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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.

A Local's Guide to Kissimmee Vacation Rentals

The often overlooked jewel of central Florida, Kissimmee offers traveler’s all of the perks and Disney Parks access of Orlando with the added benefit of outdoor adventures along Lake Toho (Lake Tohopekaliga).

The lovely town of Kissimmee is located in Osceola County, Florida just a mere 11 miles from Walt Disney World and 19 miles from Universal Studios, making it the perfect rental destination for families looking for a mix of park access and relaxation.

Family Activities

The community in Kissimmee is family-oriented and there are plenty of off-the-beaten-path activities to do to keep the whole family entertained.

An ideal day in Kissimmee, Florida includes a trip to Disney World with the family, a tour of the Kennedy Space Center, and an unforgettable fan boat experience on Lake Tohopekaliga. Other popular experiences in Kissimmee include scenic treetop zip line tours, hot air balloon adventures, and of course boutique shopping in Kissimmee’s charming downtown area.

When to Book

The classic Florida scene of sunshine and palm trees makes Kissimmee the perfect winter getaway during the bitter cold months of the year. During the summer months, Kissimmee is the ideal destination to avoid the crowds of Orlando, while having access to Florida’s best theme parks.

Price and Availability Index in Kissimmee

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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

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0.16
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This climate histogram shows you the weather patterns in Kissimmee. The hottest month in Kissimmee is June, when temperatures peak at 95 ˚F. The coolest month is March, when temperatures drop to 37 ˚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.

What Expert Travelers Think

Vacation Rentals in Kissimmee

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, Homeaway, redawning and more. We have 108,109 vacation rentals, hotels and other accommodation types in Kissimmee ranging from budget options to luxury places to stay. A typical accommodation in Kissimmee costs on average $232 per night.

If you need an internet connection during your stay in Kissimmee, then you can choose from over 33,587 places to stay that provide WiFi internet. 382 of our accommodations in include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 15,960 accommodations that have gym facilities. If you're planning on arriving in Kissimmee by car, be sure to choose from 27,172 accommodations that provide parking. 20,606 accommodations come with a pool or jacuzzi

AllTheRooms has 2,286 pet-friendly places to stay in Kissimmee, so if you're travelling with your cat or dog you won't have any trouble.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from 9 providers in Kissimmee, including 15,980 places to stay from Airbnb, 11,728 accommodations from Homeaway and 3,810 places to stay from redawning

19,739 of our places to stay in Kissimmee have been rated by previous guests. They rated 16% as excellent or good. 48,910 accommodations allow instant booking.

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