Kissimmee Holidays

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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
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Windsor Hills

While there might not be top attractions in Windsor Hills, you can explore the larger area and discover places like Mystic Dunes Golf Club and Island H2O Live!.

Find hotels in Windsor Hills

Top hotels in Kissimmee

Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is €136 per night from 3 Mar to 4 Mar
€136
includes taxes & fees
3 Mar - 4 Mar
9/10 Wonderful! (3,608 reviews)
"Everything was great!!!"

Reviewed on 9 Feb 2025

Hilton Vacation Club Mystic Dunes Orlando
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is €272 per night from 18 Feb to 19 Feb
€272
includes taxes & fees
18 Feb - 19 Feb
8.8/10 Excellent! (3,219 reviews)
"Had fun"

Reviewed on 7 Feb 2025

Margaritaville Resort Orlando
Magic Moment Resort and Kids Club
Magic Moment Resort and Kids Club
3 out of 5
5200 West Irlo Bronson Memorial Highway, Kissimmee, FL
The price is €99 per night from 2 Mar to 3 Mar
€99
includes taxes & fees
2 Mar - 3 Mar
8.2/10 Very Good! (1,807 reviews)
"The rooms looked better in person, the staff was great, breakfast and dining was well organized, staff came when needed and our room was clean upon arrival . This is a kids resort so if you have an issue with kids don’t book here, my family loved it!"

Reviewed on 7 Feb 2025

Magic Moment Resort and Kids Club
See all 26,584 properties in Kissimmee
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.

Popular places to visit

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(63 reviews)

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Universal Studios Florida

Universal Studios Florida

4.5/5(273 reviews)

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Florida
Universal Studios Florida® showing a city, street scenes and rides

Universal Orlando Resort

4.5/5(166 reviews)

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

What to do in Kissimmee

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Aquatica Orlando

€51
per traveller
82% of travellers recommend
Aquatica Orlando
WonderWorks All Access After Dark

WonderWorks All Access After Dark

€26
per traveller
84% of travellers recommend
WonderWorks All Access After Dark
Old Town Kissimmee: Attraction and Meal Combo Offers

Old Town Kissimmee: Attraction and Meal Combo Offers

€14
per adult
72% of travellers recommend
Old Town Kissimmee: Attraction and Meal Combo Offers
See all activities in Kissimmee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.