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Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

Porch
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 4.210.171 ₫
4.778.557 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Kapp and Kappy B&B
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen
Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water

2.0 star property
Historic Downtown Kissimmee
The price is 1.898.136 ₫
5.845.204 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Super Boho - At Lake Toho's Water
Terrace/patio
The Delaney Hotel

The Delaney Hotel

3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1013)
"The Hotel is wonderful had a great restaurant and bar the staff was very friendly and the room looked like the photos "
United States
Michael
The Delaney Hotel
6 outdoor pools, free pool cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4.0 star property
12.8 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4064)
"Very clean best resort "
United States
Shatira
The price is 2.931.566 ₫
3.298.011 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
25.2 km from Historic Downtown Kissimmee
8.0 out of 10, Very good, (8785)
"Everything about it was excellent The staff , the rooms , the resort , very convenient location .We were very very pleased with everything very beautiful area "
United States
Ruben
The price is 3.928.087 ₫
5.872.358 ₫ total
includes taxes & fees
9 Dec - 10 Dec
The Grove Resort & Water Park Orlando
Outdoor pool, pool umbrellas, pool loungers
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, (1939)
"Beautiful resort with very friendly staff. "
United States
kristie
The price is 1.200.571 ₫
2.409.618 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Kompose Boutique Resort at Theme Parks
Premium bedding, in-room safe, desk, blackout curtains
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

3.0 star property
20.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5169)
"Great place to stay close to airport "
United States
Rebekah
The price is 2.352.898 ₫
2.647.010 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Ramada by Wyndham Suites Orlando Airport
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
25.6 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (1057)
"Great room great breakfast"
United States
Kelly
The price is 2.899.930 ₫
3.218.922 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
5 outdoor pools, pool umbrellas, pool loungers
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 star property
25.6 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2080)
"Enjoyed the friendly bartenders and staff. "
United States
Todd J
The price is 3.005.039 ₫
4.213.481 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Summer Bay Orlando by Exploria Resorts
Property grounds
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, (2933)
"Clean room, close to Disney and good breakfast at a reasonable price"
United States
pamela
The price is 1.993.043 ₫
2.716.441 ₫ total
includes taxes & fees
14 Dec - 15 Dec
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Pillow-top beds, in-room safe, desk, blackout curtains
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, (3727)
"Good room, good breakfast and convenient to the airport."
United States
Mark
The price is 2.254.036 ₫
2.535.789 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Wingate by Wyndham - Orlando International Airport
7 outdoor pools, pool cabanas (surcharge), pool umbrellas
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
16.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5548)
"Nice i will stay again "
United States
Raquis
The price is 2.575.138 ₫
3.786.519 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Westgate Lakes Resort & Spa Universal Studios Area
Outdoor pool, pool loungers
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

3.0 star property
18.5 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4007)
"Loved the room and the staff were courteous. "
United States
Tiffany
The price is 2.256.673 ₫
2.539.021 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Wyndham Garden Orlando Airport
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4336)
"Great resort "
United States
Camille
The price is 2.931.566 ₫
3.298.011 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Rosen Shingle Creek
Outdoor pool
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, (6883)
"Wonderful stay. Great location!"
United States
Charmaine
The price is 2.356.325 ₫
2.650.866 ₫ total
includes taxes & fees
15 Dec - 16 Dec
DoubleTree by Hilton at the Entrance to Universal Orlando
Free daily continental breakfast
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, (811)
"Near the beach , very nice people at the reception. "
United States
Leonie
The price is 2.087.950 ₫
2.348.944 ₫ total
includes taxes & fees
17 Dec - 18 Dec
La Quinta Inn & Suites by Wyndham Orlando Airport North
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

4.5 star property
11 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (4497)
"Clean and very friendly staff"
United States
Nafeeza
The price is 4.191.717 ₫
5.842.831 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Caribe Royale Orlando
3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

4.0 star property
14.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2287)
"The staff was attentive and we really enjoyed the amenities! "
United States
Michelle
The price is 4.247.079 ₫
6.260.884 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Hyatt Regency Grand Cypress
Property grounds
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
7.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3294)
"clean rooms friendly staff great location "
United States
Greg
The price is 1.601.552 ₫
1.817.763 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Seasons Florida Resort
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
17.4 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4287)
"Enjoyed our stay "
United States
Sheltra
The price is 1.828.477 ₫
2.590.888 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Avanti International 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.
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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.

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.

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.

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.

Top Historic Downtown Kissimmee Hotel Reviews

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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 Lake Tohopekaliga and Kissimmee Civic Center 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 81 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. Kissimmee Civic Center and Violet's Venom Brewery are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Historic Downtown Kissimmee include Monument of States, Bataan-Corregidor Memorial and Osceola County Clerk of the Court. 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.