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Holiday rentals in Kissimmee

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Travel insights for holiday rentals in Kissimmee

Use our HotelsCombined data-powered tips to help you find your next holiday 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 January (€66). Conversely, the most expensive month to stay in Kissimmee is December (€264).

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

The cheapest day to stay in Kissimmee is Monday (€104). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is €153.

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Cheapest holiday rentals in Kissimmee, Florida

Discover affordable stays in Kissimmee that provide a quality experience without breaking the bank. Hotels in Kissimmee can be found for as low as €83 per night. There is currently one property in Kissimmee that can be booked for this price. Vacation Village at Parkway is one of the hotels that can be booked for the lowest price in Kissimmee. Price data was last updated on 10 April 2026
Out of the holiday rentals in Kissimmee we've come across, these properties are priced the lowest. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Vacation Village at Parkway
Vacation Village at Parkway

Vacation Village at Parkway

2975 Arabian Nights Boulevard, Kissimmee, FL, United States
11.7 km from city centre
€83
Avg. per night
View Deal
Reunion Resort & Golf Club
Reunion Resort & Golf Club

Reunion Resort & Golf Club

7593 Gathering Drive, Kissimmee, FL, United States
17.2 km from city centre
Free Wi-Fi
€151
Avg. per night
View Deal

Other accommodations in Kissimmee

Find the perfect holiday rental for your stay in Kissimmee. There are 17,184 hotels in Kissimmee and price data was last updated on 10 April 2026. The average price for a hotel in Kissimmee is €122/night.
Fantasyworld Resort
Fantasyworld Resort

Fantasyworld Resort

5005 Kyng's Heath Road, Kissimmee, FL, United States
7.5 km from city centre
€114
Avg. per night
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Gaylord Palms Resort & Convention Center
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

6000 West Osceola Parkway, Kissimmee, FL, United States
11.5 km from city centre
Free Wi-Fi
€276
Avg. per night
View Deal
Rodeway Inn Kissimmee Maingate West
Rodeway Inn Kissimmee Maingate West

Rodeway Inn Kissimmee Maingate West

7455 West Irlo Bronson Highway, Kissimmee, FL, United States
16.8 km from city centre
Free Wi-Fi
Air conditioning
€35
Avg. per night
View Deal

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 10 April 2026.
Whether you're visiting Kissimmee for leisure or business, utilise the map to find holiday rentals close to your ideal location. As an added benefit, users can click a holiday rental they're interesting in to find helpful information and deals for that holiday 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 10 April 2026.

  • How much does a holiday rental in Kissimmee cost?

    The average cost for a holiday rental in Kissimmee is €123/night. A good holiday rental deal in Kissimmee would be for €112/night or less. The cheapest rental deal found recently by our users was €26/night. If you’re flexible with your travel dates, then try to avoid booking April, the most expensive month of the year. Booking March is the cheapest month to book a holiday rental in Kissimmee.

  • Are there any Resort holiday rentals in Kissimmee?

    There are 346 holiday rentals in Kissimmee that fall under the Resort category, the most popular is Maingate Lakeside Resort.

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