Kissimmee Holidays

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 family, entertainment, and business-themed holidays, offering a variety of activities. Visitors can enjoy outdoor fun, including adventures under the sun and engaging miniature golf experiences. The area boasts resorts, vibrant shopping centres, and numerous attractions, making it a perfect spot for those seeking both relaxation and excitement. Whether you're after leisure or adventure, Kissimmee has something for everyone.

Shopping

Kissimmee offers a vibrant shopping scene. Visit 192 Flea Market for unique finds and Osceola Square Mall for a mix of shopping and entertainment. If you're up for a drive, Disney Springs™, located 14.5km away, provides a delightful atmosphere with family-friendly vibes and a variety of shops.

Recreation

Mystic Dunes Golf Club offers a rejuvenating outdoor experience with its lush greens and tranquil atmosphere, perfect for golf enthusiasts. The Waldorf Astoria Golf Club, a mere 14.5km away, provides a scenic golfing experience. For sports lovers, ESPN Wide World of Sports Complex, located 16.1km from Kissimmee, boasts exhilarating activities.

Adventure

Experience thrilling water slides and lazy rivers at Aquatica, a vibrant waterpark located 14.5km from Kissimmee. Feel the adrenaline rush at Kissimmee Go-Karts, right in the heart of the city. Explore the interactive wonders at Wonderworks, an arcadeAdventureZone located 17.7km away, perfect for family fun.

Nightlife

Kissimmee's nightlife offers a vibrant atmosphere, with venues like Indigo's Family Fun Center, a drinking pub 45.1km away, providing a blend of romance and entertainment vibes. Enjoy a lively evening filled with great company, drinks, and fun activities that capture the spirit of Florida's nightlife.

*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 families, offering a blend of entertainment and cultural experiences. Visitors can explore an array of attractions, including theme parks, lakes, and amusement parks, perfect for those seeking outdoor adventures and family fun. Whether you're on a business trip or a leisurely holiday, Kissimmee's diverse points of interest promise an enjoyable experience for every traveller.

  • Universal Orlando Resort: A premier theme park located 20.9km from Kissimmee, Universal Orlando Resort offers exhilarating rides and attractions inspired by popular films. Experience thrilling roller coasters, immersive worlds, and vibrant entertainment that create a fun-filled, family-friendly atmosphere.
  • Orange County Convention Center: Situated 16.1km from Kissimmee, this cultural hub hosts a variety of events, including exhibitions and conventions. Its spacious facilities and artistic ambience make it a vibrant place to explore art, culture, and innovation throughout the year.
  • Silver Spurs Arena: Nestled within Kissimmee, Silver Spurs Arena is an entertainment facility that hosts diverse events, from concerts to rodeos. With its lively atmosphere and family-friendly shows, it promises unforgettable experiences for visitors of all ages.

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
S$85
22 Sept - 23 Sept
includes taxes & fees
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
S$129
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (4,928 reviews)
"It was great place to stayed"

Reviewed on 25 Aug, 2026

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
S$249
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (3,772 reviews)
"overall stay was great many pools along with a near by water park and plenty of dining options ."

Reviewed on 25 Aug, 2026

Margaritaville Resort Orlando with H2O Waterpark
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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

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

S$45
per traveller
86% of travellers recommend
LEGOLAND® Florida 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

S$35
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

S$199
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 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.