Insights
Cheapest hotels
Where to stay

Vacation rentals in Kissimmee

Search and compare Kissimmee, FL vacation rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travelers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customize your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

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 ($99). Conversely, the most expensive month to stay in Kissimmee is December ($315).

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

The cheapest day to stay in Kissimmee is Wednesday ($116). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $147.

Find deals

Cheapest vacation 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 $99 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 March 10, 2026
These Kissimmee properties charge the lowest price per night of those we've come across. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
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
$99
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
$183
Avg. per night
View Deal

Other accommodations in Kissimmee

Find the perfect vacation rental for your stay in Kissimmee. There are 17,077 hotels in Kissimmee and price data was last updated on March 10, 2026. The average price for a hotel in Kissimmee is $142/night.
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
$64
Avg. per night
View Deal
SpringHill Suites by Marriott Orlando Lake Buena Vista South
SpringHill Suites by Marriott Orlando Lake Buena Vista South

SpringHill Suites by Marriott Orlando Lake Buena Vista South

4991 Calypso Cay Way, Kissimmee, FL, United States
4.7 mi from city centre
Free Wi-Fi
$111
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
$98
Avg. per night
View Deal
Rodeway Inn Kissimmee Maingate West
Rodeway Inn Kissimmee Maingate West

Rodeway Inn Kissimmee Maingate West

7455 W Irlo Bronson Highway, Kissimmee, FL, United States
10.4 mi from city centre
Free Wi-Fi
Air Conditioning
$50
Avg. per night
View Deal
Comfort Inn Kissimmee-Lake Buena Vista South
Comfort Inn Kissimmee-Lake Buena Vista South

Comfort Inn Kissimmee-Lake Buena Vista South

5196 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
4.9 mi from city centre
Free Wi-Fi
Air Conditioning
$90
Avg. per night
View Deal

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 March 10, 2026.
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 March 10, 2026.

  • How much does a vacation rental in Kissimmee cost?

    $142 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 $121 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 September.

  • What is the best Kissimmee vacation rental?

    Vacation Village Orlando, Celebration has a 8.4 rating from 2,079 users, making it the best Kissimmee vacation rental based on our data.

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

    It’s only 15.1 mi from Orlando Airport to Vacation Village Orlando, Celebration (the nearest Kissimmee vacation rental to the airport).

  • What part of Kissimmee is best to stay in?

    The best neighborhood to stay in Kissimmee is Downtown, according to our user data. 84% 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.

  • What’s the most popular vacation rental in Kissimmee near 192 Flea Market?

    If you’re looking for a vacation rental close to 192 Flea Market while in Kissimmee, then the most popular is Vacation Village Orlando, Celebration with a 8.4/10 review score from 2,079 users. The distance from 192 Flea Market to Vacation Village Orlando, Celebration is 5.2 mi.

  • Are there Kissimmee vacation rentals with “Pool” listed as an amenity?

    1 vacation rental in Kissimmee currently mentions “Pool” as a listed amenity. We recommend booking the Vacation Village Orlando, Celebration, which is the most popular Kissimmee vacation rental featuring this amenity.

  • 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 Maingate Lakeside Resort.

See more FAQs

Find better results for your stay in Kissimmee