Search 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, (140 reviews)
"Great place. Comfy and personable. Won’t stay anywhere else while in the area. "
United States
Nelson
The price is Rp2.508.675
Rp2.847.560 total
includes taxes & fees
30 Apr - 1 May
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 Rp1.041.982
Rp4.874.617 total
includes taxes & fees
29 Apr - 30 Apr
Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
8.0 out of 10, Very good, (1 review)
"Nice and cozy, near everything "
United States
derek
The price is Rp1.308.036
Rp3.894.161 total
includes taxes & fees
29 Apr - 30 Apr
Super Boho - At Lake Toho's Water

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 Rp1.531.795
Rp4.965.684 total
includes taxes & fees
29 Apr - 30 Apr
Super Boho- At Lake Toho s Water Sleeps 6

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
The price is Rp1.433.668
Rp4.854.310 total
includes taxes & fees
28 May - 29 May
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 Rp1.505.621
Rp6.549.526 total
includes taxes & fees
29 Apr - 30 Apr
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
Boho Lake Fishing Civic Center More

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, (2,991 reviews)
"Room very clean modern. Breakfast area clean food superb. Staff so kind and friendly. Was a layover awaiting flight. Will stay here again if in the area. The shuttle to and from airport seamless!! "
United States
Sherry
The price is Rp2.323.485
Rp2.613.921 total
includes taxes & fees
11 May - 12 May
Hyatt House Orlando Airport

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
23 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,699 reviews)
"Wonderful stay! Close to Disney, dining and shopping options! "
Canada
Kristin
The price is Rp1.738.311
Rp1.955.601 total
includes taxes & fees
17 May - 18 May
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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, (2,638 reviews)
"This is a nice place to stay near the airport in Orlando. It’s definitely a nice feature to be able to walk to several good restaurants as well. "
United States
Jay
The price is Rp1.820.580
Rp2.048.152 total
includes taxes & fees
3 May - 4 May
Hampton Inn & Suites Orlando Airport @ Gateway Village

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, (1,814 reviews)
"Good location...very close to Orlando MCO airport for an early morning flight. Walking distance to a number of restaurants for dinner."
United States
Akanksha
The price is Rp1.576.798
Rp1.773.898 total
includes taxes & fees
4 May - 5 May
La Quinta Inn & Suites by Wyndham Orlando Airport

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
20.4 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5,633 reviews)
"Comfortable bed and very clean . Great breakfast. Area is quiet and very nice. Picked up by shuttle at this hotel to Port Canaveral. I will stay here again."
United States
Aida
The price is Rp1.533.500
Rp1.725.188 total
includes taxes & fees
29 Apr - 30 Apr
Ramada by Wyndham Suites 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, (3,903 reviews)
"Great proximity to many dining options. Walkable. Quiet for being near airport. Very clean. Staff were wonderful. Hot breakfast was a nice bonus. I would definitely stay here again. "
Canada
Lori
The price is Rp1.626.439
Rp1.829.744 total
includes taxes & fees
4 May - 5 May
Wingate by Wyndham - Orlando International Airport

Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
19 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,984 reviews)
"Breakfast had many selections and a great feature. The staff was friendly and polite. Our room was a family suite with plenty of space. The location was great for our trip to Universal, restaurants, shopping and airport. "
United States
Elaine
The price is Rp1.667.746
Rp1.875.999 total
includes taxes & fees
25 May - 26 May
Holiday Inn Express Orlando International Airport by IHG

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, (1,695 reviews)
"Hotel was convenient near many nice dinner spots. Good for a one night stay which is what we needed. "
United States
Christina
The price is Rp2.134.164
Rp2.400.935 total
includes taxes & fees
29 Apr - 30 Apr
Hyatt Place Orlando 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, (6,707 reviews)
"Great diner option and many pools to choose from. Steps away from Volcano Bay and easy bus access to all parks. Really cute 50s and 60s theme. Bowling alley is fun and milkshake/malt shop is great. Really recommend for families!"
United States
Jennifer
The price is Rp2.581.650
Rp2.904.356 total
includes taxes & fees
30 Apr - 1 May
Universal's Cabana Bay Beach Resort

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,717 reviews)
"Great hotel and great value. A gem in central Florida. "
United States
Patrick
The price is Rp2.051.551
Rp2.307.994 total
includes taxes & fees
9 May - 10 May
Rosen Shingle Creek

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
18.4 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4,088 reviews)
"Super clean and new condition! Will be staying there all the time when ever I go back to Orlando! Well worth it for the value."
United States
Enrique
The price is Rp1.445.724
Rp1.626.440 total
includes taxes & fees
29 Apr - 30 Apr
Wyndham Garden Orlando Airport

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
13.8 km from Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (5,829 reviews)
"This is our favorite place to stay in Orlando! Super close and easy walk to Disney Springs without having to get the car out. We appreciate the clean rooms, delicious complimentary breakfast and “dinner” (kickback service is from 5:30-7:00 pm each evening), and amazing views of Disney Springs and Epcot fireworks (totally worth the upgrade). Friendly staff and just a wonderful experience overall-highly recommend!"
United States
Paul
The price is Rp2.633.111
Rp2.962.250 total
includes taxes & fees
5 May - 6 May
Drury Plaza Hotel Orlando - Disney Springs Area

Hampton Inn Orlando-International Airport

Hampton Inn Orlando-International Airport
2.5 star property
20.9 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,879 reviews)
"Room, front desk & breakfast exceded my expectatons. Restaurants nearby. Nice walking area."
United States
Barbara
The price is Rp1.538.319
Rp1.730.609 total
includes taxes & fees
25 May - 26 May
Hampton Inn Orlando-International Airport
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.

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.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

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.