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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 (C$ 56). Conversely, the most expensive month to stay in Kissimmee is February (C$ 240).

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

The cheapest day to stay in Kissimmee is Friday (C$ 106). On the other hand, travellers can expect to pay the most on Wednesday, when the average nightly price is C$ 174.

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

Save money by booking a vacation rental at least 40 days before your trip to Kissimmee. The lowest price found when booking 40 days ahead was C$ 76 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. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Vacation Village at Parkway
Vacation Village at Parkway

Vacation Village at Parkway

2975 Arabian Nights Boulevard, Kissimmee, FL, United States
11.7 km from city centre
C$ 97
Avg. per night
View Deal
Westgate Vacation Villas Resort
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

7700 Westgate Boulevard, Kissimmee, FL, United States
17.7 km from city centre
Free Wi-Fi
Parking
C$ 124
Avg. per night
View Deal
Reunion Resort & Golf Club
Reunion Resort & Golf Club

Reunion Resort & Golf Club

7593 Gathering Drive, Kissimmee, FL, United States
17.2 km from city centre
Free Wi-Fi
C$ 262
Avg. per night
View Deal
Berkley Lake Townhomes
Berkley Lake Townhomes

Berkley Lake Townhomes

1010 Park Ridge Circle, Kissimmee, FL, United States
5.1 km from city centre
Free Wi-Fi
C$ 278
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
19.3 km from city centre
Free Wi-Fi
Parking
C$ 280
Avg. per night
View Deal

Other accommodations in Kissimmee

Star Island Resort and Club
Star Island Resort and Club

Star Island Resort and Club

5000 Avenue Of The Stars, Kissimmee, FL, United States
7.2 km from city centre
Free Wi-Fi
C$ 149
Avg. per night
View Deal
Fantasyworld Resort
Fantasyworld Resort

Fantasyworld Resort

5005 Kyng's Heath Road, Kissimmee, FL, United States
7.5 km from city centre
C$ 183
Avg. per night
View Deal
Palazzo Lakeside Hotel Kissimmee
Palazzo Lakeside Hotel Kissimmee

Palazzo Lakeside Hotel Kissimmee

4944 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
7.0 km from city centre
Free Wi-Fi
Parking
C$ 70
Avg. per night
View Deal
Westgate Vacation Villas Resort
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

7700 Westgate Boulevard, Kissimmee, FL, United States
17.7 km from city centre
Free Wi-Fi
Parking
C$ 124
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
11.5 km from city centre
Free Wi-Fi
C$ 413
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. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

Facts about staying in Kissimmee

  • How much does a vacation rental in Kissimmee cost?

    Kissimmee vacation rentals are C$ 150/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 vacation rental in Kissimmee, and October is often the cheapest month to book. Recently, our users found rentals for C$ 58/night - which is currently the cheapest price. Keep in mind that anything C$ 147/night or less is still considered a good deal.

  • What is the best Kissimmee vacation rental?

    Westgate Vacation Villas Resort has a 7.7 rating from 662 users, making it the best Kissimmee vacation rental based on our data.

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

    It’s only 30.4 km from Orlando Airport to Westgate Vacation Villas Resort (the nearest Kissimmee vacation rental to the airport).

  • Are there Kissimmee vacation rentals with “Kitchen/Kitchenette” listed as an amenity?

    You’re in luck! 1 Kissimmee vacation rental mentions “Kitchen/Kitchenette” under their list of amenities. The Westgate Vacation Villas Resort is the most popular vacation rental in Kissimmee that features this amenity.

  • Are there any Resort vacation rentals in Kissimmee?

    Yes, there are 561 Resort vacation rentals in Kissimmee. According to our data, Magic Moment Resort And Kids Club is currently the most popular Resort rental in the city.

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