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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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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

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    Jeff CampbellMiddle Class Dad
    Middle Class Dad

  • — I love AllTheRooms because it enables me to compare a range of providers in just one search. I'd normally spend time checking prices across a range of platforms by visiting different websites one-by-one, so this helps me to save time on my accommodation searches while planning my upcoming trips

    Kacie Morgan
    Kacie MorganThe Rare Welsh Bit
    The Rare Welsh Bit

  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

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Vacation Rentals in Kissimmee

At AllTheRooms.com we have accommodations from all of your favorite providers - Airbnb, RedAwning, Priceline and more. We have 130,113 vacation rentals, hotels and other places to stay in Kissimmee ranging from budget options to extravagant places to stay. A typical rental in Kissimmee costs on average $640 a night.

If you have to have internet access during your stay in Kissimmee, then you can choose from over 33,702 places to stay that provide WiFi internet. We have 967 accommodations that include a breakfast included. You can keep up with your workout regime by staying at one of 21,461 accommodations that provide gym facilities. Driving to Kissimmee? Then choose one of the 30,534 places to stay that comes with a parking spot included. We have 33,005 accommodations that have a pool or jacuzzi.

If you're traveling with your best friend, then make sure to select one of the 2,920 pet-friendly accommodations available.

In Kissimmee AllTheRooms currently compares hotels, vacation rentals, hostels from more than 6 providers, including 29,649 places to stay from Airbnb, 2,441 accommodations from RedAwning and 2,441 places to stay from Priceline.

31,000 of our rentals in Kissimmee have been rated by previous guests. They rated 18% as excellent or good. 55,420 accommodations allow instant booking.

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