How much does a vacation rental in Kissimmee cost?

$181 per night is how much a vacation rental in Kissimmee costs, on average. $34 per night was the cheapest price recently found by our users, though anything for $132 per night or less is a good deal. Keep in mind that Kissimmee vacation rental prices fluctuate throughout the year: the most expensive month to book is December, and the cheapest time to book is May.

What part of Kissimmee is best to stay in?

The best neighborhood to stay in Kissimmee is Downtown, according to our user data. 97% of our users who looked for vacation rentals in Kissimmee searched for properties in the Downtown area. If you’re also interested in booking a vacation rental in Downtown, consider the 1 BD Apt close to Disney/Universal/Shopping/Dining - the neighborhood’s most popular rental property.

Are there any Resort vacation rentals in Kissimmee?

At the moment, there are 346 properties listed as a Resort vacation rental in Kissimmee. A popular Resort in Kissimmee amongst our users is Disney's All-Star Sports Resort.

Vacation rentals in Kissimmee

Search and compare Kissimmee, FL vacation rentals from hundreds of travel sites on HotelsCombined and save.

Travel insights for vacation rentals in Kissimmee

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Kissimmee.

What is the cheapest month to book a vacation rental in Kissimmee?

The cheapest month to book a vacation rental in Kissimmee is September ($113). Conversely, the most expensive month to stay in Kissimmee is December ($363).

What is the cheapest day to stay in a vacation rental in Kissimmee?

The cheapest day to stay in Kissimmee is Sunday ($115). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $194.

How far ahead should you book a vacation rental in Kissimmee?

Save money by booking a vacation rental at least 19 days before your trip to Kissimmee. The lowest price found when booking 19 days ahead was $88 per night.

Cheapest vacation rentals in Kissimmee, Florida

These Kissimmee properties charge the lowest price per night of those we've come across. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.

Other accommodations in Kissimmee

Find the perfect vacation rental for your stay in Kissimmee. There are 19,984 hotels in Kissimmee and price data was last updated on May 7, 2025. The average price for a hotel in Kissimmee is $180/night.

Where to stay in Kissimmee

Explore different neighborhoods and areas within Kissimmee to find the perfect location for your stay. Map data was last updated on May 7, 2025.

Scroll through the map to find vacation rentals close to the Kissimmee neighborhood(s) you plan on visiting. Users can click on a vacation rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

Facts about staying in Kissimmee

Find useful tips and insights about staying in Kissimmee to help you make the most of your experience. FAQs were last updated on May 7, 2025.

How much does a vacation rental in Kissimmee cost?

What part of Kissimmee is best to stay in?

Are there any Resort vacation rentals in Kissimmee?

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