Kissimmee Trip

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Top Kissimmee Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Galleria Palms Hotel
Sheraton Orlando Lake Buena Vista Resort
Encore Resort and Water Park at Reunion by Rentyl
Club Wyndham Bonnet Creek

Where to stay in Kissimmee

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

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 atmosphere. Old Town is a great local option, while the 192 Flea Market provides a unique public market experience. If you're up for a drive, consider exploring more shopping options further afield.

Recreation

Mystic Dunes Golf Club offers a relaxing day on the greens, surrounded by scenic landscapes, perfect for golf enthusiasts. For a unique experience, Medieval Times combines entertainment and culture with thrilling performances. Additionally, catch the Houston Astros Spring Training for an exhilarating sports atmosphere, ideal for fans.

Adventure

Experience the thrill at Aquatica, a vibrant waterpark located 14.5km from Kissimmee, offering exhilarating rides and family fun. Wonderworks, an exciting arcadeAdventureZone 17.7km away, invites you to explore interactive exhibits and games. For a serene escape, stroll along the Blue Lake trail within Kissimmee's natural beauty.

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 romantic vibes and lively entertainment, making it a perfect spot for a memorable evening out in Florida.

*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 holidays, offering a variety of entertainment and business-themed experiences. Visitors can explore popular attractions such as theme parks, lakes, and amusement parks, which cater to families seeking outdoor activities and cultural experiences. Whether you're enjoying a thrilling day at a theme park or relaxing by the lake, Kissimmee promises a memorable vacation for all.

  • Universal Orlando Resort: Located 20.9km from Kissimmee, this vibrant theme park offers an exhilarating mix of thrilling rides, immersive attractions, and character experiences, perfect for families seeking adventure and entertainment.
  • Orange County Convention Center: Situated 16.1km away, this arts centre showcases a rich tapestry of culture and creativity, hosting various events and exhibitions that highlight local and international artistry.
  • Osceola Heritage Park: Nestled within Kissimmee, this urban park provides a delightful outdoor space for families, featuring recreational areas, walking trails, and community events, all set against a lively city backdrop.

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.

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 ₹4,031 per night from 7 Jul to 8 Jul
₹4,031
₹8,789 total
7 Jul - 8 Jul
includes taxes & fees
9.4/10 Exceptional! (4,698 reviews)
"They want higher standards but they don’t offer what pretend like"

Reviewed on 5 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 ₹4,856 per night from 13 Jul to 14 Jul
₹4,856
₹8,251 total
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very good! (2,782 reviews)
"Great stay. Wish we would have known about the resort fee in advance."

Reviewed on 4 Jul 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
Fully refundableReserve now, pay when you stay
The price is ₹16,198 per night from 13 Jul to 14 Jul
₹16,198
₹23,572 total
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (3,628 reviews)
"Title: A perfect tropical paradise with world-class service!" The saying First Impression is your Last Impression, "I recently stayed at the Margaritaville Resort Orlando and had an absolutely wonderful experience. From the moment we arrived, the hospitality from the staff was exceptional. Every ..."

Reviewed on 3 Jul 2026

Margaritaville Resort Orlando with H2O Waterpark
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

Frequently asked questions

How much does a Kissimmee holiday package cost?
You'll find cheap prices from ₹48,017 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.