Historic Downtown Kissimmee Hotels, Orlando

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Check prices for these dates

Tonight
7 Feb - 8 Feb
Tomorrow
8 Feb - 9 Feb
Next weekend
13 Feb - 15 Feb
In two weeks
20 Feb - 22 Feb

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Our top choices for Historic Downtown Kissimmee hotels

Porch

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 NZ$308
includes taxes & fees
23 Feb - 24 Feb
Kapp and Kappy B&B
Comfort Apartment, 2 Bedrooms, Partial Lake View | Living area

304 Lakeshore - Unit 1 and 2

304 Lakeshore - Unit 1 and 2
2.0 star property
Historic Downtown Kissimmee
The price is NZ$384
includes taxes & fees
10 Mar - 11 Mar
304 Lakeshore - Unit 1 and 2
House, 2 Bedrooms, Lake View, Lakeside | Living room

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
Super Boho - At Lake Toho's Water
House

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
House

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
House

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
Super Boho- At Lake Toho s Water Sleeps 6
House

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
House

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
House

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
The price is NZ$572
includes taxes & fees
8 Feb - 9 Feb
Lake Toho Parks Pool Fishing Sleeps 8
Exterior

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, (5,250 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is NZ$213
includes taxes & fees
3 Mar - 4 Mar
Home2 Suites by Hilton Orlando at Flamingo Crossings
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, (3,078 reviews)
"Great location and so friendly staff."
United States
Emel
The price is NZ$165
includes taxes & fees
2 Mar - 3 Mar
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Exterior

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, (2,004 reviews)
"We loved this hotel everything was great! The breakfast, location and amenities "
United States
Catalina
The price is NZ$267
includes taxes & fees
4 Mar - 5 Mar
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
2 outdoor pools, pool umbrellas, pool loungers

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, (4,087 reviews)
"Great hotel, Wonderful amenities and location!"
United States
William
The price is NZ$245
includes taxes & fees
3 Mar - 4 Mar
Hilton Vacation Club Aqua Sol Orlando West
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

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, (2,251 reviews)
"Great place to stay "
United States
ALTON
The price is NZ$244
includes taxes & fees
24 Feb - 25 Feb
Homewood Suites by Hilton Orlando at Flamingo Crossings
Terrace/patio

The Delaney Hotel

The Delaney Hotel
3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,060 reviews)
"Always love staying here. "
United States
Cate
The Delaney Hotel
Exterior

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, (1,464 reviews)
"Great room and clean amenities "
United States
Myra
The price is NZ$281
includes taxes & fees
22 Feb - 23 Feb
Hilton Vacation Club Grand Beach Orlando
Exterior

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, (2,604 reviews)
"Great staff, clean room, and in a great place!"
United States
Eva
The price is NZ$126
includes taxes & fees
8 Feb - 9 Feb
Days Inn by Wyndham Orlando Conv. Center/International Dr
Outdoor pool, pool loungers, lifeguards on site

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, (889 reviews)
"Great location for a family vacation"
United States
Deanne
The price is NZ$870
includes taxes & fees
20 Feb - 21 Feb
Spectrum Resort Villas Orlando and Waterparks
Business centre

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, (726 reviews)
"Great place and amazing stay "
United States
Alberto
The price is NZ$198
includes taxes & fees
22 Feb - 23 Feb
Spark by Hilton Orlando near Universal
Exterior

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, (2,346 reviews)
"Staff very nice..room and property clean well maintained "
United States
Natalie
The price is NZ$176
includes taxes & fees
24 Feb - 25 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.
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Our guide on where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most.
Aquatica featuring flowers, a water park and rides

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.

This is the third park built at the Walt Disney World Resort, opening on May 1, 1989 as Disney-MGM Studios. Today, it's known as Disney's Hollywood Studios.
Photo by Gary Burke
Open Photo by Gary Burke

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.

Hollywood Rip Ride Rock it at Universal Studios, Orlando. Taken on a Sony a6000 with a 16 mm Sony lens. # TroveonTuesday
Photo by Peter Sutton
Open Photo by Peter Sutton

Florida Center

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

Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Very nice room. Staff was great! "
James 1-night trip
Posted 17 hours ago
Hyatt Regency Orlando International Airport

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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