Vacation Rentals & House Rentals in Kissimmee

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1,028 house rentals

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“Very welcoming and worth it !” Me and my family absolutely loved this vacation house everything was so welcoming and near perfect ! This house is definitely something we will never forget and hopefully when we come back we will be able to rent from kim molnar again ! Everything was to a T ! Thank you so much kim !

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$458

Dis Oasis Villa at Windsor Palms Resort - Close to Disney!

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Wonderful house for a large family group” The beds were comfortable, the house was immaculate and our needs were taken care of instantly by the owner. Close to shopping, restaurants and Disney World parks.

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$400

⭐ Spacious and Comfortable Villa - Near Theme Parks ⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

“Fantastic Stay” The home was in a beautiful community and there was a huge resort pool with all the things one would look for in a resort setting. The home itself was immaculate and very clean upon arrival. The beds were all comfortable and the rooms were spacious. We enjoyed the home and the resort so much that we actually spent a few days less at the parks. The reservation process was simple and straightforward. All in all a great vacation!

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$265

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$177

⭐ 6 Bedrooms 5 Bathrooms Villa - Great Deal! - Near Disney World ⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$265

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$745

Responds fast! avg. 2 hours 40 minutes

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$602

✧Miles to Disney World - Affordable and Spacious 6 Bedrooms Villa✧

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$265

⭐Few Miles to Disney - Spacious and Comfy Villa w/ Private Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$401

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$401

❤ 9 miles to Disney World - Beautiful 4 Bedroom Townhome at Storey Lake ❤

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$213

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$265

⭐Gorgeous and Spacious 8 Bedrooms Villa w/ Private Pool - Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$401

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$401

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$149

2945Simile - Stunning Townhome w/ Private Pool & Near Disney!

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$286

FS251014 - Solara Resort - 4 Bed 4.5 Baths Townhouse

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$213

BT277324 - Windsor At Westside Resort - 5 Bed 4 Baths Townhouse

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$267

BT60864 - Paradise Palms Resort - 5 Bed 5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$292

FS321450 - Reunion Resort - 5 Bed 5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$335

FS346710 - The Encore Club Resort - 10 Bed 8 Baths Villa

Kissimmee villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 22

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$675

FS258050 - Solara Resort - 9 Bed 6 Baths Villa

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$552

FS309887 - Solara Resort - 9 Bed 7 Baths Villa

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 21

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$552

BT61170 - Paradise Palms Resort - 5 Bed 5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$276

FS106609 - Windsor At Westside Resort - 4 Bed 3.5 Baths Townhome

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$198

FS259221 - Solara Resort - 6 Bed 4.5 Baths Villa

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$368

FS259221 - Solara Resort - 6 Bed 4.5 Baths Villa

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$368

BT61171 - Paradise Palms Resort - 5 Bed 4 Baths Townhouse

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$255

FS317744 - Solara Resort - 9 Bed 6.5 Baths Villa

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$552

S337449 - Windsor At Westside Resort - 5 Bed 4.5 Baths Townhouse

Kissimmee townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$227

FS322852 - Champions Gate Resort - 8 Bed 5 Baths Villa

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$533

FS302892 - Windsor At Westside Resort - 4 Bed 3.5 Baths Townhouse

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$213

FS302892 - Windsor At Westside Resort - 4 Bed 3.5 Baths Townhouse

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$213

BT277324 - Windsor At Westside Resort - 5 Bed 4 Baths Townhouse

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$267

FS297495 - Solara Resort - 9 Bed 6.5 Baths Villa

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$552

FS314915 - Solara Resort - 6 Bed 4.5 Baths Villa

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$368

1090 Cozy Family Home up to 9 & Pool BBQ - Near Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$115

FS333722 - Champions Gate Resort - 8 Bed 5 Baths Villa

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Children's pool Private outdoor pool (unheated)

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Price per night from

$418

Viewing 38 of 1,028
rentals in Kissimmee

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