Search Hotels in Historic Downtown Kissimmee, Orlando

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Our top choices for Historic Downtown Kissimmee hotels

House, 2 Bedrooms, Lake View, Lakeside | 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 2.736.760 ₫
6.790.323 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Super Boho - At Lake Toho's Water
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, (125)
"Friendly host. Felt like home. "
Canada
Gordon
The price is 4.602.757 ₫
5.223.791 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Kapp and Kappy B&B
Property grounds
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
7.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3298)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is 2.131.515 ₫
2.419.270 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Seasons Florida Resort
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4366)
"Room, facilities and staff were great. "
United States
Gary E
The price is 2.927.229 ₫
3.293.133 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Rosen Shingle Creek
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
18.5 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (1065)
"Great hotel"
United States
Steven
The price is 1.868.365 ₫
2.643.342 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Resort Kissimmee by the Parks by IHG
Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North
3.0 star property
20.5 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (879)
"nice and clean staff was great also"
United States
sumatran
The price is 2.505.188 ₫
2.818.336 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
La Quinta Inn & Suites by Wyndham Orlando Airport North
Free daily buffet breakfast
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
19.2 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1379)
"The staff was really friendly and the property was nice and cozy "
United States
curtis
The price is 3.105.170 ₫
3.493.316 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Orlando International Drive
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
21.1 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (6889)
"Great hotel great food"
United States
Malika
The price is 2.568.696 ₫
2.889.784 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool, pool umbrellas, pool loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
19.4 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (3920)
"The bar and pool were great"
United States
Melissa
The price is 1.639.688 ₫
2.377.529 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Wyndham I-Drive Avanti Resort & Conference Center
In-room safe, laptop workspace, blackout curtains, iron/ironing board
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
8.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5159)
"Beautiful place to stay."
United States
Mohammad
The price is 776.795 ₫
1.777.425 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Palazzo Lakeside Hotel
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
18.2 km from Historic Downtown Kissimmee
8.0 out of 10, Very good, (3899)
"Always great to stay there "
United States
Giandre
The price is 1.326.276 ₫
2.042.938 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Ramada by Wyndham Kissimmee Gateway
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, (1908)
"Great stay"
United States
Gerard
The price is 2.157.830 ₫
2.427.559 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Aloft Orlando Lake Buena Vista
Lobby
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
18.9 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (714)
"What a wonderful stay! "
United States
Lucia
The price is 1.990.730 ₫
2.239.570 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Exterior
Hampton Inn & Suites Orlando Airport @ Gateway Village

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, (2456)
"Great stay "
United States
Nancy
The price is 2.567.818 ₫
2.888.796 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Orlando Airport @ Gateway Village
Exterior
Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
19.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1932)
"Clean room and pleasant staff. "
United States
Mariama Velinique
The price is 2.394.672 ₫
2.694.005 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Cambria Hotel Orlando Airport
Outdoor pool, pool umbrellas, pool loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
18.3 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2023)
"Very nice place to stay in, we love it!!"
United States
Basim
The price is 1.293.119 ₫
2.512.754 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Kompose Boutique Resort at Theme Parks
Lobby
Hyatt House 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, (2807)
"Great location, friendly staff, great breakfast"
United States
Gabriel
The price is 3.394.635 ₫
3.819.096 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hyatt House Orlando Airport
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
11 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (4509)
"Excellent hotel I will be booking again"
United States
Wilshaundra
The price is 4.184.085 ₫
5.832.061 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Caribe Royale Orlando
Lobby
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

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, (3574)
"Love staying here friendly staff and well kept property. "
United States
Carlos
The price is 1.789.420 ₫
2.901.229 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Business centre
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, (452)
"The rooms and breakfast were lovely"
United States
MacKenzie Rose
The price is 2.277.826 ₫
2.562.554 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Spark by Hilton Orlando near Universal
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 for the activities you enjoy most.

International Drive District

Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks and popular shops. You might also want to make some time to see Pointe Orlando or Aquatica while you're exploring the neighbourhood.

Magic Kingdom® Theme Park showing interior views and rides as well as a couple
Photo by ©Disney
Open Photo by ©Disney

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.

Universal Studios Florida® featuring night scenes, a city and signage

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

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to The Social or Orlando City Hall might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

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.
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.