Windsor at Westside (Kissimmee, Florida) Vacation Rentals

(17 rentals)
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6 BR | 4 BA | Sleeps 16 | Quick View

1

Distance to park: 8 miles to Disney

$289

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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5 BR | 5 BA | Sleeps 10 | Quick View

Distance to park: 8 miles to Disney

$240

avg/night

View Details

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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5 BR | 5.5 BA | Sleeps 10 | Quick View

Distance to park: 8 miles to Disney

$289

avg/night

View Details

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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7 BR | 5 BA | Sleeps 14 | Quick View

2

Distance to park: 6 miles to Disney

$289

avg/night

View Details

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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5 BR | 5 BA | Sleeps 10 | Quick View

1
Owner special: $20 OFF our regular nightly rates!!! Prices reflect discount.

$230

avg/night

View Details

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

"Great"

The apartment was so pretty I loved the master bedroom the most also the pool and the movie night that was offered was amazing overall I highly recommend

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7 BR | 5.5 BA | Sleeps 18 | Quick View

1

Distance to park: 4 miles to Disney

$289

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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9 BR | 6 BA | Sleeps 18 | Quick View

Distance to park: 6 miles to Disney

$349

avg/night

View Details

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 | 5 BA | Sleeps 13 | Quick View

1

Distance to park: 8 miles to Disney

$240

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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8 BR | 6 BA | Sleeps 16 | Quick View

2

Distance to park: 4 miles to Animal Kingdom

$355

avg/night

View Details

Key Amenities

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

About this property

This is the one you've been looking for! Your holiday home from home - our fabulous luxury villa with private pool and spa is situated in the gated resort community of Windsor at Westside, conveniently situated approximately 10-15 mins from Disney and close to Golf at Champions Gate. Up to 16 people can ...

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Property Type

Kissimmee Villa

"Spring Break Retreat"

We were looking for a place to spread out, have a heated pool, and be close to the parks. This place delivered all that and more. When we arrived, the place was clean and ready for our visit. We cooked ...

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9 BR | 6 BA | Sleeps 24 | Quick View

3

Distance to park: 8 miles to Disney

$442

avg/night

View Details

Key Amenities

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

About this property

This is truly one of the best 9 BR homes close to Disney/ESPN!It's just been completely repainted and deep cleaned top to bottom. Our cleaners are top notch - always 5 STAR REVIEW - kitchen, baths and linens are bleached every clean.* We have a second 9 BR 2 doors down! * Private Heated Pool ...

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Property Type

Kissimmee House

"Family Fun!"

Me and my family had an awesome stay. Management was readily available to attend to our needs. The kids had fun in the pool and the adults enjoyed the hot tub. Plenty of room for our family of 16.

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$280

avg/night

View Details

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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$446

avg/night

View Details

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

"Everything I expected!"

I was very pleased with the homes cleanliness it was exactly as it shows in the pictures. I had no problems while being there as the instructions were very clear for our checkin and checkout. The home was ...

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8 BR | 6 BA | Sleeps 18 | Quick View

6

Distance to park: 8 miles to Disney World

$419

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

"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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9 BR | 6 BA | Sleeps 20 | Quick View

3

Distance to park: 8 miles to Disney World

$499

avg/night

View Details

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

"Thanksgiving 2020"

My family and I decided to do Thanksgiving in Florida this year. This house was amazing!!! We were in the pool and hot tub everyday!!! It was very spacious and nice, we truly enjoyed!!! Will be booking ...

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$499

avg/night

View Details

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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9 BR | 6 BA | Sleeps 20 | Quick View

3

Distance to park: 8 miles to Disney World

$499

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 ...

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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8 BR | 6 BA | Sleeps 18 | Quick View

4

Distance to park: 8 miles to Disney World

$376

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 ...

View all property information

Property Type

Kissimmee House

"Amazing !!!!!"

Loved,loved,,,,,, we were 13 persons ,,,,what you see is what you get ,,,, everything was perfect ,,,

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Windsor at Westside (Kissimmee, Florida) Vacation Rentals