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Holiday rentals in Kissimmee

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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 June (€76). Conversely, the most expensive month to stay in Kissimmee is December (€223).

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

The cheapest day to stay in Kissimmee is Sunday (€86). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is €126.

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

Save money by booking a vacation rental at least 32 days before your trip to Kissimmee. The lowest price found when booking 32 days ahead was €70 per night.
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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 €127 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 13 May 2025
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.
Show all 19,873 holiday rentals
High Point World Resort
High Point World Resort

High Point World Resort

Kissimmee, FL, United States
16.9 km from city centre
Air conditioning
€127
Avg. per night
View Deal

Other accommodations in Kissimmee

Find the perfect holiday rental for your stay in Kissimmee. There are 19,873 hotels in Kissimmee and price data was last updated on 13 May 2025. The average price for a hotel in Kissimmee is €140/night.
Show all 19,873 stays
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
€162
Avg. per night
View Deal
Star Island Resort And Club
Star Island Resort And Club

Star Island Resort And Club

5000 Avenue Of The Stars, Kissimmee, FL, United States
7.2 km from city centre
Free Wi-Fi
€111
Avg. per night
View Deal
Fantasyworld Resort
Fantasyworld Resort

Fantasyworld Resort

5005 Kyng's Heath Road, Kissimmee, FL, United States
7.5 km from city centre
Free Wi-Fi
€144
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 13 May 2025.
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 13 May 2025.

  • How much does a holiday rental in Kissimmee cost?

    The average cost for a holiday rental in Kissimmee is €140/night. A good holiday rental deal in Kissimmee would be for €102/night or less. The cheapest rental deal found recently by our users was €31/night. If you’re flexible with your travel dates, then try to avoid booking December, the most expensive month of the year. Booking May 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 Disney's All-Star Sports Resort.

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