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

Price found within the past 48 hours. Click for updated prices.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.4/10 Very Good! (1,404 reviews)
I enjoy every thing about the property was great

Reviewed on Aug. 10, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (1,670 reviews)
It's a good place, I would just add that they need more tables and seats in the water park area, which is where everyone wants to be during the day.

Reviewed on Aug. 9, 2025

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area

4 out of 5
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.6/10 Excellent! (1,361 reviews)
Very easy checkin process and rooms very spacious and clean. Great breakfast buffet and friendly staff.

Reviewed on Aug. 10, 2025

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4 out of 5
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Orlando (MCO)
8.4/10 Very Good! (1,575 reviews)
The food was delicious and bed very comfortable.

Reviewed on Aug. 10, 2025

Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
International Drive District
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
I liked the room, real spacious and privacy in the bedroom and the indoor access to your room instead of outside the building. I didn’t like the set up of the entering and exiting the parking lot, too complicated. A pull up pole needing the key card from almost every exiting access from the parking lot.

Reviewed on Aug. 10, 2025

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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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 Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Find hotels in Reunion

Ready to book your vacation to Kissimmee?

 

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Kissimmee Hotel Deals

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Aug 19 to Aug 20
CA $79
CA $107 total
Aug 19 - Aug 20
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"American Airlines is a terrible airline company"

Reviewed on Aug. 12, 2025

Kompose Boutique Resort at Theme Parks
Vacation Village at Parkway

Vacation Village at Parkway

3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Aug 18 to Aug 19
CA $96
CA $132 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (2,734 reviews)
"Great property! Well maintained, super comfortable and spacious rooms. Great for families. Easy check in and out process."

Reviewed on Aug. 12, 2025

Vacation Village at Parkway
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Aug 20 to Aug 21
CA $130
CA $194 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (4,192 reviews)
"We stayed here for a baseball tournament at Disney. The distance to the facility was perfect. The property was clean."

Reviewed on Aug. 11, 2025

Hilton Vacation Club Mystic Dunes Orlando
See all 26,810 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.
All Inclusive Vacations
All Inclusive Vacations
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Discover the most popular places to visit in Kissimmee

Walt Disney World® Resort

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
Universal Studios Florida

Universal Studios Florida

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

Universal Studios Florida
Universal Studios Orlando which includes street scenes, a city and rides

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

Aquatica Orlando

Aquatica Orlando

CA $66
per traveller
82% of travellers recommend
Aquatica Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

CA $91
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Indoor Karting

Andretti Indoor Karting & Games in Orlando

CA $42
per adult
80% of travellers recommend
Andretti Indoor Karting & Games in Orlando
See all activities in Kissimmee

Frequently asked questions

How much does a Kissimmee vacation package cost?
Offering great value package deals from CA $594 on Expedia, you'll be surprised at how little a vacation to Kissimmee costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Kissimmee?
January, September and October are great times to look for cheap Kissimmee vacation packages. Travelling in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for Kissimmee?
We'd recommend booking a Kissimmee vacation for a minimum of 3 days. This will allow you time to tick off major attractions including Kissimmee Lakefront Park and Osceola Heritage Park, and check out neighbourhoods like Historic Downtown Kissimmee and Bellavida. You could even fit in one or two day trips beyond Kissimmee.
Is it worth booking a vacation package to Kissimmee?
Well known for its family-friendly attractions, shopping and dining, a Kissimmee vacation has something for everyone. Be sure to visit major sights like Kissimmee Lakefront Park and Osceola Heritage Park, and consider renting some wheels for day trips to explore even more.
How to find the best Kissimmee package deals?
Begin your search for a Kissimmee package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Kissimmee package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kissimmee getaway off to a flying start.
Is it cheaper to book a Kissimmee vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized Kissimmee vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Kissimmee?
If you've got your Kissimmee vacation dates confirmed, book early to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Kissimmee?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Kissimmee.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and airfares. Your hotel will probably be the largest expense during your trip to Kissimmee.
  3. Decide how long to go away for: Now that you're more familiar with Kissimmee, you can figure out the perfect length of your vacation. Put together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Kissimmee vacation package that brings all your bookings together.

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