Find Vacation Rentals in Kissimmee

We have 31,272 properties to choose from
Kissimmee
Anytime
Guests

Popular Kissimmee Vacation Rentals

Find the perfect Kissimmee vacation rental

House Kissimmee
$162 per night
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
Villa Kissimmee
$282 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Kissimmee
$329 per night
House ∙ 15 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Kissimmee
$132 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Kissimmee
$273 per night
House ∙ 15 guests ∙ 6 bedrooms
4.9
"Excellent" (175 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Kissimmee
$210 per night
House ∙ 12 guests ∙ 6 bedrooms
4.6
"Outstanding" (127 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
Villa Kissimmee
$184 per night
Villa ∙ 10 guests ∙ 5 bedrooms
4.5
"Outstanding" (176 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Kissimmee
$177 per night
House ∙ 7 guests ∙ 3 bedrooms
4.8
"Excellent" (84 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
House Kissimmee
$177 per night
House ∙ 4 guests ∙ 5 bedrooms
4.9
"Excellent" (117 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
Details
Details
View more

Vacation rentals with Wi-Fi

Condo Internet Kissimmee
$109 per night
Condo ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (167 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
Vrbo
Details
Details
House Internet Kissimmee
$137 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (20 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
Vrbo
Details
Details
House Internet Kissimmee
$186 per night
House ∙ 10 guests ∙ 4 bedrooms
4.1
"Very good" (57 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
Vrbo
Details
Details
View more

Vacation rentals and apartments with air conditioning

House Air conditioning Kissimmee
$197 per night
House ∙ 11 guests ∙ 5 bedrooms
4.8
"Excellent" (247 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
Villa Air conditioning Kissimmee
$168 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
Villa Air conditioning Kissimmee
$117 per night
Villa ∙ 8 guests ∙ 3 bedrooms
4.8
"Excellent" (66 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
View more

Apartments and vacation rentals with a kitchen

Villa Kitchen Kissimmee
$196 per night
Villa ∙ 10 guests ∙ 5 bedrooms
4.5
"Outstanding" (31 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Vrbo
Details
Details
House Kitchen Kissimmee
$178 per night
House ∙ 8 guests ∙ 4 bedrooms
4.2
"Very good" (33 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Vrbo
Details
Details
Villa Kitchen Kissimmee
$182 per night
Villa ∙ 8 guests ∙ 4 bedrooms
4.5
"Outstanding" (50 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 $79 per night.

Is there a wide selection of vacation rentals in Kissimmee?

Currently, there are 31,272 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

What are the trendiest neighborhoods in Kissimmee?

image-tag