Vacation to Kissimmee

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Kissimmee Flight and Hotel Deals

Westgate Palace a Two Bedroom Condo Resort

Westgate Palace a Two Bedroom Condo Resort

4 out of 5
Florida Center
Price was $1,093, price is now $691 per person
per person
Jul 18 - Jul 24
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,005 reviews)
Had the best time! Everyone was wonderful. I can’t remember the lady who I talked to a lot in the coffee shop but she was soooooo sweet!!!!! I hope she gets a raise for all the hard work she puts in!

Reviewed on May 10, 2023

Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

4 out of 5
Brush - Stewarts
Price was $928, price is now $629 per person
per person
Jul 21 - Jul 24
Roundtrip flight included
Newark (EWR) to Orlando (MCO)
7/10 Good! (3,221 reviews)
Got upgraded to a room with a beautiful view. Easy access to the beach and surrounding nightlife.

Reviewed on May 31, 2023

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South

3.5 out of 5
Price was $589, price is now $407 per person
per person
Jul 18 - Jul 24
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (3,285 reviews)
Everything was good and clean funny smell in room other than that clean and nice pool and court for kids

Reviewed on May 30, 2023

Liki Tiki Village

Liki Tiki Village

3.5 out of 5
Price was $590, price is now $419 per person
per person
Jul 18 - Jul 24
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (3,019 reviews)
This was a family getaway and it was perfect.

Reviewed on May 30, 2023

ette hotel

ette hotel

4 out of 5
Price was $1,313, price is now $949 per person
per person
Jul 18 - Jul 24
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
10/10 Exceptional! (10 reviews)
Excellent boutique hotel with exceptional service.

Reviewed on Apr 21, 2023

Where to stay in Kissimmee

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

    Reunion

    1 out of top 10 points of interest in this area

    The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Disney's Animal Kingdom® Theme Park or Disney's Hollywood Studios® might round out your trip.

    Find hotel + flight trips in Reunion

Kissimmee Hotel Deals

Palazzo Lakeside
Palazzo Lakeside
3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL, 34746
Fully refundableReserve now, pay when you stay
The price is $51 per night from Jun 1 to Jun 2
$51
per night
Jun 1 - Jun 2
7.8/10 Good! (3,273 reviews)
"My name is Chantee Roberts and I wanted to give an excellent review for this hotel, it is centrally located and close to major attractions. The breakfast is amazing and the hotel is very clean. I especially want to acknowledge Tonia the manager and Dulio for their service."

Reviewed on May 30, 2023

Palazzo Lakeside
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL, 34747
Fully refundableReserve now, pay when you stay
The price is $179 per night from Jun 7 to Jun 8
$179
per night
Jun 7 - Jun 8
8.8/10 Excellent! (2,613 reviews)
"Beautiful property and the location is superb! Overall very happy with our stay and would book again!"

Reviewed on May 30, 2023

Margaritaville Resort 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, 34746
Fully refundableReserve now, pay when you stay
The price is $60 per night from Jun 7 to Jun 8
$60
per night
Jun 7 - Jun 8
8.4/10 Very Good! (3,298 reviews)
"Everything was good and clean funny smell in room other than that clean and nice pool and court for kids"

Reviewed on May 30, 2023

Red Lion Hotel Orlando Lake Buena Vista South
See all 29,966 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?
Maybe less than you might think — from just $407, actually! By combining flights, hotels and car rentals into a tailor-made travel package, your Kissimmee escape is just clicks away.
If I'm not able to travel, can I cancel my Kissimmee vacation package?
You sure can, and we’ll help you every step of the way. You may be able to cancel and rebook your Kissimmee vacation package for free within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances suddenly change, have a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Kissimmee?
Bundle your hotels and flights, add on extras such as a rental car or activities, and save with a Kissimmee vacation package. You won’t just pick up exciting discounts on your escape — you’ll have a world of choice within your reach too. When you book through Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties worldwide. Your next epic adventure begins right here, right now!
Where should I stay in Kissimmee?
With so much to explore in Kissimmee, it’s a good idea to book a hotel near its attractions. ChampionsGate Golf Club, Old Town and Kissimmee Lakefront Park are some good ones to add to your must-see list.
What are the top hotels in Kissimmee?
Magic Moment Resort and Kids Club and Red Lion Hotel Orlando Lake Buena Vista South are both popular options in the neighborhood of Windsor Hills. If you prefer to stay in the Bellavida area, consider making a reservation at Magic Moment Resort and Kids Club or Red Lion Hotel Orlando Lake Buena Vista South.
How far in advance should I book my Kissimmee vacation?
Reserving your flight early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months prior to departure dates. This is often the cheapest time to book. If circumstances have left you booking late, discount tickets to Kissimmee are still known to appear a few weeks before departure.
What does an Expedia Kissimmee travel package include?
That’s up to you. You can pick from a range of Kissimmee bundles, such as a rental car, flight and hotel. You can also book a hotel with a flight, or a flight and a rental car. Once you’ve made your booking, you can add the fun stuff like experiences and activities. Whatever your dream Kissimmee getaway looks like, you’re sure to save!
What should I know before booking a Kissimmee travel package?
A package can be easier on the wallet than separately booking everything you need for your getaway. For example, bundle your flights, hotels and rental cars and land a great deal. No matter your vacation goals, you’ll find a package that’s right for you.
Can I choose my airline with a Kissimmee Expedia vacation package?
Yes, of course. We offer more than 550 partner airlines globally, so opt for the carrier that fits your travel needs.
Does Expedia offer Book Now, Pay Later Kissimmee vacation packages?
With one of our vacation packages, you can customize both your getaway and a payment plan. Expedia can help reduce financial burden to do with your travel with a Book Now, Pay Later booking, thanks to us working with online lender Affirm. That way, all you have to worry about is preparing to take to the skies.

Popular places to visit

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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
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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
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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

Things to do

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Universal Orlando Resort Theme Park Tickets

$156
Per adult
84% of travellers recommend
Universal Orlando Resort Theme Park Tickets
Image for LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$68
Per adult
84% of travellers recommend
LEGOLAND® Florida Tickets
Image for 2-Attraction Pass: SEA LIFE Aquarium & Madame Tussauds Wax Attraction

2-Attraction Pass: SEA LIFE Aquarium & Madame Tussauds Wax Attraction

$34
Per adult
90% of travellers recommend
2-Attraction Pass: SEA LIFE Aquarium & Madame Tussauds Wax Attraction
See all activities in Kissimmee

More trip options