Windsor at Westside 5-Bed Villa with Private Pool & Resort Perks

2407 Dubai St, Kissimmee, FL 34747

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

No. Bed

5

No. Bathroom

4

Square

10000 sqft

Location

Orlando

Description

Step into a world of effortless luxury at this stunning 5-bedroom, 4-bathroom villa nestled within the prestigious Windsor at Westside resort in Kissimmee. Just minutes from Walt Disney World, this elegant retreat offers a gourmet kitchen with granite countertops and stainless steel appliances, a private pool, and space to sleep ten in absolute comfort. Whether you're whipping up a family feast in the open-plan living area or unwinding in the upstairs loft, every detail is designed for relaxation and togetherness.

As our guest, you'll enjoy unlimited access to a 10,000-square-foot clubhouse featuring a tiki bar, waterslide, and lazy river—the perfect balance of privacy and play. After a day at the parks, return to your own private oasis: take a dip in the screened-in pool, lounge on the patio furniture, or dine alfresco under the Florida sky. With themed bedrooms for the little ones and a serene master suite for you, this villa is the ultimate family escape.

Key Features

  • 5 bedrooms, 4 bathrooms, sleeps 10
  • Private pool (heating available at additional cost)
  • Gourmet kitchen with granite countertops and stainless steel appliances
  • Open-plan living and dining area with seating for 10
  • Upstairs loft with additional living space
  • Complimentary Wi-Fi and smart TVs
  • Air conditioning, washer and dryer
  • Access to resort amenities: 10,000 sq. ft. clubhouse, tiki bar, fitness center, video arcade, resort-style pool with waterslide and lazy river, beach volleyball, basketball hoop, pool cabanas, and spa hot tub
  • Tennis court on-site
  • Family-friendly: children welcome, baby cot and high chair available

Sleeping Arrangements

  • Bedroom 1: Queen-size bed, flat-screen TV, large window
  • Bedroom 2: King-size bed, flat-screen TV, en-suite bathroom
  • Bedroom 3: King-size bed, charming décor
  • Bedroom 4: Themed two twin beds, flat-screen TV
  • Bedroom 5: Themed bunk beds (twin/double), flat-screen TV

House Rules

  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • No smoking, No unauthorized events
  • Parking is charged at an additional $20 per vehicle per stay paid directly upon arrival at the resort. This is not included within the rental price.

Amenities

Air Conditioning
Kitchen
Parking
Pool
Wi-Fi Internet
Heated Pool
Playground
High Chair
Alarm
With White Goods
Fully Furnished
Terrace
TV - Satellite
Private Pool
Garden
Baby Bed
Table Tennis

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
Ava Clark

Ava Clark

10/12/2026 12:08

Can't wait to return

The dining area easily fit all of us without squeezing. A true hidden gem. We already started planning our next trip back.
Chloe Wright

Chloe Wright

10/25/2026 14:03

Absolute paradise

We celebrated my husband's birthday here and everyone was blown away. Already missing the pool.
Christopher Walker

Christopher Walker

07/24/2026 07:26

Best vacation ever

The living room layout is huge and great for late night board games and drinks. A bit pricey, but totally worth every single penny spent.
Lucas Lewis

Lucas Lewis

09/22/2026 15:55

incredible memories

My family and I fell in love with this villa instantly <3 Nothing to complain about at all
Nathan Mitchell

Nathan Mitchell

10/12/2026 12:08

Will come back

Kids had the time of their lives in the pool, we barely left the house! Having 4 bathrooms was a lifesaver for our big group getting ready in the mornings. Hope to return very soon
Showing 1 - 5 of 5 total
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from
$282
5 Reviews