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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 ($85). Conversely, the most expensive month to stay in Kissimmee is July ($185).

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

The cheapest day to stay in Kissimmee is Tuesday ($83). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $125.

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

Save money by booking a vacation rental at least 10 days before your trip to Kissimmee. The lowest price found when booking 10 days ahead was $54 per night.

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Cheapest vacation rentals in Kissimmee, Florida

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.
Westgate Vacation Villas Resort
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

7700 Westgate Boulevard, Kissimmee, FL, United States
11.0 mi from city centre
Free Wi-Fi
Parking
$87
Avg. per night
View deal
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
$89
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
$193
Avg. per night
View deal
Margaritaville Cottages Orlando by Rentyl
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

8000 Fins Up Circle, Kissimmee, FL, United States
12.0 mi from city centre
Free Wi-Fi
Parking
$210
Avg. per night
View deal
Berkley Lake Townhomes
Berkley Lake Townhomes

Berkley Lake Townhomes

1010 Park Ridge Circle, Kissimmee, FL, United States
3.2 mi from city centre
Free Wi-Fi
Parking
$237
Avg. per night
View deal

Other accommodations in Kissimmee

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
$45
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
4.4 mi from city centre
Free Wi-Fi
$109
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
Free Wi-Fi
$138
Avg. per night
View deal

Where to stay in Kissimmee

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

  • How much does a vacation rental in Kissimmee cost?

    $130 per night is how much a vacation rental in Kissimmee costs, on average. $29 per night was the cheapest price recently found by our users, though anything for $114 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 October, and the cheapest time to book is October.

  • What is the best Kissimmee vacation rental?

    Vacation Village Orlando, Celebration has a 8.5 rating from 3,204 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. 52% 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 Kissimmee vacation rentals with “Kitchen/Kitchenette” listed as an amenity?

    2 vacation rentals in Kissimmee currently mention “Kitchen/Kitchenette” 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 563 properties listed as a Resort vacation rental in Kissimmee. A popular Resort in Kissimmee amongst our users is Gaylord Palms Resort & Convention Center.

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