Entire home

Luxury 8BR Home with Pool Near Disney in Kissimmee

Photo gallery for Luxury 8BR Home with Pool Near Disney in Kissimmee

A bunk bed with a nameplate, a desk, and a window with blinds. - Luxury 8BR Home with Pool Near Disney in Kissimmee (Kissimmee)
An indoor swimming pool with a glass ceiling, lounge chairs, and a table with chairs. - Luxury 8BR Home with Pool Near Disney in Kissimmee (Kissimmee)
A modern kitchen with a long island counter, bar stools, and pendant lighting. - Luxury 8BR Home with Pool Near Disney in Kissimmee (Kissimmee)
A covered outdoor seating area with a bed, lounge chairs, and potted plants. - Luxury 8BR Home with Pool Near Disney in Kissimmee (Kissimmee)
A modern kitchen with white cabinets, a central island with bar stools, and pendant lighting. - Luxury 8BR Home with Pool Near Disney in Kissimmee (Kissimmee)
Take advantage of a playground, an arcade/games room and laundry facilities at Pool * Movie Theater * near Free Waterpark. For some rest and relaxation, visit the hot tub. In addition to a gym, guests can connect to free in-room WiFi.

Reviews

8.6 out of 10
Excellent

Entire home

8 bedrooms6 bathroomsSleeps 16375 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Add dates for prices

About this property

Luxury 8BR Home with Pool Near Disney in Kissimmee

  • Summary:

    Welcome to your dream getaway!

    - Luxurious 8BR/6BA home.

    - Open-concept living space & modern kitchen.

    - Private pool, hot tub, & Patio with screened-in lanai.

    - Resort amenities: lazy river, pools, Tiki bar, gym, sports courts.

    - Enjoy the theater room, high-speed Wi-Fi, HDTVs, & free parking.

    - Close to Walt Disney World, & Mighty Jungle Golf.

    - Scenic walking paths & beautiful views.

    - Convenient access to nearby attractions.

    - Ideal for family reunions & relaxation under the Florida sun.



    The Space:

    Experience the perfect place in this beautiful 8BR home at Windsor at Westside. Featuring an open-concept living area, spacious bedrooms, and a modern kitchen. Short drive from Walt Disney World, Magic Kingdom, and other top attractions. Enjoy a theater room, high-speed Wi-Fi, HDTVs, and free parking. Offering a private pool, hot tub and an outdoor patio with poolside dining. Full access to resort amenities, including a lazy river, pools, gym, and sports courts. Your dream getaway awaits.



    - Accommodation Details:

    This luxurious home offers accommodation with 8 bedrooms and 6 bathrooms, ideal for large gatherings or family reunions. The master bedroom and additional bedrooms provide comfortable sleeping arrangements for 16 or more guests. The property includes multiple types of beds to cater to diverse preferences, ensuring a restful night's sleep for all.



    - Living Spaces:

    The home boasts a spacious living area, incorporating a blend of comfort and style with ample seating perfect for social gatherings or relaxation. The dedicated theater room is equipped with a large TV and high-speed Wi-Fi for optimal entertainment. Additionally, there is a workspace for those needing to attend to business matters.



    - Kitchen Facilities:

    A modern full kitchen is equipped with major appliances including a refrigerator, microwave, stove, and oven. It also provides cooking basics, a coffee maker, wine glasses, and dining essentials such as dishes and silverware to make meal preparations easy and enjoyable.



    - Private Facilities:

    This property offers several private amenities: laundry facilities (washer and dryer), basic essentials like shampoo and conditioner, and air conditioning. Special features include a children's playroom, shared outdoor playground, and luxury of a dedicated workspace. Guests can unwind in the private pool and hot tub.



    - Outdoor Areas:

    The outdoor spaces are an oasis of leisure with a private screened-in lanai, ample patio furniture, and an idyllic pool perfect for an outdoor BBQ. Enjoy dining alfresco by the poolside or relax in the hot tub.



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



    - Shared Facilities:

    Guests have access to an array of resort amenities at Windsor at Westside, including a 10,000-square foot clubhouse, resort-style pool with lazy river, Tiki bar, fully equipped gym, sundry shop, and video arcade, among others, providing endless entertainment and relaxation options.



    The Neighborhood:

    Nestled amidst the enchanting landscape of Kissimmee, Florida, Windsor at Westside Resort offers a captivating blend of tranquility and excitement for your vacation escape. Surrounded by lush conservation areas and pristine lakes, the neighborhood exudes a serene ambiance, perfect for relaxation and rejuvenation. Guests can explore scenic walking paths and nature trails, immersing themselves in the natural beauty and abundant wildlife that call this area home. Within proximity, an array of dining options awaits, from charming local eateries serving up authentic flavors to upscale restaurants offering delectable cuisine from around the world.



    Minutes Away From Everything, you can easily explore the neighborhood. You can enjoy your time at the theme parks as they are only a few miles away. This perfect accommodation is located just 10 minutes away from the gates of Walt Disney World! Discover an elevated, outdoor obstacle course featuring zip lines, suspended bridges, nets & Tarzan swings at Orlando Tree Trek Adventure Park about 10 minutes away. Or get ready for a wild experience at Mighty Jungle Golf Adventure (9-minute drive). You can visit Aquatica® which is one of Orlando's most popular water parks, about a 22-minute ride from the property. Have fun and enjoy exploring Universal Studios which is only 22 minutes travel from the property. Another must-see place for you is Discovery Cove and you can try swimming with dolphins which is a 20-minute ride away from the property.



    Whether you're yearning for outdoor adventures, cultural experiences, or simply relaxation under the Florida sun, Windsor at Westside Resort and its surrounding neighborhood offer the ideal backdrop for an unforgettable vacation experience.



    Getting Around:

    Accessing Windsor at Westside Resort is convenient and hassle-free, regardless of your mode of transportation. From Orlando International Airport (MCO), the nearest major airport, guests can reach the resort by car in approximately 30-40 minutes, depending on traffic conditions. For travelers arriving by train or bus, the Amtrak station and Greyhound bus terminal in downtown Orlando are both approximately a 30-40 minute drive away.



    While having a car offers flexibility for exploring the area and visiting nearby attractions, guests can also rely on rideshare services such as Uber and Lyft, which are readily available in the vicinity. Additionally, local taxi services and shuttle options can be arranged upon request for seamless transportation to and from the resort. Upon arrival at Windsor at Westside Resort, ample parking is provided for guests, ensuring convenient access to the resort's amenities as well as popular destinations in Kissimmee and beyond.



    Other Things to Note:

    Whether you are planning a big reunion or simply looking for some extra room to unpack and unwind, this 8-bed 6-bath luxury villa is the ideal getaway for you and your family!



    The outdoors presents an unforgettable screened-in lanai, a plethora of patio furniture, and an idyllic pool, perfect for an outdoor BBQ! Consider adding heat to your pool and/or spa for only $35/day + tax.

    **We recommend adding this option to your reservation between the months of November and April.**





    Just 10 minutes from Disney, Windsor at Westside boasts a ton of great amenities including 10,000-square foot club house, resort style pool with lazy river, Tiki bar, fitness center, sundry shop and video arcade. No excuses for being bored here!





    Your next family memory starts with the click of a button!



    Interaction with Guests:

    This property is professionally managed by Casiola vacation homes. Our team is here for you 24/7 via Airbnb chat, phone, email, text, ready to assist with anything you need to make your stay EXTRAordinary.

Property amenities

Pool/Spa

  • Communal pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 8 bedrooms
  • Bedsheets provided

Bathroom

  • 6 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV

Outdoor areas

  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a zoo

Things to do

  • Gym
  • Optional golf privileges
  • Water park
  • Cycling nearby
  • Fishing nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 4,041 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Rules for this unit are as follows: Pets are not allowed. Smoking is not permitted. Children are allowed. The minimum age limit for this unit is 21.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

Located in Kissimmee, this holiday home is on a lake. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Travelling with kids? Don't miss Old Town and Disney's Hollywood Studios®. Visit our Kissimmee travel guide
View more Holiday homes in Orlando
Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park
    4 min drive - 3.4 km
  • Lake Davenport
    5 min drive - 3.7 km
  • Four Corners FC
    6 min drive - 5.7 km
  • Highland Reserve Golf Club
    7 min drive - 4.8 km
  • Orange Lake Golf
    9 min drive - 10.2 km

Getting around

  • Kissimmee Station
    33 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    31 min drive

Restaurants

  • McDonald's
    5 min drive
  • Twistee Treat Berry Town
    5 min drive
  • 7-Eleven
    17 min walk
  • Taco Bell
    6 min drive
  • Culver's
    6 min drive

Frequently asked questions

Is Pool * Movie Theater * near Free Waterpark pet-friendly?

No, pets are not allowed at this property.

How much is parking at Pool * Movie Theater * near Free Waterpark?

On-site parking is available at the property.

What time is check-in at Pool * Movie Theater * near Free Waterpark?

Check-in begins at 4:00 PM.

What time is check-out at Pool * Movie Theater * near Free Waterpark?

Checkout is at 11:00 AM.

Where is Pool * Movie Theater * near Free Waterpark located?

This family-friendly Kissimmee holiday home is located on a lake, within 3 mi (5 km) of Lake Davenport and Four Corners FC. Surfari Water Park and Island H2O Live! are also within 6 miles (10 km).

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Reviews

Luxury 8BR Home with Pool Near Disney in Kissimmee Reviews

8.6

Excellent

8.0

Cleanliness

9.2

Location
Rating 10 - Excellent. 11 out of 21 reviews
Rating 8 - Good. 7 out of 21 reviews
Rating 6 - Okay. 1 out of 21 reviews
Rating 4 - Poor. 1 out of 21 reviews
Rating 2 - Terrible. 1 out of 21 reviews

Reviews

Verified review

8/10 Good

Liked: Check-in, communication, listing accuracy
Disliked: Cleanliness
Host was very responsive.
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Me and my family and friends had a wonderful time at this beautiful home

Will highly recommend this home
Stayed 3 nights in Apr 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very nice. Responded to our inquiries rapidly. Loved the house, though the wifi is really lacking - the smart TV can't even run very long on it without buffering. Otherwise, we thoroughly enjoyed our stay.
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

The house was easy to find in a nice gated community. The rooms were spacious and all linens were clean. We spent most of our time there in the pool. Overall it was a good experience and would stay there again.
Stayed 4 nights in Apr 2023
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy
Checking at the gate was a hassle. I was given a gate code, but there was no lane to use it. We had to, along with family visiting us, had to go across the street to the clubhouse to get a pass, which took awhile.The only other thing was that the hot tub never got hotBesides that, we enjoyed our stay and would recommend it
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love it all

The property was beautiful and well maintained. The house was excellent and the management staff went above and beyond my expectations. Casiola you were the best!!
Stayed 6 nights in Jun 2023
From a partner site

10/10 Excellent

Great Location

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: There was 7 of us and plenty of room for all of us to have our own space. The pool and spa were nice and heated.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very happy

We were very happy with the booking, the communication required prior to the stay, and very happy with the property. Thank you
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation 2023

Our stay was AWESOME. This house is amazing. So roomy, big and the colors match the house. The movie room is awesome, we truly enjoyed our stay. So much room for all of us. We had 8 adults and 5 kids. The upstairs theme for family was great. We will be back. Booking for Christmas.
Stayed 3 nights in Jun 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

2022 family vacation

Everything was great except for the pool being not as clean as normal, the code kept changing for some reason, so we had to use the back door, which wasn't a real problem cause there was smaller kids to go to the back and open the front door. Overall the stay was great always look forward to our annual family vacation. Just needs a few upgrades very nice place though..
Stayed 8 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our family was totally ecstatic of the property.

When we arrived to enter the property it was so easy and quick. When we arrived and went in everyone was so excited and couldn't wait to pick their room. It was plenty of space for everyone. We totally enjoy the living space and the outside pool. I will definitely be coming back to this property. If there was any problem they were quick to respond back in a manner of minutes. Thank you again for having us.
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Far exceed our expectations!!!

Upon our arrival, the property exceeded our expectations. Entry to property was seamless and the pictures online does the property no justice. Every room is spacious, clean, tidy, and well-kept. More than enough bathrooms for everyone. Kitchen is fully equipped with all the all the necessities for cooking. No need to bring any thing with you. The pool and Jacuzzi is the added bonus and paying the extra to keep it warm was well worth it with the added privacy screen. We had to contact the property manager for one item and they responded within 30 minutes with a resolution. The family and kids loved their stay and we will return again very soon.
Stayed 3 nights in Mar 2023
Verified review

2/10 Terrible

Liked: Check-in, communication
Disliked: Cleanliness, location

Star wars house

The neighborhood was very crowded and there was a complete disregard for noise up until 2 + in the morning. The entire neighborhood smelled overpoweringly of Marijuana. Then inside the house the hot tub didnt get hot, the massage chair in movie room was broken, the bed in downstairs primary bedroom was.an adjustable and was stuck between up and down on feet and head end. The upstairs couch had crumbs and dirty tissues under the cushions.
Stayed 3 nights in Jul 2023
Verified review

6/10 Okay

Liked: Check-in, location, listing accuracy
Disliked: Cleanliness, communication

It Was Okay… Pests Was A Big Concern!

We had a pest problem our entire stay. We did what we had to do concerning spraying. There were a total of 4 roaches we killed and ants in the movie room. Roaches was in the kitchen area. On the counter where I had to dry my baby bottles, in the silverware drawer and under the sink. The shower head upstairs in the Princess room wasn't working fully. The room with 2 queen beds as you go up the stairs the shower head sprays water from the neck. Blinds was missing and kept falling to the patio outside. When we got there there was trash outside on the side of the house that was left there previously. We had to pick the trash up and put it in the trash can. It smelled really bad! We called twice for the pump to be turned on due to the water was low in the pool and to see if the hot tub could get hot. The knob wasn't working. No one ever came.
Stayed 5 nights in Jul 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

An ideal family getaway

We spent a wonderful holiday together in this large spacious nicely decorated house. There was room for everyone around the table and lounging on the couch was conducive to real quality time.
Stayed 12 nights in Apr 2022
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

Thanksgiving 2021

My group stayed at the property for Thanksgiving (11/23/21-11/27/21). Like everything in life, we experienced pros and cons during our stay at this property. Cons: Pool Heat- We paid for pool heat for our entire stay. When we arrived, the pool heat was not on. They came the following day (11/24) and turned it on. It takes hours for the pool to actually get warm. However, during our stay, the pool never got any warmer. I'm not sure if it was broken or the weather was just too cold. However, the two days when the pool heat was "supposed to be turned on" it did not feel like it. Trash collection- When we arrived, the trash can (outside) was filled with trash. During our stay, the trash was never collected. We could only dispose of our trash on our last day in the home (11/27). We do not know why the trash was never collected throughout our stay, like at other properties. (It might have been an issue since it was a holiday.) Dirty Bathroom- The bathroom in one of the master bedrooms was nasty/dirty especially, the toilet. Dirty ceiling fans- The ceiling fans (in the home) were dirty/dusty. The theater- The AC in the theater was broken and leaked water. As a result, the floor was always wet (be careful). Pros: The home- The home was beautiful and overall clean (besides the minor issues mentioned earlier). Location- The home was located not too far from the clubhouse. Our family/friend really enjoyed our stay at the property. The management company is very responsive to questions. They are usually available 24/7.
Stayed 4 nights in Nov 2021
From a partner site

10/10 Excellent

Hi, thank you for everything, everything was beautiful and clean.

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We like this location it is very close to Tampa. Everything was good, we got a happy time with our friends and family.I will tell all my friends to visit this house.
Stayed 3 nights in Sep 2021
From a partner site

4/10 Poor

Will not rent from casiola again- dishonest with poor service

Rating Details: The property manager was very unhelpful. The vacation rental was very dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: unsanitary, not kept up well, told me in writing they would rectify, then they did not. $3512.63 for 3 nights to clean the place myself to make it livable and be lied to about a refund and more. 1. Code didn’t work upon arrival. 2. Once inside, I entered a house that had been destroyed by previous renters and had not been serviced by housekeeping. I sent pictures of the damage through the Airbnb chat to inform them of the severity. 3. I begged to be moved to another property since this company (Dennis/Casiola) boasts that they have 350+ properties in the area, and I pointed out that they were listed as available online. They refused and said I had to wait for the place to be cleaned. Dennis/Casiola sent 3 ladies to the house to clean. It was going so slowly that I helped. I stopped at one point to see the cleaning staff sitting, and I was the only one cleaning. We attempted to check in at 4:15. My family was in the car, and they drove around waiting until the house was finally ready at 8:30 PM. I cleaned for FOUR hours with the cleaning crew. 4. The worst part is that I was told that I would be refunded one night to make it right, and they only refunded 10%. I showed them a screenshot of the Airbnb message where THEY said “Per request, one night refund shall be approved by my manager”, and they still did not provide the refund. 5. Bulleted issues:- Damaged walls- Clogged sink- Body fluid stains on couch indoors and outdoors- Food smeared on all furniture - Wet mildew towels laid across fabric couch and leather dining chairs- Garbage strewn all over the floors- Several slats missing from blinds- Dirty grill- Furniture displaced - Strip lights had been cut in several places and did not work - Multiple remotes did not work - Watched cleaning staff fold dirty towels, place them on the shelves, and replace dirty dishes. So I stayed up until 12:30 AM washing- Mis
From a partner site

8/10 Good

Nice home!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This home was beautiful! I would book again if in the area. Had a little trouble with the WiFi and tv and they sent someone out to repair it. Other than that, it was amazing! We had a great family vacation! Plenty of space and was very clean.
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Family Vacation

Our stay here was nothing short of amazing.My family love the house and of course the theater room with the massage chair. There was more than enough room for a family of 17. My only cons for this trip was the trash situation all the bins outside were overflowing we had to sit bags on the ground, and when we arrived the door code was offline but one phone call and it was taken care of. All in all we had a great time would definitely book again.
Stayed 3 nights in Jul 2021
From a partner site

10/10 Excellent

Amazing

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The stay was great and Dennis responds quickly to all your needs and concerns. It is spacious and big and everyone sleeps comfortable. Loved the Star Wars theatre room the best. Will definitely be back soon