Villas Old Town

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1,489 villas

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Great Experience” The villa did not disappoint and was a great place for my family and I to stay during our world wind visit to Disney. I would recommend this place to anyone who is going to Orlando with a large group :-)

Match: Rental types Shared outdoor pool (unheated) City breaks

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Price per night from

$121

“Home away From Home in Framingham” I stayed in this great 2 bed/2bath condo while on business in Boston. It is quiet, conveniently located near shopping, places to eat and the Mass Pike. The building has a great gym and pool with onsite laundry facilities. The condo is clean, comfortable and has a great view of the reservoir to start and end your day. Highly recommend it!

Match: Rental types Shared outdoor pool (unheated) City breaks

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Price per night from

$227

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Westgate Town Center, Family Villa, 1 bed/1 sofa/Kitchenet 9min from Disney

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$79

Cozivill

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$115

FLAGSTONE VILLA

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$361

“Started Rocky But Ended Great!” Booking this villa was easy and the owner was pretty friendly. We ran into a few issues the day of arrival a case of mistaken identity. Called the owner to see of we could check in early and she told me the reservation was canceled. I was devastated, but I knew it had to be a mistake. After about 30 Minutes of showing proof it was determined she had me confused with another guest. She apologized and we checked in successfully. The house was great, clean, and comfortable. It took about a day for the pool heat to function properly but after that the pool and jacuzzi were great. Oh and the washing machine did not work properly. Overall After day 1 Jennifer and Kevin were so accommodating and nice. My family and I really enjoyed staying in this property and it is really close to the disney parks!!!! We would definitely stay again!!!

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$229

MINUTES TO WALT DISNEY WORLD'S FRONT GATE

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$160

Remodeled 3/2 condo minutes from the Parks, shopping and entertainment

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$171

Responds fast! avg. 3 hours 8 minutes

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$149

The Orlando Lodge

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Fun in the sun” Very nice- with 2 masters, and a nice layout. Clean home with nice pool- the kitchen had only the basics and you will need to provide dish soap, cleaners, TP and garbage bags. Our only issue was parking- be warned, if you have more than one car, you will need to find parking- we had a travel trailer, and didn't know we would not be able to park on the street- we ended up renting a storage space down the road. The neighbors were not very nice about it. Gary was great, and so was his rental management.

Responds fast! avg. 3 hours 10 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$141

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.

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$137

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$336

Wyndham's Bonnet Creek 2 BD/2BA Deluxe Villa

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Bonnet Creek is our favorite resort in the entire area” Awesome stay as usual! The little extras are above and beyond any other place in the area. The live music, fun bartenders, games for the kids and outstanding accommodations, along with several pools, game rooms, grills etc. You couldn't ask for more in a resort

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$163

Westgate Lakes Resorts

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$224

Marriott's Royal Palms Resort Orlando Near Disney

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$171

Vacation Villa near Disney with Wireless Internet.

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Shared outdoor pool (unheated), City breaks

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Price per night from

$115

Superb 4 Bedroom Home, just 3 minutes from Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Clean, comfortable and convenient” This home was perfect for us. We took our two teenage daughters with friends. The house has everything you need, it’s very clean and close to all of the Disney parks. The garage is full of games and the pool and spa are an added bonus.

Responds fast! avg. 2 hours 38 minutes

1 of 3 match: Rental types, Shared outdoor pool (unheated), City breaks

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Price per night from

$212

Donald Duck's Condo

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Chrismas holidays at Donald Ducks condo” Windsor Hill was exacly what we wanted ,a clean and safe place to stay with lots to do for the teenagers.The pool area his fantastic. The condo was greate for 6 adults ,beds were super comfortable.All the aminities were there in good working order, the free long distance calling was practical at new year. I have only one comment to make we could of used a few more plate and utensel in the kitchen we were always doing the dishes.We will be back.

1 of 3 match: Rental types, Shared outdoor pool (unheated), City breaks

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Price per night from

$178

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$108

❤️ NEWLY Contructed 2 BR Near Disney, Universal and OCC ❤️

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Shared outdoor pool (unheated), City breaks

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Price per night from

$161

Fresh PvtPool House NO CARPET °o° Disney Area

Intercession City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$224

Great Condo Incredible Location

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 3 match: Rental types, Shared outdoor pool (unheated), City breaks

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Price per night from

$109

Charming Townhouse ✨ 2 King Suites ✨ 10 Mins to Disney ✨ Free Parking

Orlando townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Shared outdoor pool (unheated), City breaks

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Price per night from

$229

1 week Westgate Resort Studio in Orlando_Sleeps 4

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$107

Marriott's Cypress Harbour Orlando, Florida

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$178

Marriott's Grande Vista - Two Bedroom Condo - Sleeps 8

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$353

Marriott's Grande Vista - Two Bedroom Condo - Sleeps 8

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$234

Marriott's Grande Vista - Three Bedroom Condo - Sleeps 12

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$405

Marriott's Grande Vista - Three Bedroom Condo - Sleeps 12

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$484

Marriott's Grande Vista - Two Bedroom Condo - Sleeps 8

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$274

Marriott's Grande Vista - Three Bedroom Condo - Sleeps 12

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Rental types, City breaks, Shared outdoor pool (unheated)

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Price per night from

$405

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 33 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$247

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.

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$395

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$573

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

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$265

Disney's Saratoga Springs Resort & Spa

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$401

Beautiful Lakeside Villa With Pool; WiFi

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$213

8bd/6ba from $300/nt with lake view, close to Disney

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, City breaks

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Price per night from

$344

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