Historic Downtown Kissimmee Hotels near Orlando

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Jan 5 - Jan 6
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Jan 6 - Jan 7
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Jan 9 - Jan 11
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Jan 16 - Jan 18

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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 P10,296
P11,685 total
includes taxes & fees
Jan 19 - Jan 20
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 P6,181
P15,256 total
includes taxes & fees
Feb 5 - Feb 6
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, (3024)
"Great place to stay"
United States
Jany
The price is P4,243
P5,833 total
includes taxes & fees
Jan 25 - Jan 26
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun 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 P6,593
P7,417 total
includes taxes & fees
Jan 25 - Jan 26
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, sun 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 P8,417
P9,469 total
includes taxes & fees
Jan 20 - Jan 21
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Business center
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 P5,105
P5,743 total
includes taxes & fees
Jan 26 - Jan 27
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, (1465)
"The place was amazing."
United States
Kasheia
The price is P6,259
P8,697 total
includes taxes & fees
Jan 12 - Jan 13
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, (2556)
"Enjoyed staying here and very convenient "
United States
Rachael
The price is P4,150
P4,669 total
includes taxes & fees
Jan 25 - Jan 26
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, (4102)
"The stay was nice & very clean everywhere. "
United States
Kristina
The price is P6,254
P8,692 total
includes taxes & fees
Jan 12 - Jan 13
Hilton Vacation Club Aqua Sol Orlando West
Outdoor pool, open 9:00 AM to 10:00 PM, sun 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 P7,674
P8,634 total
includes taxes & fees
Jan 20 - Jan 21
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 7:00 AM to 11:00 PM, 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 P5,474
P8,351 total
includes taxes & fees
Jan 19 - Jan 20
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 P6,454
P7,261 total
includes taxes & fees
Jan 7 - Jan 8
Element Orlando Universal Blvd.
Outdoor pool, sun 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 P13,532
P28,854 total
includes taxes & fees
Jan 6 - Jan 7
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 P5,239
P6,776 total
includes taxes & fees
Jan 25 - Jan 26
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 P3,295
P4,233 total
includes taxes & fees
Jan 14 - Jan 15
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 P6,404
P9,589 total
includes taxes & fees
Jan 6 - Jan 7
Wyndham Lake Buena Vista – Disney Springs® Area
2 outdoor pools, a heated 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)
"Clean rooms and comfortable to stay with kids."
United States
RAJESH
The price is P5,954
P8,023 total
includes taxes & fees
Jan 11 - Jan 12
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 P4,591
P5,165 total
includes taxes & fees
Jan 7 - Jan 8
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 P5,543
P7,628 total
includes taxes & fees
Jan 11 - Jan 12
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 and neighborhoods 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

A noteworthy feature of Bay Lake is its exciting theme parks. While you're in town, be sure to stop and check out Epcot® and Walt Disney World® Resort.

Universal Studios Florida® which includes signage, a city and night scenes

Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

Champions Gate

Abundant dining options and pristine 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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Great place to stay with the family. "
Nabeel 7-night trip
Posted 6 hours ago
The Grove Resort & Water Park Orlando

Frequently asked questions

What is Historic Downtown Kissimmee like?
Historic Downtown Kissimmee is a neighborhood that people enjoy for its major shopping area. Be sure to check out 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 find in Historic Downtown Kissimmee?
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 accommodations to choose from.
If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?
Yes! You'll find that most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the best deals available in Historic Downtown Kissimmee.
What is there to do around this Kissimmee neighborhood?
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 neighborhood. 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, be sure to visit other sights like 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.