Kissimmee Vacations

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to NT$5,755 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Kissimmee

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

Windsor Hills

4.5/5(6 area reviews)

If you're looking for some top things to see and do in Windsor Hills and surrounding area, you can visit Mystic Dunes Golf Club and Island H2O Live!.

Find hotel + flight trips in Windsor Hills

Kissimmee Hotel Deals

Palazzo Lakeside Hotel
Palazzo Lakeside Hotel
3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
The price is NT$1,044 per night from May 19 to May 20
NT$1,044
per night
May 19 - May 20
7.8/10 Good! (3,900 reviews)
"The hotel is very nice. People were nice and always willing to help with everything we needed."

Reviewed on 2024/4/30

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 NT$2,835 per night from May 16 to May 17
NT$2,835
per night
May 16 - May 17
8.8/10 Excellent! (3,057 reviews)
"It was beautiful and I felt very safe as a single female traveling for work."

Reviewed on 2024/5/1

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 NT$2,107 per night from May 5 to May 6
NT$2,107
per night
May 5 - May 6
8.6/10 Excellent! (4,331 reviews)
"It was great service."

Reviewed on 2024/5/2

Red Lion Hotel Orlando Lake Buena Vista South
See all 33,178 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 vacation package cost?
The cheapest Kissimmee vacation package is , so your dream vacation 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 vacation 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?
Travelers 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 neighborhood 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 vacation?
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 vacation packages today.
Can I choose my airline with a Kissimmee Expedia vacation 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 vacation 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 vacation 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

Image for Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,427 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
Image for Universal Studios Florida

Universal Studios Florida

4.5/5(9,273 reviews)

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

Universal Studios Florida
Image for Universal Orlando Resort

Universal Orlando Resort

4.5/5(4,155 reviews)

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

Universal Orlando Resort

Other vacations you might like

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