Find a Hotel in Historic Downtown Kissimmee

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Top hotels in Historic Downtown Kissimmee

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $103 total per night from Dec 1 to Dec 2
$103 total
Dec 1 - Dec 2
Total with taxes and fees
This smoke-free hotel features 3 restaurants, 6 outdoor pools, and 10 outdoor tennis courts. There's fun for all ages with a free kid's club and mini golf, and ...
Clean room, nice updates, need better pillows

Reviewed on Nov 3, 2025

Opens in a new windowSheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $150 total per night from Nov 12 to Nov 13
$150 total
Nov 12 - Nov 13
Total with taxes and fees
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and 2 hot tubs. There's fun for all ages with a lazy river and a bowling alley, and families will ...
They really think of everything so you don’t have to leave the property haha, I love this place you can’t beat the value- careful though the rest of the parks and city walk aren’t so affordable but damn if it isn’t a great time.

Reviewed on Nov 3, 2025

Opens in a new windowUniversal's Cabana Bay Beach Resort
Walt Disney World Dolphin

Walt Disney World Dolphin

4 out of 5
1500 Epcot Resort Blvd, Lake Buena Vista, FL
Fully refundableReserve now, pay when you stay
$300 nightly
The price is $337 total per night from Nov 30 to Dec 1
$337 total
Nov 30 - Dec 1
Total with taxes and fees
A private beach, a full-service spa, and 3 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with a children's club and a children's ...
Staff was great

Reviewed on Nov 4, 2025

Opens in a new windowWalt Disney World Dolphin
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $83 total per night from Nov 23 to Nov 24
$83 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features 3 outdoor pools, a gym, and a restaurant. Bring the family and enjoy the free theme park shuttle, playground, and kid-friendly dining. Enjoy ...
Great hotel for a great price!!

Reviewed on Nov 3, 2025

Opens in a new windowRosen Inn at Pointe Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway, Orlando, FL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Nov 17 to Nov 18
$79 total
Nov 17 - Nov 18
Total with taxes and fees
This hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and playground. ...

Reviewed on Nov 6, 2025

Opens in a new windowRosen Inn Lake Buena Vista
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Fully refundable
$76 nightly
The price is $86 total per night from Nov 30 to Dec 1
$86 total
Nov 30 - Dec 1
Total with taxes and fees
2 outdoor pools, a 24-hour gym, and a hot tub are all featured at this smoke-free hotel. Bring the family and enjoy the children's pool, playground, and kid-friendly ...
Staff was nice! Room was clean! Very quiet! Great location.

Reviewed on Nov 3, 2025

Opens in a new windowHoliday Inn Resort Kissimmee by the Parks by IHG
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

3 out of 5
7500 Augusta National Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Nov 24 to Nov 25
$90 total
Nov 24 - Nov 25
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport ...
Everything was absolutely wonderful

Reviewed on Nov 5, 2025

Opens in a new windowRamada by Wyndham Suites Orlando Airport
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $231 total per night from Dec 1 to Dec 2
$231 total
Dec 1 - Dec 2
Total with taxes and fees
Free water park access, 3 restaurants, and 6 outdoor pools are all featured at this resort. Bring the family and enjoy the lazy river, children's club, and mini ...
Tienen que mejor en la limpieza, necesita una limpieza más profunda, pero está muy cómodo

Reviewed on Nov 3, 2025

Opens in a new windowThe Grove Resort & Water Park Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $115 total per night from Nov 23 to Nov 24
$115 total
Nov 23 - Nov 24
Total with taxes and fees
This smoke-free resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a children's pool, and families ...
Nice

Reviewed on Nov 7, 2025

Opens in a new windowDoubleTree by Hilton Hotel Orlando at SeaWorld
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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.

Historic Downtown Kissimmee Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Historic Downtown Kissimmee area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Historic Downtown Kissimmee to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Historic Downtown Kissimmee are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Top reasons for your vacation to Historic Downtown Kissimmee

  • Local Festivals and Events: Historic Downtown Kissimmee offers a lively atmosphere with a variety of festivals and events happening throughout the year, providing visitors with a chance to immerse themselves in the local culture and celebrations.
  • Beautiful Architecture and Historical Landmarks: Take a leisurely stroll through the streets of Historic Downtown Kissimmee and admire the stunning architecture and historical landmarks that showcase the city's rich history and charm.
  • Nearby Theme Park: Thrill-seekers will be delighted to know that there is a nearby theme park where you can create lasting memories with your family, enjoying exciting rides and attractions.
  • Local Entertainment Scene: Indulge in the vibrant local entertainment scene of Historic Downtown Kissimmee, from captivating opera performances to impressive theater shows, providing a memorable experience for visitors of all ages.
  • Proximity to Famous Destinations: Located close to renowned destinations like SeaWorld Orlando, Historic Downtown Kissimmee offers convenient access to popular attractions, ensuring that your family vacation is filled with excitement and adventure.

Find your favorite hotels in Historic Downtown Kissimmee

If you're planning a family vacation to Historic Downtown Kissimmee, you'll find a variety of hotel accommodations to choose from. There are affordable hotels in the area that offer comfortable rooms and convenient amenities, making them a great option for budget-conscious travelers. Additionally, there are featured hotels that provide a high-end experience with stylish suites and excellent service. No matter which hotel you choose, you'll be close to the attractions and activities of Historic Downtown Kissimmee.

Hotel nameTypeStarsDescription
Kapp and Kappy B&BBed & breakfast3.5This 3.5-star rated Bed & breakfast is a great option for your family vacation in Historic Downtown Kissimmee. It is conveniently located near the airport and within walking distance of urban and historical attractions. The B&B offers free breakfast and has a kitchen for your convenience. You can also enjoy the beautiful gardens and take advantage of the free parking. With its cozy atmosphere and accessible facilities, Kapp and Kappy B&B is a perfect choice for a comfortable and enjoyable stay.

Explore the best activities and sights in Historic Downtown Kissimmee

Historic Downtown Kissimmee is the perfect destination for a family vacation. With its close proximity to festivals, sunny weather, theme parks, opera, entertainment, lakes, theaters, shopping, sports, and birdwatching, there's something for everyone to enjoy. Families can explore local attractions, visit the sports complex, and discover famous destinations like SeaWorld Orlando. Whether you're looking for fun-filled days at theme parks or relaxing evenings at the theater, Historic Downtown Kissimmee has it all. Make sure to plan your trip and experience the best that this charming city has to offer.

  1. Kissimmee Lakefront Park: This urban park is a vibrant destination with a lively atmosphere. Enjoy thrilling rides at the nearby theme park or immerse yourself in the festive atmosphere during local festivals. The park offers various entertainment options for the whole family, making it a perfect place to spend quality time together. Take a leisurely stroll along the lakeside promenade and indulge in delicious dining options. Exciting excursions on the lake provide a unique experience, while the friendly locals add to the welcoming ambiance. With sunny weather and occasional opera performances, Kissimmee Lakefront Park is a delightful blend of city charm and outdoor fun.
  2. Osceola County Clerk of the Court: As a civic point of interest, Osceola County Clerk of the Court offers a diverse range of attractions. From the nearby theme park to lively festivals, there is something for everyone. The entertainment options are family-friendly, ensuring a memorable visit. Explore the vibrant dining scene and embark on exciting excursions. The friendly people and abundance of wildlife create a welcoming atmosphere. Additionally, indulge in some shopping at the local stores. Osceola County Clerk of the Court is a unique destination that combines entertainment, family-friendly activities, and the chance to immerse yourself in the natural beauty of the area.
  3. Kissimmee Civic Center: This arena entertainment facility is a hub of excitement. With its proximity to the theme park and lively festivals, it guarantees a fun-filled experience for the whole family. The vibrant entertainment options cater to diverse interests, ensuring everyone finds something enjoyable. The sunny weather is perfect for outdoor activities, and the nearby dining options provide delicious meals. Enjoy thrilling excursions and explore the serene lake surroundings. The friendly locals and abundant shopping opportunities add to the charm of the center. Kissimmee Civic Center is the ultimate destination for family entertainment, offering a unique blend of excitement and relaxation.

Where to stay near Historic Downtown Kissimmee

Experience the charm of Historic Downtown Kissimmee, Florida on your family vacation. This vibrant area offers a variety of affinities and vibes that will make your trip unforgettable. Start by exploring the local festivals and events happening throughout the year, immersing yourself in the lively atmosphere and cultural celebrations. Enjoy the sunny weather as you stroll through the streets, admiring the beautiful architecture and historical landmarks. For thrill-seekers, there's a nearby theme park where you can create lasting memories. And don't forget to indulge in the local entertainment scene, from opera performances to theater shows. Historic Downtown Kissimmee has something for everyone in your family to enjoy.

  1. Orlando: Orlando is a popular city located 17.1 miles away from Historic Downtown Kissimmee. Known for its world-famous theme parks, including Walt Disney World and Universal Orlando Resort, Orlando offers a thrilling and magical experience for families. From thrilling rides and live entertainment to beautiful gardens and golf courses, there is something for everyone. Families can also enjoy shopping, dining, and exploring the vibrant entertainment scene. With its family-friendly atmosphere and diverse attractions, Orlando is the perfect destination for a fun-filled vacation.
  2. Kissimmee: Kissimmee is a city located just 0.2 miles away from Historic Downtown Kissimmee. This lively city is known for its festivals, theme parks, and sunny weather. Families can enjoy a wide range of activities, including shopping, entertainment, sports, and dining. Kissimmee is also home to baseball games and opera performances, providing cultural experiences for all. With its family-friendly atmosphere and diverse attractions, Kissimmee offers a memorable vacation for families.
  3. Lake Buena Vista: Lake Buena Vista is a city located 10.6 miles away from Historic Downtown Kissimmee. This charming city is known for its theme parks, family-friendly atmosphere, and shopping opportunities. Families can enjoy dining at various restaurants, exploring the vibrant entertainment scene, and taking part in walking tours and excursions. The city also offers live music, boating, and theater experiences. With its picturesque surroundings and diverse attractions, Lake Buena Vista is a must-visit destination for families.

Best times to go to Historic Downtown Kissimmee

Historic Downtown Kissimmee has something in store for you whenever you visit. January is the coldest month of the year, while August is hottest, with average temperatures up to 82.6 degrees Fahrenheit. The wettest month in Historic Downtown Kissimmee is August, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January60.6°F (15.9°C)Light RainMostly Sunny
February64.4°F (18.0°C)Light RainMostly Sunny
March67.6°F (19.8°C)Light RainMostly Sunny
April72.7°F (22.6°C)Light RainMostly Sunny
May77.2°F (25.1°C)Light RainMostly Sunny
June81.1°F (27.3°C)Light RainMostly Sunny
July82.4°F (28.0°C)Moderate RainMostly Sunny
August82.6°F (28.1°C)Moderate RainMostly Sunny
September80.4°F (26.9°C)Moderate RainMostly Sunny
October75.2°F (24.0°C)Light RainMostly Sunny
November68.5°F (20.3°C)Light RainMostly Sunny
December64.4°F (18.0°C)No Rain (Dry)Mostly Sunny

Food and dining in Historic Downtown Kissimmee

When it comes to dining in Historic Downtown Kissimmee, you'll be spoiled for choice. The neighborhood is known for its vibrant food scene, offering a variety of options for all tastes. If you're a fan of pizza, you won't want to miss Broadway Pizza Bar, Main Street Pizza, or Al's Pizzeria – all highly rated and popular choices. In addition to the delicious food, the area also boasts lots of shopping opportunities and a food court. If you're interested in experiencing the local culture, don't miss a visit to nearby Old Town Kissimmee and Cow Town.

How do I find a great hotel with Travelocity?

Give your entire crew a vacation they'll never forget. Use our family-friendly badge to find hotels that offer extra amenities for kids. Our custom filters make it easy to narrow down hotels that are near top attractions, provide enhanced cleaning, and fit within your budget.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us, so you can spend less time fretting and more time creating unforgettable memories. With our assistance, you will discover and plan your perfect journey, while benefiting from transparent pricing, trustworthy reviews, and round-the-clock customer support before, during, and after your vacation.

How can I save money on my trip to Historic Downtown Kissimmee?

Save on your trip to Historic Downtown Kissimmee by bundling your flights, hotel, and car rental for a discounted price. While exploring the area, take advantage of the affordable local attractions. Visit Lake Tohopekaliga, a beautiful lake perfect for fishing and birdwatching. Enjoy a day of entertainment at the local theater, which often offers discounted tickets for family-friendly shows. Don't forget to explore the historic downtown area, where you can stroll through charming shops and enjoy the vibrant atmosphere.

Recent Historic Downtown Kissimmee hotel reviews by fellow wanderers

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