We use cookies to provide you with the best browsing experience. The data collected by cookies is used to optimise the website for our users and deliver an appropriate service and relevant information to you. By using our site we assume you’re aware and agree to use the cookies for this purpose.

Kissimmee Vacation Rentals

Kissimmee Travel Guide

Located just south of Orlando, Kissimmee is a small city with a big reputation for theme parks and world-class vacation rentals. Warm weather, endless activities for the kids, good food and a plenty of golf courses make the city a perfect family getaway.

Things to Do in Kissimmee

Kissimmee is known for its wealth of Airbnbs and other short-term vacation rental properties. Families looking for hotels stay up north in the Orlando, but families looking to escape the crowds but still have the parks at their fingertips tend to opt for larger homes and condos in Kissimmee. The rentals are generally spacious homes with private pools and easy access to nearby golf courses. Many sit on Lake Tohopekaliga and set guests up with gorgeous sunset views.

Best Time to Visit Kissimmee

Most visitors book their homes and condos in the winter to escape the northern cold and take in the Florida sun. The spring and fall are also nice and visitors benefit from offseason price dips. The summer is hot and humid and better avoided.

Price and Availability Index in Kissimmee

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
The most expensive month to stay in a vacation rental in Kissimmee is in July, while the cheapest month is in September. The most popular time to book a vacation rental in Kissimmee is in the high season in July. Kissimmee has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Kissimmee tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Kissimmee tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The weather in Kissimmee

83º
1.92
88º 47º
0.16
87º 37º
0.2
90º 51º
0.91
92º 61º
7.7
95º 70º
3.18
95º 72º
0.74
94º 71º
3.04
95º 73º
3.32
92º 52º
1.71
83º
1.92
87º 40º
2.03
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days
Powered by:

This climate histogram shows you the weather patterns in Kissimmee. The warmest months in Kissimmee are June and July, when temperatures reach 95 ˚F. The coolest month is December, when temperatures drop to 40 ˚F. The wettest month in Kissimmee is May with 7.7 inches of rain, while the driest month is February with 0.16 inches of rain.

Vacation Rentals in Kissimmee

Browse accommodations from all the best providers including Airbnb, Homeaway, VRBO and more at AllTheRooms.com. We have 916362 vacation rentals, hotels and other accommodation types in Kissimmee ranging from budget options to luxury places to stay. A trip to Kissimmee can be affordable - our lowest price accommodation is available at $null per night. On average, a place to stay in Kissimmee will cost you $236 per night.

Those looking to get some work done during their trip to Kissimmee can pick from 100326 places to stay that provide WiFi. We have 1251 accommodations that come with a breakfast included. You can keep up with your workout regime by staying at one of 48099 accommodations that provide gym facilities. If you are driving to Kissimmee, you'll want to pick from 80472 places to stay that provide parking. 56685 hotels and vacation rentals have a pool or jacuzzi.

AllTheRooms has 6699 pet-friendly places to stay in Kissimmee, so if you're travelling with your cat or dog you won't have any trouble.

We combine a wide variety of Kissimmee accommodations including vacation rentals, homestays, hostels and other unique places to stay into one easy search. We show results from more than 9 providers, including 46695 places to stay from Airbnb, 38871 accommodations from Homeaway and 8352 places to stay from VRBO.

172800 of our accommodations in Kissimmee have been reviewed and rated. 16% are rated excellent or good. You can instantly book any of 429183 places to stay right now.

Destinations near Kissimmee

Our providers