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Kissimmee Vacation Rentals

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  4. Kissimmee

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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.
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Price and Availability in Kissimmee

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The cheapest day to stay at a vacation rental in Kissimmee tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in Kissimmee tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.
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 March. Kissimmee has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
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The Weather in Kissimmee

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94° 62°
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95° 69°
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This climate histogram shows you the weather patterns in Kissimmee. The hottest month in Kissimmee is May, when temperatures peak at 102 ˚F. The coolest month is November, when temperatures drop to 32 ˚F. The wettest month in Kissimmee is July with 2.81 inches of rain, while the driest month is October with 0.04 inches of rain.

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What Expert Travelers Think

  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
    Visit Alli Sims

  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
    Visit Coco Travels

  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
    LTL Mandarin School

Vacation Rentals in Kissimmee

Browse rentals from all your favorite providers including Airbnb, RedAwning, Priceline and many more at AllTheRooms.com. We have 130,113 vacation rentals, hotels and other places to stay in Kissimmee ranging from inexpensive options to luxury places to stay. The average price of an accommodation is $640 per night.

If you want internet access during your stay in Kissimmee, then you can choose from over 33,702 places to stay that have WiFi internet. 967 places to stay include a breakfast. Choose from 21,461 places to stay that provide gym options, so you don't miss a single workout. If you are driving to Kissimmee, you'll want to pick from 30,534 places to stay that provide parking. We track 33,005 places to stay that have a pool or jacuzzi.

AllTheRooms has 2,920 pet-friendly places to stay in Kissimmee, so if you're traveling with your pet you won't have any trouble.

We combine a wide variety of Kissimmee accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 6 providers, including 29,649 places to stay from Airbnb, 3,363 accommodations from RedAwning and 2,441 places to stay from Priceline.

31,000 of our accommodations in Kissimmee have been reviewed by previous guests. They rated 18% as excellent or good. 55,420 places to stay in are instantly bookable.

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