Kissimmee Vacation Rentals

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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.

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.

The Weather in Kissimmee

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99° 71°
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96° 69°
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94° 74°
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96° 69°
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91° 67°
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88° 45°
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85° 41°
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84° 39°
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88° 46°
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91° 42°
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90° 53°
1
95° 66°
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Rainy days

This climate histogram shows you the weather patterns in Kissimmee. The warmest months in Kissimmee are July and April, when temperatures reach 99 ˚F. The coolest month is December, when temperatures drop to 39 ˚F. The wettest month in Kissimmee is May with 3.55 inches of rain, while the driest month is February with 0.44 inches of rain.

What Expert Travelers Think

  • — 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
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker

Vacation Rentals in Kissimmee

Choose the perfect accommodation for your vacation at AllTheRooms.com. We compare Airbnb, RedAwning, Priceline and many more. AllTheRooms has 130,113 rentals, hotels and other great places to stay during your time in Kissimmee, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. An average accommodation in Kissimmee costs on average $640 per night.

Those looking to get some work finished during their trip to Kissimmee can choose from 33,702 places to stay that have WiFi. We have 967 accommodations that come with breakfast included. Choose from 21,461 accommodations that provide gym options, so you don't miss a single workout. Driving to Kissimmee? Then choose one of the 30,534 places to stay that comes with a parking spot included. 33,005 places to stay come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 2,920 accommodations that are designated as pet-friendly.

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 accommodations in Kissimmee have been reviewed; 18% are rated highly. 55,420 accommodations allow instant booking.

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