Kissimmee Vacation Rentals

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Our Favorite Vacation Rentals in Kissimmee

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.

Kissimmee Vacation Rentals with Pool

See all deals in Kissimmee with a pool

Price and Availability Index in Kissimmee

Most expensive

Most availability

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

87º 36º

1.77

86º 43º

2.75

87º 36º

1.77

96º 46º

0.22

96º 52º

3.25

87º 36º

1.77

95º 72º

8.73

95º 73º

5.22

94º 72º

8.47

92º 45º

0.62

85º 50º

0.15

86º 1º

0.54

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Dec

Rainy days

This climate histogram shows you the weather patterns in Kissimmee. The warmest months in Kissimmee are September and August, when temperatures reach 96 ˚F. The coolest month is December, when temperatures drop to 1 ˚F. The wettest month in Kissimmee is July with 8.73 inches of rain, while the driest month is November with 0.15 inches of rain.

Vacation Rentals in Kissimmee

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Homeaway, Airbnb, VRBO and more. AllTheRooms has 96351 vacation rentals, hotels and other great places to stay during your time in Kissimmee, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. A trip to Kissimmee can be affordable - our lowest price accommodation is available at $null per night. The average price of accommodation in is $237 per night.

Those looking to get some work done during their trip to Kissimmee can pick from 34183 places to stay that provide WiFi. 428 of our accommodations in include a breakfast in the price. Choose from 15621 places to stay that provide gym facilities, so you won't miss a single workout. If you are driving to Kissimmee, you'll want to pick from 26711 places to stay that provide parking. We have 17719 places to stay that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 2113 accommodations that are designated as pet-friendly.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from 9 providers in Kissimmee, including 14998 places to stay from Homeaway, 14423 accommodations from Airbnb and 3039 places to stay from VRBO

18722 of our accommodations in Kissimmee have been reviewed and rated. 16% are rated excellent or good. 47235 places to stay in are instantly bookable.

Destinations near Kissimmee

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