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5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly

Photo gallery for 5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly

Living area
Outdoor dining
Room
Room
Pool

Reviews

8.6 out of 10
Excellent

Highlights

  • Family fun awaits
    Top-rated for families.
  • Laundry made easy
    One of the few properties with an in-unit washing machine and dryer.
5 bedrooms5+ bathroomsSleeps 14

Popular amenities

  • Private pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer/dryer
  • Air-conditioning

Explore the area

View in a map
Kissimmee, FL

Rooms & beds

5 bedrooms (sleeps 14)

Guest Bedroom 2nd Floor

1 Single Bunk Bed

Guest Bedroom 2nd Floor

2 Single Beds

Primary Bedroom 1st Floor

1 King Bed

Primary Bedroom 2nd Floor

1 Queen Bed

Primary Bedroom 2nd Floor

1 King Bed

5 bathrooms, 1 half bathroom

Guest Bathroom 2nd Floor

Toilet · Shower only

Guest Bathroom 2nd Floor

Toilet · Shower only

Guest Bedroom 1st Floor

Toilet

Primary Bathroom 1st Floor

Bathtub · Toilet · Shower only

Primary Bathroom 2nd Floor

Bathtub or shower · Toilet

Primary Bathroom 2nd Floor

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

About this property

5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly

5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly

Enjoy a relaxing Disney-area vacation at this professionally decorated 5-bedroom, 5.5-bathroom home in Windsor at Westside Resort. With a private screened pool, covered lanai, BBQ grill, game room, 3 master suites, 2 living areas, and full resort access, this home is perfect for families and groups looking for comfort, space, and fun close to Orlando's top attractions.

Windsor at Westside is one of the most popular resort communities in the Kissimmee/Orlando area, offering easy access to Walt Disney World, restaurants, shopping, and entertainment.

Why Guests Love This Home

✔ 5 bedrooms and 5.5 bathrooms
✔ Private screened pool
✔ Covered lanai with BBQ grill
✔ Game room for extra family fun
✔ 3 master suites
✔ 2 living areas with large flat-screen TVs
✔ Sleeps up to 12 guests
✔ Fully equipped kitchen with granite countertops
✔ Free WiFi
✔ Washer and dryer
✔ High chair included
✔ Dog-friendly, up to 2 dogs with pet fee
✔ Full access to Windsor at Westside Resort amenities

Spacious Family-Friendly Layout

This home is designed for easy vacation living. The main living area offers a comfortable place to relax after busy park days, while the second living area gives kids, teens, or extended family another space to spread out.

The fully equipped kitchen includes stainless steel appliances, granite countertops, cookware, dishes, and everything needed to prepare meals at home. The breakfast bar and dining area make it easy to gather for breakfast before Disney or dinner after a full day of fun.

Sleeping Arrangements

Bedroom 1

King bed
Master suite
Flat-screen TV

Bedroom 2

King bed
Master suite
Flat-screen TV

Bedroom 3

Queen bed
Master suite
Flat-screen TV

Bedroom 4

2 twin beds

Bedroom 5

Twin-over-full bunk bed with trundle

This flexible layout works well for families, couples, and children traveling together.

Private Pool, Covered Lanai & BBQ Grill

Step outside to your private screened pool area with covered lanai and BBQ grill. This is the perfect spot for morning coffee, pool days, casual cookouts, and relaxing evenings after a day at the parks.

Pool heat is available for an additional fee of $35 per day with a 3-day minimum.

Game Room & Entertainment

Guests can enjoy extra fun right at home with:

Game room
2 living areas
Large flat-screen TVs
Free WiFi
Plenty of space for families and groups
Windsor at Westside Resort Amenities

Guests enjoy access to Windsor at Westside Resort's impressive amenity center, including:

10,000 sq. ft. clubhouse
Resort-style pool
Kids splash area
Lazy river
Tiki bar
Tu Casa Bar & Lounge
State-of-the-art fitness center
Market and deli
Arcade game room
Concierge services
Sand volleyball court
Multi-purpose sports court
Kids playground
Prime Disney-Area Location

Windsor at Westside Resort offers a convenient Kissimmee location with easy access to Walt Disney World, Universal Orlando, SeaWorld, dining, grocery stores, shopping, golf, and other Central Florida attractions.

Enjoy the privacy and space of a vacation home with resort-style amenities just a short distance away.

Dog Friendly

Dogs are welcome with a non-refundable pet fee of $150 plus tax per dog, per reservation. Maximum of two dogs. The pet fee is not included in the booking total and must be added directly with the host after booking. Guests must register pets and agree to the pet policies. No cats or other animals are permitted.

Important Information

This is a self-catering vacation home. A starter supply kit is provided, including one roll of toilet paper per bathroom, one roll of paper towels, one trash bag, and one hand soap per bathroom. Guests should plan to bring or purchase additional supplies such as dish soap, dishwasher detergent, laundry detergent, extra paper goods, and personal items.

With 3 master suites, a private pool, BBQ grill, game room, dog-friendly policy, and access to Windsor at Westside Resort's lazy river and clubhouse amenities, this home is a fantastic choice for your next Orlando vacation.

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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

Adults only
default

Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4901318
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 and a deadlock

About the area

Kissimmee

Located in Kissimmee, this holiday home is near theme parks. 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. Old Town and Disney's Hollywood Studios® are not to be missed. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with cycling and rock climbing.
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Map
Kissimmee, FL

Getting around

  • Kissimmee Station - 33 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 40 min drive

Restaurants

  • ‪Wawa - ‬6 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪7-Eleven - ‬10 min walk
  • ‪Twistee Treat Berry Town - ‬5 min drive
  • ‪Dutch Bros Coffee - ‬6 min drive

Frequently asked questions

Is 5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at 5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly?

As of 20 Jul, 2026, prices found for a 1-night stay for 2 adults at 5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly on 5 Dec, 2026 start from S$1,368, 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 at 5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly?

On-site parking is available at the property.

What time is check-in at 5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly?

Check-in begins at 4:00 PM.

What time is check-out at 5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly?

Checkout is at 10:00 AM.

Where is 5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly located?

Situated in Kissimmee, this holiday home is 2 mi (3.3 km) from Lake Davenport and 2.6 mi (4.2 km) from Four Corners FC. Northeast Regional Park and Highland Reserve Golf Club are also within 6 miles (10 km).

Reviews

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 25 out of 46 reviews
Rating 8 - Good. 14 out of 46 reviews
Rating 6 - Okay. 3 out of 46 reviews
Rating 4 - Poor. 3 out of 46 reviews
Rating 2 - Terrible. 1 out of 46 reviews

8.6/10

Cleanliness

9.2/10

Check-in

9.0/10

Communication

9.2/10

Location

8.8/10

Listing accuracy

Reviews

Verified

8/10 Good

Kemiya H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean. My family and I loved everything about it and the location. My son stayed in the pool.
Stayed 3 nights in Apr 2026
Verified

8/10 Good

Larry E.

Liked: Cleanliness, check-in, communication, location
The pictures are outdated but our stay was good. The rooms were comfortable and quiet.
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Carmen N.

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

Great stay!

House was gorgeous and management was very accommodating
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

kelli t.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Good
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Scott D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean and very nice property.
Stayed 4 nights in Jun 2025
Verified

8/10 Good

Cristina Q.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
We had a good stay. House was clean and beds were very comfortable. Location to Disney was great. Pic of pool is deceiving. House backs to a main road. Host was responsive with a few issues. Warning: pool heats when filter is running which was never when we were in the pool in the evening. Filter seemed to work at night. I would not have spent the money to heat the pool if I knew they run the filter at night.
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Stacy t.

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

excellent house

perfect location great amenities
Stayed 7 nights in Sep 2023
Verified

10/10 Excellent

laura m.

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

Quiet and nice place!

We spent some pleasant days with the family. We enjoyed playing pool and spending time in the pool.
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Taina M.

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

Love this place!!

Had a great time with the family! Check in was flawless..no complaints...we had a family of 14 and we fit comfortably..Highly recommend...will be back next year!!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Kristin W.

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

Family vacation

It’s was a great location close to the parks. Plenty of room for all of us. Kids loved the pool at the house for swimming after a long day at the parks and the splash area at the community pool. Only thing no sheets for the pull out couch otherwise great stay really enjoyed our time
Stayed 9 nights in Nov 2023
Verified

10/10 Excellent

Jacqueline L.

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

Cozy

The house was comfortable for our family. I would suggest some updated of furniture.
Stayed 5 nights in May 2023
Verified

10/10 Excellent

Tracy O.

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

Disney Trip

We thought it was very nice! Beautiful decor. The shower door in the upstairs master was very hard to open/close.The steps and rug in main floor living room and couch need to be cleaned. The faucet in the kitchen is very loose...Other than those maint issues we were very pleased. Very neat, clean overall. Would definitely stay again. Loved the pool area / kitchen area.
Stayed 5 nights in Feb 2025
Verified

6/10 Okay

Mike H.

Liked: Location
Disliked: Check-in

Disney

House was dated and in need of repair
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Julia H.

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

Family Vacation with the Grandparents

The kids loved the house and the Grandparents loved the downstairs master suite. The pool was a nice size and the grill worked great. Need to bring extra towels for the pool because they're not provided at the houses, nor at the Club house. Location was great. Close to a lot of the attractions and shopping. Allow extra time for traffic especially on I-4. All in all family was very happy with the place.
Stayed 8 nights in Jun 2023
Verified

8/10 Good

Randy B.

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

Spacious and comfortable

Pros: the house had large comfortable rooms with each bedroom having its own full bathroom. The home was set up nicely with two separate living room areas. The private pool was screened in and you could actually swim in it (up to 4 1/2 feet deep). Cons: carpets could use a deep cleaning and living room furniture lacks decent support. Overall very positive experience. We would rent this house again!
Stayed 7 nights in Feb 2024
Verified

4/10 Poor

Kim V.

Liked: Check-in, communication, location
Disliked: Cleanliness
The interior is large and delightfully decorated as pictures show. The location is great. However, the back view of the pool area is inaccurate. You are looking at a hill with rooftops on the opposite side with a public sidewalk and public street in between with steady traffic. The pool was cloudy when we arrived, but did clear by evening. Sofas and chairs need replacing, as you sink to the floor when using. One chair had a metal synch band around its broken leg. Mattresses need replacing, as they are soft and lumpy. Bedroom carpet in master is filthy and worn. Seams in other carpet areas have separated. Master shower floor is slick when wet, with no grab bar. The electrical outlet next to master bed doesn’t work. You have to decide between the broken clock top or lamp to be plugged in. Some towels were stained and the extra blanket in master closet had crusty food spots on it. Baseboards in a lot of areas are black with dust. Blind across the slider is missing slats and broken, so no complete privacy. There are not enough complete dishes for 15 people. Kitchen lacked a can opener, complete set of measuring cups and spoons. There was no mixer. You cannot lock the front door from outside. The garage door does not shut from outside. You rush and jump over the laser beam to shut. There were no instructions for use of the tv and could not get channels on cable. Faucet in bathroom next to pool is missing screen cap causing water to spray. The washer and dryer do not work properly.
Stayed 9 nights in Mar 2026
Verified

10/10 Excellent

kathleen s.

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

Enjoyed

Well it was good but the property management company said no pets in an e-mail and in the welcome book when you get there, but the owner has it as pet friendly. So double check before booking this place. Everything was very cleaned. Make sure you bring measuring cups and tablespoon and a spatula. There was only one teaspoon measure and one cup measure and 1/2 cup. So if you like to cook or back might want to bring your own.
Stayed 5 nights in Dec 2023
Verified

6/10 Okay

Daniel Z.

Liked: Cleanliness, listing accuracy

It was alright

Place was clean. i’d say listing has to change pictures because it’s more appealing than the listing. We showed up and the pool was green. contacted them during open hours on a Monday (day of arrival) and no answer from either calls or texts. pretty disappointing and no contact till the next day, which is one day gone to waste pool wise. then it took forever for the pool to get cleaned which resulted in about 3 days of no pool out of the six. not a word or apology was said to us after getting our stay kinda wasted. i would’ve rented a house with no pool if i didn’t want one. overall stay was okay we were next to smoking neighbors seems like they don’t care about it when they have signs saying “no smoking” house was good other than the pool
green pool
Stayed 6 nights in Jul 2025
Verified

4/10 Poor

Tracy S.

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

Filthy

This property is exhausted. Furniture was so gross we struggled to sit on the sofas and sleep in the beds. The kitchen was barren. Carpets are beyond filthy. The listing says game room. What a joke! Not a single dart. Pool table felt is torn. Broken foosball without a ball. All stuffed in the dingy garage. This was one of the lowest quality places we’ve ever stayed in. If you can afford it, stay somewhere nicer.
Stayed 7 nights in Nov 2024
Verified

8/10 Good

Hannah D.

Liked: Check-in, location, listing accuracy

Good but not very clean

We had a good stay, but it could have been better if the house would have been cleaner. When I unfolded towels to dry my small child off, there was long black hair all over the towel. Same with mine. The long black hairs continued to show up around the house, even on the kitchen island. There was no hand soap, so I had to go buy some for the whole house. The TVs were set to some Brazilian language and I had to figure out how to change that. The mattresses need to be replaced. It feels like you’re sleeping in a hole. It was nice to have a screened in pool and the location was great.
Stayed 5 nights in Feb 2025
Verified

4/10 Poor

Carolina A.

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

Good Property but needs maintenance, roaches upstairs

Although it is a very nice and comfortable house, since the very first night we found roaches upstairs; one in the linen closet, one in one of the kids' bedrooms, one in the bathroom next to the bedroom; and on the last night, one appeared on one of the bed's pillows. I let the property management know and only received an email saying they were very sorry about it. The kitchen faucet was loose and the lighter for the bbq was completely melted. In the Disney room, the bunk bed was very loose and any slight movement would cause it to shake and creak loudly. There were also old blood stains on the sheets of the bottom bunk. In the garage, the billiards cues had tips that would fall of, with two missing tips entirely. The dart board did not work and there were only 2 darts to be found. The foosball table also had a bent stick. Definitely the worst part is finding disgusting bugs inside the bedrooms!
Stayed 5 nights in Nov 2023
Verified

8/10 Good

Ramiro M.

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

Great Community & very nice house

The house is in a new community with amenities of a pool house & etc. included. House decor is very nice & having plenty of restrooms is a plus. Unfortunately we weren’t able to use the main restroom downstairs for all week because it began to have plumbing issues after the 3rd night. I did inform them, but they never came to fix it. They did apologize for not fixing it after we had already left the property. The kitchen was very equipped with necessities and the bedrooms were spacious and had great decor. The game room was fun to have and they even supplied a stroller to use. We loved the open floor plan downstairs. We used the pool and grill with no issues. I was informed through check in instructions that there was not an alarm on the house, but I quickly found out when I initially opened the door and it went off seconds later. Luckily I was able to call the office mngt. and they were not aware there was an alarm in the house either., but walked me through to turn it off. I recommend this home for families with teenagers and small children. The location was only a 18-25 min. drive to the Disney Parks and the neighborhood was quite and clean.
Stayed 6 nights in Feb 2020
Verified

2/10 Terrible

Michelle J.

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

Property has cockroaches

We arrived at the property and right away noticed an odor. Found dead and alive cockroaches upstairs. I contacted the property right away because my family was unable to stay at this property due to the odor and my children have asthma. Maintenance told me there was nothing they could do about it and that cockroaches are common . I contacted the company the next day to let them know my family and I were unable to stay at their property and why. I’ve yet to be contacted back and or provided a refund. The bunk bed in the children’s room is falling apart. The stove was left on and we arrived with a pizza pan in the oven with nothing on it. Found a dirty pen needle which was someone’s diabetes medication in the bedroom upstairs along with food and chips etc under the bed. Property was not clean! Dirty towels found on the floor in one of the bathrooms all bunched up from previous people. Horrible experience for me and my family. We were left scrambling for another place to stay at 6 pm on our family vacation.
Stayed 4 nights in Dec 2023
Verified

8/10 Good

Francis L.

Liked: Cleanliness, check-in, location
Advertise that no house behind this house. However, the back of the house where the pool is located faced both pedestrian and a heavy traveled roadway
Stayed 4 nights in Jun 2026
Verified

10/10 Excellent

Alexis W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property. No issues except neighbors kids were LOUD at 130am. It took security a while to come over and address the issue.
Stayed 6 nights in Jun 2026

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