Vacation Rentals & House Rentals in Kissimmee

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186 house rentals

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: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$400

Dazzling 3 BR/2 BA Ground Floor Condo Near Disney

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$155

Your Own Private Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$206

King Palmilla

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

“Great weekend” My family truly enjoyed the stay. The house had a lot more supplies as far as kitchen and grill items. Responsive owner. The kids loved the pool, game room and theatre. It is as pictured. Will definitely be back

Responds fast! avg. 2 hours 21 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$916

Westgate Town Center

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$201

villanirvana

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Family trip” This was a wonderful trip and the house was magnificent. My family felt very at home and the pool was wonderful after a long hot day at the park.

Responds fast! avg. 3 hours 2 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$174

Chris and Sue's Disney Condo at Windsor Palms Resort

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 47 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$108

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$150

Large Villa / private game room/yard

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Family vacation” My family was very impressed with the villa. Property manager, George, was very helpful. I would recommend this villa to others. My family will definitely stay at this villa again

Responds fast! avg. 3 hours 15 minutes

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$190

Quiet and Convenient In Golf Community Near Attractions And Airport

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$201

Elegant Star Island Resort - 2 Bedroom 2 Bath Lockoff w/private balcony

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Bicycles available Golf course on site or within 15 min walk

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Price per night from

$275

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1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$132

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$75

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Perfect- it was better than what we had imagined.” The communication with the owner was what really surprised me. He was very responsive to all of my questions prior to our arrival. The house was very clean and in a great location. We were 15 minutes from Magic Kingdom and had many stores around the location of the house. I would not doubt to referred this home to anyone looking to spend a weekend in Orlando. We will definitely visit again!

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$458

LUXURY DREAMS DISNEY HOUSE PRIVATE POOL SPA GAMEROOM

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$400

Windsor Palms Resort Condo Taina

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$132

Windsor Palms Resort/southwestPool/GamesRoom/Gated

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Cozy and great location” Stayed for wife's birthday and it was great. Cozy home with all the extras. Big screen TV to watch the games, gameroom to keep the kids entertained, pool was nice size.10 to 15 mins away from the mouse named Mickey. I Will come again. Recommend 100%. Owner communication is superb...

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$401

Bella Life Dream

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$190

The Florida Pad

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$123

SunnyDay

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 16 minutes

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$132

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$265

⭐Affordable Crystal Cove Villa 7 Bedroom & Near Disney⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$265

Indian Ridge Villa includes a Grill, Pool, and Hot Tub

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$143

(205) Fantastic Condo, Overlooking Pool - Just 2 miles from Disney!

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$108

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

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$177

“A Magical Stay” What's not to love about this home! First and foremost Brandie herself is a genuine person who really cares about the people who stay at her home. From the initial contact of a personal phone call, to her follow ups on every little question, to her wishing us a safe trip to a thank you and welcome home at the end, Brandie is truly a great family person! The home itself was as described in other reviews and more. The location to the clubhouse could not have been better. A short walk down the path (100yds maybe) and the kids were relaxing by the lagoon pool! The added security of a gated community provided additional piece of mind even though you are only 5mins from Disney. The staff at the community became like family before we left. Friendly, cheerful, always willing to stop and talk about anything and everything! The home itself is exactly as pictured! Clean and comfortable made for it enjoyable to return home for afternoon breaks from the park. The Disney bedroom was the room of choice for our youngest! The downstairs bedroom provided a nice separation for our oldest to have her space when exhaustion took over:). We have rented homes before when traveling to Disney and Brandie's is at the top of the list! From location, ease of access, amenities, cleanliness, comfort and exceptional (what I will call) customer service and value, you won't find a better place to stay or person to work with then Brandie and her home!!! We will definitely be back again!!! Thanks Brandie :)

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$229

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$160

Renting condo,One mile to Disney's Animal Kingdom

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$104

1 Bedroom Resort Condo in the Heart of Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$172

Orlando Disney Vacation 1,2 & 3 Bedroom Condos at Orange Lake Resort

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

Beautiful Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$156

9Br/6Ba luxurious Pool House from $300/nt, Close To Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$402

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$172

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

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$402

Orlando Comfort, Splash and FUN

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$207

Westgate vacation villa

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$409

5 min to theme park! Resort style 3bedroom, POOL

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$213

StarWar Retreat 3D 12BR 11.5BA Villa Pool BBQ Near Disney Sleep 26

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 30

Responds fast! avg. 3 hours 58 minutes

1 of 2 match: Bicycles available, Golf course on site or within 15 min walk

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Price per night from

$343

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