Kissimmee Vacations from $248

Book a Hotel + Flight or Car together to unlock savings

Your Kissimmee Vacation

Lock in a custom vacation package to Kissimmee and get ready for your next big adventure. Consider basing yourself in the neighborhood of Historic Downtown Kissimmee, which is great for shopping and dining, for a true taste of this unique city. Ready to explore? Gatorland®, Osceola Heritage Park and Give Kids the World Village are some of the top-rated places to visit during your trip to Kissimmee. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and finally put your Kissimmee vacation plans in motion!

The Latest Kissimmee vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Westgate River Ranch Resort & Rodeo
Westgate Palace Hotel / Universal / I-Drive
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach
Westgate Lakes Resort & Spa Universal Studios Area
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Where to stay in Kissimmee

Find the best Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Kissimmee

Discover the most popular places to visit in Kissimmee

What to do in Kissimmee

Kissimmee Hotel Deals

Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks
4 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Aug 7 to Aug 8
$101 total
Aug 7 - Aug 8
Total includes taxes and fees
9.4/10 Exceptional! (527 reviews)
"Property is well located, everything close. The hotel was super clean with all the amenities you need to have an amazing stay. Staff was very friendly."

Reviewed on Jul 7, 2025

Kompose Boutique Resort at Theme Parks
Vacation Village at Parkway
Vacation Village at Parkway
3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $104 total per night from Jul 9 to Jul 10
$104 total
Jul 9 - Jul 10
Total includes taxes and fees
8.4/10 Very Good! (2,412 reviews)
"La habitación muy cómoda y limpia."

Reviewed on Jul 7, 2025

Vacation Village at Parkway
Palazzo Lakeside Hotel
Palazzo Lakeside Hotel
3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
$70 nightly
The price is $80 total per night from Jul 9 to Jul 10
$80 total
Jul 9 - Jul 10
Total includes taxes and fees
8/10 Very Good! (5,112 reviews)
"Beautiful setting , the room was great and clean, the staff was very friendly and welcoming , the morning buffet breakfast was great!!! We will be back"

Reviewed on Jul 5, 2025

Palazzo Lakeside Hotel
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.

Find the Best Kissimmee Vacation Packages

Kissimmee Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
69,200
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Walt Disney World® Resort, Disneys Animal Kingdom® Theme Park and Epcot®

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Frequently asked questions

How much does a Kissimmee vacation package cost?
You'll find cheap prices from $248 on Expedia for your Kissimmee escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Kissimmee costs.
What are the cheapest months to go to Kissimmee?
If you're looking to score a cheap Kissimmee vacation package, consider traveling in September, October and December. You're likely to find lower rates on hotels and airfares during these quieter months --- ideal for a budget-friendly break.
How many days is enough for Kissimmee?
With around 3 days, you'll have plenty of time to enjoy popular neighborhoods such as Historic Downtown Kissimmee and Bellavida during your Kissimmee vacation. Be sure to also add Skate Reflections and AMF Bowling Center to your sightseeing list. Searching for more adventures? Consider venturing outside of Kissimmee on tours and day trips.
Is it worth booking a vacation package to Kissimmee?
Whether you'd like to check out major sights such as Kissimmee Lakefront Park and Osceola Heritage Park on your Kissimmee vacation, or coming for its excellent family-friendly attractions, shopping and dining, there's something for everyone here. With so much to experience, you'll soon find out why so many people think Kissimmee is a good vacation destination.
How to find the best Kissimmee package deals?
Begin your search for a Kissimmee package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Kissimmee package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kissimmee adventure underway.
Is it cheaper to book a Kissimmee vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations separately. Better still, you can personalize your Kissimmee getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Kissimmee?
If you're planning an impromptu Kissimmee trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Kissimmee?

  1. Choose your travel dates: The things you plan to do in Kissimmee and your favorite season can help you decide when to go.
  2. Budget wisely: Besides the price of your accommodations, you should consider other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Kissimmee.
  3. Use Expedia's trip planning tool to explore Kissimmee: Research every part of your trip to Kissimmee with this handy planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go for: Now that you're more familiar with Kissimmee, you can work out the right length of your vacation. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Kissimmee vacation package that brings all your bookings together.
  6. Book any activities or excursions: Now to the fun part --- locking in everything you want to do and see. Explore some of the incredible things to do in Kissimmee and reserve your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Kissimmee vacation packages?
Your Kissimmee trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.