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All properties in Kissimmee, Florida, United States of America
1 room, 2 adults

Windsor at Westside by Casiola, Kissimmee

4-star4 stars
Various Addresses, Kissimmee, FL, 34747, United States of America, 800-491-6126

Family Kissimmee vacation home with private pool, kitchen
  • Free WiFi and free parking
  • Collect nightsYou can collect® Rewards nights here
  • We stayed in one of the properties in 2017 and were beyond impressed. This year, we…Jan 1, 2019
  • The place was absolutely unfit for young children, and especially ones with special needs…Dec 2, 2018
23See all 23 reviews

Windsor at Westside by Casiola, Kissimmee

More Info: 866-539-8117

  • Deluxe Townhome, 5 Bedrooms
  • Deluxe Townhome, 4 Bedrooms

What’s around Windsor at Westside by Casiola, Kissimmee


  • Walt Disney World® area
  • Walt Disney World® Resort
  • Disney's Animal Kingdom® Theme Park
  • Lake Davenport
  • Highland Reserve Golf Club
  • ChampionsGate Golf Club
  • ESPN Wide World of Sports
  • Old Town

Getting around

  • Kissimmee, FL (ISM-Kissimmee Gateway) - 33 min drive
  • Orlando, FL (MCO-Orlando Intl.) - 36 min drive
  • Kissimmee Station - 40 min drive
  • Free self parking

At a glance

Key facts


  • 5 apartments


  • Check-in time 4 PM-midnight
  • Check-out time is 11 AM
  • Express check-in/out
There is no front desk at this property. To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation.

Required at check-in

  • Credit card deposit required

  • Government-issued photo ID required

  • Minimum check-in age is 21

Travelling with others


  • Children's club *


  • Pets not allowed


  • Free WiFi in public areas

  • Free WiFi in rooms



  • Free self parking

Other information

  • Smoke-free property
* See small print for additional details or extra charges

At the property

Taking the kids?
  • Children's club (surcharge)
  • Supervised childcare/activities (surcharge)
Food and drink
  • Restaurant
  • Bar/lounge
  • Coffee shop/café
  • Poolside bar
Things to do
  • Outdoor pool
  • Children's pool
  • Fitness facilities
  • Outdoor tennis court
  • Playground on site
  • Free water park access
  • Waterslide
  • Lazy river
  • Arcade/game room
Working away
  • Business center
  • Meeting rooms
  • Concierge services
  • Tours/ticket assistance
  • Laundry facilities
  • Year Built 2015
  • Garden
  • Picnic area
  • Terrace
Languages Spoken
  • English
  • Spanish

In the apartment

Home comforts
  • Air conditioning
  • Coffee/tea maker
  • Iron/ironing board
Sleep well
  • Premium bedding
Things to enjoy
  • Private pool
  • Furnished lanai
  • Separate dining area
  • Separate living room
  • Separate sitting area
Freshen up
  • Free toiletries
Be entertained
  • Flat-screen TV
  • Premium TV channels
Stay connected
  • Free WiFi
Food and drink
  • Refrigerator
  • Microwave
  • Kitchen
  • Stovetop
  • Cookware, dishware, and utensils
  • Housekeeping - once per stay
  • In-room safe

Windsor at Westside by Casiola, Kissimmee’s small print

Also known as

  • Windsor Westside Casiola House Kissimmee
  • Windsor Westside Casiola House
  • Windsor Westside Casiola Kissimmee
  • Windsor Westside Casiola


Accommodations are situated at multiple addresses.

Mandatory fees

You’ll be asked to pay the following charges at check in or check out:

Breakage deposit: USD 50.00 per stay

  • Cleaning fee: USD 150 per accommodation, per stay
  • Resort fee: USD 56.75 per accommodation, per stay

Optional extras

Children's club access is available for an extra charge

We have included all charges provided to us by this property. However, charges can vary, for example, based on length of stay or the unit you book.

Recent reviews

Superb 9.0 From 23 reviews

Windsor at Westside by Casiola, Kissimmee
Disappointed experience
It was very confusing in the beginning. Cannot enter the gate despite the email instruction. Had to check in with property security and management to get key code for the gate. Rooms were overall small. Two rooms with double beds. Beds were so uncomfortable. Other beds were not comfortable either. Carpet was dirty with stains in several places. Sound insulation was terrible. The property was a multi-units condo - more like townhomes. The walls with neighbors were so thin. I could hear neighbors' conversations. When neighbors forgot to turn off bathroom fan, it was so noisy. Kitchen was overall clean. There was a very small pool. It not not heated. Pay extra if heated. No cleaning service unless you request and pay for the "cleaning" service. Shampoo and Conditioner were just small 3 oz bottles. This was family vacation, and I cannot believe they put 3 oz bottle in each bathroom for one week rental. Overall disappointed with this rental. Will never do it again. I learned my lesson.
Stephen, usFamily trip
Windsor at Westside by Casiola, Kissimmee
Very Good8.0
It house was amazing, everything was within a few miles so that was convenient...the only thing I would suggest is better cellular service.
Sabrina, us3 night trip
Windsor at Westside by Casiola, Kissimmee
An amazing stay!!!!!
A Traveler, us5 night family trip
Windsor at Westside by Casiola, Kissimmee
Would stay again
We enjoyed our 6 night stay very much. The place is clean and has all desired amenities such as washer, dryer, dishwasher, pool, etc. It was closer to disney but a bit of a drive to universal. We received instructions so we didn't have to check in but didn't receive a welcome package or letter with information upon arrival which would have been handy. We discovered they pick up garbage bags in the morning, they came to clean the pool once and we had to dial the guards to get in each time. We would definitely recommend this place and stay again
Fyrena, us5 night family trip
Windsor at Westside by Casiola, Kissimmee
Memory Maker
It was truly amazing. Beautiful townhouse w/private pool within a gated community sporting a clubhouse, beautiful pools with water park and lazy river. Close proximity to Disney Parks, restaurants, shopping, airport etc. Our party of 6 adults and 2 children loved it and would love to return someday soon!!!
Janelle, usFamily trip

See all reviews

Windsor at Westside by Casiola, Kissimmee

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