Find Vacation Rentals in Kissimmee

Kissimmee
Anytime
Guests

Popular Kissimmee Vacation Rentals

Find the perfect Kissimmee vacation rental

House Kissimmee
e.g. 8/27 - 9/3 (Sat - Sat)
$171 per night
House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
Details
House Kissimmee
e.g. 3/25 - 4/1 (Sat - Sat)
-43%
$374
$213 per night
House ∙ 10 guests ∙ 4 bedrooms
4.7
"Outstanding" (14 ratings)
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
Details
House Kissimmee
e.g. 9/10 - 9/17 (Sat - Sat)
-42%
$372
$215 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
"Very good" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
Details
House Kissimmee
e.g. 10/22 - 10/29 (Sat - Sat)
-44%
$374
$210 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
"Outstanding" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
Details
Villa Kissimmee
e.g. 9/7 - 9/14 (Wed - Wed)
$186 per night
Villa ∙ 14 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
Details
House Kissimmee
e.g. 11/11 - 11/18 (Fri - Fri)
$297 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (78 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
HomeToGo
Details
House Kissimmee
e.g. 1/7 - 1/14 (Sat - Sat)
$224 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
"Outstanding" (21 ratings)
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
Details
House Kissimmee
e.g. 1/14 - 1/21 (Sat - Sat)
-17%
$212
$176 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
Details
Villa Kissimmee
e.g. 4/29 - 5/6 (Sat - Sat)
-47%
$615
$327 per night
Villa ∙ 13 guests ∙ 6 bedrooms
5.0
"Excellent" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
Details
View more

Vacation rentals with Wi-Fi

House Internet Kissimmee
e.g. 10/22 - 10/29 (Sat - Sat)
-44%
$374
$210 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
"Outstanding" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
HomeToGo
Details
House Internet Kissimmee
e.g. 1/7 - 1/14 (Sat - Sat)
$224 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
"Outstanding" (21 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
HomeToGo
Details
House Internet Kissimmee
e.g. 11/5 - 11/12 (Sat - Sat)
-48%
$283
$147 per night
House ∙ 4 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
Internet
Details
HomeToGo
Details
View more

Vacation rentals and apartments with air conditioning

House Aircondition Kissimmee
e.g. 9/3 - 9/10 (Sat - Sat)
-53%
$372
$176 per night
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
HomeToGo
Details
House Aircondition Kissimmee
e.g. 3/25 - 4/1 (Sat - Sat)
-39%
$349
$213 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
"Outstanding" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
HomeToGo
Details
Villa Aircondition Kissimmee
e.g. 12/3 - 12/10 (Sat - Sat)
-28%
$346
$251 per night
Villa ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (13 ratings)
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
HomeToGo
Details
View more

Apartments and vacation rentals with a kitchen

House Kitchen Kissimmee
e.g. 10/15 - 10/22 (Sat - Sat)
$414 per night
House ∙ 18 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
HomeToGo
Details
House Kitchen Kissimmee
e.g. 9/24 - 10/1 (Sat - Sat)
-48%
$306
$159 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
HomeToGo
Details
House Kitchen Kissimmee
e.g. 9/4 - 9/11 (Sun - Sun)
-73%
$770
$210 per night
House ∙ 10 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
HomeToGo
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 $95 per night.

Is there a wide selection of vacation rentals in Kissimmee?

Currently, there are 22,353 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