A street sign reading "Welcome to Kissimmee, Florida" with a mural of horses on a building.

Historic Downtown Kissimmee Hotels, Orlando

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Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (145 reviews)
"The room was really nice and the breakfast was great."
United States
Mark
The price is NZ$285
includes taxes & fees
25 Aug - 26 Aug
Kapp and Kappy B&B

2. Seasons Florida Resort

Seasons Florida Resort
2.0 star property
7.2 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (3,822 reviews)
"Nice and a good place to stay."
United States
Joel
The price is NZ$87
includes taxes & fees
31 Aug - 1 Sept
Seasons Florida Resort

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
8.7 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,531 reviews)
"Very nice hotel for the price"
United States
Nick
The price is NZ$216
includes taxes & fees
30 Aug - 31 Aug
Embassy Suites by Hilton Orlando Lake Buena Vista South

4. Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
9.5 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (3,223 reviews)
"Little gem in a great location"
United Kingdom
Owen
The price is NZ$104
includes taxes & fees
30 Aug - 31 Aug
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

5. Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
8.5 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (5,329 reviews)
"The hotel was beautiful, we had a great time."
United States
LILLIAN
The price is NZ$96
includes taxes & fees
25 Aug - 26 Aug
Palazzo Lakeside Hotel

6. Radisson Hotel Orlando Lake Buena Vista South

Radisson Hotel Orlando Lake Buena Vista South
3.5 star property
9.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3,887 reviews)
"Love staying at this place. They do need to get more floaties for the lazy river besides that love being here"
United States
Soraida
The price is NZ$118
includes taxes & fees
14 Sept - 15 Sept
Radisson Hotel Orlando Lake Buena Vista South

7. Buena Vista Suites Orlando

Buena Vista Suites Orlando
4.0 star property
11.2 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,494 reviews)
"Great stay!"
United States
Alicia
The price is NZ$224
includes taxes & fees
27 Aug - 28 Aug
Buena Vista Suites Orlando

8. Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
12.9 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (4,026 reviews)
"Easy to find from the Orlando airport, great proximity to Disney parks, friendly, helpful staff."
United States
gloria
The price is NZ$175
includes taxes & fees
27 Aug - 28 Aug
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

9. Holiday Inn Express & Suites Orlando at SeaWorld by IHG

Holiday Inn Express & Suites Orlando at SeaWorld by IHG
2.5 star property
13.7 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (1,844 reviews)
"Clean room, clean property, close to everything and nice pool"
Canada
Rob
The price is NZ$166
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express & Suites Orlando at SeaWorld by IHG

10. SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
14 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3,635 reviews)
"Amazing stay"
United States
Mahnoor
The price is NZ$152
includes taxes & fees
30 Aug - 31 Aug
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

11. Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
13.7 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2,932 reviews)
"This is a great resort with a great locatiin close to Disney Springs."
United States
Jeremy
The price is NZ$236
includes taxes & fees
25 Aug - 26 Aug
Wyndham Lake Buena Vista – Disney Springs® Area

12. Hilton Vacation Club Polynesian Isles Kissimmee

Hilton Vacation Club Polynesian Isles Kissimmee
3.0 star property
10.1 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,945 reviews)
"Nice room and friendly staff"
United States
Bridget
The price is NZ$214
includes taxes & fees
30 Aug - 31 Aug
Hilton Vacation Club Polynesian Isles Kissimmee

13. La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
3.0 star property
12.7 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2,996 reviews)
"The entire stay was awesome"
United States
Christine
The price is NZ$168
includes taxes & fees
25 Aug - 26 Aug
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

14. TRYP by Wyndham Orlando

TRYP by Wyndham Orlando
3.0 star property
12.7 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,413 reviews)
"Great price and location."
United States
Skylar
The price is NZ$147
includes taxes & fees
26 Aug - 27 Aug
TRYP by Wyndham Orlando

15. Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (5,055 reviews)
"Beautiful hotel!"
United States
Mariana
The price is NZ$211
includes taxes & fees
6 Sept - 7 Sept
Rosen Shingle Creek

16. Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
13.6 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1,621 reviews)
"Great place to stay"
United States
Juanita
The price is NZ$207
includes taxes & fees
6 Sept - 7 Sept
Meliá Orlando Celebration

17. SPOT X Hotel Orlando/Intl Dr by The Red Collection

SPOT X Hotel Orlando/Intl Dr by The Red Collection
3.0 star property
13.3 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (3,639 reviews)
"Room was clean, staff very friendly and helpful and the breakfast was good. Would definitely stay there again!"
United States
Steven
The price is NZ$118
includes taxes & fees
30 Aug - 31 Aug
SPOT X Hotel Orlando/Intl Dr by The Red Collection

18. Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
13.8 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (4,162 reviews)
"Great location to Disney Springs."
United States
Samon
The price is NZ$197
includes taxes & fees
31 Aug - 1 Sept
Wyndham Garden Lake Buena Vista – Disney Springs® Area

19. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG
3.0 star property
14 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2,369 reviews)
"Great place to stay"
United States
Ana E
The price is NZ$149
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

20. Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
4.5 star property
11.1 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (5,288 reviews)
"One of the best places in the area to stay."
United States
Suzette M
The price is NZ$390
includes taxes & fees
26 Aug - 27 Aug
Caribe Royale Orlando, WorldHotels Elite
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.

Our guide on where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most.

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Reunion

The top golf courses and fun-filled water parks are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

Champions Gate

Ample dining options and top golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

Top Historic Downtown Kissimmee Hotel Reviews

Recent Reviews in Historic Downtown Kissimmee

Frequently asked questions

What other neighbourhoods are similar to Historic Downtown Kissimmee?
While Historic Downtown Kissimmee truly offers a unique blend of history, local shops, and Lake Toho access, for travellers seeking a similar blend of local character, convenience, and a relaxed atmosphere, Celebration and the Old Town area of Kissimmee are excellent alternatives.

Celebration, a master-planned community just a short drive from Historic Downtown Kissimmee, offers a charming, pedestrian-friendly village centre. Its main street, Market Street, is lined with shops, restaurants, and cafes, all built in a distinct architectural style. The community is designed around a central lake, providing pleasant walking paths and a tranquil setting.

Couples looking for a peaceful and picturesque escape will particularly enjoy Celebration. It's an ideal spot for leisurely strolls, enjoying a meal overlooking the water, and experiencing a thoughtfully designed residential area with a strong sense of community. The focus here is on quality of life and a relaxed pace, offering a nice contrast to the nearby theme parks.

Old Town, located on Highway 192, provides a different but equally engaging experience with a focus on classic American fun. This entertainment district features brick-paved streets, classic car cruises on Friday and Saturday nights, and a variety of shops, eateries, and amusement rides. It has a lively, nostalgic feel, reminiscent of a traditional fairground.

Families, especially those with younger children or teenagers, will find Old Town particularly appealing. The area offers plenty of entertainment options, from carnival games and rides to live music, ensuring there's always something to do.
What are the best hotels in Historic Downtown Kissimmee that travellers recommend?
For an exceptional stay in Historic Downtown Kissimmee, travellers consistently recommend Kapp and Kappy B&B.

This 3.5-star bed and breakfast, with an outstanding 9.8 rating, is highly praised by guests for its excellent and free full breakfast. Guests also frequently comment on the spotless rooms, ensuring a comfortable and clean stay. The B&B is conveniently located near several points of interest, including Kissimmee Civic Centre, Monument of States, and Kissimmee Lakefront Park, all within 0.8 km. Early check-in is available, adding to the convenience.
What hotels in Historic Downtown Kissimmee offer free breakfast?
For a hotel in Historic Downtown Kissimmee that offers free breakfast, consider the Kapp and Kappy B&B.

The 3.5-star Kapp and Kappy B&B, with an exceptional 9.8 rating, provides a complimentary full breakfast to all guests. This highly-rated bed and breakfast is praised for its spotless rooms and offers free WiFi and free self-parking, including space for RVs, buses, and trucks. Its convenient location places it close to the Bataan-Corregidor Memorial, just 1.0 km away, and the Monument of States, 0.8 km distant.
What are the top pet-friendly hotels in Historic Downtown Kissimmee?
For a top pet-friendly hotel in Historic Downtown Kissimmee, the Kapp and Kappy B&B is an excellent choice.

This 3.5-star bed and breakfast, with an outstanding 9.8 rating, warmly welcomes both dogs and cats. Guests frequently mention the excellent breakfast and the spotless rooms. The B&B also provides food and water bowls for your pets, ensuring they are well looked after. It is conveniently located near the Kissimmee Civic Centre, Monument of States, and Kissimmee Lakefront Park, all within 0.8 km.
What are the best hotels in Historic Downtown Kissimmee near Kissimmee Lakefront Park?
For a highly-rated hotel in Historic Downtown Kissimmee near Kissimmee Lakefront Park, consider the Kapp and Kappy B&B.

This 3.5-star bed and breakfast has an exceptional rating of 9.8 and is located just 0.8 kilometres from Kissimmee Lakefront Park. Guests consistently praise the excellent breakfast, which is provided free of charge, and the spotless rooms. Free WiFi and complimentary self-parking are also available, adding to the convenience. The Kapp and Kappy B&B is also a short distance from the Kissimmee Civic Centre and the Monument of States.
When is the best time to go to Historic Downtown Kissimmee?
The best time to visit Historic Downtown Kissimmee is during the cooler, drier months from November to April.

During this period, the weather is generally pleasant, with lower humidity and comfortable temperatures, making it ideal for exploring the downtown area and enjoying outdoor activities. These months typically avoid the heat and humidity of the summer, as well as the higher chance of rain and tropical storms.

Families planning a trip during school holidays will find April particularly good, as the weather is consistently warm but not excessively hot, great for visiting nearby attractions and enjoying the downtown's lakeside park.

Couples looking for a peaceful getaway might prefer November or early December.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Historic Downtown Kissimmee hotel for you.
How can I save on a hotel booking in Historic Downtown Kissimmee with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Historic Downtown Kissimmee hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Historic Downtown Kissimmee?
Hotel prices in Historic Downtown Kissimmee often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

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