Historic Downtown Kissimmee Hotels, 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
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 AU$339
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, (3,030 reviews)
"Great place to stay"
United States
Jany
The price is AU$148
includes taxes & fees
3 Feb - 4 Feb
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, (5,195 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is AU$191
includes taxes & fees
3 Feb - 4 Feb
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, (1,049 reviews)
"Excellent hotel! Great location and the food and atmosphere was great"
United States
mario
The price is AU$253
includes taxes & fees
1 Feb - 2 Feb
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, (2,001 reviews)
"Great place, breakfast is good, and it's a safe area"
United States
Meenakshi
The price is AU$228
includes taxes & fees
22 Jan - 23 Jan
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

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, (4,098 reviews)
"Check-in staff was awesome !"
United States
JORGE
The price is AU$220
includes taxes & fees
26 Jan - 27 Jan
Hilton Vacation Club Aqua Sol Orlando West

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
13.6 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (1,582 reviews)
"Very nice property, clean, with a lot of amenities, we will be back for sure!!!!"
United States
Licet
The price is AU$211
includes taxes & fees
2 Feb - 3 Feb
Meliá Orlando Celebration

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, (2,211 reviews)
"Clean rooms, decent breakfast, and pleasant staff."
United States
Shaun
The price is AU$232
includes taxes & fees
2 Feb - 3 Feb
Homewood Suites by Hilton Orlando at Flamingo Crossings

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, (1,460 reviews)
"Loved everything about this hotel "
United States
Giselle
The price is AU$252
includes taxes & fees
26 Jan - 27 Jan
Hilton Vacation Club Grand Beach Orlando

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
22 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (608 reviews)
"Nice breakfast and many dining options nearby that you can walk to "
United States
Vedika Ravindra
The price is AU$183
includes taxes & fees
25 Jan - 26 Jan
Spark by Hilton Orlando near Universal

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, (2,569 reviews)
"Enjoyed staying here and very convenient "
United States
Rachael
The price is AU$118
includes taxes & fees
8 Feb - 9 Feb
Days Inn by Wyndham Orlando Conv. Center/International Dr

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, (877 reviews)
"Great location for a family vacation"
United States
Deanne
The price is AU$723
includes taxes & fees
21 Jan - 22 Jan
Spectrum Resort Villas Orlando and Waterparks

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, (2,804 reviews)
"Friendly, excellent staff, easy to access to Disney world!"
United States
Yukari
The price is AU$294
includes taxes & fees
21 Jan - 22 Jan
Wyndham Lake Buena Vista – Disney Springs® Area

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, (1,949 reviews)
"Super nice hotel at a great price."
United States
Terry
The price is AU$137
includes taxes & fees
25 Jan - 26 Jan
Aloft Orlando Lake Buena Vista

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
8.4 out of 10, Very good, (3,662 reviews)
"Great location and staff"
United States
Kristen
The price is AU$168
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

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
8.2 out of 10, Very good, (3,953 reviews)
"Great hotel"
United States
Jose Carlos
The price is AU$209
includes taxes & fees
26 Jan - 27 Jan
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Candlewood Suites Orlando - Lake Buena Vista by IHG

Candlewood Suites Orlando - Lake Buena Vista by IHG
2.5 star property
14.5 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (2,346 reviews)
"Nice place, clean room."
United States
Paul
The price is AU$136
includes taxes & fees
26 Jan - 27 Jan
Candlewood Suites Orlando - Lake Buena Vista by IHG

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
25.1 km from Historic Downtown Kissimmee
8.0 out of 10, Very good, (8,966 reviews)
"Great place to stay with the family. "
United States
Nabeel
The price is AU$298
includes taxes & fees
21 Jan - 22 Jan
The Grove Resort & Water Park 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, (2,893 reviews)
"Very enjoyable and quiet place to stay"
United States
Andrea
The price is AU$203
includes taxes & fees
26 Jan - 27 Jan
Hilton Vacation Club Grande Villas 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.

Our guide on 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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