Kissimmee Vacation Packages

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Your Kissimmee Vacation

Lock in a custom vacation package to Kissimmee and get ready for your next big adventure. Consider basing yourself in the neighborhood of Historic Downtown Kissimmee, which is great for shopping and dining, for a true taste of this unique city. Ready to explore? Gatorland®, Osceola Heritage Park and Give Kids the World Village are some of the top-rated places to visit during your trip to Kissimmee. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and finally put your Kissimmee vacation plans in motion!

Top Kissimmee Vacation Deals

Prices and availability subject to change. Additional terms may apply.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
May 30 - Jun. 6
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8/10 Very Good! (3,850 reviews)
The property was clean and quiet. I wish the rooms would have a microwave instead of having to walk to go use the microwave.

Reviewed on Apr. 25, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
Save 100% on your flight
per person
May 30 - Jun. 6
Roundtrip non-stop flight included
Halifax (YHZ) 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

ette hotel

ette hotel

4.5 out of 5
Save 100% on your flight
per person
Jun. 7 - Jun. 13
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
9.8/10 Exceptional! (131 reviews)
I stay at ette every time when I travel to Orlando. Love!

Reviewed on Apr. 19, 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
Jul. 4 - Jul. 10
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
7.6/10 Good! (3,717 reviews)
stayed for the second time, and we ways enjoy it ❤️

Reviewed on Apr. 24, 2024

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
per person
May 26 - Jun. 2
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.2/10 Very Good! (809 reviews)
The stay was better than excepted. Very nice!

Reviewed on Apr. 22, 2024

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

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

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 CA $119 per night from May 16 to May 17
CA $119
CA $182 total
includes taxes & fees
May 16 - May 17
8.8/10 Excellent! (3,032 reviews)
"Excelente service , fast responders, very satisfied with everything ,"

Reviewed on Apr. 24, 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 CA $49 per night from May 16 to May 17
CA $49
CA $95 total
includes taxes & fees
May 16 - May 17
7.8/10 Good! (3,882 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 CA $85 per night from Apr. 29 to Apr. 30
CA $85
CA $128 total
includes taxes & fees
Apr 29 - Apr 30
8.6/10 Excellent! (4,334 reviews)
"Was everything good just the checkin in was to long we wait 30 minutes"

Reviewed on Apr. 22, 2024

Red Lion Hotel Orlando Lake Buena Vista South
See all 32,365 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

Family Vacations

Family Vacations

Frequently asked questions

How much does a Kissimmee vacation package cost?
The cheapest Kissimmee vacation package is CA $694, 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(226 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(988 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(399 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

CA $65
Per adult
82% of travellers recommend
Aquatica Orlando
Image for Orlando: Museum of Illusions Admission Ticket

Orlando: Museum of Illusions Admission Ticket

CA $42
Per adult
84% of travellers recommend
Orlando: Museum of Illusions Admission Ticket
Image for The Outta Control Magic Comedy Dinner Show

The Outta Control Magic Comedy Dinner Show

CA $52
Per adult
82% of travellers recommend
The Outta Control Magic Comedy Dinner Show
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.