Kissimmee Trips (flight + hotel)

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.

Find hotels in Cumbrian Lakes

Things to do in and around Kissimmee

Shopping

For a delightful shopping experience in Kissimmee, visit Disney Springs™, located 14.5km away, offering a vibrant mix of family-friendly shops and dining. If you're up for a drive, explore Orlando Outlet Marketplace and Bayhill Plaza Shopping Center, both 19.3km away, featuring a variety of entertainment and retail options.

Recreation

Experience the thrill of the Houston Astros Spring Training, where you can catch a game and immerse yourself in the vibrant sports atmosphere. For some fun on ice, visit The Ice Factory of Central Florida for skating and entertainment. Enjoy a lively round at Bonanza Golf & Gifts, perfect for family adventures.

Adventure

Aquatica, a thrilling waterpark 14.5km from Kissimmee, offers exhilarating slides and family fun in a vibrant atmosphere. Wonderworks, located 17.7km away, combines arcade games with interactive exhibits for a fantastic family adventure. Disney's Blizzard Beach Water Park, also 17.7km distant, provides a unique winter-themed water experience for all ages.

Nightlife

Kissimmee’s nightlife offers a vibrant atmosphere with venues like Indigo's Family Fun Center, a charming drinking pub located 45.1km away. Here, you can enjoy a mix of romance and entertainment vibes, perfect for a lively evening out with friends or a cosy night with a partner.

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

Find the best attractions near Kissimmee

Kissimmee, Florida, is an ideal destination for family, entertainment, and business-themed holidays. The area boasts a variety of attractions, including theme parks, lakes, and amusement parks, providing ample opportunities for outdoor adventures and cultural experiences. Visitors can explore the vibrant local scene, ensuring a memorable trip filled with family-friendly activities and exciting entertainment options. Don't miss the chance to experience all that Kissimmee has to offer.

  • Universal Orlando Resort: A thrilling theme park located 20.9km from Kissimmee, Universal Orlando Resort offers a fantastic blend of entertainment and family-friendly attractions. Experience the excitement of rides based on popular movies and enjoy vibrant shows that will delight visitors of all ages.
  • Orange County Convention Center: Situated 16.1km from Kissimmee, this arts centre showcases a variety of cultural events and exhibitions, providing a unique insight into the local art scene. It’s a hub for creativity and innovation, perfect for art enthusiasts.
  • ICON Park: Just 17.7km away, ICON Park is an outdoor amusement park featuring thrilling rides and attractions. Enjoy adventure-filled experiences and create lasting memories with family as you take in stunning views from the iconic observation wheel.

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 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.

Top hotels in Kissimmee

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 P1,439 per night from Nov 17 to Nov 18
P1,439
P4,433 total
Nov 17 - Nov 18
includes taxes & fees
9.4/10 Exceptional! (6,485 reviews)
"It's a no frills hotel which is fine. However we stayed for 3 nights and we were put on the 3rd floor next to the door for the elevator and stairs. So most of the 1st night all we heard was that heavy door slam all night long. Plus we had tiny little bugs in our bathroom sink the whole stay!! The ..."

Reviewed on Nov 13, 2026

Kompose Boutique Resort at Theme Parks
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway Kissimmee FL
The price is P1,270 per night from Nov 29 to Nov 30
P1,270
P3,595 total
Nov 29 - Nov 30
includes taxes & fees
8.4/10 Very Good! (5,385 reviews)
"It was a very good hotel"

Reviewed on Nov 12, 2026

Palazzo Lakeside Hotel
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is P8,160 per night from Nov 29 to Nov 30
P8,160
P12,708 total
Nov 29 - Nov 30
includes taxes & fees
Margaritaville Resort Orlando with H2O Waterpark
See all 28,525 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.
See properties

What to do in Kissimmee

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

P2,121
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

P8,807
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

P8,807
per adult
78% of travellers recommend
Universal Orlando Resort Theme Park Tickets
See all activities in Kissimmee

Frequently asked questions

How much does a Kissimmee vacation package cost?
You'll find cheap prices 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.

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