Orlando Hotel Guide. Hotels in Historic Downtown Kissimmee, Orlando, United States of America

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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, (129 reviews)
"Loved the front porch. Yummy breakfast. Very hospitable "
United States
Linda
The price is €168
includes taxes & fees
8 Feb - 9 Feb
Kapp and Kappy B&B

304 Lakeshore - Unit 1 and 2

304 Lakeshore - Unit 1 and 2
2.0 star property
Historic Downtown Kissimmee
The price is €177
includes taxes & fees
5 Feb - 6 Feb
304 Lakeshore - Unit 1 and 2

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
The price is €230
includes taxes & fees
7 Mar - 8 Mar
Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - Lake Toho Timeless Charm

Super Boho - Lake Toho Timeless Charm
2.0 star property
Historic Downtown Kissimmee
Super Boho - Lake Toho Timeless Charm

Super Boho- At Lake Toho s Water Sleeps 6

Super Boho- At Lake Toho s Water Sleeps 6
2.0 star property
Historic Downtown Kissimmee
The price is €272
includes taxes & fees
7 Mar - 8 Mar
Super Boho- At Lake Toho s Water Sleeps 6

Boho Lake Fishing Civic Center More

Boho Lake Fishing Civic Center More
2.0 star property
Historic Downtown Kissimmee
Boho Lake Fishing Civic Center More

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
Super Boho Waterfront Retreat w Fishing Views

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
The price is €377
includes taxes & fees
18 Feb - 19 Feb
Lake Toho Parks Pool Fishing Sleeps 8

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, (5,232 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is €108
includes taxes & fees
3 Mar - 4 Mar
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (3,068 reviews)
"Great location and so friendly staff."
United States
Emel
The price is €84
includes taxes & fees
22 Feb - 23 Feb
SPOT X Hotel Orlando/Intl Dr by The Red Collection

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, (2,002 reviews)
"We loved this hotel everything was great! The breakfast, location and amenities "
United States
Catalina
The price is €136
includes taxes & fees
23 Feb - 24 Feb
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, (4,080 reviews)
"Great hotel, Wonderful amenities and location!"
United States
William
The price is €125
includes taxes & fees
10 Feb - 11 Feb
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, (2,242 reviews)
"Great place to stay "
United States
ALTON
The price is €129
includes taxes & fees
4 Mar - 5 Mar
Homewood 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, (1,057 reviews)
"Always love staying here. "
United States
Cate
The Delaney Hotel

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, (1,462 reviews)
"Loved everything about this hotel "
United States
Giselle
The price is €143
includes taxes & fees
11 Feb - 12 Feb
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, (2,597 reviews)
"Enjoyed staying here and very convenient "
United States
Rachael
The price is €67
includes taxes & fees
24 Feb - 25 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, (887 reviews)
"Great location for a family vacation"
United States
Deanne
The price is €443
includes taxes & fees
5 Feb - 6 Feb
Spectrum Resort Villas Orlando and Waterparks

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, (711 reviews)
"Great place and amazing stay "
United States
Alberto
The price is €87
includes taxes & fees
11 Feb - 12 Feb
Spark by Hilton Orlando near Universal

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, (2,352 reviews)
"Staff very nice..room and property clean well maintained "
United States
Natalie
The price is €89
includes taxes & fees
10 Feb - 11 Feb
Candlewood Suites Orlando - Lake Buena Vista by IHG
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. 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.

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.

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.

Florida Center

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

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 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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