Kissimmee Vacations from $321

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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!

The Latest Kissimmee vacation packages

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

Westgate Towers Resort

Save 100% on your flight
$321
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

$332
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (5,255 reviews)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
$502
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9/10 Wonderful! (1,299 reviews)
Very nice hotel and location was great. The staff was very helpful.

Reviewed on Aug 4, 2026

WorldQuest Orlando Resort

WorldQuest Orlando Resort

$545
per person
Sep 19 - Sep 26
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (4,085 reviews)
We stayed here one night so it was fine for our party of four. Had booked a 2/2 but they changed us to 3/2. The unite was fully stocked and the AC worked well. However, it is a bit run down in the sense that you could tell there has been high traffic and visible wear and tear. Minor things but don't expect brand new. One note is the main bedroom was in the back of the unit, but the smaller bedrooms had big windows to the main hallway. This made me a bit uneasy as we were traveling with kids, but not huge deal since they were older. Definitely a deal for the space and kitchen (even pots and pans) and the location was central.

Reviewed on Aug 4, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District
Save 100% on your flight
$477
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
7.8/10 Good! (561 reviews)
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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
A wooden boardwalk leading to a gazebo over a lake, surrounded by trees with autumn leaves.

Cumbrian Lakes

While there might not be top attractions in Cumbrian Lakes, you can explore the larger area and discover places like Give Kids the World Village and Old Town.

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Campbell

Travelers like the sporting events in Campbell, and Shingle Creek Regional Park is a top attraction you might want to visit.

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A lake with a wooden bridge and a gazebo.

Solivita

If you're looking for some top things to see and do in Solivita and surrounding area, you can visit London Island and Lake Marion.

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Crescent Lakes

While there might not be top attractions in Crescent Lakes, you can explore the larger area and discover places like Give Kids the World Village and Providence Golf Club.

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A large tree with Spanish moss, surrounded by dry grass and other vegetation.

Trafalgar Village

If you're looking for some top things to see and do in Trafalgar Village and surrounding area, you can visit Give Kids the World Village and Providence Golf Club.

Find hotels in Trafalgar Village

Stay near popular Kissimmee attractions

A theme park entrance with a Ferris wheel and a roller coaster.

Old Town

8.6/10 (14,011 reviews)
This retro-themed district transports you to a nostalgic era with vintage architecture. Stroll the brick-paved streets at dusk when live music and illuminated attractions create a magical atmosphere.
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A golf course with sand bunkers, trees, and a flagstick.
Photo by Visit Orlando

Mystic Dunes Golf Club

7.8/10 (4,134 reviews)
This Gary Koch-designed championship course blends British links-style dunes with Carolina wetlands across dramatic 80-foot elevations. Reserve your morning tee time for optimal play conditions on both distinct nines.
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Three heraldic shields on a wall covered in ivy.

Medieval Times

8.0/10 (3,178 reviews)
Step back in time at this immersive 11th-century castle featuring knights in armor and jousting tournaments. Feast on a medieval meal without utensils while cheering for your assigned champion.
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A water park with a pool, palm trees, and a statue of a horse.

Kissimmee Lakefront Park

8.4/10 (2,921 reviews)
This lakeside retreat features scenic walking paths, fishing piers, and a Monument of States along Lake Tohopekaliga. Enjoy lighthouse views or bring the family for splash pad adventures in this peaceful urban oasis.
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Vintage cars parked on grass under a cloudy sky.
Photo by cyclone_trudy

Osceola Heritage Park

7.8/10 (3,681 reviews)
This versatile entertainment complex hosts concerts to rodeos in its Silver Spurs Arena and Osceola County Stadium. Check the official website before visiting as advance tickets are required for most events.
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A landscape with a clear blue sky, a large body of water with lily pads, and a distant horizon.
Photo by Emily Slade

Boggy Creek Airboat Rides

7.8/10 (463 reviews)
Take the family on an outing to Boggy Creek Airboat Rides during your trip to Kissimmee. Stroll along the lakeside or attend a sporting event in the area.
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Reunion Resort Golf Course

7.6/10 (3,040 reviews)
Experience three championship courses designed by Palmer, Watson, and Nicklaus at this prestigious Florida golf destination. Enjoy meticulously maintained fairways while savoring the resort's upscale amenities.
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Island H2O Live!

8.2/10 (270 reviews)
Island H2O Live! combines thrilling water slides with smart technology for a customized experience. Guests can personalize rides with wristbands and share adventures through the park's integrated social media features.
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What to do in Kissimmee

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

$27
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$35
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

$117
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
See all activities in Kissimmee

Kissimmee Hotel Deals

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
$68 nightly
$77 total
Aug 12 - Aug 13
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

2975 Arabian Nights Blvd Kissimmee FL
Fully refundableReserve now, pay when you stay
$98 nightly
$111 total
Sep 3 - Sep 4
Total with taxes and fees
Vacation Village Orlando, Celebration
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundable
$172 nightly
$194 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (3,195 reviews)
"Excellent resort- spacious villa, clean, pools were great, fantastic location to everything. Looking forward to our next trip back!"

Reviewed on Aug 6, 2026

Holiday Inn Club Vacations at Orange Lake Resort by IHG
See all 27,476 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.

Find the Best Kissimmee Vacation Packages

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.

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®

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Frequently asked questions

How much does a Kissimmee vacation package cost?
You'll find cheap prices from $321 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?
  1. Choose your travel dates: The things you plan to do in Kissimmee and your favorite season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.

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