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Entire Home in Kissimmee, FL - Windsor at Westside

Photo gallery for Entire Home in Kissimmee, FL - Windsor at Westside

An aerial view of a resort with a central swimming pool, a water slide, and a dock extending into a lake.
A pool area with blue lounge chairs and a water play structure.
A pool area with a pergola, lounge chairs, and umbrellas.
A swimming pool with lounge chairs and umbrellas, a covered seating area, and a building with a tiled roof.
A bedroom with a large bed, three bedside lamps, a potted plant, and a view through a sliding glass door.

Reviews

8.0 out of 10
Very good

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Cue up the fun
    One of the few properties with an onsite pool table.
Sleeps 10•5 bedrooms•5 beds

Popular amenities

  • Private pool
  • Hot tub on site
  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washer

Explore the area

View in a map
Kissimmee, FL
  • Place, Northeast Regional Park
    ‪3 min drive‬
  • Place, Lake Davenport
    ‪4 min drive‬
  • Place, beach near Bahama Bay
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪41 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

2 Twin Beds

Bedroom 5

2 Twin Beds

5 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet

Bathroom 2

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 5

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 6

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen

About this property

Entire Home in Kissimmee, FL - Windsor at Westside

Experience Kissimmee like a local in this 5-bedroom house. With 3 king beds and 2 twin beds, this fantastic property offers a tranquil escape for guests. Enjoy the convenience of amenities.
A great place to call homebase while you're away, we hope you enjoy your stay.

Windsor at Westside Amenities:

8,000 Square Foot Clubhouse
Staffed Fitness Center
Sundry Shop
Arcade
Tiki Bar
Lazy River
Cabanas
Children's Slide & Water Features
Basketball Courts
Soccer Fields
Sand Volleyball
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 20 lbs per pet (limit 3 pets total)
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load the dishwasher
Gather used towels
Remove leftover food and drinks and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
CHECK-IN INFORMATION You will receive house keypad code when you arrive at the property PARKING Limited to the available spaces in the driveway only
We will provide an initial supply of TOILETRIES. Those items are intended as initial supply to only last the first 24 to 48 hours of each stay.
SWIMMING POOL Use the pool at your own risk We are not responsible for any accidents that may occur during your stay. Do NOT let children unsupervised

Important information

You need to know

Property # 4383962
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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Kissimmee

Kissimmee is home to this vacation home. 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. Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park are not to be missed.
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Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park - 3 min drive - 3.4 km
  • Lake Davenport - 4 min drive - 3.7 km
  • beach near Bahama Bay - 4 min drive - 3.7 km
  • Four Corners FC - 6 min drive - 5.7 km
  • Highland Reserve Golf Club - 7 min drive - 7.1 km

Getting around

  • Kissimmee Station - 30 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 40 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪7-Eleven - ‬19 min walk
  • ‪Twistee Treat Berry Town - ‬6 min drive
  • ‪Dutch Bros Coffee - ‬6 min drive
  • ‪Circle K - ‬6 min drive

Frequently asked questions

Does Entire Home in Kissimmee, FL - Windsor at Westside have a pool?

Yes, this property has a pool.

How much does it cost to stay at Entire Home in Kissimmee, FL - Windsor at Westside?

As of Aug 5, 2026, prices found for a 1-night stay for 2 adults at Entire Home in Kissimmee, FL - Windsor at Westside on Oct 5, 2026 start from $499, 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.

Is Entire Home in Kissimmee, FL - Windsor at Westside pet-friendly?

Yes, this property allows cats and dogs (limit 3 total) with a maximum weight of up to 20 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Entire Home in Kissimmee, FL - Windsor at Westside?

Check-in begins at 4:00 PM.

What time is check-out at Entire Home in Kissimmee, FL - Windsor at Westside?

Check-out is at 10:00 AM.

Where is Entire Home in Kissimmee, FL - Windsor at Westside located?

Situated in Kissimmee, this vacation home is 2.5 mi (4 km) from Highland Reserve Golf Club and 2.5 mi (4.1 km) from Lake Davenport. Northeast Regional Park and Four Corners FC are also within 6 mi (10 km).

Reviews

8.0

Very Good

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. 3 out of 6 reviews
Rating 8 - Good. 2 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 1 out of 6 reviews

8.8/10

Cleanliness

8.0/10

Check-in

8.8/10

Communication

10/10

Location

8.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Martha M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable, clean, SPACIOUS, family friendly. Perfect for our family vacay.
Stayed 5 nights in Mar 2026
Verified review

8/10 Good

Amy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was as described in the listing. It was close in proximity to the major parks and very spacious for our group of 6. It was very convenient for everyone to have their own bathrooms. The pool was clean and perfect size for our group. I gave this rental a 4 because the beds were very hard. I believe they were all the memory foam. If I were someone that liked a very firm mattress, I would give this rental a 5. Overall, if there were different mattresses, I would stay here again.
Stayed 6 nights in Jun 2026
Verified review

8/10 Good

Denise S.

Liked: Cleanliness, communication, location, listing accuracy
Very clean home…linens fresh and crisp. Plenty of towels, but lacked extra washcloths. Clubhouse pool area rather small and congested, but pool at there house was sufficient. My grandchildren really enjoyed themselves. Overall, very pleasant stay.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Car O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall expectations was excellent.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Cris M.

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 10 nights in May 2026
Verified review

2/10 Terrible

Martha M.

Disliked: Cleanliness, check-in, communication, listing accuracy
Stayed 5 nights in Feb 2026

About the host

Hosted by Casola's Resort

Host profile image

Languages:

English, Spanish
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