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Vacation rentals in Kissimmee

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Travel insights for vacation rentals in Kissimmee

Use these up-to-date, data-driven insights about booking a vacation rental in Kissimmee including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Kissimmee?

The cheapest month to book a vacation rental in Kissimmee is October (C$ 157). Conversely, the most expensive month to stay in Kissimmee is April (C$ 425).

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

The cheapest day to stay in Kissimmee is Wednesday (C$ 162). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 289.

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

Save money by booking a vacation rental at least 32 days before your trip to Kissimmee. The lowest price found when booking 32 days ahead was C$ 106 per night.
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Other accommodations in Kissimmee

Find the perfect vacation rental for your stay in Kissimmee. There are 22,044 hotels in Kissimmee and price data was last updated on 23 July 2025. The average price for a hotel in Kissimmee is C$ 194/night.
Hilton Vacation Club Polynesian Isles Kissimmee
Hilton Vacation Club Polynesian Isles Kissimmee

Hilton Vacation Club Polynesian Isles Kissimmee

3045 Polynesian Isle Boulevard, Kissimmee, FL, United States
8.6 km from city centre
Free Wi-Fi
Parking
C$ 165
Avg. per night
View Deal
Palazzo Lakeside Hotel
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

4944 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
7.0 km from city centre
Free Wi-Fi
Parking
C$ 86
Avg. per night
View Deal
Spectrum Resort Orlando by Rentyl
Spectrum Resort Orlando by Rentyl

Spectrum Resort Orlando by Rentyl

7750 Sandy Ridge Drive, Kissimmee, FL, United States
17.3 km from city centre
Free Wi-Fi
Parking
C$ 347
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 23 July 2025.
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

Find useful tips and insights about staying in Kissimmee to help you make the most of your experience. FAQs were last updated on 23 July 2025.

  • How much does a vacation rental in Kissimmee cost?

    Kissimmee vacation rentals are C$ 195/night on average. However, you may find that prices fluctuate depending on the time of year. For example, March is the most expensive month to book a vacation rental in Kissimmee, and January 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$ 187/night or less is still considered a good deal.

  • Are there any Resort vacation rentals in Kissimmee?

    Yes, there are 346 Resort vacation rentals in Kissimmee. According to our data, Margaritaville Resort Orlando is currently the most popular Resort rental in the city.

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