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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 July (C$ 88). Conversely, the most expensive month to stay in Kissimmee is December (C$ 966).

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

The cheapest day to stay in Kissimmee is Sunday (C$ 121). On the other hand, travellers can expect to pay the most on Saturday, when the average nightly price is C$ 187.

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 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.
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$ 121
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
11.7 km from city centre
C$ 125
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$ 266
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$ 290
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
16.8 km from city centre
Free Wi-Fi
Air Conditioning
C$ 63
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
Parking
C$ 70
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
7.2 km from city centre
Free Wi-Fi
C$ 155
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
Free Wi-Fi
C$ 197
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$ 166/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 November is often the cheapest month to book. Recently, our users found rentals for C$ 63/night - which is currently the cheapest price. Keep in mind that anything C$ 159/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 664 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).

  • What part of Kissimmee is best to stay in?

    Downtown is the best part of Kissimmee to stay in based on our user data. Out of all our users who looked at Kissimmee vacation rentals, 99% of them looked for stays in the Downtown neighbourhood in the last year. The 1 BD Apt close to Disney/Universal/Shopping/Dining happens to be the most popular vacation rental in the Downtown neighbourhood of Kissimmee.

  • Are there Kissimmee vacation rentals with “Pet friendly” listed as an amenity?

    You’re in luck! 1 Kissimmee vacation rental mentions “Pet friendly” 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 563 Resort vacation 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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