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Wonderful Windsor at Westside, South Facing Pool/Spa, Game Rm

Family-friendly holiday home with fitness centre and Hot tub

Photo gallery for Wonderful Windsor at Westside, South Facing Pool/Spa, Game Rm

Room
Games room
Interior
Living area
Dining

Reviews

9.8 out of 10
Exceptional
8 bedrooms6 bathroomsSleeps 20374.8 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer

Explore the area

View map
Kissimmee, FL
  • Place, Northeast Regional Park
    ‪3 min drive‬
  • Place, Lake Davenport
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪12 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪41 min drive‬

Rooms & beds

8 bedrooms (sleeps 20)

Bunk Bed Room

2 Single Bunk Beds

Full XL Room

2 Double Beds

King Room 1

1 King Bed

Master Suite 2

1 King Bed

Master Suite 3

1 King Bed

Owner's Suite

1 King Bed and 1 Crib

Queen Room

1 Queen Bed

Twin Bed Room

2 Single Beds

6 bathrooms

Bathroom 1

Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Bathroom 6

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Dining area

About this property

Wonderful Windsor at Westside, South Facing Pool/Spa, Game Rm

Lots of activities to do on property, with a private in-home pool/hot tub, game systems upstairs, TVs in every room. The community clubhouse is also a huge hit with water slides, lazy river, gym, game room and sports. Please let us know if you have any questions, we are happy to help!

Restaurant and grocery delivery available (UberEats, Seamless, etc.)

This 4,000 sq. ft. home is in the new Windsor at Westside gated community (sister community to Windsor Hills) and just minutes from Disney. 8 bedrooms and 6 bathrooms, with 4 en-suites. Pool area with heated, SOUTH-FACING pool and in-ground Jacuzzi. Game room with seating, pool table and foosball table. We have several homes side-by-side, perfect for large family reunions and groups.

This home was professionally designed. Features include:
• Custom-made furniture and accessories
• Luxury Beautyrest pillow top mattresses on all beds. Full extra-long beds to accommodate taller guests
• Sheets and comforters on all beds
• TVs throughout the home
• High Speed 75mbps Wi-Fi throughout the home
• Full access to Windsor at Westside Clubhouse
_________________________________________________________
LIVING AREAS
• 60” 4K Smart TV in the living room
• 65" HD Smart TV, pool table, foosball and PlayStation 4 console in the loft
• Stainless steel appliances and granite countertop in kitchen
• Kitchen with pots and pans, kitchen utensils, dinnerware and glasses, toaster and coffeemaker
• Dining table seating with additional bar seating
• Washer and dryer, iron and ironing board
________________________________________________________
POOL AREA
• Private, south-facing pool area
• Swimming pool and in-ground Jacuzzi (option to heat pool)
• Gas BBQ grill available for a fee
• Seating in outdoor dining area
• Pool loungers and chairs
• Full-length pool fence
* Pool and spa heat is $250/week + taxes, BBQ grill is $75/stay + taxes
________________________________________________________
BEDROOMS:
• Smart TVs in every room . All Smart TVs are Netflix ready if you have an account
• Hairdryer
--- FIRST FLOOR ---
• Owner’s Suite - KING bed, en-suite bathroom, baby crib, direct access to swimming pool
• Queen Room - QUEEN bed, en-suite bathroom
--- SECOND FLOOR ---
• King Suite 2 - KING bed, en-suite bathroom
• King Suite 3 - KING bed, en-suite bathroom
• King Semi-Suite - KING bed, direct access to bathroom
• Full XL Room - Two FULL XL beds
• Boys Room – Two TWIN bunk beds (sleeps 4)
• Girls Room – Two TWIN beds
______________________________________________________
BABY GEAR:
• Wooden crib (39 x 23 inches)
• Pack ‘n play
• High chair
• Stroller
• Stairgate
_______________________________________________________
CLUBHOUSE AMENITIES:
• The clubhouse and fitness center of Windsor at Westside is the best in the Kissimmee area with over 10,000 sq. ft., and has a water park with a lazy river, tiki bar and spa, and a sports and fitness center.

Booking procedure:
Payment processing fee added after reservation - 3% of total reservation
Final payment is due 60 days prior to your stay.
During peak season, we require Saturday or Sunday check in / check out
Peak season: School breaks, holidays, dance competitions, trade show events

Optional extras:
Pool & spa heating: $250/week + taxes
BBQ grill: $75/stay + taxes

We recommend travel insurance for guests.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

No pets allowed
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Smoking

Smoking is not permitted
See Owners Rental Agreement
Payment processing fee added after reservation - 3% of total reservation
No parties

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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Kissimmee

Kissimmee is home to this holiday home. Mystic Dunes Golf Club and Reunion Resort Golf Course 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®.
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Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park - 3 min drive - 2.4 km
  • Lake Davenport - 3 min drive - 2.4 km
  • Walt Disney World® Resort - 12 min drive - 9.7 km
  • Disney's Animal Kingdom® Theme Park - 15 min drive - 11.7 km
  • Disney Springs™ - 20 min drive - 23.8 km

Getting around

  • Kissimmee Station - 31 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive

Restaurants

  • ‪Dutch Bros Coffee - ‬6 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪7-Eleven - ‬13 min walk
  • ‪Twistee Treat Berry Town - ‬5 min drive
  • ‪Circle K - ‬6 min drive

Frequently asked questions

Does Wonderful Windsor at Westside, South Facing Pool/Spa, Game Rm have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Wonderful Windsor at Westside, South Facing Pool/Spa, Game Rm pet-friendly?

No, pets are not allowed at this property.

How much is parking at Wonderful Windsor at Westside, South Facing Pool/Spa, Game Rm?

On-site parking is available at the property.

What time is check-in at Wonderful Windsor at Westside, South Facing Pool/Spa, Game Rm?

Check-in begins at 4:00 PM.

What time is check-out at Wonderful Windsor at Westside, South Facing Pool/Spa, Game Rm?

Checkout is at 10:00 AM.

Where is Wonderful Windsor at Westside, South Facing Pool/Spa, Game Rm located?

This family-friendly Kissimmee holiday home is 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).

Reviews

9.8

Exceptional

9.2/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

10/10

Location

9.6/10

Listing accuracy
Rating 10 - Excellent. 52 out of 57 reviews
Rating 8 - Good. 2 out of 57 reviews
Rating 6 - Okay. 2 out of 57 reviews
Rating 4 - Poor. 1 out of 57 reviews
Rating 2 - Terrible. 0 out of 57 reviews

Reviews

10/10 Excellent

Robb H.

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

Amazing place for a family

This spacious house is truly breathtaking, comfortably accommodating up to 20 guests. The property itself is beautiful and well-maintained.What really impressed me was the impeccable attention to detail. Everything was immaculate, making our stay truly unforgettable. Highly recommended for large groups and families!Rating: 5/5 stars
Stayed 7 nights in Jun 2025

10/10 Excellent

susan n.

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

Christmas gathering

Great accommodations
Stayed 7 nights in Dec 2024

10/10 Excellent

Bob H.

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

60th birthday party with kids and grandkids

Great time, room for everyone, nice pool and hot tub. Walkable to clubhouse pool.
Stayed 7 nights in Dec 2024

10/10 Excellent

Bob T.

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

Eight geezers on a golfing trip

It really was a terrific week for us. The house was in great shape and we had no real difficulties. We loved the community, with the pool and hot tub and the activity center. We will definitely be back.
Stayed 7 nights in Mar 2025

10/10 Excellent

Darnell F.

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

The Franklin Family Vacation -2023

Our stay was great the host April was great the house had everything we needed it was very roomy I would definitely recommend this house.
Stayed 7 nights in Jul 2023

10/10 Excellent

WYKESHIA C.

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

Family Vacation

The property was beautiful! There was lots of room for all us. We had an awesome time! I would definitely book this property owner again!
Stayed 7 nights in Mar 2023

8/10 Good

Michelle F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house with plenty of space. Great location. Close to Disney and close to the clubhouse located on the property. Great communication from management and very nice.Couple of things to address:1. It’s not as clean as the pictures give. Not a ding at the cleaners, it’s just at a point that it could use a new paint job. Baseboards especially were not clean. 2. Mattresses not comfortable. Great house overall just expected it to be a little nicer based on past reviews and posted images. Love the pool.
Stayed 6 nights in Jul 2025

10/10 Excellent

Roberta P.

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

Disney Vacation

The house was perfect and it fit the needs of my family. The host April was nice and very helpful throughout the whole process. I would recommend this rental company to my friends and family that are vacationing in Orlando.
Stayed 7 nights in Jul 2023

10/10 Excellent

fleigpeter@yahoo.com

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

FF Family Vacation

Perfect size for our family, and pool was a great hit with my grand kids. Water park, arcade, and lazy man river in resort was also convenient. Beds for all were comfortable and no complaints. Only negative comment would be that couches in living area are extremely uncomfortable and need upgrading.
Stayed 8 nights in Oct 2023

10/10 Excellent

Rob R.

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

It was fantastic! .

The home is well maintained. We did pay the fee for a heated pool and use of the bbq. All 15 of us fit well into the layout. The king beds for the parents and ensuites was nice. Kids were all close by. The kitchen was well stocked with cups, plates, etc. I appreciated the amount of seating outdoors. It’s hard to find a property that sleeps 15 but also has dining space for 15 outside. We used the playpens and high chairs. The removable fence around the pool was important and used often since we have a few toddlers. April responded quickly and was helpful. The lazy river and play structure at the clubhouse was a hit with the kids. The perk of a free arcade was also appreciated. We would rent this property again!
Stayed 7 nights in Mar 2023

10/10 Excellent

Keshonna R.

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

Great place to stay!!!

This place was wonderful! The location was great and spacious enough to host our entire family. Check in was smooth and communication with the host was good. The kitchen was huge and had plenty of dishes, pots and pans for everyone. Pool and spa were a highlight for us, everyone really enjoyed it. We paid the 250.00 for the pool/spa heat and the spa would not get hot. We notified the host/maintenance and they got it working on the evening of day 2. Would have been nice to get partial compensation for the days we weren't able to use it but the host never offered so we didn't ask. This particular home is within walking distance of the clubhouse that had a huge pool, water park for the kids, gym, and bar. We spent many days there and every staff member we encountered was friendly and helpful. We would definitely stay here again. FYI...Please please please make sure you lock your car doors!!! We forgot one night and someone broke into our car. There were quite a few car break-ins in the neighborhood.
Stayed 6 nights in Jun 2024

10/10 Excellent

Kelley B.

Liked: Cleanliness, check-in, communication, location

Disney Jan 2023

This house was very spacious. We really liked the open kitchen/living room/dining room area. The large patio and pool were great. The kids swam every night. A few things to consider…:there were very limited towels to use in the bathrooms. Although there was a washer and dryer, we were having to wash often just to have clean towels daily. The kitchen could have a few more utensils and glasses. The AC upstairs was set at 71 but it never really felt like it. It was always much cooler downstairs so it wasn’t as comfortable sleeping upstairs. The living room furniture needs to be updated. The 2 sofas were very worn and not as comfortable. The picture on your site shows multiple pillows on the sofa, an area rug and 2 side chairs. There were no extra pillows, no area rug and only 1 chair. The tile floors could use a deep cleaning throw out the house. Overall it’s a very nice place and we felt very safe. We would stay here again.
Stayed 6 nights in Jan 2023

10/10 Excellent

Rashmikant P.

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

Na

Na
Stayed 6 nights in Jul 2024

10/10 Excellent

pat l., Canada

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

We enjoyed the home and area We will rent here again

Good communication. Easy arrangement
Stayed 7 nights in Nov 2022

10/10 Excellent

Kristy M., Columbus, Indiana

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

Great House For The Family

Everything was exactly as described. The house was clean and we had plenty of room for the 12 of us. It was awesome that pool towels were provided. We were within 30 minutes from everything we wanted to do. Walmart, Target, and Publix were all within 15 minutes. We would definitely stay again!
Stayed 5 nights in Oct 2022

10/10 Excellent

Bryan L., Las Vegas, NV

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

Perfect Home for Orlando Vacation

This home was perfect for our extended family’s Orlando vacation. We had plenty of space for 8 adults and 3 children and didn’t even use 3 of the bedrooms. April was wonderful to deal with and quick to respond to questions about the home, neighborhood and surrounding area. It was about a 10-20 minute drive to the Disney parks, and the neighborhood was quiet and safe with several stores and restaurants within a 5-10 minute drive. We’ll definitely stay here again the next time we’re in Orlando.
Stayed 5 nights in Aug 2022

10/10 Excellent

Keith P.

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

Great location, comfortable home

Convenient location for visiting Walt Disney World, good check in process and communicative property management. The home is a good size for a large family. We had no issues during our stay.
Stayed 7 nights in Jul 2022

10/10 Excellent

Erilda L.

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

Exactly as advertised

We are a family of 16 plus two infants and this home worked perfectly. The cribs and two pack and plays were a plus. The additional strollers and boosters seats were appreciated as well. Communication with property management was outstanding.
Stayed 7 nights in Jun 2022

4/10 Poor

marissa s.

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

Beware

Let me start off by saying that I was really looking forward to staying at this house. From the pics and the reviews, I knew for sure I had picked a great house. However, my family and I was unable to stay here. The day before our stay, I received a call from the host stating that the A/C was broke and would not be fixed before we came. She stated that she had another house in the same neighborhood that we could stay in. She kept reiterating that this house “cost more”. However we ran into a slew of things that were wrong with the new house. First, we entered the house, the AC wasnt working upstairs, the ceiling fan and lights were not working in one of the bedrooms, and the tv in another bedroom was not working. Someone came to fix the AC shortly after we arrived so that was handled. The property had a roach and mouse infestation, which the property managers had to be aware of because there were mouse traps set up and the screen was patched up where the mice were entering, however there were 2 new holes in the screen that the mice chewed thru. We seen several mice during our stay, along with many roaches in the kitchen. Last but not least, since we were still in the same neighborhood , I decided to take a stroll by the original house we were suppose to stay in. I was totally shocked that there was a family staying there when we were told that the AC was down and we could not stay. It feels as though the host double booked and made us stay in the infested house. In the months leading to our stay, the host kept asking me to cancel my VRBO reservation and book thru her, which seemed a little flaky to me so I wanted to stay with VRBO. What Im thinking happened is that someone booked thru her without VRBO and she decided to let that family stay at this location. I didnt want to leave this message under this location but when I went to search the location that we actually stayed at, I couldnt find it, which was also odd. Just wanted to warn others to beware of the host.
Stayed 6 nights in May 2022

10/10 Excellent

TOSHA S., Fayetteville

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

April was great she was always in communication with me during my visit

It was good
Stayed 7 nights in Dec 2021

10/10 Excellent

Agnes Z., Suwanee, GA

Liked: Cleanliness, communication, location, listing accuracy

Lovely home

Upon arrival, we realized we had been given directions to the wrong house. Initially we were offered a night in that house, but we refused, as it only accommodated 16 people and there were 18 of us. Besides, we had paid for the larger house. We eventually made our way to this house and were very happy with it. It's a beautiful house and everyone had plenty of room to sleep and move around comfortably. It's well equipped, although I do feel with a house this size, there should be more toilet paper and kitchen garbage bags provided, as well as larger dishwasher and dish detergents available. The laundry room became extremely hot while using the dryer until my husband discovered that the dryer vent was disconnected. After reattaching it, it was much cooler in the room. Having a W&D was very convenient with a family of 18! Everyone loved the Windsor pool, especially the kids. We spend many hours there. April was in touch several times throughout our stay to make sure everything was running smoothly and to see if we needed anything. If you have a big family, I would definitely recommend this house.
Stayed 5 nights in Sep 2021

10/10 Excellent

Karmin V.

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

Wonderful Stay!

We really enjoyed staying at this property. April was always fast to answer any questions we had. The property is beautiful, the community has so much to offer, both kids and adults had so much fun! Parking was not an issue. We loved that every room in the home looked beautifully decorated, we’ve rented vacation homes in the past and the master is the only one that looks cozy. We really enjoyed the home! One of our favorite properties we’ve rented!
Stayed 8 nights in Jul 2021

10/10 Excellent

Melissa H.

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

Great Family Vacation

We had so much fun on our vacation! The house was amazing and the public pool was great too! There were a couple of things that could be updated, like the pots and pans and providing some cleaning stuff to clean the house during the week. Otherwise, we would definitely stay here again!
Stayed 7 nights in Jun 2021

10/10 Excellent

Kelly P., Louisiana

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

Best home ever!

We enjoyed every room of this beautiful home, very spacious. Had enough room for every one to be comfortable. Would definitely rent this home again.
Stayed 8 nights in Jul 2020

10/10 Excellent

Alexander C.

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

Excellent stay

The entire process was smooth. From check in to check out. The place was nicely furnished and clean. I would recommend it to families and groups.
Stayed 7 nights in Jun 2019

About the host

Hosted by April

Host profile image

Languages:

English
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