Vacation Rentals & House Rentals in Kissimmee

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118 house rentals

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

Match: Sea view Golf course on site or within 15 min walk

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Price per night from

$1,030

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1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, 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: Sea view, 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: Sea view, Golf course on site or within 15 min walk

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Price per night from

$457

Windsor Palms Resort Condo Taina

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$132

LUXURY DREAMS DISNEY HOUSE PRIVATE POOL SPA GAMEROOM

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$400

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: Sea view, Golf course on site or within 15 min walk

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Price per night from

$401

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

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$916

Bella Life Dream

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$189

The Florida Pad

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$122

SunnyDay

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 16 minutes

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$132

⭐Affordable Crystal Cove Villa 7 Bedroom & Near Disney⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$265

1 of 2 match: Sea view, 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: Sea view, Golf course on site or within 15 min walk

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Price per night from

$142

Quiet and Convenient In Golf Community Near Attractions And Airport

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$201

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

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, 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: Sea view, 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: Sea view, Golf course on site or within 15 min walk

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Price per night from

$228

4 Bed/3 bath Condo with only 2 miles to Disney

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$132

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, 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: Sea view, Golf course on site or within 15 min walk

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Price per night from

$103

1 Bedroom Resort Condo in the Heart of Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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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: Sea view, Golf course on site or within 15 min walk

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Price per night from

$287

Dazzling 3 BR/2 BA Ground Floor Condo Near Disney

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$155

Beautiful Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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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: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$401

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$172

Westgate Town Center

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$201

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

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$401

Orlando Comfort, Splash and FUN

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Sea view, 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: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$408

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

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$212

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: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$343

Your Own Private Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$207

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

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$286

Clean and welcoming cul-de-sac on golf course, close to Orlando attractions

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

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

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$108

⭐⭐⭐Disney Contemporary 3 ⭐⭐⭐

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Cheerleading Comp” We had a great time and the house was more then we could ask for. There was so much room the beds were all very comfortable . The house was clean it ready for our stay on time. The pool was clean large area to sit and relax. The rooms were large and had lots of room for your things. The area is very quiet and close to everything. I will for sure rent this home again in the future and would recommend to friends and family.

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$281

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