Hotels in Historic Downtown Kissimmee

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Where to stay in Historic Downtown Kissimmee?

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (141 reviews)
$150 nightly
The price is $171
Jun 24 - Jun 25
Total with taxes and fees
Kapp and Kappy B&B

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
$265 nightly
The price is $300
Jun 14 - Jun 15
Total with taxes and fees
Super Boho Waterfront Retreat w Fishing Views

Super Boho- At Lake Toho s Water Sleeps 6

Super Boho- At Lake Toho s Water Sleeps 6
2.0 star property
Historic Downtown Kissimmee
$243 nightly
The price is $276
Jul 13 - Jul 14
Total with taxes and fees
Super Boho- At Lake Toho s Water Sleeps 6

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
$275 nightly
The price is $312
Jul 13 - Jul 14
Total with taxes and fees
Super Boho - At Lake Toho Fishing Vintage Vibes

Boho Lake Fishing Civic Center More

Boho Lake Fishing Civic Center More
2.0 star property
Historic Downtown Kissimmee
2.0 out of 10, (1 review)
$265 nightly
The price is $300
Jun 14 - Jun 15
Total with taxes and fees
Boho Lake Fishing Civic Center More

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
$396 nightly
The price is $449
Jun 15 - Jun 16
Total with taxes and fees
Lake Toho Parks Pool Fishing Sleeps 8

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
11.3 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,224 reviews)
$169 nightly
The price is $190
Jun 15 - Jun 16
Total with taxes and fees
Hyatt Regency Orlando International Airport

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
12.6 mi from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (2,990 reviews)
$116 nightly
The price is $131
Jun 15 - Jun 16
Total with taxes and fees
Hyatt House Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
12.7 mi from Historic Downtown Kissimmee
7.4 out of 10, Good, (2,119 reviews)
$74 nightly
The price is $83
Jun 29 - Jun 30
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
12.7 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2,740 reviews)
$98 nightly
The price is $110
Jun 15 - Jun 16
Total with taxes and fees
Hampton Inn & Suites Orlando Airport @ Gateway Village

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
11.5 mi from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4,092 reviews)
$87 nightly
The price is $98
Jun 13 - Jun 14
Total with taxes and fees
Wyndham Garden Orlando Airport

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
11.4 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,379 reviews)
$92 nightly
The price is $104
Jun 17 - Jun 18
Total with taxes and fees
Kompose Boutique Resort at Theme Parks

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
8.6 mi from Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (5,961 reviews)
$144 nightly
The price is $163
Jun 29 - Jun 30
Total with taxes and fees
Drury Plaza Hotel Orlando - Disney Springs Area

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
13.1 mi from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (6,992 reviews)
$89 nightly
The price is $101
Jul 12 - Jul 13
Total with taxes and fees
DoubleTree by Hilton at the Entrance to Universal Orlando

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
12.6 mi from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (7,016 reviews)
$149 nightly
The price is $167
Jun 16 - Jun 17
Total with taxes and fees
Universal's Cabana Bay Beach Resort

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
9.3 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,913 reviews)
$105 nightly
The price is $118
Jul 5 - Jul 6
Total with taxes and fees
Rosen Shingle Creek

Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
3.0 star property
12.8 mi from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,774 reviews)
$95 nightly
The price is $107
Jun 15 - Jun 16
Total with taxes and fees
Hyatt Place Orlando Airport

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
11.9 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1,910 reviews)
$107 nightly
The price is $120
Jun 21 - Jun 22
Total with taxes and fees
Hyatt House Orlando International Drive

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
12.7 mi from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (5,831 reviews)
$89 nightly
The price is $100
Jun 29 - Jun 30
Total with taxes and fees
Ramada by Wyndham Suites Orlando Airport

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
14.3 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,954 reviews)
$101 nightly
The price is $114
Jul 13 - Jul 14
Total with taxes and fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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.

When is the best time to visit Historic Downtown Kissimmee?

Our prices for hotels in Historic Downtown Kissimmee are cheapest in February
Price trends for hotels in Historic Downtown Kissimmee
Pricing is based on two traveler single night rates
View properties in June
Currently viewing crowd sizes and weather for June.
Typical weather for Kissimmee
June
High 88°F / low 74°F. Sunny most days.
View properties in June
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June, no crowd data, average high temperature 88 degrees Fahrenheit, average low temperature 74 degrees Fahrenheit. Sunny most days.
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July, no crowd data, average high temperature 90 degrees Fahrenheit, average low temperature 76 degrees Fahrenheit. Sunny most days.
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August, no crowd data, average high temperature 90 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Partly sunny.
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September, no crowd data, average high temperature 87 degrees Fahrenheit, average low temperature 75 degrees Fahrenheit. Sunny most days.
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October, no crowd data, average high temperature 83 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
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November, no crowd data, average high temperature 76 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
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December, no crowd data, average high temperature 73 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
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January, no crowd data, average high temperature 69 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
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February, no crowd data, average high temperature 74 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
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March, no crowd data, average high temperature 78 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
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April, no crowd data, average high temperature 82 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
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May, no crowd data, average high temperature 86 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Top landmarks in Historic Downtown Kissimmee

Check out reviews of Historic Downtown Kissimmee hotels guests love

Frequently asked questions

Is Historic Downtown Kissimmee expensive to stay in?
You can find great hotels from $83 in Historic Downtown Kissimmee to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Historic Downtown Kissimmee hotels?
Discover great deals on hotels in Historic Downtown Kissimmee with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Historic Downtown Kissimmee hotels.
Can I receive a refund if I cancel my Historic Downtown Kissimmee hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Historic Downtown Kissimmee hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
What are some of the best pet-friendly hotels in Historic Downtown Kissimmee?
Traveling with your pet doesn't mean sacrificing a great hotel stay. In Historic Downtown Kissimmee, our travelers love:
  • Kapp and Kappy B&B has an average guest rating of 9.8 out of 10. To find more pet-friendly stays on Hotels.com, use the "Amenities" filter in your search and select "Pet friendly".
What are some of the top Historic Downtown Kissimmee hotels with free parking?
If you're traveling by car, make your life easier by booking a Historic Downtown Kissimmee hotel with free parking. Our travelers like:
Is it worth staying in Historic Downtown Kissimmee?
You're spoilt for choice with 82 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Historic Downtown Kissimmee makes it easy to explore Kissimmee, including the neighborhoods of Lake Berkley and Hunters Creek.
Find out more about Historic Downtown Kissimmee

Lakefront Wonders: Unveiling the Heartbeat of Historic Downtown Kissimmee

Historic Downtown Kissimmee, Florida, is a charming blend of old-world charm and modern flair, perfect for those seeking a unique cultural experience. Stroll along brick-lined streets adorned with boutique shops, galleries, and inviting cafés, all while soaking in the vibrant local arts scene. Key attractions like the Kissimmee Lakefront Park offer stunning views and recreational opportunities, while Old Town captures the nostalgia of classic Americana with vintage rides and lively events. Just moments from world-renowned theme parks, Historic Downtown Kissimmee provides a delightful escape filled with history, community spirit, and unforgettable experiences.

Discover great hotels in Historic Downtown Kissimmee

Historic Downtown Kissimmee offers a diverse range of accommodations, from charming boutique inns to comfortable family-friendly hotels. Visitors can enjoy a mix of modern amenities and local character, all within walking distance of vibrant shops, restaurants, and cultural attractions. Perfect for a relaxing getaway! Here are some of the best hotels in Historic Downtown Kissimmee that our travelers love:

  1. Lambert InnOpens in a new window: Lambert Inn is a charming 2.5-star hotel that offers a comfortable and inviting atmosphere for leisure travelers seeking relaxation. With entertainment options including a Flatscreen TV, Television, and Cable TV, guests can unwind in style. The hotel’s warm ambiance and thoughtful amenities contribute to a delightful stay, making it a favorite among visitors who appreciate a cozy retreat in Historic Downtown Kissimmee.
  2. Budget Inn EastOpens in a new window: Budget Inn East, a 2.0-star hotel, is a great choice for travelers looking for practical accommodations with essential amenities. This hotel features a Television for entertainment and benefits from nearby attractions such as a laundromat, hospital, metro station, outlets, and theme park. Its convenient location allows guests to easily explore the vibrant surroundings, appealing to those who thrive on discovering local culture and experiences.
  3. Flamingo InnOpens in a new window: Flamingo Inn is a delightful 2.5-star motel offering a comfortable stay for leisure travelers. With entertainment options that include Premium TV Channels, Television, and Cable TV, guests can enjoy relaxing evenings after a day of exploration. The motel's inviting atmosphere and convenient amenities create a welcoming environment, making it a popular choice for those seeking a memorable experience in Historic Downtown Kissimmee.

Top locations to stay in Historic Downtown Kissimmee

Stay near SeaWorld® Orlando, Orange County Convention Center, and Disney's Animal Kingdom® Theme Park for an exciting vacation. SeaWorld offers thrilling shows and marine life encounters, while the Convention Center hosts various events and festivals. Disney's Animal Kingdom combines adventure with wildlife exploration. For first-time visitors, staying near Disney's Animal Kingdom is ideal for its iconic attractions and experiences.

  1. Near SeaWorld® OrlandoOpens in a new window: Staying near SeaWorld® Orlando puts you in the center of family-friendly fun and aquatic adventures. This vibrant area is perfect for enjoying thrilling rides, animal encounters, and live shows. You’ll also find excellent shopping and entertainment options nearby, making it easy to fill your days with excitement.
  2. Near Disney's Animal Kingdom® Theme ParkOpens in a new window: If you want to experience a unique blend of nature and adventure, staying near Disney's Animal Kingdom® Theme Park is a great choice. This area offers a rich experience with its immersive environments and wildlife attractions. You can also explore nearby cultural attractions, ensuring a well-rounded visit.
  3. Near Orange County Convention CenterOpens in a new window: Staying near the Orange County Convention Center puts you close to a hub of entertainment and events. This area hosts a variety of festivals and conventions, making it lively and engaging. You can also enjoy nearby shopping options and cultural attractions, perfect for downtime between activities.

Things to do near Historic Downtown Kissimmee

Historic Downtown Kissimmee invites travelers to experience its vibrant atmosphere, where charming streets meet scenic lakeside views. Enjoy lively festivals, captivating performances, and unique shopping options, all while exploring the area's beautiful parks. With a perfect blend of entertainment and natural beauty, it’s an unforgettable destination.

  • Walt Disney World® ResortOpens in a new window – Step into a world of imagination at Walt Disney World® Resort. This iconic theme park offers thrilling rides, enchanting shows, and beloved characters around every corner. Whether you're zooming through Space Mountain or meeting Mickey Mouse, there's magic waiting for you at every turn. Don't forget to take a leisurely stroll around the beautiful lakes that surround the park!
  • Universal Studios FloridaOpens in a new window – Get ready for an action-packed day at Universal Studios Florida! This theme park brings your favorite movies to life with exhilarating attractions that will keep your heart racing. From the thrilling rides based on blockbuster hits to immersive experiences that let you step right into the film, adventure is just a ticket away!
  • Universal Orlando ResortOpens in a new window – Explore the wonders of Universal Orlando Resort, where two amazing theme parks come together for a spectacular experience. Enjoy the excitement of both Universal Studios and Islands of Adventure, each filled with unique attractions, shows, and dining options. It’s the perfect place for families and thrill-seekers to create unforgettable memories!
  • Magic Kingdom® ParkOpens in a new window – Experience the charm of Magic Kingdom® Park, where fairy tales come to life. From the iconic Cinderella Castle to classic rides like Pirates of the Caribbean, this park is designed for fun and fantasy. Join in on the nightly fireworks show and savor the magical atmosphere that makes this destination truly special.

5 tips for savvy savings when booking a hotel in Historic Downtown Kissimmee

  1. Book for the cheapest times: The most budget-friendly time to visit Historic Downtown Kissimmee is during August, September, and November, when hotel prices tend to be lower. For those looking to explore the area's rich landmarks, cultural attractions, and historical sites, a stay of at least 4 to 5 days is recommended. This duration allows visitors to enjoy various experiences, including local festivals, pleasant weather, and entertainment options like theater and opera. Additionally, guests can take advantage of shopping opportunities, sports events, birdwatching, and the scenic lakes that add to the area's charm. Overall, visiting during these months offers great value for money while immersing in the vibrant history and culture of Historic Downtown Kissimmee.
  2. Look for last-minute deals on Hotels.com: To explore last-minute deals to Historic Downtown Kissimmee, you may start by checking the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you could find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications for updates on flash sales and special promotions, helping you stay informed about potential savings. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare hotel prices and amenities, ensuring you're more likely to see the best options. With these resources, you'll be ready to book your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors such as the hotel's location, star rating, and time of year, so being flexible with your travel dates may help you save on your stay in a hotel in Historic Downtown Kissimmee. If you’re seeking a unique experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could help you secure a better deal.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it typically comes with a higher price tag. For more budget-friendly options, you might want to look at hotels in neighborhoods that are a bit farther out, which can strike a balance between cost and accessibility to the sites you want to see. Independent hotels located further away are often more likely to be affordable and can offer a more genuine experience.
  5. Become a Member: Join for free today and start planning your next getaway in Historic Downtown Kissimmee! As a member, you'll unlock exclusive member prices on over 100,000 hotels worldwide, allowing you to save on your accommodations. Enjoy the benefits of quick tier progression, which comes with perks such as complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. Don’t miss out on these fantastic offers—sign up now and make your next stay unforgettable!

Best time to go to Historic Downtown Kissimmee

Historic Downtown Kissimmee has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. March, July, and December are the peak travel months in Historic Downtown Kissimmee, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by no to moderate rainfall. On the other hand, May, September, and October tend to be quieter times to visit, marked by light to moderate rainfall and mostly sunny conditions.

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