How much does a Kissimmee vacation package cost?

You'll find cheap prices from $286 on Expedia for your Kissimmee escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Kissimmee costs.

What are the cheapest months to go to Kissimmee?

If you're looking to score a cheap Kissimmee vacation package, consider traveling in September, October and December. You're likely to find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly break.

How many days is enough for Kissimmee?

With around 3 days, you'll have plenty of time to enjoy popular neighborhoods such as Historic Downtown Kissimmee and Bellavida during your Kissimmee vacation. Be sure to also add Skate Reflections and AMF Bowling Center to your sightseeing list. Searching for more adventures? Consider venturing outside of Kissimmee on tours and day trips.

Is it worth booking a vacation package to Kissimmee?

Whether you'd like to check out major sights such as Kissimmee Lakefront Park and Osceola Heritage Park on your Kissimmee vacation, or coming for its excellent family-friendly attractions, shopping and dining, there's something for everyone here. With so much to experience, you'll soon find out why so many people think Kissimmee is a good vacation destination.

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 "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Kissimmee package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kissimmee adventure underway.

Is it cheaper to book a Kissimmee vacation as a package?

An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations separately. Better still, you can personalize your Kissimmee getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.

When to book a vacation package to Kissimmee?

If you're planning an impromptu Kissimmee trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.

How to plan a trip to Kissimmee?

Choose your travel dates: The things you plan to do in Kissimmee and your favorite season can help you decide when to go. Budget wisely: Besides the price of your accommodations, you should consider other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Kissimmee. Use Expedia's trip planning tool to explore Kissimmee: Research every part of your trip to Kissimmee with this handy planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings. Decide how long to go for: Now that you're more familiar with Kissimmee, you can work out the right length of your vacation. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Kissimmee vacation package that brings all your bookings together. Book any activities or excursions: Now to the fun part — locking in everything you want to do and see. Explore some of the incredible things to do in Kissimmee and reserve your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Kissimmee vacation packages?

Your Kissimmee trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

Experience Kissimmee Vacation Book from $286

Name: Hilton Vacation Club Mystic Dunes Orlando
Price range: $148 total
Rating: 9

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!

The Latest Kissimmee vacation packages

Price found within the past 48 hours. Click for updated prices.

Westgate Vacation Villas Resort

$286

per person

Mar 26 - Mar 31

found 13 hours ago

Roundtrip flight included

New York (LGA) to Orlando (MCO)

8/10 Very Good! (1,703 reviews)

The place was great and convenient to everything

Reviewed on Jan 15, 2026

Residence Inn by Marriott Daytona Beach Oceanfront

$923

per person

Feb 26 - Mar 4

found 2 days ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Staff very friendly. Spacious room. Great view. Our room was not cleaned everday, don't know if they were too busy. We did get service when we asked.

Reviewed on Dec 29, 2025

Westgate Town Center Resort

$331

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8/10 Very Good! (1,367 reviews)

We stayed in Building 5100, Room A, and had a mixed experience. Pros: The room was spacious and comfortable with a full kitchen, dining table, separate living area, bedroom, and a bathroom with a hot tub. The location was excellent, close to the Disney parks, with plenty of parking and low noise levels. The pool near our building was clean with great hours. The main resort pool with the lazy river and slides was fun, and Javier the security guard was attentive, polite, and friendly. The Mexican restaurant on site had good food, drinks, and service. Check in and check out were easy. Cons: Cleanliness and service were disappointing. Upon arrival, we found a clipped fingernail in our bed. We called room service at 4:00 pm, but no one arrived until nearly 10:00 pm after multiple calls. We also requested room cleaning for the next day, which was approved, but the room was never cleaned. Water pressure in the bathroom was very poor. Paying extra to access the main resort pool felt unreasonable, especially since it closed for cleaning for almost an hour and a half, leaving limited time before closing. Bar drinks were good, but lines were long due to only two bartenders, and the second floor bar never opened, forcing guests downstairs. Overall, the room and location were strong, but service issues and extra fees negatively impacted our stay.

Reviewed on Jan 10, 2026

Westgate Towers Resort

$315

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Outdated. Property has nothing exciting going on. I didn’t even see a restaurant.

Reviewed on Jan 17, 2026

Westgate Cocoa Beach Resort

$1,033

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.8/10 Excellent! (500 reviews)

Everything was great! Staff were super!!

Reviewed on Dec 22, 2025

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Where to stay in Kissimmee

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

Kissimmee Hotel Deals

Kompose Boutique Resort at Theme Parks

7491 W Irlo Bronson Memorial Hwy Kissimmee FL

Fully refundableReserve now, pay when you stay

$87 nightly

$99 total

Jan 19 - Jan 20

Total with taxes and fees

9.4/10 Exceptional! (2,320 reviews)

Clean room, excellent customer services, and amazing amenities! The lazy river was one of the highlights of our time there!

Reviewed on Jan 13, 2026

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane Kissimmee FL

Fully refundableReserve now, pay when you stay

$130 nightly

$148 total

Jan 25 - Jan 26

Total with taxes and fees

9/10 Wonderful! (4,588 reviews)

The Room Was Amazing Big Beautiful and Fully Stocked Plates Utensils Coffee Cups Pots and Pans The Whole Nine Yards

Reviewed on Jan 11, 2026

Margaritaville Resort Orlando

8000 Fins Up Circle Kissimmee FL

Fully refundableReserve now, pay when you stay

$170 nightly

$193 total

Jan 19 - Jan 20

Total with taxes and fees

8.8/10 Excellent! (3,632 reviews)

Nice place Located near restaurants and shops walking distance to water park

Reviewed on Jan 16, 2026

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.

Things to do in and around Kissimmee

Kissimmee, Florida, is a fantastic destination for families and entertainment seekers alike, offering a variety of activities. Visitors can explore thrilling theme parks, enjoy scenic nature trails, and partake in outdoor adventures. The area is also home to vibrant shopping centers and resorts, making it perfect for both leisure and business trips. With friendly attractions and fun adventures at every turn, Kissimmee promises an unforgettable vacation experience.

Shopping

In Kissimmee, you can shop at Disney Springs™, located 9 miles away, offering a vibrant atmosphere. Old Town provides a mix of entertainment and shopping right in the area. The 192 Flea Market is perfect for unique finds and local goods, adding to the city's charm.

Recreation

Play a round at Mystic Dunes Golf Club, where the lush landscapes and challenging holes create a perfect outdoor retreat. Experience the excitement at ESPN Wide World of Sports Complex, just 10 miles away, for a sports-filled day. Enjoy a captivating evening at Medieval Times for family-friendly entertainment and culture.

Adventure

Experience the thrill of Aquatica's exhilarating water slides and wave pools, located 9 miles from Kissimmee. Enjoy family-friendly fun at Wonderworks, an arcadeAdventureZone 11 miles away, or race your friends at Kissimmee Go-Karts, right in the heart of the city for an adrenaline-pumping day.

Nightlife

For a lively night in Kissimmee, don’t miss Indigo's Family Fun Center, a vibrant drinking pub 28 miles away. Enjoy a mix of entertainment and romance vibes, perfect for unwinding with friends or a special someone after a day of excitement.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Kissimmee

Kissimmee, Florida, is perfect for family-friendly vacations, offering a variety of entertainment options, including theme parks, amusement parks, and beautiful lakes. Visitors can enjoy outdoor adventures and cultural experiences, making it an ideal destination for all types of travelers. Don't miss the chance to fully immerse yourself in the local charm and attractions while exploring the vibrant surroundings of Kissimmee.

Universal Orlando Resort: Experience the thrill of Universal Orlando Resort, a vibrant theme park located 13 miles from Kissimmee. This destination offers exciting rides, immersive attractions, and the chance to meet your favorite characters, making it perfect for families and entertainment seekers alike.
Orange County Convention Center: Situated 10 miles from Kissimmee, the Orange County Convention Center is a cultural hub featuring art exhibits and events. Engage with local and international art, attend conventions, and explore the diverse cultural offerings that make this venue a cornerstone of the arts scene in the region.
Kissimmee Lakefront Park: Located within Kissimmee, this urban park is a family-friendly oasis. Enjoy beautiful waterfront views, picnic areas, and recreational activities, making it ideal for outdoor fun and relaxation amidst the city’s charm.

Tips to save on your trip to Kissimmee

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Kissimmee.
Consider traveling to Kissimmee during the low season (August to September and November) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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®

Language

English

Currency

U.S dollars

Closest Airport

Orlando Intl. Airport (MCO)

Population

69,200

Max Temp Winter

70ºF

Max Temp Summer

90ºF