Kissimmee Vacations from ￥166,269

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The Latest Kissimmee Vacation Packages

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

Seasons Florida Resort

￥166,269
per person
Nov 12 - Nov 18
just found
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9/10 Wonderful! (3,798 reviews)
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

￥240,578
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,393 reviews)
Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

￥276,411
per person
Nov 12 - Nov 18
just found
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9.2/10 Wonderful! (1,011 reviews)
Definitely would do it again and referred out very nice resort

Reviewed on Aug 26, 2026

Meliá Orlando Celebration

Meliá Orlando Celebration

￥192,032
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,612 reviews)
This hotel was just about everything one could desire in a hotel. Parking is supposed to be limited, but that wasn't my experience. I was always able to find a spot. The only thing thing that disappointed me and my wife is the absence of free breakfast in the morning. I can see it's a trend in the greater Orlando area, butI expected better from such a classy hotel. Because of that, it's a 4.5 out of 5.0 for me and my wife.

Reviewed on Aug 25, 2026

The Delaney Hotel

The Delaney Hotel

South Orange
￥240,598
per person
Oct 15 - Oct 18
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.6/10 Exceptional! (1,187 reviews)
Great pre-hospital stay.

Reviewed on Aug 26, 2026

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

Find the Best Kissimmee Vacation Packages

Things to do in and around Kissimmee

Shopping

For shopping in Kissimmee, visit Disney Springs™, located 14.5km away, offering a vibrant atmosphere with family-friendly options. Old Town is nearby, providing entertainment and local charm. The 192 Flea Market is also in Kissimmee, perfect for unique finds and souvenirs.

Recreation

Experience the vibrant atmosphere at ESPN Wide World of Sports Complex, where you can enjoy various sports activities and events. Alternatively, unwind at Waldorf Astoria Golf Club or Hunters Creek Golf Club, both offering picturesque outdoor settings perfect for relaxation and recreation amid nature.

Adventure

Aquatica, a thrilling waterpark 14.5km from Kissimmee, boasts exhilarating slides and relaxing wave pools for family fun. Wonderworks, located 17.7km away, offers interactive arcade games in a whimsical atmosphere. For speed enthusiasts, the Orlando Kart Center, 12.9km from Kissimmee, provides an adrenaline-pumping karting experience.

Nightlife

Kissimmee's nightlife offers a vibrant atmosphere with venues like Indigo's Family Fun Center, a lively pub located 45.1km away. Enjoy a mix of romance and entertainment vibes while sipping on drinks and mingling with locals for a memorable night out.

*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 is an ideal destination for family, entertainment, and business vacations, offering a variety of attractions such as theme parks, lakes, and amusement parks. Visitors can enjoy outdoor activities, cultural experiences, and family-friendly adventures. To fully experience what Kissimmee has to offer, be sure to explore its popular points of interest and immerse yourself in the local charm.

  • Universal Orlando Resort: Experience the magic of Universal Orlando Resort, a thrilling theme park just 20.9km away from Kissimmee. With exhilarating rides, immersive attractions, and beloved characters from movies, it offers entertainment for the whole family, making it a must-visit for adventure seekers and film lovers alike.
  • Orange County Convention Center: Located 16.1km from Kissimmee, the Orange County Convention Center is a hub of culture and creativity. Hosting a variety of events, exhibitions, and conventions, this arts center showcases the vibrant arts scene and offers a unique glimpse into the local culture.
  • Kissimmee Lakefront Park: Situated within Kissimmee, Kissimmee Lakefront Park is a beautiful urban oasis perfect for families. With scenic views, walking trails, and recreational activities, it offers a relaxing outdoor experience in the heart of the city.

Best time to go to Kissimmee

None

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 during the off-peak season (typically August to September and November) for more affordable package holidays to Kissimmee.
  • 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 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
￥2,794
￥10,217 total
Aug 27 - Aug 28
includes taxes & fees
9.4/10 Exceptional! (5,484 reviews)
"Loved the experience, will be returning"

Reviewed on Aug 26, 2026

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
￥10,164
￥15,516 total
Aug 30 - Aug 31
includes taxes & fees
Vacation Village Orlando, Celebration
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle Kissimmee FL
￥20,137
￥31,529 total
Sep 22 - Sep 23
includes taxes & fees
8.8/10 Excellent! (3,744 reviews)
"Staff is incredibly friendly and it's conveniently located around many shops. My only issue is with how early everything closes and my approved late check out being disrupted twice by house keeping. But overall had a great time. Good drinks and food. Loved the pool."

Reviewed on Aug 26, 2026

Margaritaville Resort Orlando with H2O Waterpark
See all 27,526 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.

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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The Silver Spurs Arena with a clear blue sky and a few clouds.

Silver Spurs Arena

7.8/10 (3,021 reviews)
The Silver Spurs Arena showcases Kissimmee's vibrant entertainment scene through rodeos, concerts, and sporting events. Experience the celebrated Silver Spurs Rodeo, a cultural highlight held throughout the year.
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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

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

￥5,602
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

￥18,697
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

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

￥4,352
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
See all activities in Kissimmee

Frequently asked questions

How much does a Kissimmee vacation package cost?
You'll find cheap prices from ￥166,269 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?
January, September and October are great times to search for cheap Kissimmee vacation packages. Choosing to travel in less busy periods means you can typically find better prices on flights and hotels.
How many days is enough for Kissimmee?
Kissimmee vacations come in many shapes and sizes, but to get a true feel for this place, we'd suggest 3 days is about right. With this timeframe, you can visit top attractions like Capone's Dinner Show and Osceola Performing Arts Center and seek out some lesser-known gems. Don't forget to explore cool neighborhoods such as Historic Downtown Kissimmee and Bellavida either. If you plan wisely, you may even be able to take a day trip from Kissimmee too.
Is it worth booking a vacation package to Kissimmee?
Whether you'd like to check out attractions like Kissimmee Lakefront Park and Osceola Heritage Park on your Kissimmee vacation, or coming for its great family-friendly attractions, shopping and dining, there's something for everyone here. With so much to do, you'll soon discover why so many families 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 when to go: Check your calendar and pack your bags. Your preferred time of year and the available activities will also help you decide when to escape to Kissimmee.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to activities and airfares. Your hotel will likely be the largest expense during your trip to Kissimmee.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to get to in Kissimmee. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the ideal Kissimmee vacation package for you.

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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.