How much does a holiday rental in Kissimmee cost?

$192 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 $168 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 November, and the cheapest time to book is October.

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

Use these up-to-date, data-driven insights about booking a holiday rental in Kissimmee including ideal times to book, pricing trends, and more.

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

The cheapest month to book a vacation rental in Kissimmee is January ($144). Conversely, the most expensive month to stay in Kissimmee is March ($239).

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

The cheapest day to stay in Kissimmee is Monday ($165). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $471.

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 $90 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 15,953 hotels in Kissimmee and price data was last updated on 8 December 2025. The average price for a hotel in Kissimmee is $191/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 8 December 2025.

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 8 December 2025.

How much does a holiday rental in Kissimmee cost?

Are there any Resort holiday rentals in Kissimmee?

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