How much does a holiday rental in Kissimmee cost?

$199 per night is how much a holiday rental in Kissimmee costs, on average. $46 per night was the cheapest price recently found by our users, though anything for $173 per night or less is a good deal. Keep in mind that Kissimmee holiday rental prices fluctuate throughout the year: the most expensive month to book is December, and the cheapest time to book is March.

Are there any Resort holiday rentals in Kissimmee?

If you’re looking to book a Resort holiday rental in Kissimmee, then you have 346 to choose from. We recommend looking at Maingate Lakeside Resort as it’s currently the most popular Resort rental among our users.

Holiday hires in Kissimmee

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

Travel insights for holiday rentals 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 May ($158). Conversely, the most expensive month to stay in Kissimmee is December ($354).

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

The cheapest day to stay in Kissimmee is Tuesday ($155). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $280.

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

Save money by booking a vacation rental at least 25 days before your trip to Kissimmee. The lowest price found when booking 25 days ahead was $89 per night.

Cheapest holiday rentals in Kissimmee, Florida

At the moment, these holiday rentals offer the lowest nightly rate out of those we've come across in Kissimmee. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.

Other accommodations in Kissimmee

Find the perfect holiday rental for your stay in Kissimmee. There are 15,577 hotels in Kissimmee and price data was last updated on 22 January 2026. The average price for a hotel in Kissimmee is $199/night.

Where to stay in Kissimmee

Explore different neighbourhoods and areas within Kissimmee to find the perfect location for your stay. Map data was last updated on 22 January 2026.

Use the map to find holiday rentals in Kissimmee that are close to the points of interest you'll be frequenting. Users can click on a holiday 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 22 January 2026.

How much does a holiday rental in Kissimmee cost?

Are there any Resort holiday rentals in Kissimmee?

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