Vacation rentals in Kissimmee

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Travel insights for vacation rentals in Kissimmee

Use our HotelsCombined data-powered tips to help you find your next vacation 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 ($108). Conversely, the most expensive month to stay in Kissimmee is March ($231).

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

The cheapest day to stay in Kissimmee is Tuesday ($94). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $159.

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

Save money by booking a vacation rental at least 17 days before your trip to Kissimmee. The lowest price found when booking 17 days ahead was $58 per night.

Other accommodations in Kissimmee

Find the perfect vacation rental for your stay in Kissimmee. There are 22,018 hotels in Kissimmee and price data was last updated on July 29, 2025. The average price for a hotel in Kissimmee is $143/night.
4944 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
4.3 mi from city centre
Free Wi-Fi
Parking
$66
Avg. per night
2880 North Poinciana Boulevard, Kissimmee, FL, United States
4.8 mi from city centre
Free Wi-Fi
Parking
$63
Avg. per night
3045 Polynesian Isle Boulevard, Kissimmee, FL, United States
5.3 mi from city centre
Free Wi-Fi
Parking
$121
Avg. per night

Where to stay in Kissimmee

Explore different neighborhoods and areas within Kissimmee to find the perfect location for your stay. Map data was last updated on July 29, 2025.
Scroll through the map to find vacation rentals close to the Kissimmee neighborhood(s) you plan on visiting. Users can click on a vacation rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

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 July 29, 2025.
  • How much does a vacation rental in Kissimmee cost?

    $143 per night is how much a vacation rental in Kissimmee costs, on average. $31 per night was the cheapest price recently found by our users, though anything for $120 per night or less is a good deal. Keep in mind that Kissimmee vacation rental prices fluctuate throughout the year: the most expensive month to book is February, and the cheapest time to book is July.

  • What part of Kissimmee is best to stay in?

    The best neighborhood to stay in Kissimmee is Downtown, according to our user data. 98% of our users who looked for vacation rentals in Kissimmee searched for properties in the Downtown area. If you’re also interested in booking a vacation rental in Downtown, consider the 1 BD Apt close to Disney/Universal/Shopping/Dining - the neighborhood’s most popular rental property.

  • Are there any Resort vacation rentals in Kissimmee?

    At the moment, there are 346 properties listed as a Resort vacation rental in Kissimmee. A popular Resort in Kissimmee amongst our users is Disney's All-Star Sports Resort.

Find better results for your stay in Kissimmee

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly, including Hotels Under $50 and Hotels Under $100. Discover hotel discounts now and make your hotel reservation today.