Search and compare Kissimmee, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.
Kissimmee, United States
7 May — 8 May2
...and more
Learn why travellers love HotelsCombined
Compare hotel ratings collected from thousands of user reviews.
One search gives you accurate pricing on affordable hotels.
Customie your results by hotel chain, amenities, price and more.
Search for hotels as many times as you want – for free.
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 October (₹ 808,211). Conversely, the most expensive month to stay in Kissimmee is December (₹ 1,866,866).
What is the cheapest day to stay in a vacation rental in Kissimmee?
The cheapest day to stay in Kissimmee is Sunday (₹ 778,766). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is ₹ 1,783,156.
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 ₹ 7,494 per night.
Discover affordable stays in Kissimmee that provide a quality experience without breaking the bank. Hotels in Kissimmee can be found for as low as ₹ 12,265 per night. There is currently one property in Kissimmee that can be booked for this price. High Point World Resort is one of the hotels that can be booked for the lowest price in Kissimmee. Price data was last updated on 30 April 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Kissimmee. If you have the flexibility, change the dates selected to compare prices.
Find the perfect holiday rental for your stay in Kissimmee. There are 20,196 hotels in Kissimmee and price data was last updated on 30 April 2025. The average price for a hotel in Kissimmee is ₹ 14,171/night.
Explore different neighbourhoods and areas within Kissimmee to find the perfect location for your stay. Map data was last updated on 30 April 2025.
Use the map to find vacation rentals in Kissimmee that are close to the points of interest you'll be frequenting. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.
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 30 April 2025.
How much does a holiday rental in Kissimmee cost?
A holiday rental in Kissimmee will cost ₹ 14,171 per night on average. However some users found rentals for as low as ₹ 2,265 per night. A good deal on a Kissimmee holiday rental would be anything for ₹ 10,143 per night or less. Keep in mind that booking December may be more expensive, whereas booking April is the cheapest month of the year to book.
Are there any Resort holiday rentals in Kissimmee?
346 Resort holiday rentals are available in Kissimmee. Based on our user data, the most popular is Magic Moment Resort And Kids Club - so we recommend seeing if this property is available for your travel dates before looking at other Resort options in Kissimmee.
Find better results for your stay in Kissimmee
Popular holiday destinations in Florida
Find holiday rentals in popular Florida cities that fit your unique needs
HotelsCombined and its partners wish to use cookies or similar technologies to store and/or access information on and about your device and process personal data such as your IP address, device identifiers etc., in order to improve your experience on the site, to analyse navigation, to offer and measure personalised advertising, and to facilitate sharing on social networks. We also allow the use of third-party cookies (including those from our advertising partners) on our sites.
By clicking 'Accept', you consent to your data being processed by 0 vendors on this web site for the purposes described in this notice. You can review the vendors and their individual processing purposes on the .
To review individual processing purposes and cookie categories, please click ’Select individual purposes’. You can review your choices and withdraw your consent at any time by clicking the ’Privacy Preferences’ link in the page side navigation.