Kissimmee Holidays

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Your Kissimmee Holiday

With all your travel plans organised before you set off, our Kissimmee holiday packages let you simply focus on having fun! One neighbourhood to consider staying in this lively city is Historic Downtown Kissimmee, which is great for shopping and dining. Every trip to Kissimmee needs a well-planned itinerary. Fill yours with famous sights like Gatorland®, Osceola Heritage Park and Kissimmee Lakefront Park. Don't delay your visit to this destination any longer. Your dream Kissimmee holiday is a few clicks away with Expedia.

Our guide on where to stay in Kissimmee

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

Kissimmee Holiday

Kissimmee Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
69,200
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Disneys Animal Kingdom® Theme Park, Epcot® and Disneys Hollywood Studios®

Our pick of the best Kissimmee Hotel Deals

Vacation Village at Parkway
Vacation Village at Parkway
3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
The price is AU$198 per night from 24 Mar to 25 Mar
AU$198
includes taxes & fees
24 Mar - 25 Mar
8.4/10 Very Good! (1,792 reviews)
"Decor could use an update however room was comfortable."

Reviewed on 19 Mar. 2025

Vacation Village at Parkway
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Holiday Inn Club Vacations at Orange Lake Resort by IHG
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
The price is AU$364 per night from 1 Apr to 2 Apr
AU$364
includes taxes & fees
1 Apr - 2 Apr
8.6/10 Excellent! (1,791 reviews)
"Great property! enjoyed our stay, clean and everyone was friendly."

Reviewed on 20 Mar. 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Ramada by Wyndham Kissimmee Gateway
Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 24 Mar to 25 Mar
AU$169
includes taxes & fees
24 Mar - 25 Mar
7.6/10 Good! (4,155 reviews)
"Outdated but good conditions for staying a few nights. 2nd stay and would come back."

Reviewed on 21 Mar. 2025

Ramada by Wyndham Kissimmee Gateway
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.

Frequently asked questions

How much does a Kissimmee holiday package cost?
You’ll find cheap prices on Expedia for your Kissimmee escape. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Kissimmee costs.
What are the cheapest months to go to Kissimmee?
January, September and October are great times to search for cheap Kissimmee holiday packages. Choosing to travel in less busy periods means you can typically find better prices on flights and hotels.
How many days is enough for Kissimmee?
Kissimmee holidays come in many shapes and sizes, but to get a true feel for this place, we’d suggest 3 days is about right. With this timeframe, you can visit top attractions like Capone’s Dinner Show and Osceola Performing Arts Centre and seek out some lesser-known gems. Don’t forget to explore cool neighbourhoods such as Historic Downtown Kissimmee and Bellavida either. If you plan wisely, you may even be able to take a day trip from Kissimmee too.
Is it worth booking a holiday package to Kissimmee?
Whether you’d like to check out attractions like Kissimmee Lakefront Park and Osceola Heritage Park on your Kissimmee holiday, or coming for its great family-friendly attractions, shopping and dining, there’s something for everyone here. With so much to do, you’ll soon discover why so many families think Kissimmee is a good holiday 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 holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and accommodation separately. Better still, you can personalise 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 holiday 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 when to go: Check your calendar and pack your bags. Your preferred time of year and the available activities will also help you decide when to escape to Kissimmee.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to activities and airfares. Your hotel will likely be the largest expense during your trip to Kissimmee.
  3. Determine how many days away: Start by making a list of all the attractions you’d like to get to in Kissimmee. Then, estimate how long you’ll need at each, including any travel time.
  4. Combine your accommodation and airfare: After you’ve nailed down your trip dates and duration, lock in the ideal Kissimmee holiday package for you.

Discover the most popular places to visit in Kissimmee

What to do in Kissimmee

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.