Kissimmee Holidays

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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
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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 hotel + flight trips in Windsor Hills

Our pick of the best Kissimmee Hotel Deals

Palazzo Lakeside Hotel
Palazzo Lakeside Hotel
3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
The price is NZ$65 per night from 2 Jun to 3 Jun
NZ$65
per night
2 Jun - 3 Jun
7.8/10 Good! (3,954 reviews)
"Very nice for price"

Reviewed on 13 May 2024

Palazzo Lakeside Hotel
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 29 May to 30 May
NZ$162
per night
29 May - 30 May
8.8/10 Excellent! (3,103 reviews)
"The rooms where clean, spacious and up to date. The staff was very friendly. The customer assistance through text message was very helpful and responded quickly. It’s conveniently close to stores and restaurants and only 15-20 minutes away from all the Disney parks. Will definitely be returning."

Reviewed on 13 May 2024

Hilton Vacation Club Mystic Dunes Orlando
Red Lion Hotel Orlando Lake Buena Vista South
Red Lion Hotel Orlando Lake Buena Vista South
3.5 out of 5
5150 West Irlo Bronson Memorial Highway, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is NZ$118 per night from 21 May to 22 May
NZ$118
per night
21 May - 22 May
8.6/10 Excellent! (4,357 reviews)
"Wonderful stay"

Reviewed on 13 May 2024

Red Lion Hotel Orlando Lake Buena Vista South
See all 32,838 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?
The cheapest Kissimmee holiday package is , so your dream holiday can become a reality — without it costing a fortune. Bundle flights, hotels and car rentals to create a package that matches your travel style.
How do I get a cheap travel package to Kissimmee?
Just think of all the amazing things you could do in Kissimmee with a pile of extra cash in your pocket. Watch your savings stack up when you combine your flights, hotels and extras into a Kissimmee holiday package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of over 550 airlines and 1 000 000 hotel options worldwide. Whether you’re heading off with the whole family or adventuring alone, planning a getaway to Kissimmee is better with a package.
Where should I stay in Kissimmee?
With loads to discover in Kissimmee, it’d be handy for you to secure a room in a hotel close to its attractions. ChampionsGate Golf Club, Old Town and Mystic Dunes Golf Club are some fascinating ones to put on your itinerary.
What are the top hotels in Kissimmee?
Travellers visiting Kissimmee often make a booking at The Grove Resort & Water Park Orlando or Ramada By Wyndham Kissimmee Gateway. You’ll find them in Windsor Hills. Another great neighbourhood is Bellavida. Red Lion Hotel Orlando Lake Buena Vista South and Palazzo Lakeside Hotel are well-liked options in this area.
How far in advance should I book my Kissimmee holiday?
It all depends on the air carrier, but you can generally compare international flights on Expedia up to 12 months in advance. While it’s advisable to book ahead of time, lucky customers will occasionally find a cheaper flight just weeks before the date of departure.
What does an Expedia Kissimmee travel package include?
With Expedia, you can select a combination of car rentals, flights and hotels to create your ideal Kissimmee package. Once you’ve made your booking, you can add on fun stuff like sightseeing tours and activities. Remember, the more you bundle, the bigger the savings!
What should I know before booking a Kissimmee travel package?
You’ll score great savings when you combine your flights, hotels and rental cars into a travel package. Not only that, booking everything in one spot just makes things easier. So why waste your time or money? Whether you’re putting together a ritzy romantic getaway or an affordable family break, check out our holiday packages today.
Can I choose my airline with a Kissimmee Expedia holiday package?
You sure can. Expedia has access to more than 550 airline partners worldwide, so pick the carrier that fits your needs.
If I'm not able to travel, can I cancel my Kissimmee holiday package?
You can. We understand that things don’t always go to plan, so we’re here to help if you need to make changes to your Kissimmee holiday package. It may be possible to change or cancel your itinerary for free if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Kissimmee

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Walt Disney World® Resort

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
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Universal Studios Florida

An attraction popular with visitors from around the world, where you can wander through film sets and enjoy the thrills and spills of the rides.

Universal Studios Florida
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Universal Orlando Resort

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

NZ$89
Per adult
82% of travellers recommend
Aquatica Orlando
Image for Orlando: Museum of Illusions Admission Ticket

Orlando: Museum of Illusions Admission Ticket

NZ$50
Per adult
84% of travellers recommend
Orlando: Museum of Illusions Admission Ticket
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Pirate's Dinner Adventure Orlando

NZ$110
Per adult
76% of travellers recommend
Pirate's Dinner Adventure Orlando
See all activities in Kissimmee

More holiday ideas

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