Windsor at Westside (Kissimmee, Florida) Vacation Rentals

(15 rentals)
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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed ...

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Property Type

Kissimmee House

"Nice sized home"

Home was what it showed online. Heat in pool worked-yay! Limited on items in the kitchen & ice maker was missing literally!! Besides that nice home for value!

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to your dream vacation home located in Windsor at Westside! This 6 bedroom, 4.5 bathroom sleeps 12 perfectly and is pure luxury. This home has 3 king bedrooms, 2 rooms with a twin and double and then one room with twin bunkbeds. The bedrooms are really fun for the kids with a Harry Potter theme ...

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Property Type

Kissimmee House

"Great home"

We had a wonderful time in this rental. It is gorgeous and very clean and we will definitely be back.

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Come to Livin' Large at Windsor Westside with 100% Free Resort amenities!* Private Heated Pool & Spa * FREE Arcade! Yes, play all you want for Free! * Poolside Tiki Bar & Grill * FREE Resort w/ Heated Lazy River * Kids water playground & slides * FREE 400MB Wifi * Roku: 11 tvs ...

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Property Type

Kissimmee House

"Beautiful & Spacious Home Close to Walt Disney World"

This home was beautifully decorated and accommodated our family with room to spare. Perfectly situated within 20 minutes of Walt Disney World's Animal Kingdom, Magic Kingdom, Hollywood Studios, and Epcot. ...

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5 BR | 5.5 BA | Sleeps 10 | Quick View

Distance to park: 8 miles to Disney

$337

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

5 Bedrooms 5 Bathrooms Family Room with large HD Cable TVAll bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 6 plus breakfast bar and outdoor dining Private screened Pool and Spa with Lanai Patio ...

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Property Type

Kissimmee House

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5 BR | 5 BA | Sleeps 10 | Quick View

Distance to park: 8 miles to Disney

$212

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

5 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with large HD cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private screened ...

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Property Type

Kissimmee House

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9 BR | 6 BA | Sleeps 18 | Quick View

Distance to park: 6 miles to Disney

$339

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

9 Bedrooms 6 Bathrooms Family Room with large HD Cable TV Giant Upstairs Loft Large HD Cable TV and recliner seating PLUS Full Wet Bar with Beer/Wine Fridge PLUS Pool Table All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal ...

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Property Type

Kissimmee House

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6 BR | 4 BA | Sleeps 16 | Quick View

1

Distance to park: 8 miles to Disney

$249

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

6 Bedrooms 4 Bathrooms Family Room with large HD Cable TV Upstairs Cinema Room and Games Room with Pool Table and Foosball All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar Private ...

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Property Type

Kissimmee Villa

"Amazing house"

Me and my family loved the villa very clean and welcoming. We look forward visiting again next year.

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8 BR | 6 BA | Sleeps 18 | Quick View

6

Distance to park: 8 miles to Disney World

$458

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this 24 ...

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Property Type

Kissimmee House

"A place to relax and enjoy"

Great place. Everything as described in picture, owner responds to any needs immediately and provides all the basics needs. You need a good place to stay then pick this house. You will love it.

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8 BR | 6 BA | Sleeps 18 | Quick View

5

Distance to park: 8 miles to Disney World

$458

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this 24 ...

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Property Type

Kissimmee House

"Very nice"

We really enjoyed our stay. Community was really nice and house was huge. Had some good amenities and was a real easy drive to all the parks. Pool was nice… wish we paid for heat but we didn’t. ...

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9 BR | 6 BA | Sleeps 20 | Quick View

4

Distance to park: 8 miles to Disney World

$529

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this 24 ...

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Property Type

Kissimmee House

"Christmas vacation"

We had a great stay. Thanks for sharing your home. Great location. Minutes away from popular attractions.

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6 BR | 5 BA | Sleeps 13 | Quick View

1

Distance to park: 8 miles to Disney

$212

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

6 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Large Upstairs Loft with HD Cable TV and Games Room with foosball. Great teen/tween or adult hang out space All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal ...

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Property Type

Kissimmee House

"Beautiful House"

I stayed at this property on vacation....this house is beautiful, exactly like the pictures....we had an awesome time and the kids were delighted that the pool was right out the back door. BEAUTIFUL PROPERTY

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9 BR | 6 BA | Sleeps 20 | Quick View

3

Distance to park: 8 miles to Disney World

$475

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this 24 ...

View all property information

Property Type

Kissimmee House

"Thanksgiving"

I was a little skeptical however, Me and my family had a wonderful Thanksgiving getaway at this location. The rooms were wonderful, the pool was great and the sunrise was phenomenal. The host were responsive ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this 24 ...

View all property information

Property Type

Kissimmee House

"Great Escape"

This was a nice home with great location on top of a hill with the backyard overlooking the water/fountains. The house was very clean . The entertainment room upstairs was enjoyable. I could not have chosen ...

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7 BR | 5 BA | Sleeps 14 | Quick View

2

Distance to park: 6 miles to Disney

$337

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Welcome to our stunning Florida holiday home where you'll find everything you could ever wish for, from our large south facing private heatable swimming pool and spa to the purpose built and well-appointed games room. Easy walking distance to the Oasis Club7 Bedrooms. 5 Full Bathrooms. Sleeps ...

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Property Type

Kissimmee House

"Amazing villa and great service"

Visited in May 2019, villa was exactly like the photos. Impeccably clean and finished to an exceptionally high standard. Everything you need for a fabulous holiday. Alison was extremely helpful and responsive. ...

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7 BR | 5.5 BA | Sleeps 18 | Quick View

1

Distance to park: 4 miles to Disney

$339

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

7 Bedrooms (Sleeps 18) 51/2 Bathrooms Family Room with large HD Cable TV Huge second floor TV loft with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor ...

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Property Type

Kissimmee House

"Thanksgiving vacation"

My family had such a great time. Best trip so far. No complaint. Beautiful home ,very comfortable. Just perfect

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Windsor at Westside (Kissimmee, Florida) Vacation Rentals