Hotels in Historic Downtown Kissimmee

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4 Jan - 5 Jan
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Our top choices for Historic Downtown Kissimmee hotels

Porch
Kapp and Kappy B&B

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (126)
"Friendly host. Felt like home. "
Canada
Gordon
The price is S$253
includes taxes & fees
18 Jan - 19 Jan
Kapp and Kappy B&B
Private kitchen
Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
The price is S$298
includes taxes & fees
6 Jan - 7 Jan
Super Boho - At Lake Toho's Water
Property grounds
SPOT X Hotel Orlando/Intl Dr by The Red Collection

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, (3023)
"Great place to stay"
United States
Jany
The price is S$127
includes taxes & fees
25 Jan - 26 Jan
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (5184)
"Great stay"
United States
Monica
The price is S$163
includes taxes & fees
25 Jan - 26 Jan
Home2 Suites by Hilton Orlando at Flamingo Crossings
Terrace/patio
The Delaney Hotel

The Delaney Hotel

The Delaney Hotel
3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1046)
"Very nice small hotel. The Delaney Tavern was a great hotel restaurant to visit and the overall hospitality of the whole property was fantastic! "
United States
Salvador
The Delaney Hotel
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

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, (1990)
"Beautiful rooms & amazing staff"
United States
Sherie
The price is S$207
includes taxes & fees
20 Jan - 21 Jan
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Business centre
Spark by Hilton Orlando near Universal

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, (543)
"Nice breakfast and many dining options nearby that you can walk to "
United States
Vedika Ravindra
The price is S$126
includes taxes & fees
26 Jan - 27 Jan
Spark by Hilton Orlando near Universal
Exterior
Hilton Vacation Club Grand Beach Orlando

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, (1464)
"The place was amazing."
United States
Kasheia
The price is S$190
includes taxes & fees
11 Jan - 12 Jan
Hilton Vacation Club Grand Beach Orlando
Exterior
Days Inn by Wyndham Orlando Conv. Center/International Dr

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, (2555)
"Enjoyed staying here and very convenient "
United States
Rachael
The price is S$102
includes taxes & fees
25 Jan - 26 Jan
Days Inn by Wyndham Orlando Conv. Center/International Dr
Exterior
Hilton Vacation Club Aqua Sol Orlando West

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, (4101)
"The stay was nice & very clean everywhere. "
United States
Kristina
The price is S$190
includes taxes & fees
12 Jan - 13 Jan
Hilton Vacation Club Aqua Sol Orlando West
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers
Homewood Suites by Hilton Orlando at Flamingo Crossings

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, (2182)
"Great location great breakfast and beautiful building"
Canada
Souhail
The price is S$189
includes taxes & fees
14 Jan - 15 Jan
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Meliá Orlando Celebration

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
13.6 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (1579)
"was a very nice stay"
United States
Taylor Elaine
The price is S$182
includes taxes & fees
19 Jan - 20 Jan
Meliá Orlando Celebration
Outdoor pool
Element Orlando Universal Blvd.

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, (2003)
"Clean rooms, good breakfast, great service by staff. Enjoyed the stay. "
United States
preeti
The price is S$159
includes taxes & fees
7 Jan - 8 Jan
Element Orlando Universal Blvd.
Outdoor pool, pool loungers, lifeguards on site
Spectrum Resort Villas Orlando and Waterparks

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, (862)
"Great location for a family vacation"
United States
Deanne
The price is S$630
includes taxes & fees
6 Jan - 7 Jan
Spectrum Resort Villas Orlando and Waterparks
Exterior
Holiday Inn Orlando International Dr-ICON by IHG

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, (2437)
"Great experience and kind staffs. Awesome stay!!!"
United States
Krishna Kumar
The price is S$148
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Orlando International Dr-ICON by IHG
Exterior
Clarion Inn Orlando International Drive - ICON Park

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, (2780)
"Was a great hotel "
United States
Nick
The price is S$87
includes taxes & fees
6 Jan - 7 Jan
Clarion Inn Orlando International Drive - ICON Park
Front of property
Wyndham Lake Buena Vista – Disney Springs® Area

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, (2808)
"Clean room, staff very helpful, and very convenient to Disney Springs. "
United States
David
The price is S$210
includes taxes & fees
6 Jan - 7 Jan
Wyndham Lake Buena Vista – Disney Springs® Area
2 outdoor pools, a heated pool, pool cabanas (surcharge)
Hilton Vacation Club Grande Villas Orlando

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, (2919)
"Staff very courteous and the room were very clean "
United States
Hernan G
The price is S$175
includes taxes & fees
11 Jan - 12 Jan
Hilton Vacation Club Grande Villas Orlando
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
14.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1939)
"Good place to stay "
United States
victor
The price is S$113
includes taxes & fees
7 Jan - 8 Jan
Aloft Orlando Lake Buena Vista
Lobby
Hilton Vacation Club Polynesian Isles Kissimmee

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, (1935)
"It is a great place to stay"
United States
Rodrigo
The price is S$167
includes taxes & fees
11 Jan - 12 Jan
Hilton Vacation Club Polynesian Isles Kissimmee
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.
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Where to stay in Historic Downtown Kissimmee

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

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.

Magic Kingdom® Theme Park which includes interior views and rides as well as a couple
Photo by ©Disney
Open Photo by ©Disney

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.

Universal Studios Florida® featuring signage, a city and night scenes

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

Avanti International Resort

Avanti International Resort

10/10 Excellent
"Very good 👍 "
Samir 4-night trip
Posted 5 hours ago
Avanti International Resort

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 79 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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