Villas Old Town

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1,656 villas

The House the Mouse would stay in

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$182

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

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$265

Beautiful Villa in the community of Solterra

Loughman villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$297

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.

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$395

Oakhill Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 8 minutes

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$194

⭐ 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: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$265

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

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$265

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$745

Beautiful Lakeside Villa With Pool; WiFi

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$216

Pluto's Palace Florida Villa "The Real One"

Davenport villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$258

Sonshines Florida Villa, Peaceful Getaway and Pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 19 minutes

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$201

Villa Linton - Beautiful Florida Home with Themed Bedrooms

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Large home with easy access to Disney” This home was large enough for our whole family (7 adults) to sleep comfortably and it was so easy to get to the parks quickly before the crowds! Our adult children felt like kids again in the Scooby Doo room. The kitchen was large enough to cook family meals, and grocery stores are very nearby. Our only "wishes" while we were there were to have an outdoor grill and to have a TV in the family room large/loud enough for all of us to hear (the room was comfortable, though). We liked the gated community, but the streets are very narrow and with lots of parked cars, if you're driving a large vehicle you have to be very careful. The owner was superbly kind and quick with communicating. We'd definitely stay here again.

Responds fast! avg. 1 hour 34 minutes

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$164

5 bed 3 bath Disney Villa, Pool, Spa, Netflix

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Our 1st Florida trip” We really enjoyed our stay here! The house was perfect for our family. The kids loved relaxing and playing in the pool. We even said we would stay at this house again. There was a minor hiccup with a pipe leaking into 1 of the bedrooms, but it was repaired for us right away. The location was great, just a short drive to Disney, very close to shopping and restaurants! We had a great vacation!!!! Thank you!

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$166

⭐Beautiful 8 BR - Near to Disney / Universal / SeaWorld - Great Deal!⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$407

Oakhill Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$214

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

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Rental types Private outdoor pool (unheated) Safe

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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: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$401

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$401

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$407

⭐Affordable Crystal Cove Villa 7 Bedroom & Near Disney⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$265

⭐Great Location in Orlando - 8 Bedrooms w/ Private Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$407

⭐Miles from Disney - Spacious 8 Bedroom w/ Private Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$407

Match: Rental types Private outdoor pool (unheated) Safe

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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: Rental types Private outdoor pool (unheated) Safe

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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: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$401

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$265

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$323

Villa piscine privée avec vue sur un petit lac, proche de DisneyWorld

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$141

Storey Lake Resort - 6 Bed 5 Baths Villa

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$351

FS329887 - Sonoma Resort - 5 Bed 5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$335

Windsor At Westside Resort - 5 Bed 4.5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$314

Paradise Palms Resort - 5 Bed 5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (unheated) Safe

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Price per night from

$291

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2 Master Bedrooms

Four Corners house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Private outdoor pool (unheated), Safe

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Price per night from

$63

584- Beautiful 4 bedroom 4 bathroom home

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Safe, Rental types, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$229

Bella Vida Resort - 3 Bed 2.5 Baths Townhouse

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Private outdoor pool (unheated), Safe

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Price per night from

$177

"Beautiful Disney Home"

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Rental types, Private outdoor pool (unheated), Safe

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Price per night from

$114

Bella Vida New Phase 6 bedroom Modern Home

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 19 minutes

2 of 3 match: Rental types, Private outdoor pool (unheated), Safe

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Price per night from

$321

❤ Charming Townhome w/ Pool - 9 Miles to Universal ❤

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Private outdoor pool (unheated), Safe

2 of 3 filters match

Price per night from

$213

Viewing 38 of 1,656
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