Vacation Rentals & House Rentals in Kissimmee

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142 house rentals

Orange Lake Resort Kissimee FL

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$377

Westgate Town Center

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$201

Beautiful Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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

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Price per night from

$156

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$172

River Island - North - East - West Villages at Orange Lake

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$246

❤ 9 miles to Disney World - Beautiful 4 Bedroom Townhome at Storey Lake ❤

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$213

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

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Price per night from

$189

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1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$457

Windsor Palms Resort Condo Taina

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$916

Bella Life Dream

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$189

The Florida Pad

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$122

SunnyDay

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 16 minutes

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

1 of 2 filters match

Price per night from

$132

Quiet and Convenient In Golf Community Near Attractions And Airport

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$201

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

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$143

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

1 of 2 filters match

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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$265

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

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 15 minutes

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

1 of 2 filters match

Price per night from

$108

Dazzling 3 BR/2 BA Ground Floor Condo Near Disney

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$155

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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$177

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

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$132

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

1 of 2 filters match

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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

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: Boat 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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

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: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$401

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

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

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

1 of 2 filters match

Price per night from

$206

Westgate vacation villa

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$343

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

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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

1 of 2 filters match

Price per night from

$148

Minions Retreat, Disney are our neighbors. Free 5g WIFI

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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

1 of 2 filters match

Price per night from

$103

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rentals in Kissimmee

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