Windsor at Westside 9-Bed Villa with Private Pool & Hot Tub

2143 Tripoli Ct, Kissimmee, FL 34747

Excellent from 5 reviews
4.6/5
100% of guests recommend

No. Bed

9

No. Bathroom

6

Square

10000 sqft

Location

Orlando

Description

Welcome to Villa Maxx, a luxurious 9-bedroom retreat nestled in the prestigious Windsor at Westside Resort, just minutes from Orlando's world-famous theme parks. This stunning villa invites up to 18 guests to experience the perfect blend of comfort, elegance, and entertainment. From the moment you step inside, you'll be greeted by spacious living areas, a fully equipped kitchen with stainless steel appliances, and a warm, inviting atmosphere that feels like home.

Step outside to your own private screened pool and Jacuzzi, where you can soak up the Florida sunshine or unwind under the stars. The game room, featuring pool, air hockey, and foosball, promises endless fun for all ages. As a guest of Windsor at Westside Resort, you'll also enjoy access to a 10,000 sq. ft. clubhouse, state-of-the-art fitness center, resort-style pool with a lazy river, tiki bar, kids' splash area, sand volleyball court, and arcade games room. Whether you're exploring the nearby attractions or simply relaxing in the spacious living room with a big-screen TV, this extraordinary Orlando retreat is your gateway to a magical vacation.

Key Features

  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
  • Private pool
  • Hot tub
  • Game room
  • Access to resort amenities

Sleeping Arrangements

  • Bedroom 1: King-size bed
  • Bedroom 2: King-size bed
  • Bedroom 3: King-size bed
  • Bedroom 4: King-size bed
  • Bedroom 5: King-size bed
  • Bedroom 6: 2 Twin beds
  • Bedroom 7: Queen-size bed
  • Bedroom 8: Queen-size bed
  • Bedroom 9: Twin bed and Full bed

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
Jacuzzi
Fully Furnished
Hair dryer
TV - Satellite
Private Pool
Internet Connection
Garden

Villa Type

Luxury Estate

Location

Reviews

4.6/5
Excellent
Based on 5 reviews
Excellent
3
Very Good
2
Average
0
Poor
0
Terrible
0
Sarah Jenkins

Sarah Jenkins

07/15/2026 01:31

absolute paradise

Seriously one of the most relaxing weeks I've had in a long time. The beds and pillows were super soft,slept like a baby every night. Don't think twice, book it!
Hannah Carter

Hannah Carter

07/10/2026 01:04

10/10 experience

Such a peaceful vibe, loved every second by the pool. The living room layout is huge and great for late night board games and drinks. Would 100% recommend to anyone visiting the area.
Natalie Adams

Natalie Adams

08/14/2026 13:29

Highly recommended

Towels and linens smelled fresh and were high quality. Five stars all the way
Andrew Scott

Andrew Scott

06/15/2026 15:01

Five stars!

We had a wonderful family time, absolute pure happiness. Everything was spotless clean when we arrived, huge kudos to the cleaning team.
Mia Robinson

Mia Robinson

09/25/2026 23:02

Awesome time

waking up here felt like a movie scene. Total bliss. Definetly coming back next summer!
Showing 1 - 5 of 5 total
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18 Guests in maximum

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$264
5 Reviews