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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.

$85 SGD per night
  1. Private room
  2. Kissimmee
Single Private Bedroom with a Queen Bed (Room 3)

Relax with the whole family at this peaceful place to stay.

$47 SGD per night
  1. Entire villa
  2. Kissimmee
Casa near Disney: 5 bed/3 bath lakefront pool home

Come in, relax and enjoy yourself in our 5 bedroom, 3 bathroom lakefront pool home in beautiful guard-gated Lake Berkley resort near Disney World. It’s the ideal: - Family Retreat, with pool, beds for 12 and plenty of children’s amenities. - Grown-up getaway with a spa, sophisticated furnishings, deluxe master suite, proximity to shopping, dining and more. - Business accommodation with secure WiFi, long distance calling, desk and comfy office chair so you can finish work and get back to fun!

$208 SGD per night

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 Park38 locals recommend
Photo of Medieval Times Dinner & Tournament Events
Medieval Times Dinner & Tournament Events96 locals recommend
Photo of Skate Reflections
Skate Reflections4 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 #2
$174 SGD per night
  1. Entire villa
  2. Orlando
Family Villa Orlando, FL, Disney
$152 SGD per night
SUPERHOST
  1. Private room
  2. Kissimmee
Cozy Bedroom Close to Disney World
$51 SGD per night
SUPERHOST
  1. Private room
  2. Kissimmee
Cozy Suite at Compass Bay Resort
$61 SGD per night
SUPERHOST
  1. Entire home
  2. Kissimmee
Beautiful Bright And Cozy 3•Bedroom🏡 Lovely Home
$195 SGD per night
SUPERHOST
  1. Entire apartment
  2. Kissimmee
Adventure Awaits at Calypso Cay - 2 Bedroom Condo!
$141 SGD per night
  1. Entire guest suite
  2. Kissimmee
Cozy 1 BDR Suite; Close to major attractions
$99 SGD per night
  1. Private room
  2. Orlando
Cheerful and Cosy master bedroom
$69 SGD per night
SUPERHOST
  1. Entire home
  2. Kissimmee
Great home near Disney World for affordable rentals
$119 SGD per night
SUPERHOST
  1. Private room
  2. Kissimmee
Private Bedroom, 8 Mins to Disney Main Gate #1
$93 SGD per night
SUPERHOST
  1. Private room
  2. Kissimmee
Comfortable bedroom near Disney
$53 SGD per night
SUPERHOST
  1. Entire townhouse
  2. Kissimmee
Disney World Vacation Home - The Mouse Townhouse #1
$169 SGD per night
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Nearby destinations