A street sign reading "Welcome to Kissimmee, Florida" with a mural of horses on a building.

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, (141 reviews)
"Our first experience with a B&B - but won't be our last! Very cute and unique house and the host makes a great breakfast! Everything provided that you might need - including some drinks and snacks! Nice to be able to visit and get suggestions from someone who knows the area."
United States
Laura
The price is RM636
RM722 total
includes taxes & fees
29 Jun - 30 Jun
Kapp and Kappy B&B

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
The price is RM442
RM1,348 total
includes taxes & fees
29 Jul - 30 Jul
Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
8.0 out of 10, Very good, (1 review)
The price is RM482
RM1,288 total
includes taxes & fees
5 Jul - 6 Jul
Super Boho Waterfront Retreat w Fishing Views

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 RM428
RM1,227 total
includes taxes & fees
29 Jul - 30 Jul
Super Boho- At Lake Toho s Water Sleeps 6

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
The price is RM626
RM1,821 total
includes taxes & fees
29 Jun - 30 Jun
Lake Toho Parks Pool Fishing Sleeps 8

Boho Lake Fishing Civic Center More

Boho Lake Fishing Civic Center More
2.0 star property
Historic Downtown Kissimmee
2.0 out of 10, (1 review)
"My hotel booking was cancelled on the date I was flying out to Orlando, had to wait for days for my refund to be completed "
United Kingdom
Elton
The price is RM482
RM1,288 total
includes taxes & fees
29 Jun - 30 Jun
Boho Lake Fishing Civic Center More

Super Boho - Lake Toho Timeless Charm

Super Boho - Lake Toho Timeless Charm
2.0 star property
Historic Downtown Kissimmee
The price is RM491
RM1,403 total
includes taxes & fees
29 Jul - 30 Jul
Super Boho - Lake Toho Timeless Charm

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
18.2 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,251 reviews)
"great stay , convenient location"
United States
RICHARD
The price is RM773
RM869 total
includes taxes & fees
30 Jun - 1 Jul
Hyatt Regency Orlando International Airport

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
20.5 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (2,220 reviews)
"great price for the stay and location"
United States
Robert
The price is RM302
RM340 total
includes taxes & fees
1 Jul - 2 Jul
La Quinta Inn & Suites by Wyndham Orlando Airport

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
20.3 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (2,944 reviews)
"Nice place to stay"
United States
LaToya
The price is RM475
RM534 total
includes taxes & fees
30 Jun - 1 Jul
Hyatt House Orlando Airport

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
20.4 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2,745 reviews)
"Great stay."
United States
Jose
The price is RM399
RM449 total
includes taxes & fees
30 Jun - 1 Jul
Hampton Inn & Suites Orlando Airport @ Gateway Village

EVEN Hotel Orlando International Airport by IHG

EVEN Hotel Orlando International Airport by IHG
3.5 star property
19.3 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (583 reviews)
"Great location!"
United States
Mark
The price is RM380
RM428 total
includes taxes & fees
20 Jul - 21 Jul
EVEN Hotel Orlando International Airport by IHG

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
13.8 km from Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (5,942 reviews)
"Very clean, good breakfast, excellent place to stay."
United States
Xiomara
The price is RM573
RM645 total
includes taxes & fees
17 Jul - 18 Jul
Drury Plaza Hotel Orlando - Disney Springs Area

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
20.5 km from Historic Downtown Kissimmee
8.0 out of 10, Very good, (4,659 reviews)
"Clean rooms and great breakfast"
United States
Rebecca
The price is RM332
RM374 total
includes taxes & fees
27 Jul - 28 Jul
Country Inn & Suites by Radisson, Orlando Airport, FL

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
20.4 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (5,906 reviews)
"Amazing loved this place"
United States
Kareisha Grant
The price is RM309
RM348 total
includes taxes & fees
29 Jun - 30 Jun
Ramada by Wyndham Suites Orlando Airport

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
19.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,223 reviews)
"Great, easy convenient place to stay."
United States
Jacob
The price is RM364
RM409 total
includes taxes & fees
16 Jul - 17 Jul
avid hotel Orlando International Airport by IHG

Fairfield Inn By Marriott Orlando Airport

Fairfield Inn By Marriott Orlando Airport
3.5 star property
21 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (2,511 reviews)
"Friendly staff, breakfast was excellent!"
Canada
Roger
The price is RM327
RM368 total
includes taxes & fees
20 Jul - 21 Jul
Fairfield Inn By Marriott Orlando Airport

Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
3.0 star property
20.6 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,784 reviews)
"Hotel staff were very helpful and the hotel was clean."
United States
Stacey
The price is RM415
RM467 total
includes taxes & fees
29 Jun - 30 Jun
Hyatt Place Orlando Airport

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
21.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (4,023 reviews)
"The breakfast was really good and check in was a breeze, Very friendly staff."
United States
Patrinella
The price is RM327
RM368 total
includes taxes & fees
30 Jun - 1 Jul
Wingate by Wyndham - Orlando International Airport

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
20.3 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (7,071 reviews)
"Wonderful property and location."
United States
Pamela
The price is RM613
RM690 total
includes taxes & fees
19 Jul - 20 Jul
Universal's Cabana Bay Beach Resort
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.

Reunion

The top golf courses and fun-filled water parks are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

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.

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 82 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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