Windsor at Westside Home with private pool

Property no: 11DAT1476

Kissimmee, Windsor at Westside

Home

8 Bedrooms

6 Bathrooms

Up to 20 guests

Overview

Location

Reviews 4.2 (67)

Availability calendar

Additional info

Property description

This luxurious yet charming home located in our Windsor at Westside resort is the perfect place for you and your family to stay in Orlando. Only 10 minutes from Mickey's doorstep and right next door to all the fun, this modern getaway is just one click away.

Charming and spacious, you will find a gourmet kitchen for you and your family to enjoy. Complete with granite countertops, stainless steel appliances, and plenty of counter space, this kind of kitchen includes everything you'll need to stay in and enjoy home-cooked meals with your friends and family.

Gather around the lovely dining room table, which seats twelve, for a late-night dinner, or enjoy your morning coffee and pancakes along the island, which seats six.

Across the way, you'll find the living room and the perfect spot to kick your feet up after a long day of fun. The cozy white couches, sincere blue décor, and flat-screen tv create a relaxing environment that you and your family will love. Go ahead and nap all day! Your secret is safe with us.

Wander out the back door where your tropical oasis awaits. Surrounded by a lanai and tropical plants, you and your family will have plenty of privacy. Take an afternoon dip in your private dip pool. Soak up the sun or stay cool in the shade- either way, we have you covered. Our deck is fully equipped with outdoor lounge chairs and patio furniture.

**Optional pool and spa heat are available for $35/day + tax. We recommend adding this option to your reservation between November and April.**

Enjoy the garage turned game room for a night filled with fun. Whether you decide to play a quick game of foosball or stay up late playing a game of air hockey, we know you'll have a great time.

Down the hall, in bedroom #1, you will find a comfortable room accompanied by a king-size bed, crisp white sheets, and elegant décor. Enjoy the large window, Private en-suite bathroom, and direct access to the pool outback.

Wander upstairs, and you will be greeted by a loft that is perfect for watching your favorite Disney movies.

Down the hall and boasting with the comfort, you will find room #3. Including a king-size bed, flat-screen tv, and luxurious ambiance makes this room perfect for catching up on some much needed R and R.

In-room #6, you will find a room full of plush pillows, crisp white sheets, and a full, queen-sized bed. Drift to sleep surrounded by the stylish boho décor and private en- suite bathroom.

You'll find a room perfect for Jedi's in training in a galaxy far away. Including two twin beds, you can fall asleep surrounded by some of your favorite Star Wars characters.

This property has an assortment of other rooms that you and your guests can enjoy.

This property includes a working washer and dryer, making it convenient to pack light and leave more room for souvenirs!

The Windsor at WestsideResort is Just 10 minutes from Disney World and other popular attractions. Windsor at Westside boasts a ton of great amenities, including a clubhouse, resort-style pool with lazy river, Tiki bar, fitness center, and video arcade.

Property Features

Private Pool

Jacuzzi

Games Room

Theatre Room

Themed Bedrooms

Not Overlooked

Lanai

Conservation View

Free Wifi

Starter up kit

Bathroom Essentials

Pool / Beach Towels

Kitchen

Dining Area

Lounge Area

Television

Air Conditioning

Oven

Toaster

Microwave

Blender

Tupperware

Kettle

Coffee Maker

Cutlery

Crockery

Glassware

Refrigerator

Dishwasher

Washing Machine

Dryer

Iron & Ironing Board

Bed Linens

Towels

Hair Dryer

Games Console

Air Hockey

Pool Table

Foosball Table

Pool Heating

Pack ‘n Play

Travel Crib

High Chair

Baby Stroller

Heating

Smoke Detector

Fire Extinguisher

Free Parking

Bedroom configurations

Bedroom 1

King

Share Bathroom

Bedroom 2

King

Private Ensuite Bathroom

Bedroom 3

Double,Single

Private Ensuite Bathroom

Bedroom 4

2 Double Beds

Share Bathroom

Bedroom 5

Double,Single

Share Bathroom

Bedroom 6

King

Share Bathroom

Bedroom 7

King

Share Bathroom

Bedroom 8

King

Private Ensuite Bathroom

An additional change of bedding linen is provided. Hair dryers are provided with one usually placed in each bathroom.

Windsor at Westside

Location description

Windsor at Westside is a prime vacation home community located in Kissimmee, Orlando, Florida. It’s known for its resort-style amenities which include a waterpark complex with lazy river.

Windsor at Westside is ideally located of Westside Boulevard in the popular West Kissimmee area only a short drive from Disney World Resort Maingate. Featuring 4 & 5 Bed Townhouses with courtyard style splash pools and 5, 6, 7, 8 and 9 Bed detached Homes each with a private swimming pool Windsor at Westside is a highly desirable choice of location. The resort features a large Clubhouse with swimming complex which includes a resort style swimming pool, children’s water play area, lazy river pool and many more amenities which are all free for guest to enjoy for the duration of their holiday.

Windsor at Westside offers visitors easy driving access to all the Orlando Theme Parks, dining and shopping malls. The location is ideal for visitors to Disney World as there is easy access to all the Walt Disney World parks via Toll Road 429 and the Western Way Boulevard.

Leisure amenities include a 10,000 sq. ft. Clubhouse, lounge, games room, fitness facility, large swimming pool, waterslide, lazy river, jacuzzi spa, children’s water features, playground, tiki bar, sports field, tennis court, volleyball, basketball, sundries shop, arcade and much more….

Key Highlights:

This community caters to families looking for a vacation home experience with direct access to Orlando’s entertainment options.

Amenities and entertainment

Secure Gated

Clubhouse

Free WiFi

Lounge

Community Swimming Pool

Lazy River

Water Park

Water Slide

Jacuzzi Spa

Kiddie Pool

Kids Water Features

Children's Play Area

Tiki Bar

Eatery

Licensed Bar

Games Arcade

Tennis

Fitness Facility

Volleyball

Basketball

Computer Room

Shop

Walking / Jogging Paths

Location

Kissimmee, Windsor at Westside

Property reviews

4.2

/ 5

based on 67 reviews

I love this home , I enjoyed myself very big and worth the price

Garria

November 20, 2023

I loved everything and Dennis was the best!!!

Justice

September 24, 2023

Excelente estadía! Cerquita de los parques de Disney, disfrutamos de la piscina y las comodidades de la casa

Soledad

September 21, 2023

House was nice but one of the shower was clog roaches all around the house , ants and spider webs everywhere house is not keep kept clean

Elizabeth

September 10, 2023

This place exceeded our expectations. All my guests enjoyed the space and its amenities and i definitely would rebook and recommend.

Brian

August 7, 2023

Excellent experience staying at this place. It wa sexactly as described and clean + private. Dennis is very responsive and helpful. Family loved the stay.

Omer

July 14, 2023

The house was beautiful. Everything was clean. Excellent place for a big family. Loved it. Thanks again.

Patricia

June 18, 2023

We had 9 people (adults )stay at this location and had plenty of room. Dennis was a great host! Very responsive, accommodating and all. Best host that I’ve had with any of the Airbnb I’ve ever stayed with. We were very happy with our stay. The small issues that we had Dennis corrected them IMMEDIATELY. The house is on a cul-de-sac so we had lots of privacy with the woods behind the house. Excellent Airbnb choice. Would DEFINITELY book again

Glennda

June 12, 2023

Venkata Krishna

May 31, 2023

Everything perfect

Adeilton

May 21, 2023

Nice spacious house , adult & kid friendly. Super clean would definitely stay again

Taylor

May 7, 2023

Amazing stay. Home away from home.

Ismary

April 1, 2023

Place was great a little far fron Sanford Airport but close to Disney. Also, the place did have a few roaches in the kitchen but I guess its expected due to warmth and so many people using area. But other than that a nice stay.

Ashley

March 30, 2023

I think Casiola homes are now my #1 favorite properties to stay in whenever I visit Orlando. I love everything about them. Thank you for being such an amazing staff. Dennis was such a great host and whatever questions I had he responded rapidly and made sure all my needs was accommodated.

Raynisha

March 26, 2023

Perfect for my large family. We had a great time.

Jhayleen

March 17, 2023

Dennis provided a great space for my family and I to be able to come together and share many memories. We enjoyed our stay and had a good time in the pool. The home provide more than enough space and there was always something to do. We will be back.

Monica

March 13, 2023

Loved our stay. Great for our large party.

Yulissa

January 8, 2023

This is my 2nd time staying with Dennis and once again the stay was amazing.

Tyneshia

November 20, 2022

We loved our stay! House was huge and fit a big party. Dennis was quick to reply whenever we had a concern. House was clean. Game room needed a bit of updating but was still usable. Pool/Patio area was perfect. Definitely recommend.

Elizabeth

September 25, 2022

We had a great time at this home, we we're 13 guests and we had more than enough room. The house was very clean. The only down side if any was that we lost 2 days of pool, we woke up one morning and the pool was cloudy and had a fishy smell to it. I reached out to Casiola management and refused to send someone over without sending them a picture first, we had left for the day to disney parks and I explained we would not be back until evening, and still without a picture they refused to send someone. Someone showed up the next afternoon to treat the pool and we could not use it for the rest of the day. Other than the pool issue which really put the kids in a bad mood, all else is as described in the listing, and overall we had a great time.

Antonio

August 20, 2022

Enjoyed the stay with my family. Very nice home.

Yeshua

July 25, 2022

Excelente casa, muy espaciosa y cómoda. Volvemos 👏

Mariana

June 5, 2022

8801 Bengal - Adequate. Needs some care and attention and outside patio area a good clean.

04/15/2022

Needs a good spruce up and new carpets. Spacious and pool heats up beautifully.

Simon

April 13, 2022

Nice house. Needs a little more cleaning. However, a good place for a large group.

Natalie

April 6, 2022

House was a little dirty,especially steps. Pool and spa heater didn’t work,paid for early check in then told it wasn’t available

Stephen

March 19, 2022

Fridge did not work as well as it should. Bed in master looks like a banana, super uncomfortable. All of the pots and pans are useless since all of the non sticky toxic coatings are peeling off and mixing into the food. So brings your own bed and cookware other than that it was great!

Israel

March 13, 2022

Beautiful listing with a great host. Highly recommended

Larry

March 6, 2022

House is beautiful and spacious!

Jennifer

February 21, 2022

Great place to stay - Would stay here again, great location and lots of space.

11/23/2021

The house was absolutely beautiful. Lots of space to spread out and it was close to the theme parks which we liked. The only issues we had were the hot tub wasn’t hot enough and some of the rooms had ants. Other than that the house was great. Would stay here again.

Kinsey

November 5, 2021

Dirty house, terrible location. All you smell is marijuana. Pool is dirty. Bugs in the house. Hair in the bed. Definitely not worth the money

08/02/2021

Great stay - This was a great stay and a beautiful home! Dennis was a wonderful host and answered all questions! I would no hesitation rent this house again. Only negative I have is the internet service is horrible.

07/21/2021

The house was a great size for my family! Dennis was a great host his communication is wonderful! My only complaint I have is you can’t call and speak to someone directly. I was told I would receive calls back and didn’t! But overall it was a nice home.

07/12/2021

The villa is beautiful! Dennis the manager was great communicating and very professional. I did however experience multiple things that bothered me. One tub was filled with flying bugs literally! I have a video. Some rooms didn’t have remotes for TVs or working batteries to utilize the remotes. Couldn’t use the projector because of this, be sure to bring your own DVDs to as I didn’t know I needed to bring. Never thought the jacuzzi would need to be paid for heat, I assumed jacuzzis are normally hot so unfortunately we had cold water. No pot holders to utilize, had to use towels. Some towels were completely stained! I took pictures and sent them to the manager and he had the staff bring us some. Lastly, our trash bin outside was overfilled Saturday when we checked in and never emptied the entire week from the previous renters. I called the manager , called the number he gave me . I even call Casiola was told it would be picked up and never was!!! Meaning I had to leave my bagged garbage on the ground outside the bin in which I witnessed a vulcher and raccoon in there! Not acceptable!

07/12/2021

This house is amazing, with plenty space for a big group. The pool and jacuzzi worked perfectly. On the second day the pool got dirty and the maintenance team come over right away and clean it for us. Dennis was great and very quick on emails. I will definitely recommend the house.

05/30/2021

Okay - Dennis was great. However the house itself was beyond dirty.

05/05/2021

Dennis was great. Anything I needed he responded fast. However as far as the cleaning crew terrible job!!!!! Overall we still managed to have fun.

05/03/2021

Great stay definitely is worth it we had tons of space to enjoy the weekend

04/26/2021

HORRIBLE !!!! Started off perfectly fine with answering all of our question very fast. But it was all an act. The second day of our trip we messaged the host to complain on how the pool was a little cloudy. He then informed us that someone would come take it of it. Which no one ever did after messaging both him and the resort there where very minimal responses and lots of run around them telling us someone was coming and no one ever did. The pool was green and unable to use the entire time and no one cared that we paid all this money and were unable to use the pool the whole time. Everything able this situation was horrible wasting time during the day contacting everyone and getting no response. Along with all this trouble we went through they only tried to offer us one day of refund meanwhile we stayed for 5 days and couldn’t even use a service we paid for. Along with them trying to make us pay more for late checkout! Overall do not book with this entire resort because they don’t care so much about your experience only care for taking your money. The worst part of it all is that we were informed that he knew about the pool being messed up that they have been unable to fix it for the last three months. I hope you guys listen to me and do not book through this resort!

04/20/2021

The house it’s self is amazing but the management team no not at all. They don’t know what’s at the location..... multiple rooms tv/cable box missing or not working. Only 3 little pots to cook for 15 people. No brook. Coffee maker and toasted didn’t work. Pool pump completely stopped working but still trying to run. Temp in pool was 105 and 110. Dishes all dirty when we got there and had to clean them our self. Vap pipe found by my 4 year old. Half eaten Oreo on the stairs. Baby toys and binki laying under the couch. Everything management is responsible for was a disaster. And nothing got fixed while we were there. Will not rent from Casiola again

03/28/2021

Love The home, the communication was great!! Definitely would recommend anymore I know to google the place & book! You will love it! I had ZERO Complaints!!! I love it here

03/20/2021

Very Beautiful Place to stay!!!! Would love to come back an stay..

03/15/2021

I love the house

02/08/2021

Overall a good time with family, but not without hitches - The house is in a great location, and furnished very nicely. However, one of the king beds was practically unusable. The board supporting the box spring was broken, sagging on the floor in the middle of the bed. That would have had to have been noticed by the staff before we arrived when the bed was made The pool heater did not work, apparently could not be fixed while we were staying there, and that was a main reason for renting this house. It took us 2 hours to get into the community the night we arrived. I could not get any help from the property management while we were waiting. Turned out it was because it was holiday weekend, but still- would never go through that again. There was a ridiculously loud party outside house 2 doors over well past 1am with a pervasive smell of weed, again the management was no help that night. Couldn’t get past the answering service.However, we were given direct numbers to call on the following evenings, should it happen again. Thankfully it did not. The cleaning staff needs to spend more time in that house. Crumbs on the floor in the pantry, in the bathroom floor corners, very dirty baseboards. Just not the standard I expected for such a lovely home.

12/15/2020

The house is beautiful. Loved it. I have 2 complaints 1 The hot tub and pool never got hot after I paid for it. I am very disappointed that Dennis is tryingto charge me $525 to clean his rug and a barbecue mat. when we arrived the rug was already dirty. As for the barbecue mat was already dirty and greasy.

11/25/2020

It was a nice home

11/16/2020

The service and place was great! Customer service was exceptional- they respond in a timely manner and fix any issues you’re having. I loved the pool and jacuzzi area! Also, it had a nice game and movie room area- bigger than I expected. There’s a little delay with the WiFi but overall the place was spectacular! Will be reserving again.

11/09/2020

11/02/2020

Nice property but request all equipment be confirmed functioning prior to your stay. I would stay again.

10/25/2020

This home is beautiful and there was plenty of room for our family of 13. The pool, hot tub and game room were definitely the hits of the house for the kids. Everyone was happy with the comfort of their beds. We enjoyed our stay at Dennis' place ❤️

10/20/2020

Nice clean place

10/13/2020

n/a - n/a

10/05/2020

n/a

10/03/2020

If you are traveling to Kissimmee, then this is the home you want to stay in!!! Beautiful in every way !!!! First class excellence!!!!

09/25/2020

Thank you Dennis for a Time and Experience

09/21/2020

Everything was great

09/15/2020

I. Would recommend this home to others fove stars

09/07/2020

Great stay, home was exactly what was in the photos.

09/03/2020

Dennis’s place is absolutely beautiful. There was more than enough room for everyone to be there comfortably. Outside of the maintenance people not coming to heat the pool after we paired for it I Would definitely visit again.

08/30/2020

Great place and great communication

08/22/2020

Great stay!!!

08/16/2020

awesome space

08/04/2020

Everything was great! We had a group of 15 and it was more than enough space for everyone. The game room was a bit hot because its in the garage,but we brought a fan with us so it didnt bother us much. This home is absolutely beautiful!!!!

07/28/2020

The villa is nice and spacious for what you pay for.. They try really hard to please you. Which a plus for me and my family 👪.

07/23/2020

Beautiful house my family enjoyed! - The house was beautiful, big and great location. We did not feel like we were on top of each other. We had no issues with this property! We will visit again!

07/15/2020

Big house, many rooms and everything new inside. Very good place!

06/29/2020

Availability calendar

Reserved

Guests departing (you can arrive)

Guests arriving (you can depart)

Additional Information

Optional Extras

Optional Extras for this property can be added during the booking process.

Minimum Stay

2-7 nights. During peak periods, such as Easter, National Holidays and Christmas this may vary.

Useful Information

Check in after: 4:00 PM Check out before: 11:00 AM Arrival start up kit with household essentials is provided Self check in No smoking Maximum occupancy excludes children under the age of three Minimum age of primary renter: 21

Have any questions?

Feel free to call us 023 9204 3686 or go to Online chat.

We will professionally advise you on any issues related to your trip and will certainly help you with the choice of property.

Feel free to call us 023 9204 3686

Or go to Online chat

We will professionally advise you on any issues related to your trip and will certainly help you with the choice of property.

Home Florida Orlando Kissimmee Windsor at Westside Property no: 11DAT1476

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Guests

2 Guests, 0 Infants

Adults

Age 18+

Children

Ages 2-17

Infants

Ages 0-1

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