Find Vacation Rentals in Kissimmee

We have 19,350 properties to choose from
Kissimmee
Anytime
Guests

Popular Kissimmee Vacation Rentals

Find the perfect Kissimmee vacation rental

House Kissimmee
$189 per night
House ∙ 12 guests ∙ 6 bedrooms
3.0
Kissimmee, Osceola County, Florida, United States
Details
Vacasa
Details
Details
House Kissimmee
$129 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Kissimmee
$136 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
Very good
Kissimmee, Osceola County, Florida, United States
Details
Vacasa
Details
Details
House Kissimmee
$185 per night
House ∙ 10 guests ∙ 4 bedrooms
4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Details
Vacasa
Details
Details
Villa Kissimmee
$98 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (33 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Kissimmee
$180 per night
House ∙ 12 guests ∙ 5 bedrooms
4.0
Very good
Kissimmee, Osceola County, Florida, United States
Details
Vacasa
Details
Details
House Kissimmee
$89 per night
House ∙ 6 guests ∙ 3 bedrooms
3.7
Good (20 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Kissimmee
$164 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (1 rating)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
Villa Kissimmee
$107 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (46 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
View more

Vacation rentals with Wi-Fi

Villa  Kissimmee
$154 per night
Villa ∙ 10 guests ∙ 4 bedrooms
4.8
Outstanding (126 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
Vrbo
Details
Details
House  Kissimmee
$114 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (19 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
Vrbo
Details
Details
House  Kissimmee
$213 per night
House ∙ 13 guests ∙ 6 bedrooms
5.0
Outstanding
Kissimmee, Osceola County, Florida, United States
Internet
Details
Vacasa
Details
Details
View more

Vacation rentals and apartments with air conditioning

Villa  Kissimmee
$97 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (41 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
Villa  Kissimmee
$121 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (75 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
House  Kissimmee
$92 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (58 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
View more

Apartments and vacation rentals with a kitchen

House  Kissimmee
$104 per night
House ∙ 9 guests ∙ 4 bedrooms
4.6
Excellent (13 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Vrbo
Details
Details
Villa  Kissimmee
$139 per night
Villa ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding (98 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Vrbo
Details
Details
House  Kissimmee
$93 per night
House ∙ 8 guests ∙ 3 bedrooms
4.2
Very good (27 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

How much does a night in a vacation rental cost in Kissimmee on average?

Prices for a stay in Kissimmee begin at $90 per night.

Is there a wide selection of vacation rentals in Kissimmee?

Currently, there are 19,357 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Kissimmee Information

About Kissimmee

Kissimmee is Central Florida's all access point. Just south of Orlando, Kissimmee is within reach of all the great Florida amusement parks like Disney World, Universal Studios and its Harry Potter park. It even holds many fun attractions of its own, so be sure not to just drive away to your park destination without checking it out first.

Things to Do in Kissimmee

Of course, Disney World, Universal Studios and the Wizarding World of Harry Potter are the hot places to be around Kissimmee, but did you know that Old Town in Kissimmee has fun of its own? Old Town hosts a car show on the weekend and has plenty carnival rides including a Ferris wheel. And that's besides the shopping and restaurant opportunities. Silver Spurs Arena holds exciting concerts and rodeos. Sick of the amusement park scene? Lake Tohopekaliga, called Lake Toho, has great bass fishing. For more adventure, go zip lining, fly in a hot air balloon or take a ride in an airboat to see alligators. See? Kissimmee has all sorts of activities up its sleeve.

Kissimmee Accomodations

Tripping's Kissimmee vacation rentals are all over the map; find a house on Lake Toho or downtown. From any Kissimmee rental you have access to all the great Florida attraction parks you want to visit. An Orlando rental might put you in the heart of the action, but for crowding's sake, you are better off staying in charming Kissimmee.

Popular Day Trips Near Kissimmee

Show more

What are the trendiest neighborhoods in Kissimmee?

image-tag