Historic Downtown Kissimmee vacation rentals

We found 44 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 71 homes and other vacation rentals in Historic Downtown Kissimmee that are perfect for your trip. Vacation homes provide the best amenities for you and your friends, family, or even pets, like WiFi and parking. At the end of the day, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.

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Frequently asked questions

What is the most popular type of vacation rental accommodation in Historic Downtown Kissimmee?

The most in-demand types of vacation rentals in Historic Downtown Kissimmee are houses. Prefer something different? Vrbo has numerous options to match our guests' unique requirements, so you'll see vacation homes in all shapes and sizes, and for all budgets. The perfect home away from home is waiting for you — get hold of yours today.

How much does it cost to rent a vacation rental in Historic Downtown Kissimmee?

Several factors can influence what you'll pay for your vacation rental in Historic Downtown Kissimmee, including the season, type of property and length of stay. Still, all of our vacation homes have something in common — unbeatable value. Simply add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Historic Downtown Kissimmee?

Prices for beach houses in Historic Downtown Kissimmee can vary depending on the size and style of the property and time of year you're traveling. All you have to do is enter your travel dates into Vrbo and the number of guests to see your rental options and prices. From there you can use our filters to narrow your search results by ratings, nearby activities, amenities and more.

Are there pet-friendly vacation rentals in Historic Downtown Kissimmee?

With 34 vacation rentals that host pets, your happy hound can join in the fun on your Historic Downtown Kissimmee vacation. Use our filter tool to browse our pet-friendly vacation rentals and find your pawfect digs on Vrbo.

Can I rent a house with a pool in Historic Downtown Kissimmee?

Dig out your swimsuit and inflatable lounger, because there are 32 houses with a private pool in Historic Downtown Kissimmee. Unwind at one of these superb vacation homes and enjoy a pool day every day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!

What are popular rental amenities in Historic Downtown Kissimmee?

When it comes to rental amenities that people are looking for in Historic Downtown Kissimmee, a water view, a barbecue grill and a swimming pool are at the top of the list. With Vrbo vacation homes, you'll have options to match your taste and style, whether you're planning to get away with your partner, family members or even pets.

Are there large group vacation rentals in Historic Downtown Kissimmee?

Historic Downtown Kissimmee has 22 vacation homes that can host 10 or more guests. These stays come with all the space you need to enjoy good times with your favorite people.

Are there vacation rentals in Historic Downtown Kissimmee that welcome kids?

Historic Downtown Kissimmee has 33 family-friendly vacation homes to choose from. And finding a stay that welcomes little ones is super easy with our "Properties good for families" filter. In addition to having the whole place to yourselves, you'll also get perks and amenities such as extra bedrooms, pools and kitchens.

What are the top attractions for families in Historic Downtown Kissimmee?

There are lots of cool things to do and see with the family in Historic Downtown Kissimmee, such as:

  • Fun Spot America
  • Kissimmee Go-Karts
  • Green Meadows Petting Farm

Are there vacation rentals with WiFi in Historic Downtown Kissimmee?

Historic Downtown Kissimmee has 10 vacation rentals with WiFi, so you'll be able to stay connected during your trip. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to catching up on social media, these Vrbo homes make it a cinch to get online.

How can I find vacation rentals with air conditioning in Historic Downtown Kissimmee?

Historic Downtown Kissimmee has 31 vacation rentals where you'll be able to wind down in air-conditioned comfort. To locate a stay on Vrbo featuring this perk, choose your travel dates and use the filter tool to select the "air conditioning" box.

How old do you have to be to rent a vacation rental in Historic Downtown Kissimmee?

The minimum required age is generally 16, 18 or 21. It can vary across properties on Vrbo, so look at the rules of your preferred Historic Downtown Kissimmee vacation home before making a booking.

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