Find Vacation Rentals in Kissimmee

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Popular Kissimmee Vacation Rentals

Find the perfect Kissimmee vacation rental

House Kissimmee
from $192 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Kissimmee, Osceola County, Florida, United States
Vrbo
Details
Resort Kissimmee
from $111 per night
Resort ∙ 127 guests ∙ 3 bedrooms
4.2
Very good
Kissimmee, Osceola County, Florida, United States
Agoda
Details
Resort Kissimmee
from $91 per night
Resort ∙ 127 guests ∙ 1 bedroom
4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Agoda
Details
House Kissimmee
from $125 per night
House ∙ 8 guests ∙ 4 bedrooms
4.4
Very good(6 ratings)
Kissimmee, Osceola County, Florida, United States
Vrbo
Details
House Kissimmee
from $254 per night
House ∙ 14 guests ∙ 5 bedrooms
4.9
Outstanding(19 ratings)
Kissimmee, Osceola County, Florida, United States
Vrbo
Details
Resort Kissimmee
from $103 per night
Resort ∙ 10 guests ∙ 1 bedroom
4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Agoda
Details
Villa Kissimmee
from $109 per night
Villa ∙ 10 guests ∙ 5 bedrooms
4.9
Outstanding(106 ratings)
Kissimmee, Osceola County, Florida, United States
Vrbo
Details
House Kissimmee
from $95 per night
House ∙ 6 guests ∙ 3 bedrooms
3.3
(28 ratings)
Kissimmee, Osceola County, Florida, United States
Vrbo
Details
House Kissimmee
from $136 per night
House ∙ 12 guests ∙ 6 bedrooms
4.6
Excellent(124 ratings)
Kissimmee, Osceola County, Florida, United States
Vrbo
Details
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Vacation rentals with Wi-Fi

House  Kissimmee
from $232 per night
House ∙ 16 guests ∙ 7 bedrooms
4.6
Excellent(86 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Vrbo
Details
House  Kissimmee
from $239 per night
House ∙ 14 guests ∙ 7 bedrooms
4.7
Excellent(13 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Vrbo
Details
House  Kissimmee
from $151 per night
House ∙ 9 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Internet
Vrbo
Details
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Vacation rentals and apartments with air conditioning

House  Kissimmee
from $100 per night
House ∙ 6 guests ∙ 3 bedrooms
3.5
Good(4 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Vrbo
Details
Villa  Kissimmee
from $160 per night
Villa ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding(92 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Vrbo
Details
House  Kissimmee
from $124 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(46 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Vrbo
Details
Show 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 $92 per night.

Is there a wide selection of vacation rentals in Kissimmee?

Currently, there are 29,100 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

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