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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 September (£72). Conversely, the most expensive month to stay in Kissimmee is December (£190).

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

The cheapest day to stay in Kissimmee is Friday (£73). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is £110.

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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 £51 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 30 May 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
£51
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
£161
Avg. per night
View Deal

Other accommodations in Kissimmee

Find the perfect holiday rental for your stay in Kissimmee. There are 16,926 hotels in Kissimmee and price data was last updated on 30 May 2026. The average price for a hotel in Kissimmee is £105/night.
Star Island Resort and Club
Star Island Resort and Club

Star Island Resort and Club

5000 Avenue Of The Stars, Kissimmee, FL, United States
4.4 mi from city centre
Free Wi-Fi
£80
Avg. per night
View Deal
Fantasyworld Resort
Fantasyworld Resort

Fantasyworld Resort

5005 Kyng's Heath Road, Kissimmee, FL, United States
4.7 mi from city centre
£98
Avg. per night
View Deal
Gaylord Palms Resort & Convention Center
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

6000 West Osceola Parkway, Kissimmee, FL, United States
7.1 mi from city centre
Free Wi-Fi
£229
Avg. per night
View Deal
Motel 6 Orlando - Kissimmee Main Gate East
Motel 6 Orlando - Kissimmee Main Gate East

Motel 6 Orlando - Kissimmee Main Gate East

5731 West Irlo Bronson Highway, Kissimmee, FL, United States
6.3 mi from city centre
Free Wi-Fi
£39
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
10.4 mi from city centre
Free Wi-Fi
Air conditioning
£33
Avg. per night
View Deal
Palazzo Lakeside Hotel
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

4944 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
4.3 mi from city centre
Free Wi-Fi
Parking
£43
Avg. per night
View Deal
Comfort Suites Maingate East
Comfort Suites Maingate East

Comfort Suites Maingate East

2775 Florida Plaza Boulevard, Kissimmee, FL, United States
6.1 mi from city centre
Free Wi-Fi
Parking
£68
Avg. per night
View Deal
Quality Inn & Suites Kissimmee by The Lake
Quality Inn & Suites Kissimmee by The Lake

Quality Inn & Suites Kissimmee by The Lake

7785 West US 192, Kissimmee, FL, United States
11.3 mi from city centre
Free Wi-Fi
Parking
£40
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 30 May 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 30 May 2026.

  • How much does a holiday rental in Kissimmee cost?

    Kissimmee holiday rentals are £105/night on average. However, you may find that prices fluctuate depending on the time of year. For example, December is the most expensive month to book a holiday rental in Kissimmee, and June is often the cheapest month to book. Recently, our users found rentals for £21/night - which is currently the cheapest price. Keep in mind that anything £94/night or less is still considered a good deal.

  • What is the best Kissimmee holiday rental?

    While there may be other great holiday rentals in Kissimmee to choose from, Westgate Vacation Villas Resort is currently considered the best, based on 631 HotelsCombined reviews and an average rating of 7.2/10.

  • What’s the closest holiday rental to Orlando Airport?

    If you’re looking for Kissimmee holiday rentals that are close to Orlando Airport, then the nearest one is Westgate Vacation Villas Resort which is 18.9 mi away.

  • 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 Gaylord Palms Resort & Convention Center as it’s currently the most popular Resort rental among our users.

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