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2,330 villas

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⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

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$265

FloridaNearDisney from $89 per night

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Florida Vacation” Absolutely loved the villa and location. Villa was very nice and located perfectly in a gated community that had an awesome pool with tiki bar, splash pad for kids, playground for kids and all the other normal amenities. Would recommend to anyone looking for a Florida or theme park vacation. Only 5 min from Disney and 15 from Universal with several restaurants and shopping rite within a mile. Highly recommend. Thanks to the owners for making everything so easy, checking in and fast responses.

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$137

Venetian Bay Village 3 Bedroom Townhouse

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“MAGICAL EXPERIENCE.” Our stay at the Venetian Bay Townhouse was a wonderful experience everyone should experience. It feels like Home away from home. It was secure the amenities were great. And the check-in process was seamless. Everything from the workout facility to the swimming pool was amazing. This should be apart of everyone's Florida experience.

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$92

Storytellers Villa

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Truly Amazing” Storytellers the most amazing place to stay. I will definitely return. The owner was always prompt on responding to emails and went above and beyond helping us with our stay. My family and I enjoyed the pool, the cinema, and spa during our stay. We had absolutely no problems with our stay at Storytellers. My 5 year old granddaughter loved the Frozen Room and didn't want to come home. The house is so inviting and beautiful. This house is a must if you are planning a trip to Kissimmee area.

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$395

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$147

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$114

⭐ 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!

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Price per night from

$265

♥EEV♥ Immaculate Family Home - Sunny Private Pool & Spa - Gated Resort

Loughman villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

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$263

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$516

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$265

⭐Spacious and Comfy 8 Bedroom & Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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$408

⭐Miles from Disney World - Gorgeous 8 Bedrooms w/ Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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$408

⭐Good Location for Theme Parks - Spacious 7 Bedrooms Villa⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

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$265

⭐Minutes from Disney World - Cozy Villa w/ Private Pool⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

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$265

Pluto's Palace Florida Villa "The Real One"

Davenport villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$259

Sonshines Florida Villa, Peaceful Getaway and Pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 19 minutes

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$201

Villa by Disney

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“idilic location/ perfect for visiting theme parks” Service from owners fist class. House was exactly as described. Ideal location for theme parks and shopping and eating. Could not get grandkids out the pool they absolutely loved it. 2nd time we have stayed there and will have no hesitation booking again should we go back to Florida.

Responds fast! avg. 1 hour 18 minutes

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$144

The Seasons Villa, lake view and 4 master bedrooms

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

“Beautiful home !!!” Everything was so beautiful in this home it was the perfect choice the bedroom all had their own bathroom with the exception of the kid rooms. Owner was very easy to reach and they give you step by step instructions for the home. I loved it ! This will be our go to for our Disney vacations! Stores and restaurants are near by so easy if you want to shop for food or in general.

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$234

Oakhill Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$214

YOLO HOUSE, WINDSOR WHERE LUXURY MEETS ADVENTURE : POOL / SPA INCLUDED

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

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$574

⭐Spacious 7 Bedrooms Villa w/ Private Pool - Nearby Disney World⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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$265

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

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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$265

⭐Near to All Parks and Attractions! - Great Deal 7 BR w/ Private Pool⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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$265

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$265

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$259

BT60864 - Paradise Palms Resort - 5 Bed 5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$292

BT51693 - Crystal Cove - 4 Bed 3 Baths Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$229

Villa di Lusso

Kissimmee villa

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 42 minutes

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Price per night from

$323

FS321450 - Reunion Resort - 5 Bed 5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$335

FS258050 - Solara Resort - 9 Bed 6 Baths Villa

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

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$552

FS309887 - Solara Resort - 9 Bed 7 Baths Villa

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 21

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Price per night from

$553

BT61170 - Paradise Palms Resort - 5 Bed 5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

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$276

Enchanted Crystal Castle

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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$345

FS259221 - Solara Resort - 6 Bed 4.5 Baths Villa

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$369

Disney Daze Villa - refurbished 5bedroom, pool, private theater, games room

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

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Price per night from

$247

FS259221 - Solara Resort - 6 Bed 4.5 Baths Villa

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$369

Crystal Cove - 5 Bed 3.5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$292

FS317744 - Solara Resort - 9 Bed 6.5 Baths Villa

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

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Price per night from

$553

Viewing 38 of 2,330
rentals in Old Town

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