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Book Exclusive Kissimmee Vacation Packages

Choose two or more items and save on your trip:

Kissimmee flight + hotel packages

Hyatt Regency Orlando
The Ritz-Carlton Orlando, Grande Lakes
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
JW Marriott Orlando Grande Lakes
SpringHill Suites Orlando Lake Buena Vista Marriott Village

2021 Kissimmee vacations

The Ritz-Carlton Orlando, Grande Lakes
JW Marriott Orlando Grande Lakes
Disney's Coronado Springs Resort
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Fantasy World Resort

Top Kissimmee hotels deals

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit in Kissimmee

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Frequently asked questions

How much are vacation packages to Kissimmee?
$228 is all you need to spend for a memorable escape in Kissimmee. Bundle your flights and hotel into a Travelocity package and watch the savings start to pile up. With these kinds of prices, traveling has never been so accessible.
Where can I get the best vacation package deals for Kissimmee?
You can grab unbeatable Kissimmee package deals with Travelocity. Pick and choose from 400 partner airlines and 665,000 worldwide properties and turn those travel fantasies into reality.
Why should I book my Kissimmee vacation package with Travelocity?
With our Price Match Guarantee, we’ll match any better price you find. Add to that our 24/7 support and high-quality service and the vacation of your dreams is well within reach.
Can I save on my Kissimmee car rental if I bundle it with a hotel or flight?
Most definitely — and booking one of our Kissimmee vacation packages is the ideal way to do this. Bundle any combination of a hotel, flight, car and experience and enjoy terrific discounts. The more you book, the more you’ll save. There are loads of top attractions in and around Kissimmee that are worth a road trip, including Daytona International Speedway (62 mi from Kissimmee). Nothing tops discovering amazing places like this with the freedom of your own car rental.
What is the best time of year to go to Kissimmee?
If you really want to wander wisely, January is a great time to do it. That’s when hotel rates are at their cheapest. By way of comparison, prices skyrocket around March. March, April, July are the most popular times to stay in Kissimmee, so expect big lines at major tourist sites. Rather travel outside the busy season? You’ll find sparser crowds during December, October, November.
What is there to do in Kissimmee?
Old Town and Osceola Heritage Park have captivated many travelers. Tick these popular sights off your must-see list and discover what the buzz is about.
Where should I stay when visiting Kissimmee?
If you’re the type of traveler who loves indulging in total comfort and luxury, the Holiday Inn Club Vacations at Orange Lake Resort (4.0 stars) or the Gaylord Palms Resort & Convention Center (4.0 stars) in Kissimmee will tick all your boxes.

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.