Kissimmee Holidays

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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 Medieval Times.

Find hotels in Cumbrian Lakes

Things to do in and around Kissimmee

Kissimmee is an ideal destination for families and those seeking entertainment or business-themed holidays. Visitors can enjoy a variety of activities, including outdoor adventures, sun-soaked pursuits, and engaging miniature golf. The area boasts numerous resorts and vibrant shopping centres, making it a perfect blend of relaxation and excitement for all ages.

Shopping

Disney Springs™ is a delightful shopping area located 14.5km from Kissimmee, offering a vibrant atmosphere perfect for families. Orlando Vineland Premium Outlets, 12.9km away, provides a fantastic mix of entertainment and shopping. For a local experience, visit the 192 Flea Market in Kissimmee, brimming with unique finds.

Recreation

Mystic Dunes Golf Club offers a tranquil golfing experience amidst lush landscapes, perfect for relaxation and sport. For sports enthusiasts, the ESPN Wide World of Sports Complex boasts thrilling events, while Medieval Times presents an enchanting blend of entertainment and culture, ideal for family outings.

Adventure

Experience thrilling water slides and wave pools at Aquatica, only 14.5km from Kissimmee. Enjoy adrenaline-fueled karting at Kissimmee Go-Karts right within the area. Don’t miss Disney's Typhoon Lagoon Water Park, also 14.5km away, where adventure meets family fun in a tropical paradise.

Nightlife

Kissimmee's nightlife offers vibrant entertainment, ideal for a fun evening. For a lively atmosphere, visit Indigo's Family Fun Center, a charming pub located 45.1km away, where you can enjoy romance and enjoy the entertainment vibes with friends and fellow travellers.

*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, offers a delightful blend of family-friendly attractions, entertainment, and cultural experiences, making it an ideal destination for all types of travellers. Visitors can explore renowned theme parks, enjoy the serene lakes, and indulge in the excitement of amusement parks. Whether you're seeking outdoor adventures or engaging cultural encounters, Kissimmee provides a vibrant atmosphere that caters to families and leisure seekers alike.

  • Universal Orlando Resort: Experience the thrill of this renowned theme park, just 20.9km from Kissimmee. With immersive attractions and entertainment options, it’s a fantastic destination for families seeking adventure and fun.
  • Orange County Convention Center: Located 16.1km away, this arts centre is a hub of culture, hosting a variety of events and exhibitions. Immerse yourself in the vibrant art scene and enjoy the creative atmosphere.
  • Osceola Heritage Park: Situated within Kissimmee, this urban park offers a delightful blend of family-friendly activities and outdoor spaces. Enjoy the city vibes while exploring nature and engaging in community events.

Tips to save on your trip to Kissimmee

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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.

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 €81 per night from 7 Jul to 8 Jul
€81
7 Jul - 8 Jul
includes taxes & fees
9.4/10 Exceptional! (4,647 reviews)
"Good"

Reviewed on 1 Jul 2026

Kompose Boutique Resort at Theme Parks
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3 out of 5
5711 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundable
The price is €80 per night from 22 Jul to 23 Jul
€80
22 Jul - 23 Jul
includes taxes & fees
8.4/10 Very good! (2,773 reviews)
"Great breakfast, friendly staff"

Reviewed on 30 Jun 2026

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
The price is €198 per night from 29 Jul to 30 Jul
€198
29 Jul - 30 Jul
includes taxes & fees
8.8/10 Excellent! (3,634 reviews)
"Very nice and clean property, nice staff, great food. The pools were nice except it rained most of my stay."

Reviewed on 30 Jun 2026

Margaritaville Resort Orlando with H2O Waterpark
See all 26,893 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

Walt Disney World® Resort Theme Park Tickets

Walt Disney World® Resort Theme Park Tickets

€158
per adult
88% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
Magic Kingdom® Park

Walt Disney World® Theme Park Tickets

€684
per adult
88% of travellers recommend
Walt Disney World® Theme Park Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

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

€29
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 holiday 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 holiday to Kissimmee costs.
What are the cheapest months to go to Kissimmee?
January, September and October are great times to search for cheap Kissimmee holiday 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 holidays 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 Centre and seek out some lesser-known gems. Don't forget to explore cool neighbourhoods 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 holiday package to Kissimmee?
Whether you'd like to check out attractions like Kissimmee Lakefront Park and Osceola Heritage Park on your Kissimmee holiday, 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 holiday 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 holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and accommodation separately. Better still, you can personalise 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 holiday 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 accommodation and airfare: After you've nailed down your trip dates and duration, lock in the ideal Kissimmee holiday 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.