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Holiday rentals in Kissimmee

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Entire apartment
  2. Kissimmee
Incredible Family Fun at Calypso Cay - 1 BR

Calypso Cay Resort is a family-friendly, Caribbean-themed Kissimmee property and is located famous for…Walt Disney World® Resort, Universal Studios® and Sea World®. The awesome amenities at Calypso Cay Resort include: 18 holes of mini golf, 3 outdoor heated pools, 2 are zero entry, 2 hot tubs, 3 water slides, License To Chill Tiki Bar & Grill, sand volleyball, lighted basketball, family grilling areas and covered cabanas, Dunkin’ Donuts, fitness room, game room, FREE WIFI and parking.

SUPERHOST
  1. Private room
  2. Kissimmee
JK Sunset 1

Perfect place to stay, close to almost every thing. Peaceful and clean!

SUPERHOST
  1. Entire apartment
  2. Kissimmee
RESORT (02) NEAR DISNEY PARKS

Single apartment with all amenities, in excellent location, close to DISNEY Parks, and many restaurants and shops, with access to major communication routes in the city

Holiday rentals for every style

Get the amount of space that is right for you.

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Stay near Kissimmee's top sights

Photo of Kissimmee Lakefront Park
Kissimmee Lakefront Park37 locals recommend
Photo of Medieval Times Dinner & Tournament
Medieval Times Dinner & Tournament96 locals recommend
Photo of Skate Reflections
Skate Reflections3 locals recommend
Photo of Silver Spurs Arena
Silver Spurs Arena3 locals recommend
Photo of Give Kids The World Village
Give Kids The World Village3 locals recommend
Photo of Osceola Heritage Park
Osceola Heritage Park5 locals recommend

Other great holiday rentals in Kissimmee

SUPERHOST
  1. Entire townhouse
  2. Kissimmee
Disney World Vacation Home - The Mouse Townhouse #3
  1. Entire serviced apartment
  2. Kissimmee
1-Bedroom at Vacation Village Resort near Disney
SUPERHOST
  1. Entire home
  2. Kissimmee
South Facing Pool Home! 5 Miles from Disney
  1. Entire villa
  2. Kissimmee
Casa near Disney: 5 bed/3 bath lakefront pool home
SUPERHOST
  1. Private room
  2. Kissimmee
Cozy Suite at Compass Bay Resort
SUPERHOST
  1. Private room
  2. Kissimmee
Cozy Bedroom Close to Disney World
SUPERHOST
  1. Entire home
  2. Kissimmee
3 bedroom Orlando Florida pool home
  1. Private room
  2. Orlando
Cheerful and Cosy master bedroom
SUPERHOST
  1. Entire home
  2. Kissimmee
Great home near Disney World for affordable rentals
SUPERHOST
  1. Entire townhouse
  2. Kissimmee
Disney World Vacation Home - The Mouse Townhouse #1
SUPERHOST
  1. Private room
  2. Kissimmee
Star Wars Room at Compass Bay Resort
  1. Private room
  2. Kissimmee
Beautiful, family-friendly, spacious resort villa.