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

8928 Sydney Ave, Kissimmee, FL 34747

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

No. Bed

5

No. Bathroom

5

Location

Orlando

Description

Escape to Villa Maxx, a stunning 5-bedroom retreat nestled within the prestigious Windsor at Westside Resort in Kissimmee. Just minutes from Walt Disney World, this elegant villa offers the perfect blend of luxury and convenience for families and groups. Step into the open-plan living area, where tasteful furnishings and a flat-screen TV create a welcoming space to relax after a day of adventure. The fully equipped kitchen and breakfast bar make meal preparation a breeze, while the dining table invites everyone to gather for memorable meals together.

Outside, your private plunge pool awaits, surrounded by sunloungers and a dining set for alfresco enjoyment. Fire up the BBQ for a casual cookout, or unwind in the upstairs loft with its own TV and sofa. The resort itself boasts an Olympic-size pool, lazy river, sports courts, fitness suite, movie theater, and Tiki Bar—ensuring endless entertainment for all ages. With themed bedrooms, complimentary Wi-Fi, and children's equipment available for hire, every detail is designed for an unforgettable escape.

Key Features

  • 5 bedrooms, 4.5 bathrooms
  • Sleeps 15
  • Private plunge pool
  • Themed bedrooms
  • Access to resort amenities
  • Air conditioning throughout
  • Complimentary Wi-Fi
  • Bedding and towels included
  • Private parking (additional $20 per vehicle per stay, paid at resort)

Sleeping Arrangements

  • Bedroom 1: King-size bed
  • Bedroom 2: King-size bed
  • Bedroom 3: Queen-size bed
  • Bedroom 4: Themed bedroom with 2 Twin beds
  • Bedroom 5: Themed bedroom with Bunk bed (Twin/Double)

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
Iron
High Chair
Fully Furnished
TV - Satellite
Private Pool
BBQ
Internet Connection
Garden
Baby Bed

Villa Type

Private Pool Villa

Location

Reviews

5.0/5
Excellent
Based on 5 reviews
Excellent
5
Very Good
0
Average
0
Poor
0
Terrible
0
Christian Roberts

Christian Roberts

06/17/2026 21:24

So relaxing

honestly, I wasn't expecting the villa to be this spacious. The dining area easily fit all of us without squeezing. Best decision of our trip.
Natalie Adams

Natalie Adams

06/05/2026 01:39

absolute paradise

Waking up to that view every single morning was priceless. Will be telling all my friends about this spot
Nathan Mitchell

Nathan Mitchell

05/11/2026 23:54

Just wow

super cozy & relaxing atmosphere, exactly what we needed. Lots of natural light coming through the large windows all day long
Zoe Turner

Zoe Turner

07/03/2026 20:14

Will come back

The kitchen was fully equipped, we cooked big family dinners together easily.. Nothing to complain about at all.
Ava Clark

Ava Clark

08/27/2026 16:58

Lovely getaway

Hands down the best rental property we have stayed at in years. The living room layout is huge and great for late night board games and drinks. Definetly coming back next summer!!
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5 Reviews