Kissimmee Vacations from $220

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to $580 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

Your Kissimmee Vacation

Let our vacation packages to Kissimmee inspire your next getaway. You'll find loads to love about this lively city, starting with the neighborhood of Historic Downtown Kissimmee, which is good for shopping and dining. If your trip to Kissimmee includes some sightseeing, visit well-known attractions like Gatorland®, Osceola Heritage Park and Silver Spurs Arena. Whoever you're traveling with and whatever you want to spend, your dream Kissimmee vacation is just clicks away with Expedia.

The Latest Kissimmee Vacation Packages

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Jun 5 - Jun 11
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,009 reviews)
This property is very close to Universal parks. It's very clean, quiet and family oriented. My apartment was very spacious. I would recommend it.

Reviewed on Apr 22, 2024

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
May 28 - Jun 1
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (3,850 reviews)
Overall was quite clean. Check in was very slow with staff having a difficult time communicating clearly. Noice in the hallway was quite loud with very little insulation in the door or between rooms. The breakfest and staff working in that area were very good

Reviewed on Apr 22, 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
7.6/10 Good! (3,717 reviews)
Poor customer service

Reviewed on Apr 23, 2024

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,796 reviews)
We stayed 7 nights had no complaints great little spot.

Reviewed on Apr 22, 2024

Caribe Royale Orlando

Caribe Royale Orlando

4.5 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (3,335 reviews)
We went here for a staycation for an anniversary. The rooms are lovely. There is a lot to do on the resort and room service is delightful.

Reviewed on Apr 23, 2024

Prices and availability subject to change. Additional terms may apply.

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 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®

Kissimmee Hotel Deals

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 $87 per night from Apr 30 to May 1
$87
$133 total
includes taxes & fees
Apr 30 - May 1
8.8/10 Excellent! (3,033 reviews)
"I loved staying here! We came with the whole family and the resort made us feel right at home. The lady operating the front desk (Rhode Island Im sorry I forgot youre name) was the first sign our vacation wasn’t a total loss after a terrible journey. Would have loved to stay even longer! 5/5. Would ..."

Reviewed on Apr 21, 2024

Hilton Vacation Club Mystic Dunes Orlando
Palazzo Lakeside Hotel
Palazzo Lakeside Hotel
3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
The price is $50 per night from Apr 25 to Apr 26
$50
$86 total
includes taxes & fees
Apr 25 - Apr 26
7.8/10 Good! (3,888 reviews)
"Towel service was slow"

Reviewed on Apr 22, 2024

Palazzo Lakeside Hotel
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 $61 per night from Apr 29 to Apr 30
$61
$92 total
includes taxes & fees
Apr 29 - Apr 30
8.6/10 Excellent! (4,196 reviews)
"Nice hotel, clean, I had no problems checking in or checking out!"

Reviewed on Apr 20, 2024

Red Lion Hotel Orlando Lake Buena Vista South
See all 32,749 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Kissimmee vacation package cost?
The cheapest Kissimmee vacation package is $220, 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)

Thrill rides based on your favorite movies 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

What to do in Kissimmee

Image for Aquatica Orlando

Aquatica Orlando

$48
Per adult
82% of travellers recommend
Aquatica Orlando
Image for Orlando: Museum of Illusions Admission Ticket

Orlando: Museum of Illusions Admission Ticket

$31
Per adult
84% of travellers recommend
Orlando: Museum of Illusions Admission Ticket
See all activities in Kissimmee

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.