USA Florida Four Corners Kissimmee Listing #31352

Windsor Manor - Windsor at Westside - Kissimmee, FL

34 reviews
Max. occupancy: 20 5 King Bed, 2 Double Bed, 6 Twin Bed 9 bedrooms 6 bathrooms 2 dog max 
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Ultimate getaway with two theaters, game room & private pool with spa

Welcome to the best Windsor at Westside Resort ultimate getaway in this fantastic community just minutes to the parks. This nine-bedroom home has been, professionally, exquisitely designed and decorated with themed rooms such as Animal kingdom/Safari, Mickey & Minnie, 50’s Hollywood Glam, Star Wars, Harry Potter, Moana, and Frozen. Everything needed to make a vacation that dreams are made of, Including 13 Smart TV's with cable, one in each bedroom, and 2 gaming. This luxury resort home is on a cul-de-sac with no rear neighbors for added privacy and a lush conservation backyard view.

You enter this home to an airy open concept main floor, with state of the art Kitchen, white cabinets, quartz counter tops, & stainless steel appliances. This opens up to the spacious living and dining area that can seat 20 (16 at table 4 at island) with huge patio doors looking out to the screened in covered lanai, large pool and spill over spa. For your convenience, there is even a mini bar and fridge for your favorite beverage to enjoy by the pool, spa & outdoor theater.

Continued downstairs, are 2 King bedrooms, 1 with master ensuite bath, with a door from the bathroom directly to the pool area. Very convenient for bathroom use, changing out of bathing suits, and showering after swimming.

To cap off the downstairs entertainment, you will be delighted with the large air conditioned private movie theater. It features a huge 135 inch screen, with 2 rows of comfy leather reclining theater seats. Also provided is an HD Smart Blue Ray DVD player to play or stream your favorite movies. The arms of the theater seats even lift up so can sit additional people or choose to lie down for the ultimate in relaxation. We also have 2 sets of pub tables and chairs to enjoy a full dine in experience.

Upstairs you will find 7 additional bedrooms. But first, you will walk into the absolutely massive loft lounge area set for your total entertainment pleasure. Here, you will find a fantastic game area with pool table, air hockey, foosball & poker table. But it doesn’t end there. You will also find 2 full size 2 player stand up multi game arcade games, and one 4 player, each loaded with over 600 games for hours of fun and excitement young and old alike. From there it just gets better for the gamers. There are 2 dedicated TV’s, one for PS4, and one for Xbox, and a 2nd PS4 in the Star Wars bedroom, all preloaded with Fort Night, let the gaming begin! The lounge also sports 2 more large 4K smart TV's. One in the games table area next to the full wet bar with mini fridge and pub table, where you can enjoy your favorite chilled beverage. The other’s in the spacious loft sitting area. This is an awesome spot for game day and watching more than one of your preferred sporting events simultaneously. Guarantee you’ll never want to leave the house.

Bring the entertainment outside with an outdoor movie theater! At the private pool area, there’s a large 110 inch outdoor movie screen to watch your favorite movie under the stars. Why stop there, In addition to the outdoor theater, there’s a large 55” 4K Smart TV. Your choice, watch the big game, your favorite show or movie on TV, or use the big screen all while lounging by the pool or spa!... Paradise!

We have thought of everything for this home, there’s not another one like it with all these features and amenities, book fast before it’s gone.

Windsor at Westside Resort is one of the newest and most luxurious communities in the Orlando/Kissimmee area. This gated resort features an extraordinary huge clubhouse, lake and pier. It also has a large zero-entry style pool complete with Cabanas, loungers, umbrellas, waterslide, lazy river, and kids water playground. TheTiki Bar and Fireplace Lounge serves food and beverages for poolside dining. All guests get access to the complete fitness center, sand volleyball and basketball courts, soccer field, free video arcade area and sundry shop for those incidentals.

Things to know:
Pool heat is available for an additional fee for a minimum of three nights between October and May.

Other permit number: 193481 - Osceola County Business Tax Receipt

You must be 25 years or older to rent this property.


Common areas

Gym/fitness room

Game room


Washer/dryer : Private

Heating & cooling

Central AC

Partial AC

House rules


Kitchen & dining









Wireless router

Blu-Ray player

Netflix streaming

Nearby activities & attractions


Golf nearby

On-site activities

Pool : Private

Heated pool

Pool table : Private

Lazy River

Foosball table

Pool spa




34 reviews

Shara T. Nov 2022
This house was just perfect for us. So many fun things for the kids (game room, movie room, and swimming pool). Quiet location and well managed neighborhood so no worries that there will be some kind of crazy party. Plenty of space for the adults to relax and enjoy. There were good grocery stores (Publix) about fifteen minutes away. Only drawback would be that there is traffic on the way to the parks (but that's Orlando). Overall, we really felt this was excellent value for money, and we very much enjoyed it.
Dartanyon S. Sep 2022
I had a party of 14 adults. Everyone kept asking me the whole trip how I found this house. I never experienced so much to do in a house. It's hard for me to pick a certain part of the house I like because the whole house was great. All remotes and light switches were labeled so you could easily turn on all appliances. The projector screen outside was awesome. Every room was so detailed in theme, the pictures online does it no justice. The theater room was more then amazing in its self with recliner chairs, with more then enuff room for all 14 guest. If I could give this property 10 stars I would. I would definitely add stay here again.
Elin Berntsen B. Aug 2022
We were 11 adults (over 17) and 2 kids. Everyone loved their rooms and the many bathrooms. There were a lot of games available in the house but some needed refurbishment. Despite this we had a great time with many family «tournaments».
Manager response:
Thank you for staying with us, Elin, we are so pleased your group enjoyed out phenomenal home! We sincerely apologize some of the entertainment pieces were in need of maintenance during your stay and are glad this did not hinder your getaway. We look forward to welcoming you back soon for another visit soon.
Tiffany P. Jul 2022
Vacationed with ten seventeen-year-olds, and this house was PERFECT. Seven bedrooms and game room upstairs, an indoor and outdoor theater, and pool for them. A large bedroom, bathroom and direct access to the pool for me. Large kitchen fairly well appointed, large dining table and fridge. 20 minutes from Disney, 30-40 minutes to Universal. Close to groceries and anything you want delivered. They boys went to the gym at the community center. Would rent again.
Ryan S. May 2022
House was beautiful, super clean everything we expected when we moved in. we did notice a lot of hair and what looked to be paper in the pool so we cleaned it out the best we could. by day 2 the pool started to smell and turned green compared to anyone else’s pool around us. called vacasa and was told someone would come that day …never happened called multiple times the next and even the front desk at the resort called and someone closed the ticket again we were promised someone would call right back. after calling the 4 time and finally getting a manager a pool company finally showed and said they just heard about it 15 minutes ago . home is beautiful just wish vacasa could figure out how to help someone especially with the pool
M K. Apr 2022
What an amazing home - the set up was excellent for 4 families .. plenty to keep the kids busy - clean and great location
Joseph W. Mar 2022
16 adult males. Plenty of space. Plenty of room in the common areas. Very clean. Plenty of bedrooms. Conveniently located near may attractions. Community pool very nice. Highly recommend this vacasa rental
Beverly G. Mar 2022
The home was very nice with all kinds of extras. If one complaint that would be the pool was not heated even though I paid extra for it to be heated, otherwise great place to stay.
Haskell K. Mar 2022
Great family home
Rachael B. Feb 2022
We loved this big home, beautiful decor and tons of space!
kay M. Feb 2022
Fun for everyone even when cold and rainy. We had five children ages 2 to 13 and there was enough for all of them to keep busy on the one cold rainy day we had. It is close to grocery stores and we ate at the property most days because the kids were enjoying the pool as well as the adults.
The house was very clean when we arrived but we had to wait almost 20 minutes before we could get in..

The view out the back was absolutely beautiful for being in a community. We have stayed at Windsor Estates several times but this is the first time we had to drive to get to the clubhouse. So the kids were a little disappointed with that but we did pack up and go there two days for a few hours.

We did rent a grill and it was nice to have a backyard for them to toss the football around while cooking on the side yard.

We do family vacations every two years and I would rate this is the top house as well as all of my children. They said the beds Were hard and the pillows flat but my husband and I slept just fine!

I would rent this house again!
Georgette K. Jan 2022
The kids loved this house as much as they loved Disney!
Gina R. Jan 2022
I love the house and would recommend it to any and everyone, the comfort level was there, the beds were great all the amenities were exciting for everyone.. I would stay again!
Keyona H. Nov 2021
Everything about the home was amazing and exceeded my expectations. We had a party of 15 and there was more than enough room for everyone to be comfortable. There were amenities that pleased the kids and adults. All in all, we were definitely satisfied and will book again for our next family trip.
troy s. Nov 2021
This place was better than pictures you see my family enjoyed the week there plenty of room for multiple families!
House was well stocked for our breakfasts or lunches and Publix was a 10 minute ride on 27.
The house is a 15-20 ride to Disney depending on traffic on roads and by the school couple blocks away.
Plenty of Bedrooms, well stocked, awesome game room, movie room, quiet location.
MB pillows need to be replaced.
Instructions checking in, DO NOT waste time going to club house as instructions state from Vacasa they don’t require that now just drive up to gate and go through once it lifts. Also instructions warn of on street parking, everyone does!
Pool heat was added Saturday we weren’t able to get in until Wednesday night Vacasa had to come out multiple times to get it right despite two calls a day.
AC - they have temperature set to 72 which at times left the house hot and uncomfortable coming from Northeast but thankfully there’s an army of fans in closet so while not ideal it did help.
Manager response:
Thank you for your feedback, Troy. The check-in instructions have been updated. We sincerely apologize about the inconvenience you experienced there. The pillows are getting replaced. We hope to see you again!
Katherine I. Sep 2021
I have booked many vacation rentals, most through the owners before VRBO was bought out by expedia; this was my first experience with VACASA, and as booking agents go, these guys are among the top. As to the rental house itself, it was pretty awesome!! And the owner responded to all of our concerns immediately. This reunion included 14 family members, some of whom did not stay overnight as they live in Florida, and there was more than enough room for us all to spread out. I read in a previous review they were unhappy with the carpet, but I felt it was livable and considering the amount of traffic these condos see being so close to Disney, what were they expecting? brand new? As have stated above, I have rented many vacation homes, and I have come to realize that just like renters, they are all different and have their pros and cons. We enjoyed the huge kitchen family room area, where we all gathered several times a day. The upstairs folks played card games in the gaming room well into the night, every night. We had two family movie days - great fun in the theater room!! And we enjoyed the pool - wish there were some pool toys. All things considered I would highly recommend this property, especially for large groups. Thanks to the owner and VACASA for their immediate response to our concerns, and to the owner for sharing his rental home with us.
While the house is very large and has more than enough room for everyone, there are still issues that need to be addressed in this home. I really expected more for what we paid.
First I do want to say the kids loved the game area, the outdoor projector and the theater which is amazing! However there were previous reviews outlining issues, some were fixed and some were not. The carpet still needs to be cleaned, the towel rack in the master was in the tub and the screen around the pool still has rips in it. In addition our grill went missing in the middle of our stay because there is a slit above the lock on the screen door leading to the pool area and someone just came in and took it. I called the number left by the Property Management and never received a response (previous renter had the same non response issue). Additionally, the kitchen isn't really stock for a group that is going to cook. There are only 7 forks in the house! The first night we cooked and didn't plan on plastic wear and people had to eat with spoons. People also need to be informed about how the trash works. We ended up dumping our own until we found out they will pick it up daily but only if its in bags. This is information people need to know.
I am writing this as I think the management company needs to take note of peoples concerns and address them. We along with all the other renters paid a lot of money to stay here and expect a certain quality for our money. I hope if more people write reviews they will address them as it is a nice home.
Manager response:
Hello Kimberley, thank you for taking the time to share your experience with us. While we are glad the size of our home and the amenities provided worked well for your family, we are sorry to hear about the issues you experienced. Please know that we take our guests' feedback very seriously and our home manager and the owners are working hard to address your concerns and get this property back in shape after the summer. Trash issues were addressed and new signage has been provided for where to leave the trash and pick up days. The carpets and bedding have been cleaned and the pillows are being replaced. The towel rack and screen door to the pool has been repaired. Our home manager confirms the grill was not stolen, it was picked up by the rental company it was rented from. All flatware and utensils were restocked as well. We hope to have the pleasure of hosting you in the future, for a much more enjoyable trip.
Jonathan B. Jun 2021
Ac unit could not be set below 72. Towel rod in the master bath fell off the wall with no effort. Couldn't use the dishwasher cause the soap door wouldn't stay closed. The pool was dirty for the first 3 days of our stay so we couldn't swim in it. The master bed was hard as the floor. Dryer door wouldn't stay closed so the clothes wouldn't dry properly. Patio furniture had been chewed up by dogs. Ice maker barely worked. We paid 4k for 7 days. House had so much potential but fell short from not being maintained to the standard of which the house commands.
Manager response:
Thank you for staying with us, Jonathan. We sincerely apologize for the issues you encountered and how they negatively impacted your experience. We have forwarded your review to our home manager to address and we confirm the ice maker is working and the dryer has been repaired. The towel rod has been repaired as well. Please note that, as indicated in our check-in emails, the A/C does not go below 72 -The system is designed to shut off if the windows or doors are open for a long period of time. We are sorry to hear that the master bed was not well-suited to your sleep preference but we confirm it is in good condition. We apologize for the inconvenience and hope we have the chance to impress you in the future.
Christine L. Jun 2021
This home was filthy and dangerous:
-Took a day and a half for garbage pick from previous renters, all over driveway.
-Broken handle on stove, nearly impossible to use without burning yourself.
-Carpets were absolutely disgusting, would not walk on without shoes, and our granddaughters knees were filthy when she crawled on the tile.
-Broken glass pendant over kitchen island with exposed edges.
-Broken towel rack in the master bath.
-A/C did not work correctly after two days in the theater room, needed fans.
-No heat water for hot tub but stated once turned on, it would heat to 100.
-Netting around outside enclosure was torn, and had two snakes in the pool area.
-Dryer door was broken, had to use a broom to keep door closed.
-And, found a towel with puke on it in one of the kids bedroom closets.
I never make statements like these but I was truly embarrassed that I brought my family here and when I did call about the garbage and oven, nothing happened so I didn’t make anymore phone calls. I definitely should have asked for a refund of some sort, sad they would rent a property in this condition, I wish I could post the pictures that I have.
Manager response:
Hi Christine, thank you for taking the time to share your valuable feedback with us and bringing up items that need our attention. We sincerely apologize for the cleanliness and maintenance oversights you found upon your arrival. Our home manager has been made aware of your concerns and has worked with the owners on addressing them. The trash issues were addressed and new signage has been provided for where to leave the trash and pick up days. The carpets have been cleaned and the kitchen globe has been replaced. The towel rack, dryer, and screen door to the pool have been repaired. This home does not have a hot tub. The pool from this property has a spa attached to it, with jets below the waterline. The spa does not get hot during the summer months as mentioned in the guest notes; we apologize if this information was missed for your stay. Our linens and towels are handled by a laundry. The air conditioner unit works when all windows and doors are closed. Maintenance will be checking your other concerns to ensure everything is in good shape for our guests. We hope to have another chance to impress you in the future!
marcus j. May 2021
I loved everything about this property. It was an awesome stay, and I will stay there again! It was exceeded my expectations. Great Place!!!
Patsie R. Mar 2021
A wonderful set up for a great family vacation. So many things to do inside if the weather is bad and a great outdoor area to enjoy the pool and sun. Will definitely book again!
Jessica C. Feb 2021
Great house! Plenty of room! I wish they brought us fresh towels as we tended to run short while some were washing. Also had issues with movie room not having fire stick remote so unable to really use :o/
Aliya D. Dec 2020
This home was awesome! The kids were so impressed by the themed rooms. They didn’t want to leave. The theater was a nice bonus but we couldn’t figure out how to watch Disney + in there. Please consider that in the future. We had everything we needed and so close to shopping and Disney World. We will definitely rent it again!
Tasha C. Nov 2020
The interior decorator did a marvelous job of presenting this place from top to bottom with different scenes especially from my childhood. The movie theater room was perfect for watching the perfect movies from home. The patio was the best part. We drank our coffee and ate our breakfast on long with watching tv outside. The only downfall was we paid for a full week for a heated pool and was told it was on the whole time but felt like 50 degrees below. The hot tub was perfect but wanted to also get the opportunity to experience the pool. Besides that the trip was a perfect couples trip. We didn’t have to leave because the entertainment was already there. Thanks for a well deserved and needed vacation
Manager response:
Hi, Tasha! We are so glad you enjoyed your stay and apologize if you were dissatisfied with the pool heat. The pool heat was on, just as the spa, since both use the same pool pump. Thank you!
Don D. Oct 2020
What an awesome place . We rented with 4 families and never had an issue with space. The place was very clean an comfortable. We all loved the themed rooms. Plus the movie room was amazing. Parking was a bit of a thing since we had 4 cars and street parking was not allowed. Of course we spent most of the time at the parks so we did not fully take advantage of the many amenities there but would love to go back and do it all over again.
Marilyn R. Jul 2020
Beautiful home. The family loved the layout and the kids enjoyed. I highly recommend this house. Game room, pool, and spa. Had everything a family need to enjoy a vacation.
Roberto C. Jul 2020
no hassle, great service, amazing house!
Nataly R. Jun 2020
Home was big and beautiful. The decor was amazing and the layout was perfect.
Danitza D. Jun 2020
Our family had so much fun in this house. It was full of fun rooms with great themes. The game area has really good arcade games, air hockey, billiard, and very comfortable. Great taste in decoration. The movie theater is out of this world! You really feel at the movies. Highly recommended.
Gail D. May 2020
The spaciousness of the home, was perfect for the corona virus getaway. So much to do right in the house. Love the theater room and all of the tv’s. Plenty of dishes, towels, we’ll stocked kitchen. Clean. Just a great place.
Dustin G. Apr 2020
We canceled our spring break to Mexico due to COVID-19. Instead of quarantining ourselves in our house with nothing to do, we decided on a house such as this. While we were only a family of three, it's easy to say there is plenty to do inside keep a lot of people busy!

A pleasant surprise, they did have a gas BBQ grill which the pictures did not reflect, and there was a second pool table in the game area. While we did not use the common area of the community, it looks like a pretty fun area for kids to play.

The only thing my wife and I thought could be improved a bit, the pots & pan set was a bit on the small side. You would be fine cooking for 4ppl, but would struggle for a larger party.

We would defiantly rent this house again, as well as rent through this agency.
Melissa K. Jan 2020
We rented this home for a family vacation/getaway. It comfortably fit 16 of us. The dining room table in the picture was what initially caught my attention; all 16 of us were able to sit at the table together! In addition to the perfect space to be together, there was plenty of space to spend time together in smaller groups. Whether it was the game room upstairs (which is awesome) or the patio (complete with plenty of comfy seating, table/chairs and lounge chairs), there was space for everyone. The owners made sure to cover every detail from the movie room (we brought out slide projector and viewed old family pictures), to the well-stocked kitchen, to the patio/pool area with the heated jacuzzi, to the wonderfully decorated bedrooms … the house was perfect! We also cannot say enough about the property management company, Vacasa. They are helpful, responsive, and have great customer service skills.