Kissimmee Vacation Packages (Flight + Hotel)

Most Kissimmee hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Kissimmee trip, please visit our Coronavirus Information page (opens in new window).

What are the advantages of a road trip to Kissimmee? 

There’s nothing quite like a Kissimmee road trip. And Expedia makes it easy for you to turn all those road trip ideas into reality. You can find cheap deals on hotels in Kissimmee or bundle your hotels with car rentals to save even more. With our Kissimmee packages, you’ll find hitting the highway for that road trip adventure is more affordable than ever.  

How to plan a road trip to Kissimmee? 

Planning a road trip can feel daunting, especially when you’ll be making multiple bookings for your itinerary. But you can find car rentals in Kissimmee and low rates on hotels all in one place— Expedia. How you plan your road trip depends on what’s important to you. People love to take road trips to experience the great outdoors, bond with friends or family and see more of the world. When planning, bundle your car rental and hotel into one discounted package to maximize savings on both. Or, leave room for spontaneity, booking what you need when you need it with our last-minute deals.  

What to do on a road trip to Kissimmee? 

When taking a road trip adventure, it’s best to plan how you want to spend your time on your road trip itinerary. We don’t want you to miss out on any of the best things to do in Kissimmee. You can book all the road trip activities on your Kissimmee wishlist, and even plan activities along your route as well.  

How to rent a car for a road trip? 

For an epic road trip, you'll need the perfect car. Renting a car for a road trip is the best option that doesn’t put miles or strain on your vehicle, and especially when it's also so affordable. Because when you book on Expedia, it doesn't need to be expensive. You can pick up a cheap car rental and head out to one of these incredible vacation rentals in Kissimmee. And when you bundle car rentals with hotel stays, you'll save even more on each part of your journey.