Hotels in Historic Downtown Kissimmee, Orlando

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Our top choices for Historic Downtown Kissimmee hotels

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (128 reviews)
"Everything was excellent in this hidden gem"
United States
Claire
The price is RM810
RM920 total
includes taxes & fees
17 Jan - 18 Jan
Kapp and Kappy B&B

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
The price is RM397
RM1,017 total
includes taxes & fees
22 Jan - 23 Jan
Super Boho - At Lake Toho's Water

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, (3,009 reviews)
"Great place to stay"
United States
Jany
The price is RM293
RM402 total
includes taxes & fees
28 Jan - 29 Jan
SPOT X Hotel Orlando/Intl Dr by The Red Collection

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
9.2 out of 10, Wonderful, (5,167 reviews)
"Great stay"
United States
Monica
The price is RM462
RM519 total
includes taxes & fees
27 Jan - 28 Jan
Home2 Suites by Hilton Orlando at Flamingo Crossings

The Delaney Hotel

The Delaney Hotel
3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,045 reviews)
"Excellent hotel! Great location and the food and atmosphere was great"
United States
mario
The Delaney Hotel

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, (1,991 reviews)
"Great place, breakfast is good, and it's a safe area"
United States
Meenakshi
The price is RM579
RM652 total
includes taxes & fees
25 Jan - 26 Jan
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
22 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (582 reviews)
"Nice breakfast and many dining options nearby that you can walk to "
United States
Vedika Ravindra
The price is RM370
RM416 total
includes taxes & fees
25 Jan - 26 Jan
Spark by Hilton Orlando near Universal

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
11.7 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1,449 reviews)
"Great homey hotel! Such a nice quiet reprieve after a busy cruise."
United States
Jessica
The price is RM507
RM684 total
includes taxes & fees
26 Jan - 27 Jan
Hilton Vacation Club Grand Beach Orlando

Days Inn by Wyndham Orlando Conv. Center/International Dr

Days Inn by Wyndham Orlando Conv. Center/International Dr
2.0 star property
15.3 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (2,557 reviews)
"Enjoyed staying here and very convenient "
United States
Rachael
The price is RM286
RM321 total
includes taxes & fees
29 Jan - 30 Jan
Days Inn by Wyndham Orlando Conv. Center/International Dr

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
25.3 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (4,107 reviews)
"Check-in staff was awesome !"
United States
JORGE
The price is RM430
RM598 total
includes taxes & fees
22 Jan - 23 Jan
Hilton Vacation Club Aqua Sol Orlando West

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
23 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2,197 reviews)
"Great location great breakfast and beautiful building"
Canada
Souhail
The price is RM582
RM655 total
includes taxes & fees
3 Feb - 4 Feb
Homewood Suites by Hilton Orlando at Flamingo Crossings

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
13.6 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (1,575 reviews)
"Very nice property, clean, with a lot of amenities, we will be back for sure!!!!"
United States
Licet
The price is RM340
RM533 total
includes taxes & fees
2 Feb - 3 Feb
Meliá Orlando Celebration

Element Orlando Universal Blvd.

Element Orlando Universal Blvd.
3.0 star property
17.8 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,007 reviews)
"Wonderful stay, clean, dog friendly, great location"
United States
Beverly
The price is RM462
RM520 total
includes taxes & fees
25 Jan - 26 Jan
Element Orlando Universal Blvd.

Spectrum Resort Villas Orlando and Waterparks

Spectrum Resort Villas Orlando and Waterparks
4.0 star property
Reunion, 18.7 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (872 reviews)
"Great location for a family vacation"
United States
Deanne
The price is RM913
RM1,964 total
includes taxes & fees
18 Jan - 19 Jan
Spectrum Resort Villas Orlando and Waterparks

Clarion Inn Orlando International Drive - ICON Park

Clarion Inn Orlando International Drive - ICON Park
2.5 star property
17.9 km from Historic Downtown Kissimmee
6.4 out of 10, (2,762 reviews)
"Was a great hotel "
United States
Nick
The price is RM252
RM320 total
includes taxes & fees
26 Jan - 27 Jan
Clarion Inn Orlando International Drive - ICON Park

Holiday Inn Orlando International Dr-ICON by IHG

Holiday Inn Orlando International Dr-ICON by IHG
3.0 star property
17.9 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (2,471 reviews)
"Awesome location, within walking distance to dining and activities. Clean spacious rooms, staff was extremely helpful. Comfortable beds and great amenities."
United States
Phylicia
The price is RM361
RM467 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Orlando International Dr-ICON by IHG

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, (2,795 reviews)
"Friendly, excellent staff, easy to access to Disney world!"
United States
Yukari
The price is RM565
RM799 total
includes taxes & fees
19 Jan - 20 Jan
Wyndham Lake Buena Vista – Disney Springs® Area

Hilton Vacation Club Grande Villas Orlando

Hilton Vacation Club Grande Villas Orlando
3.5 star property
14.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,874 reviews)
"Very enjoyable and quiet place to stay"
United States
Andrea
The price is RM410
RM552 total
includes taxes & fees
25 Jan - 26 Jan
Hilton Vacation Club Grande Villas Orlando

Hilton Grand Vacations Club SeaWorld® Orlando

Hilton Grand Vacations Club SeaWorld® Orlando
4.0 star property
14 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (2,035 reviews)
"Pool area, surroundings and staff were great "
United States
MIHAELA
The price is RM463
RM680 total
includes taxes & fees
10 Feb - 11 Feb
Hilton Grand Vacations Club SeaWorld® Orlando

TRYP by Wyndham Orlando

TRYP by Wyndham Orlando
3.0 star property
12.9 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,009 reviews)
"Nice Hotel "
United States
Maurice
The price is RM424
RM477 total
includes taxes & fees
27 Jan - 28 Jan
TRYP by Wyndham Orlando
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.

Where to stay in Historic Downtown Kissimmee

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

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.

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.

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.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

Top Historic Downtown Kissimmee Hotel Reviews

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 Osceola County Clerk of the Court 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 77 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. Osceola County Clerk of the Court and Kissimmee Civic Center are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Historic Downtown Kissimmee include Violet's Venom Brewery, Monument of States and Bataan-Corregidor Memorial. While you're out sightseeing in Kissimmee, make sure that you visit other sights such as Brinson Park or Big Toho Marina.
How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?
To venture out of town, take a train from Kissimmee Station.

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