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Lakeview * Pool * Game Room * FREE Waterpark

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Savor the moment: Dine al fresco in our charming outdoor space.
Score big: Have a blast with our pool table and air hockey for all ages.
Indulge in serenity: Unwind by our private pool and spa, your oasis of calm.
Relax and unwind: Our inviting living area is your cozy retreat.
Gather and enjoy: Experience comfort in our spacious living area.

Reviews

9.4 out of 10
Exceptional
8 bedrooms6 bathroomsSleeps 204034 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Kissimmee, FL
  • Place, Northeast Regional Park
    ‪3 min drive‬
  • Place, Lake Davenport
    ‪3 min drive‬
  • Place, Highland Reserve Golf Club
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪43 min drive‬

Rooms & beds

8 bedrooms (sleeps 20)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Double Beds

Bedroom 4

2 Twin Beds

Bedroom 5

1 King Bed

Bedroom 6

2 Double Beds

Bedroom 7

2 Twin Beds

Bedroom 8

1 King Bed

6 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Spaces

Deck or patio
Kitchen
Outdoor play area

About this property

Lakeview * Pool * Game Room * FREE Waterpark

Welcome to your dream vacation home at Windsor at Westside resort! This luxurious 8-bedroom retreat is an oasis of comfort and entertainment, perfectly situated near the enchantment of Disney World.

Upon entering this exquisite vacation home, you'll be greeted by a spacious living room, adorned with plush furnishings. The large dining table is ideal for gatherings, and the fully equipped kitchen is ready to satisfy all your culinary desires. A loft with a smart TV and cozy sofas provides a relaxing space to unwind.

For those seeking entertainment, this home boasts a range of activities. An air hockey table and a pool table offer hours of fun for everyone. Step outside, and you'll discover a private pool and spa, surrounded by lounge chairs, where you can soak up the Florida sun. An outdoor dining table and BBQ grill create the perfect setting for alfresco meals.

The bedroom arrangements are impeccable. The first bedroom, located on the 1st floor, features a queen-size bed and a smart TV. The main bedroom, also on the 1st floor, is a sanctuary with a king-size bed, a smart TV, and a private bathroom that includes a walk-in shower and a luxurious bathtub.

On the 2nd floor, you'll find the rest of the inviting bedrooms. The 3rd bedroom offers 2 double beds, a smart TV, and a private bathroom with a walk-in shower. The 4th bedroom provides 2 single beds and a private bathroom with a bathtub and shower combo. The 5th bedroom has a king-size bed and a private bathroom with a bathtub and shower combo. The 6th bedroom boasts 2 double beds and a smart TV. The 7th bedroom is enchantingly decorated with a Frozen theme and includes 2 single beds and a smart TV. Lastly, the 8th bedroom offers a king-size bed, a smart TV, and a private bathroom with a walk-in shower.

Nestled within the enchanting Windsor at Westside resort, a world of luxury and leisure awaits. This sprawling haven boasts a plethora of amenities that cater to every desire. Immerse yourself in relaxation as you lazily float down the tranquil lazy river, basking in the warm Florida sun. For those seeking an active escape, the state-of-the-art gym offers a space to stay fit while enjoying a vacation. Unleash your creativity in the activity room, where the built-in bear place invites you to craft and create cherished memories. From the refreshing waters to engaging activities, Windsor at Westside ensures an unforgettable retreat for all ages.

**Optional pool and spa heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.**
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Hot Tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

Kissimmee

Located in Kissimmee, this vacation home is on the waterfront. Old Town and Disney Springs™ are worth checking out if shopping 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. Traveling with kids? Make time for Disney's Hollywood Studios®, or check out an event or a game at ESPN Wide World of Sports Complex.
View more Vacation Homes in OrlandoOpens in a new window
Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park - 3 min drive - 2.7 km
  • Lake Davenport - 3 min drive - 2.7 km
  • Four Corners FC - 5 min drive - 5.0 km
  • Highland Reserve Golf Club - 6 min drive - 4.0 km
  • Surfari Water Park - 7 min drive - 7.9 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪7-Eleven - ‬17 min walk
  • ‪Dutch Bros Coffee - ‬6 min drive
  • ‪Circle K - ‬6 min drive
  • ‪Twistee Treat Berry Town - ‬5 min drive

Frequently asked questions

Is Lakeview * Pool * Game Room * FREE Waterpark pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Lakeview * Pool * Game Room * FREE Waterpark?

As of Mar 30, 2026, prices found for a 1-night stay for 2 adults at Lakeview * Pool * Game Room * FREE Waterpark on May 5, 2026 start from $370, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Lakeview * Pool * Game Room * FREE Waterpark?

Check-in begins at 4:00 PM.

What time is check-out at Lakeview * Pool * Game Room * FREE Waterpark?

Check-out is at 11:00 AM.

Where is Lakeview * Pool * Game Room * FREE Waterpark located?

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

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 15 out of 18 reviews
Rating 8 - Good. 2 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 1 out of 18 reviews

9.4/10

Cleanliness

9.4/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Todd B.

Liked: Cleanliness, communication, location, listing accuracy
Property was as described very spacious nice pool and outdoor area. We had an issue with the spa and the management company responded very quickly and repaired it.
Stayed 5 nights in Mar 2026
Verified

10/10 Excellent

Danielle A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our whole family loved our stay. The house was massive, the pool was beautiful and clean and very well heated. The kitchen was well stocked with plates, silverware, etc. and there were plenty of towels for the pool area and bathrooms.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Audrey S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at this home was absolutely perfect! We had a large family group of 17, and everyone was comfortable with plenty of space to relax and enjoy. The kids had an amazing time and truly enjoyed every moment including playing and enjoying shooting pool. .Anytime I reached out to Dennis, he responded right away, which made everything smooth and stress-free. The pool was a big highlight—the temperature was perfect, and the kids had a blast spending time in it.Overall, the experience was a 10/10. We would definitely rent again and highly recommend this home to anyone looking for a great stay!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Courtney P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Communication was excellent! Would recommend and would book again!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Terry M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean, kitchen well stocked, beds are comfortable. We paid to have the pool headed, but it never really got warm enough to be comfortable.
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

Sandi H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in a great area. Close to everything we needed. Easy communication and quick to respond to every question we had.
Stayed 6 nights in Oct 2025
Verified

10/10 Excellent

Latoya H.

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

Quick Family Getaway

We really enjoyed our stay.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Anjie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our party of six thoroughly enjoyed our two-week stay in this spacious home. The house was perfect for a large group, and the kitchen was impressively well-stocked with plenty of dishes and utensils. We especially appreciated the thoughtful welcome kit provided by Casiola and the convenience of daily trash collection. The amenities were a highlight of the trip. The private heated pool was divine, and we made great use of the clubhouse, which featured another heated pool, a fun ice cream machine, and a bar and grill with staples like burgers and pizza. The staff and neighbors were incredibly friendly, making us feel truly welcomed. Casiola was exceptional to work with. They were highly responsive and fair throughout the entire process. For example, when a cold snap hit, they immediately refunded our pool heat fee. Once the weather warmed up, they allowed us to add pool heat back for the remainder of our stay—a flexible gesture that deviated from their standard terms but was very much appreciated. Between the excellent service and the quality of the home, we would 100% stay in this specific property or any other Casiola-managed home again!
Stayed 13 nights in Feb 2026
Verified

8/10 Good

Alexis S.

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

Nice experience

Nice home , clean , spacious
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Ruth T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I want to start off by saying this is a beautiful property and everything was nice and clean. The rooms were in mint condition and we had everything we needed. The pool was perfect. The communication between the host and I was almost instantly. I would say the only thing that I would recommend to change would be the pool table because it was a smaller one, but other than that, we enjoyed the home and the amenities that are all included. We would definitely recommend this beautiful home and we will definitely consider coming back again. We had an amazing time!
Stayed 2 nights in Oct 2025
Verified

8/10 Good

Amy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great -the pool/hot tub was the issue-never got hot after i paid the same day we checked in the extra 35 a day-did get a refund for only 1 day-then sprinklers busted outside the cage-so more cold water coming into pool & hot tub-was told to keep covers on to warm it-no covers to be found-so we made it the best time we could for my daughters bachelorette party….despite not being able to use neither one..
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Tara S.

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

Great family vacation!

The house was amazing! Very clean and spacious. We loved the view from the pool and hot tub. I would recommend this home. I would love to stay there again.
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Donald G.

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

Family vacation

House was perfect for our family vacation. Great location! Very clean and easy to check in. Highly recommend this house.
Stayed 5 nights in Dec 2024
Verified

10/10 Excellent

Dylan E.

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

Family vacation

Plenty of space for everyone to have their own privacy when needed, or all be together and hang out! Communication was excellent! Every question was answered within 30 minutes of the message being sent. Highly recommend renting this house for a family vacation!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Amanda P.

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

Perfection

Everything at the house was exactly as promised. We appreciated the flexibility around the check-in time.
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Hartley P.

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

Amazing

Everything was amazing, my family loved the house.
Stayed 2 nights in Mar 2024
Verified

2/10 Terrible

Genia A.

Liked: Location
Disliked: Cleanliness, communication, listing accuracy
The communication and help leading up to the stay was great. The main level was decently cleaned and pool/ hot tup was good. It was when we arrived we reported right away things were not clean upstairs, their was hair in the bathroom, blood looking spots on the wall, one of the beds had spots all over it that looked like sperm. When cleaning off one of the beds and sheets, stands and headboard, the clorox wipes turned yellow like pee. The upstairs smelled like dog pee, unvaccumed, walls were all dinged up. We got a reply that they were looking into it and thanks for patience. They reached out next day asking what bed so they can change it, which was over 24 hours, so not even addressing the bed right away, They said they will address the other items after our departure. When reaching out to them asking them for updates or what can be done, the standard reply of "thanks for your patience while we look into this". they stated they didn't get our complaints or pictures when they were all sent in right away. Was very disheartening of the service that was provided. Will not be referring or going to them again. I am still waiting for a response from them to make it right, When I reach out they say they are putting it all together and checking with the staff. standard canned AI message. The pictures of the upstairs do not represent what it is at all.
sperm / dog spray looking spots
wiping down of the bed
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Simon G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall, very happy with our stay. Would use property again. There were unresolved issues with the pool. The spa got very warm but at times the pool was equally hot, so not refreshing on a hot day. At other times both the spa and pool were cool. The property management team came to take a look a day after we notified them, but we were told they couldn't resolve the issue and would have to send someone else out. Nobody else came as far as we know. However, we determined that some of the issues were due to the low water level, and when we added about 4 inches of water, things improved. We felt we shouldn't have had to fix this ourselves, however. Also, the dishwasher is poor and we'd suggest a replacement. At one point it leaked water over the kitchen floor. We loved the location and all our group was very happy with our visit. The comments above are just honest observations and wouldn't stop us returning. Recommended, especially if the few issues are resolved.
Stayed 5 nights in Mar 2026

About the host

Hosted by Casiola vacation homes

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