Reviews