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

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13 Nov - 15 Nov
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20 Nov - 22 Nov

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Our top choices for Historic Downtown Kissimmee hotels

A covered porch with wooden chairs and a ceiling fan.

1. Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (148 reviews)
"I stayed in the Steel Room, wonderful. Enjoyed visiting with the owner, learning about the house, as well as the plants surrounding it. What a comfortable and pleasant stay."
United States
john
The price is Rp2.905.412
Rp3.297.643 total
includes taxes & fees
11 Nov - 12 Nov
Kapp and Kappy B&B
A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

2. Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
13.8 km from Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (6,249 reviews)
"Best place ever to stay!"
United States
Jace
The price is Rp3.346.284
Rp3.764.570 total
includes taxes & fees
29 Nov - 30 Nov
Drury Plaza Hotel Orlando - Disney Springs Area
A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

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, (1,691 reviews)
"Great stay"
United States
Peterjohn
The price is Rp2.136.743
Rp2.425.203 total
includes taxes & fees
16 Nov - 17 Nov
Embassy Suites by Hilton Orlando Lake Buena Vista South
An aerial view of a resort with a large swimming pool, sun loungers, and palm trees.

4. 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, (5,342 reviews)
"Perfect family resort."
United States
Omid
The price is Rp3.146.790
Rp4.313.273 total
includes taxes & fees
10 Dec - 11 Dec
Caribe Royale Orlando, WorldHotels Elite
An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

5. Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
14.5 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3,192 reviews)
"Great experience, will definitely stay here in the future!"
United States
Oscar
The price is Rp2.735.057
Rp3.931.645 total
includes taxes & fees
15 Nov - 16 Nov
Wyndham Grand Orlando Resort Bonnet Creek
Pool

6. Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress
4.0 star property
14.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,404 reviews)
"Great Place to relax and enjoy great amenities"
United States
David
The price is Rp2.749.528
Rp4.110.725 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Grand Cypress
A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

7. Club Sevilla

Club Sevilla
3.5 star property
6.6 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,006 reviews)
"Great deep pool, friendly staff, close parking, awesome stay!"
Canada
Kayla
The price is Rp1.017.281
Rp1.248.656 total
includes taxes & fees
16 Nov - 17 Nov
Club Sevilla
A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

8. Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
2.0 star property
7.2 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4,112 reviews)
"great stay"
United States
Viridiana
The price is Rp838.064
Rp951.201 total
includes taxes & fees
11 Nov - 12 Nov
Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
A large hotel with multiple floors, a central courtyard, and a reflective water feature.

9. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
22.9 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (2,329 reviews)
"We were very pleased with our stay here. The location, the rooms and breakfast were great!"
United States
Michael
The price is Rp1.614.443
Rp1.816.250 total
includes taxes & fees
29 Nov - 30 Nov
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

10. 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
23 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (5,752 reviews)
"Great location, breakfast, clean, and very nice and helpful staff!"
United States
Robert
The price is Rp1.429.935
Rp1.608.678 total
includes taxes & fees
8 Dec - 9 Dec
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Outdoor banquet area

11. Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (4,994 reviews)
"Great staff, location, resort was amazing"
United States
Dominic
The price is Rp2.155.732
Rp2.425.198 total
includes taxes & fees
24 Nov - 25 Nov
Rosen Shingle Creek
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

12. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
22.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (6,282 reviews)
"Fantastic hotel, loved every minute of our stay!"
United States
Melissa
The price is Rp1.765.125
Rp1.985.766 total
includes taxes & fees
29 Nov - 30 Nov
Home2 Suites by Hilton Orlando at Flamingo Crossings
A hotel room with a bed, a desk, a chair, a sofa, and a TV.

13. Pestana Orlando Suites - Lake Buena Vista

Pestana Orlando Suites - Lake Buena Vista
4.0 star property
14.3 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2,424 reviews)
"the hotel was clean and the staff was pleasant, I would stay there again."
United States
Jonnique
The price is Rp1.519.476
Rp1.944.568 total
includes taxes & fees
30 Nov - 1 Dec
Pestana Orlando Suites - Lake Buena Vista
A multi-story hotel with a swimming pool, parking, and a landscaped area.

14. 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, (2,340 reviews)
"We really enjoyed the complementary breakfast and the clean rooms."
United States
Lilian
The price is Rp1.519.476
Rp1.709.411 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG
A large outdoor swimming pool with multiple water features and lounge areas.

15. 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, (4,111 reviews)
"We love the Wyndham! We’ve been staying there for 5 years and will always go back!"
United States
Jordan
The price is Rp1.605.948
Rp2.539.136 total
includes taxes & fees
29 Nov - 30 Nov
Wyndham Garden Lake Buena Vista – Disney Springs® Area
A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

16. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
18.3 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (6,437 reviews)
"Always a great stay"
United States
ivan
The price is Rp470.315
Rp1.334.310 total
includes taxes & fees
17 Nov - 18 Nov
Kompose Boutique Resort at Theme Parks
A spacious indoor atrium with a 'No Passport Required' sign, wooden benches, potted plants, and a central fountain.

17. Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
20.6 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3,793 reviews)
"Excellent place with multiples places to eat and water park was awesome."
United States
Christian
The price is Rp2.333.481
Rp3.633.991 total
includes taxes & fees
29 Nov - 30 Nov
Margaritaville Resort Orlando with H2O Waterpark
A dining area with tables, chairs, and a large window providing natural light.

18. Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
19.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (5,820 reviews)
"Great place to stay and conveniently located to international drive"
United Kingdom
Robert
The price is Rp2.514.371
Rp2.828.667 total
includes taxes & fees
17 Nov - 18 Nov
Universal's Endless Summer Resort - Dockside Inn and Suites
A swimming pool with people in the water, including a person in a green and red inflatable ring.

19. 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, (2,617 reviews)
"Breakfast staff were amazing and stay was good."
United States
Karen
The price is Rp2.053.463
Rp2.778.289 total
includes taxes & fees
29 Nov - 30 Nov
Buena Vista Suites Orlando
A spacious lobby with a large chandelier, a reception desk, and a view of the outside through large windows.

20. Star Island Resort and Club

Star Island Resort and Club
3.5 star property
8.6 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (1,507 reviews)
"Really nice hotel"
United Kingdom
Michelle
The price is Rp1.601.653
Rp2.125.863 total
includes taxes & fees
7 Dec - 8 Dec
Star Island Resort and Club
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.
View all properties

Compare top hotels in Historic Downtown Kissimmee

A covered porch with wooden chairs and a ceiling fan.

Kapp and Kappy B&B

3.5 star property
Historic Downtown Kissimmee
View
A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

Drury Plaza Hotel Orlando - Disney Springs Area

4.0 star property
13.8 km from Historic Downtown Kissimmee
View
A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

Embassy Suites by Hilton Orlando Lake Buena Vista South

4.0 star property
8.7 km from Historic Downtown Kissimmee
View
An aerial view of a resort with a large swimming pool, sun loungers, and palm trees.

Caribe Royale Orlando, WorldHotels Elite

4.5 star property
11.1 km from Historic Downtown Kissimmee
View
An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

Wyndham Grand Orlando Resort Bonnet Creek

4.0 star property
14.5 km from Historic Downtown Kissimmee
View
9.8
Exceptional
148 reviews
9.8
Exceptional
6,249 reviews
9.6
Exceptional
1,691 reviews
9.2
Wonderful
5,342 reviews
8.8
Excellent
3,192 reviews
The price is Rp2.905.412
Rp3.297.643 total
includes taxes & fees
11 Nov - 12 Nov
The price is Rp3.346.284
Rp3.764.570 total
includes taxes & fees
29 Nov - 30 Nov
The price is Rp2.136.743
Rp2.425.203 total
includes taxes & fees
16 Nov - 17 Nov
The price is Rp3.146.790
Rp4.313.273 total
includes taxes & fees
10 Dec - 11 Dec
The price is Rp2.735.057
Rp3.931.645 total
includes taxes & fees
15 Nov - 16 Nov
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • No WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • Yes, Pet-friendly
  • No WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Hotels recommended for families in Historic Downtown Kissimmee

A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

Club Sevilla

Club Sevilla
3.5 star property
Kissimmee
9.0 out of 10, Wonderful, (1,006)
The price is Rp1.017.281
Rp1.248.656 total
includes taxes & fees
16 Nov - 17 Nov
Club Sevilla

Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most.
The entrance to the Hollywood Studios area with a large sign and distinctive architecture.
Photo by Gary Burke
Open Photo by Gary Burke

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.

A large Ferris wheel with blue lights, surrounded by a cityscape with illuminated buildings and a tall green tower.

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.

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.
Photo by Peter Sutton
Open Photo by Peter Sutton

Florida Center

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

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

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.

A golf course with bunkers, water hazards, and a large lake.

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.

Top Historic Downtown Kissimmee Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Unexpectedly enjoyed this resort so much!"
Christina 3-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Frequently asked questions

What is Historic Downtown Kissimmee like?
Historic Downtown Kissimmee is a neighbourhood that people enjoy for its major shopping area. Make sure that you visit Kissimmee Civic Center and Lake Tohopekaliga as part of your Historic Downtown Kissimmee travel plans.
Where is the best place to stay in Historic Downtown Kissimmee?
Based on Expedia customer reviews, Kapp and Kappy B&B is the highest ranked property in Historic Downtown Kissimmee. This B&B offers free breakfast and free parking.
How many hotels will I be able to find in the Historic Downtown Kissimmee area?
If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 81 Historic Downtown Kissimmee hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Historic Downtown Kissimmee.
What is there to do around this Kissimmee neighbourhood?
Spend some time exploring the natural setting of Historic Downtown Kissimmee with a visit to Kissimmee Lakefront Park and Lake Tohopekaliga. Kissimmee Civic Center and Violet's Venom Brewery are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Historic Downtown Kissimmee include Monument of States, Bataan-Corregidor Memorial and Brinson Park. While you're out sightseeing in Kissimmee, make sure that you visit other sights such as Big Toho Marina or Bob Makinson Aquatic Center.
How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?
To venture out of town, take a train from Kissimmee Station.