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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 (£52). Conversely, the most expensive month to stay in Kissimmee is December (£183).

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

The cheapest day to stay in Kissimmee is Sunday (£83). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is £115.

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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 £68 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 28 February 2026
These are the lowest prices we've found on holiday rentals in Kissimmee at the moment. 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
7.3 mi from city centre
Free Wi-Fi
Parking
£68
Avg. per night
View Deal
Reunion Resort & Golf Club
Reunion Resort & Golf Club

Reunion Resort & Golf Club

7593 Gathering Drive, Kissimmee, FL, United States
10.7 mi from city centre
Free Wi-Fi
£159
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 28 February 2026.
Whether you're visiting Kissimmee for leisure or business, utilise the map to find holiday rentals close to your ideal location. Clicking on a holiday rental name will take you to a page with pricing, reviews, and more useful information.

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 28 February 2026.

  • How much does a holiday rental in Kissimmee cost?

    Kissimmee holiday rentals are £102/night on average. However, you may find that prices fluctuate depending on the time of year. For example, February is the most expensive month to book a holiday rental in Kissimmee, and March is often the cheapest month to book. Recently, our users found rentals for £23/night - which is currently the cheapest price. Keep in mind that anything £88/night or less is still considered a good deal.

  • What part of Kissimmee is best to stay in?

    Consider staying in Downtown when looking for Kissimmee holiday rentals. Downtown is the most popular neighbourhood in the city according to our users. In fact, out of all users who looked for holiday rentals in Kissimmee in the past year, 98% of them searched for rentals in Downtown. If it’s available, we recommend staying at the 1 BD Apt close to Disney/Universal/Shopping/Dining, a HotelsCombined favourite when it comes to holiday rentals in Kissimmee’s Downtown neighbourhood.

  • 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.

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