Kissimmee Holidays

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Top Flight + Hotel Deals in Kissimmee

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

Seasons Florida Resort

€408
per person
9 Oct - 13 Oct
found 11 hours ago
Return flight included
New York (JFK) to Orlando (MCO)
9/10 Wonderful! (3,798 reviews)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

€413
per person
9 Oct - 13 Oct
found 11 hours ago
Return flight included
New York (JFK) to Orlando (MCO)
8.4/10 Very good! (5,282 reviews)
Clean! Calm! Good breakfast!

Reviewed on 24 Aug 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

€1,418
per person
5 Nov - 12 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,005 reviews)
Everything was nice clean

Reviewed on 22 Aug 2026

The Delaney Hotel

The Delaney Hotel

South Orange
€568
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
New York (JFK) to Orlando (MCO)
9.6/10 Exceptional! (1,187 reviews)
Me and My Fiancée love this hotel!! It's always our go-to when coming to Orlando and plan to be back soon 100%

Reviewed on 24 Aug 2026

Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

€1,460
per person
5 Nov - 12 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,011 reviews)
Big clean room, plenty of pools, restaurants, activities. Perfect hotel!!

Reviewed on 23 Aug 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

Travellers 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

When in Solivita, you can plan a visit to London Island and Lake Marion, some noteworthy sights in the nearby area.

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Crescent Lakes

While Crescent Lakes isn't home to many top sights, Give Kids the World Village and Providence Golf Club are some notable places to visit nearby.

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

Trafalgar Village

When in Trafalgar Village, you can plan a visit to Give Kids the World Village and Providence Golf Club, some noteworthy sights in the nearby area.

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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

7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
€58
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (5,453 reviews)
"Best hotel experience thus far. We really enjoyed the atmosphere, food, and staff. There were fun activities for all age groups and places to relax. The river raft was so much fun, and my grandson enjoyed the kids' pool area. They even had a full-course breakfast special. We definitely would be ..."

Reviewed on 24 Aug 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
€83
30 Aug - 31 Aug
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
Fully refundableReserve now, pay when you stay
€182
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (3,768 reviews)
"The property was clean and the staff was friendly."

Reviewed on 24 Aug 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 armour 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 savouring 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 customised experience. Guests can personalise rides with wristbands and share adventures through the park's integrated social media features.
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What to do in Kissimmee

Walt Disney World® Resort Theme Park Tickets

Walt Disney World® Resort Theme Park Tickets

€115
per adult
88% of travellers recommend
Walt Disney World® Resort 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

€24
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Walt Disney World® Theme Park Tickets

Walt Disney World® Theme Park Tickets

€588
per adult
88% of travellers recommend
Walt Disney World® Theme Park Tickets
See all activities in Kissimmee

Frequently asked questions

How much does a Kissimmee holiday package cost?
You'll find cheap prices from €408 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.