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Vacation rentals in Kissimmee

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Travel insights for holiday rentals in Kissimmee

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Kissimmee.

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

The cheapest day to stay in Kissimmee is Monday ($91). On the other hand, travellers can expect to pay the most on Friday, when the average nightly price is $135.

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 holiday rentals in Kissimmee, Florida

For those on a budget, these are the cheapest vacation rentals available in Kissimmee for the selected dates. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
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
$67
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
$85
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
$191
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
$220
Avg. per night
View deal

Other accommodation in Kissimmee

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
$53
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
7.5 km from city centre
Free Wi-Fi
$90
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
9.9 km from city centre
Free Wi-Fi
$72
Avg. per night
View deal
Rodeway Inn Kissimmee Maingate West
Rodeway Inn Kissimmee Maingate West

Rodeway Inn Kissimmee Maingate West

7455 West Irlo Bronson Highway, Kissimmee, FL, United States
16.8 km from city centre
Free Wi-Fi
Air conditioning
$45
Avg. per night
View deal
Motel 6 Orlando - Kissimmee Main Gate East
Motel 6 Orlando - Kissimmee Main Gate East

Motel 6 Orlando - Kissimmee Main Gate East

5731 West Irlo Bronson Highway, Kissimmee, FL, United States
10.1 km from city centre
Free Wi-Fi
$50
Avg. per night
View deal

Where to stay in Kissimmee

Utilize the map to find properties close to the Kissimmee area(s) or attractions you plan on visiting. You can find more information on a particular vacation rental within the map by clicking on its name.

Facts about staying in Kissimmee

  • How much does a holiday rental in Kissimmee cost?

    The average cost for a holiday rental in Kissimmee is $120/night. A good holiday rental deal in Kissimmee would be for $100/night or less. The cheapest rental deal found recently by our users was $31/night. If you’re flexible with your travel dates, then try to avoid booking September, the most expensive month of the year. Booking June is the cheapest month to book a holiday rental in Kissimmee.

  • Are there any Resort holiday rentals in Kissimmee?

    Yes, there are 561 Resort holiday rentals in Kissimmee. According to our data, Gaylord Palms Resort & Convention Center is currently the most popular Resort rental in the city.

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