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New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 96

Photo gallery for New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 96

"
Queen bedroom
Queen bedroom 2
Queen bedroom 3
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

Reviews

8.6 out of 10
Excellent
8 bedrooms6 bathroomsSleeps 184000 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

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 18)

King 1

1 King Bed

King 2

1 King Bed

King 3

1 King Bed

Queen 1

1 Queen Bed

Queen 2

1 Queen Bed

Queen 3

2 Queen Beds

Twins 1

2 Twin Beds

Twins 2

2 Twin Beds

6 bathrooms

Bath 1

Bathtub · Toilet · Shower only

Bath 2

Toilet · Shower only

Bath 3

Toilet · Shower only

Bath 4

Toilet · Shower only

Bath 5

Toilet · Shower only

Bath 6

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 96

SHVWW2 - Windsor at Westside #2 - 8 Bed 6 Baths Villa:
From the developer of the popular Windsor Hills and Windsor Palms Resorts, brings you their brand new Resort Windsor at Westside, available to guests starting Late 2015!



Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this unique resort will provide a fabulous water park, clubhouse, sports and fitness center.



This extraordinary 8 bedroom 6 bath home will amaze you at each turn. With 4000sq/ft of indoor space plus a private pool and spa, your family will enjoy the gracious amount of space and relaxing atmosphere of this home. Step into luxury as you enter the home. Tiled throughout the main living area, you will immediately be impressed by the luxurious furniture, well appointed decorations and endless niceties of the home.



In the downstairs main Living Area you will find comfortable, upgraded furniture capped off with a large Flat Screen Smart TV w/cable. Large sliding doors open to the extended covered Lanai and impressive Pool & Spa area. Patio furniture including sun loungers are available for your pool time enjoyment. The Dining Area and Gourmet Kitchen are supplied with all the extras you can imagine.



This 4000sq/ft villa includes the following amenities:

- 8 Luxurious Bedrooms (3 King Rooms suites, 4 Queen Beds, and 4 Twin Beds)

- 6 Full Bathrooms

- 4 Bedrooms With Private En-Suite Bath

- Sleeps 18

- Loft with Big Screen TV and game Console

- Gourmet Kitchen

- Spacious Sitting and Dining Area

- Private Pool and Spa

- Access to many resort facilitles within the community

- Complementary high speed WiFi internet access in unit

- Digital Cable TV included

- Baby gear included (baby gate, crib, high chair, stroller)

- Fresh towels and linens included

- Fully equipped dine-in kitchen with stainless appliances

- Full sized washer and dryer included in unit

- Hair dryer, ironing board & iron included

- LCD TV with DVD player and Nintendo Wii gaming console

- Friendly customer support from a dedicated manager throughout your stay

- Gated community with 24 hour security guard

- Free on site parking

Sleeping Arrangements:
Bedroom 1 - One King Bed

Bedroom 2 - One King Bed

Bedroom 3 - One King Bed

Bedroom 4 - One Queen Bed

Bedroom 5 - One Queen Bed

Bedroom 6 - Two Queen Bed

Bedroom 7 - Two Twin Bed

Bedroom 8 - Two Twin Bed

Windsor At Westside Resort:
The stunning Windsor at West Side vacation rentals resort community features all the popular resort amenities of its sister communities – Windsor Hills Resort and Windsor Palms Resort, AND more! An extraordinary 10,000 sq.ft. clubhouse is the centerpiece and includes a huge resort-style pool and kids splash park with water slide – perfect for families to enjoy for hours.
Enjoy Windsor at Westside Resort, strategically located in the Kissimmee area, with easy access to theme parks, dining, and word-class shopping.



This stunning vacation rental resort community features an extraordinary 10,000 sq.ft. clubhouse with:

*Huge resort-style pool

*Tu Casa (full-service restaurant)

*Interactive children's splash park with water slide

*Fire pit

*State-of-the-art fitness

*Sand volleyball court

*Multi-purpose sports courts

*Sundry shop

*Ice cream parlor

*Video arcade



Distances:

Walt Disney World® 7 miles

Orlando Airport 28 miles

Supermarket 3 miles

Dining onsite

Sweet Home Vacation:
We are a professional Vacation Home Rental Agency with over 14 years of experience In the Orlando, Florida area. Your safety and comfort Is our top priority, and all of our homes are cleaned with enhanced safety and cleaning methods. No check-In is required as you may go directly to the home with the provided access code. If you have any questions, our reservation team at Sweet Home Vacation is available to help you 7 days a week. We can also help you locate car rentals and tickets for Orlando's famous attractions. Whether this is your first time, or you are a returning guest, we will make sure you have an amazing trip.

Book now or send us your inquiry. We are looking forward to accommodating you!
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: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

Events allowed
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Pets

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
Parties and events are allowed on site
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, a first aid kit, and a deadbolt lock
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

Located in Kissimmee, this vacation home is in the city center and 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. Traveling with kids? Don't miss Old Town and Disney's Hollywood Studios®. Jet skiing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with rock climbing and hiking nearby.
View more Vacation Homes in OrlandoOpens in a new window
Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park - 3 min drive - 2.4 km
  • Lake Davenport - 3 min drive - 2.4 km
  • Four Corners FC - 5 min drive - 4.7 km
  • Highland Reserve Golf Club - 6 min drive - 4.0 km
  • Surfari Water Park - 7 min drive - 7.2 km

Getting around

  • Kissimmee Station - 33 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪7-Eleven - ‬12 min walk
  • ‪Circle K - ‬6 min drive
  • ‪Dutch Bros Coffee - ‬6 min drive
  • ‪Twistee Treat Berry Town - ‬5 min drive

Frequently asked questions

Is New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 96 pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 96?

As of May 4, 2026, prices found for a 1-night stay for 2 adults at New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 96 on May 15, 2026 start from $394, 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 New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 96?

Check-in begins at 4:00 PM.

What time is check-out at New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 96?

Check-out is at 10:00 AM.

Where is New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 96 located?

This family-friendly vacation home is located in the city center, 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

8.6

Excellent

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. 19 out of 30 reviews
Rating 8 - Good. 5 out of 30 reviews
Rating 6 - Okay. 3 out of 30 reviews
Rating 4 - Poor. 1 out of 30 reviews
Rating 2 - Terrible. 2 out of 30 reviews

7.2/10

Cleanliness

9.2/10

Check-in

7.2/10

Communication

9.8/10

Location

7.6/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Paola P.

The house is very spacious, clean and very comfortable. 20 to 25 mins from Disney parks and many sh

The house is very spacious, clean and very comfortable. 20 to 25 mins from Disney parks and many shops around, makes it very comfortable. Definitely would recommend this house.
Verified

10/10 Excellent

Sharon W.

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

Perfect Getaway

We really enjoyed your stay. The house was very spacious. Next time I will remember to request the heating of pool. Looking forward to visiting again.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

KELLY P.

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

Girls getaway

The house was just the perfect setup for our girls reunion weekend. Everything was clean and we had no issues checking in or out. I upgraded to have the pool heated, which was a hit with our older crowd. Minor house wear, but nothing that I had issue with. I would definitely stay again.
Stayed 4 nights in Jun 2023
Verified

8/10 Good

carl w.

Liked: Cleanliness, check-in, communication, location

Safe and clean community, and close to shopping. Furniture not what was pictured and torn blinds .

Good
Stayed 3 nights in Feb 2023
Verified

8/10 Good

Lisa W.

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

House for large group

The house was great for a large group. The management company responded promptly to email or chat questions and problems. Be sure to read all the instructions on what is included and what is not included.
Stayed 7 nights in Jun 2023
Verified

6/10 Okay

Joyce W.

Liked: Location
Disliked: Communication, listing accuracy

Cousins Weekend

The pictures need to be updated, the furniture in the picture was not there. A lot of marks on the wall, missing barstools from the island. Paid for the pool to be heated and they turned it off, I called and I didn't get an answer why it was turned off. The ice machine doesn't work.
Stayed 3 nights in Apr 2023
Verified

2/10 Terrible

Julie T.

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

Not what they say it is

This place was a nightmare. The pool was cold and hot tub was cold from day one. Had to wait three days for it to be fixed. Owner threatened to cancel our reservation because we wanted it fixed and had to message him every day because it never stayed on. No toilet paper at all through the whole place. Never again with this owner. Windsor Hills is great just not this place
Stayed 14 nights in Jan 2025
Verified

6/10 Okay

Garrett D.

Liked: Cleanliness, location

Great location, clean home...but lacking!

This place was fine for 8 mature golfers, but the amenities are lacking. A table set for 14, but a 5-cup coffee maker? A nice large island w/seating in the huge kitchen/living/dining area, but only one stool? The place sleeps 18 with 8 bedrooms, but the necessary cookware etc. to cook for a large group was pitiful. Invest a few hundred dollars and bring it up to speed and your guests will leave with a far better impression. Once booked you read about the limitations on additional items, such as cleaners, TP etc. But not one bath mat provided in any of the bathrooms? It was fine for us...but there are much better options out there. Won't be back...
Stayed 7 nights in Feb 2023
Verified

6/10 Okay

Gregory W.

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

Great Potential

This property is conveniently located and is laid out well. The opportunity here is cleanliness. Many of the beds weren't washed between guests. We found dried blood in 1, crumbs in another and black dirt in a 3rd. Stripped one of the beds and found the mattress had large dark stains on it. The floors were really dirty. We bought cleaner and scrubbed through with multiple pails of water 3 separate times but our socks remained black throughout the stay. Many doors and walls had black dirt on them. A deep cleaning would fix this home and make it amazing!! The cleaning company that the home owner is trusting to do what they pay them for (clean) should be fired. Otherwise, it was a great stay.
Stayed 9 nights in Mar 2023
Verified

4/10 Poor

kesha t.

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

Needs serious cleaning

The house could be so much better if the property manager or owner put a little effort into improving. For the amount of money they charge for cleaning the house should be spotless. I sent several messages to the property manager about issues I was having during my stay and nothing was ever done. The outlets in the kitchen along the counter don't work. The dishwasher latch for the detergent was broken. The pictures on line do not look the same. There wasa dust pan but no broom no mop and the vacuum didn't work. There wasn't any baking dishes or a decent size frying pan. The house is very spacious but just not clean. I don't even think the sheets on my bed were washed. The property managers response was that they were aware of the issues 😳 OK then why is it still an issue. Take 100.00 dollars go to the dollar store and buy some basic cleaning supplies and other home accessories.
Stayed 3 nights in Nov 2022
Verified

8/10 Good

Katise A.

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

A Nice Stay

The property was nice. It could use a deep cleaning, but overall everyone enjoyed themselves. We will definitely visit again.
Stayed 3 nights in Aug 2022
Verified

10/10 Excellent

KP B.

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

Great Choice

My family and I enjoyed our stay. The furniture was in good condition and spacious overall. The photos were 90% current. The location was convenient to everywhere we needed to go including Wal-Mart and Publix. The appliances were up to date including the washing machine and dryer. It's a gated community with nice landscaping. We didn't have a chance to enjoy any of the resort amenities. The whole neighborhood lost power for about 45mins during the morning before office hours but the on call or after hours staff was swift and followed up with a text and phone call. I'd point out that I slept in the downstairs master bedroom and the AC unit and pool equipment were outside of my window. If you're a fairly light sleeper like me, it'll bother you for a bit. The homes are close together so when the neighbors decide to have a 2am pool party with "smoking", you'll feel invited unfortunately. We never located a broom, but the house keepers should make time to thoroughly sweep and mop the floors in the entire house, not just in spots. The water doesn't get as hot in the downstairs bathrooms and kitchen sink as it did for the upstairs bathrooms. Overall it was good for my family and we would return.
Stayed 4 nights in Jul 2022
From a partner site

10/10 Excellent

Jenny Wilson

This house was amazing! It fit our big family perfectly and was an awesome stay! Definitely worth w

This house was amazing! It fit our big family perfectly and was an awesome stay! Definitely worth what we paid. There’s a few minor worn or repaired things but we would definitely stay again.
From a partner site

10/10 Excellent

Lisa T.

Great family gathering place. We enjoyed kids and grandkids in this home. It has three master suite

Great family gathering place. We enjoyed kids and grandkids in this home. It has three master suites, which was perfect. Two bedrooms were connected by Jack-and-Jill bathroom that worked well. It allowed my five year old grandson to be close to his parents while parents had privacy. All bedrooms have extremely close proximity to a bathroom. We loved that each bedroom was separated providing ultimate privacy. Two bedrooms downstairs so I can bring my parents next time! The dining room table and poolside table each seated 14 so we enjoyed family dinners inside and out. I brought solar tiki torches for additional ambiance by the pool. Two washers and two dryers made it easy to keep up with laundry during our 11 days. Communication was excellent. Past guests mention the furnishings are a bit worn but we actually saw this as a plus. We were able to truly relax and not worry about kids on a white couch (extremely comfortable!) Finally, the "community pool" inside the gated neighborhood was fun! We walked down for Pina Coladas and floats down the lazy River several times. We will definitely return! Thanks for an memorable and much needed vacation!
From a partner site

8/10 Good

Shalencya Carr

Just a heads up the service signal sucks there. But other than that is was a few minor issues but t

Just a heads up the service signal sucks there. But other than that is was a few minor issues but the issues were addressed. I would book again.
From a partner site

10/10 Excellent

Edwin M.

friends reunion very nice place. very clean,

friends reunion very nice place. very clean,
From a partner site

10/10 Excellent

Tashunda Edwards

This home is beautiful and spacious. Everything was provided for cooking and the kitchen is GORGEOU

This home is beautiful and spacious. Everything was provided for cooking and the kitchen is GORGEOUS. I really enjoyed the large dining table which offered space for gathering and talking while my family and I shared meals.
From a partner site

10/10 Excellent

Trini Seales

“Definitely take your family there if you can”

“Definitely take your family there if you can”
From a partner site

10/10 Excellent

Ivan J.

Spacious home, Perfect for big family reunions. We had an excelent time together. Una casa gigantes

Spacious home, Perfect for big family reunions. We had an excelent time together. Una casa gigantesca, con suficiente espacio para familias grandes, los extras dentro del condominio son excelentes para los niños. Parque de agua para niños cancha de soccer y mucho mas.
From a partner site

10/10 Excellent

Lisa R.

Very nice house. Nicely decorated. Easy access. Lots of shops and restaurants within 5 minutes.

Very nice house. Nicely decorated. Easy access. Lots of shops and restaurants within 5 minutes.
From a partner site

10/10 Excellent

Julian Villegas

“Fantastic felt like home”

“Fantastic felt like home”
From a partner site

10/10 Excellent

Julian Villegas

Excellent

Excellent
From a partner site

8/10 Good

James K.

We had many issues with the lock and combo to get into the property. Outside of that the house and

We had many issues with the lock and combo to get into the property. Outside of that the house and location are amazing. Can’t wait to book for next year.
From a partner site

10/10 Excellent

Eleanor Pursley

Awesome! We were a little more spread out, but we survived and located eachother.

Awesome! We were a little more spread out, but we survived and located eachother.
From a partner site

10/10 Excellent

christine m.

The amount of rooms was great. The amount of space was great. The house was equipped with everythin

The amount of rooms was great. The amount of space was great. The house was equipped with everything needed.

About the host

Hosted by owner/property manager

Host profile image
We started in 2010 with a handful of properties, and have now grown to offering over 2000 properties in the Orlando Walt Disney World Area. We pride oursleves in providing a welcoming home away from home for all of our guests. People come to us for vacations, reunion, life celebrations, sporting events, and also work conferences. If you are looking for a beautiful place to stay in the Orlando area, we are here to help!

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