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Vacation rentals in Kissimmee

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Travel insights for holiday rentals in Kissimmee

Use these up-to-date, data-driven insights about booking a holiday 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 September (₹ 9,428). Conversely, the most expensive month to stay in Kissimmee is April (₹ 18,738).

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

The cheapest day to stay in Kissimmee is Monday (₹ 10,048). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is ₹ 29,205.

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

Save money by booking a vacation rental at least 25 days before your trip to Kissimmee. The lowest price found when booking 25 days ahead was ₹ 5,360 per night.
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Cheapest holiday 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 ₹ 16,723 per night. There is currently one property in Kissimmee that can be booked for this price. Reunion Resort & Golf Club is one of the hotels that can be booked for the lowest price in Kissimmee. Price data was last updated on 1 December 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Kissimmee. If you have the flexibility, change the dates selected to compare prices.
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
₹ 16,723
Avg. per night
View Deal

Other accommodations in Kissimmee

Find the perfect holiday rental for your stay in Kissimmee. There are 16,082 hotels in Kissimmee and price data was last updated on 1 December 2025. The average price for a hotel in Kissimmee is ₹ 12,515/night.
Star Island Resort and Club - Near Disney
Star Island Resort and Club - Near Disney

Star Island Resort and Club - Near Disney

5000 Avenue Of The Stars, Kissimmee, FL, United States
7.2 km from city centre
Free Wi-Fi
₹ 10,189
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
₹ 10,678
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
₹ 29,572
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 1 December 2025.
Use the map to find vacation rentals in Kissimmee that are close to the points of interest you'll be frequenting. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

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 1 December 2025.

  • How much does a holiday rental in Kissimmee cost?

    A holiday rental in Kissimmee will cost ₹ 12,515 per night on average. However some users found rentals for as low as ₹ 2,740 per night. A good deal on a Kissimmee holiday rental would be anything for ₹ 10,852 per night or less. Keep in mind that booking November may be more expensive, whereas booking October is the cheapest month of the year to book.

  • Are there any Resort holiday rentals in Kissimmee?

    346 Resort holiday rentals are available in Kissimmee. Based on our user data, the most popular is Maingate Lakeside Resort - so we recommend seeing if this property is available for your travel dates before looking at other Resort options in Kissimmee.

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