Historic Downtown Kissimmee Hotels near Orlando

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Jan 3 - Jan 4
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Jan 9 - Jan 11
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Jan 16 - Jan 18

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Our top choices for Historic Downtown Kissimmee hotels

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, (126)
"Friendly host. Felt like home. "
Canada
Gordon
The price is P10,296
P11,685 total
includes taxes & fees
Jan 18 - Jan 19
Kapp and Kappy B&B
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 P5,652
P14,658 total
includes taxes & fees
Jan 7 - Jan 8
Super Boho - At Lake Toho's Water
Terrace/patio
Hyatt Regency Orlando International Airport

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, (3847)
"Beautiful hotel, clean and comfortable room, great location."
United States
Robert
The price is P11,716
P13,181 total
includes taxes & fees
Jan 7 - Jan 8
Hyatt Regency Orlando International Airport
Premium bedding, in-room safe, desk, blackout drapes
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
20.5 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (5240)
"Amazing place "
United States
Michael
The price is P5,253
P5,910 total
includes taxes & fees
Jan 26 - Jan 27
Ramada by Wyndham Suites Orlando Airport
Outdoor pool, sun loungers
Hampton Inn Orlando-International Airport

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, (1753)
"Room is clean and staffs are nice."
Canada
SHU
The price is P7,258
P8,166 total
includes taxes & fees
Jan 6 - Jan 7
Hampton Inn Orlando-International Airport
Pillowtop beds, in-room safe, desk, blackout drapes
Wingate by Wyndham - Orlando International 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, (3762)
"Great accommodations and service! "
United States
Manuel
The price is P5,246
P5,902 total
includes taxes & fees
Jan 6 - Jan 7
Wingate by Wyndham - Orlando International Airport
Outdoor pool
Holiday Inn Orlando International Airport by IHG

Holiday Inn Orlando International Airport by IHG

Holiday Inn Orlando International Airport by IHG
3.5 star property
20.8 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (1322)
"This is the second time staying at this hotel on our way to a cruise in the last 9 months and it was excellent both times!"
United States
Misty
The price is P7,183
P8,081 total
includes taxes & fees
Jan 5 - Jan 6
Holiday Inn Orlando International Airport by IHG
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, (2852)
"Great location, friendly staff, great breakfast"
United States
Gabriel
The price is P9,361
P10,531 total
includes taxes & fees
Jan 4 - Jan 5
Hyatt House Orlando Airport
Free buffet breakfast
Hyatt Place 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, (1663)
"Clean room, wonderful staff and delicious breakfast."
United States
Dianys
The price is P13,421
P15,098 total
includes taxes & fees
Feb 1 - Feb 2
Hyatt Place Orlando Airport
Exterior
Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
20.6 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4380)
"Always enjoy my stay here. "
United States
David
The price is P5,038
P5,667 total
includes taxes & fees
Jan 12 - Jan 13
Country Inn & Suites by Radisson, Orlando Airport, FL
Exterior
avid hotel Orlando International Airport by IHG

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, (2056)
"Easy check in, great people service, clean room, great location. "
United States
Tiffany
The price is P6,300
P7,087 total
includes taxes & fees
Jan 6 - Jan 7
avid hotel Orlando International Airport by IHG
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, (1950)
"Clean room and pleasant staff. "
United States
Mariama Velinique
The price is P6,306
P7,094 total
includes taxes & fees
Jan 6 - Jan 7
Cambria Hotel Orlando Airport
Exterior
Holiday Inn Express Orlando International Airport by IHG

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, (1865)
" Nice hotel"
United States
Shalanda
The price is P6,946
P7,814 total
includes taxes & fees
Jan 12 - Jan 13
Holiday Inn Express Orlando International Airport by IHG
Outdoor pool, sun loungers
Wyndham Garden Orlando Airport

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, (4081)
"nice place to stay"
United States
Muzaffar
The price is P9,271
P10,430 total
includes taxes & fees
Feb 2 - Feb 3
Wyndham Garden Orlando Airport
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, (2490)
"Great stay "
United States
Nancy
The price is P7,683
P8,643 total
includes taxes & fees
Jan 5 - Jan 6
Hampton Inn & Suites Orlando Airport @ Gateway Village
Premium bedding, down comforters, in-room safe, desk
Comfort Suites Orlando Airport

Comfort Suites Orlando Airport

Comfort Suites Orlando Airport
2.5 star property
18.1 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (1400)
"Very clean, friendly staff, huge rooms. I would stay there again for sure. "
United States
Ryan
The price is P5,641
P6,347 total
includes taxes & fees
Jan 26 - Jan 27
Comfort Suites Orlando Airport
Laptop workspace, blackout drapes, iron/ironing board, cribs/infant beds
Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport
3.0 star property
18.1 km from Historic Downtown Kissimmee
8.0 out of 10, Very Good, (324)
"Very clean, super nice staff. Convenient location!"
United States
Nadjah
The price is P5,240
P5,895 total
includes taxes & fees
Jan 26 - Jan 27
Sonesta Essential Orlando Airport
Terrace/patio
The Delaney Hotel

The Delaney Hotel

The Delaney Hotel
3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1043)
"Very nice small hotel. The Delaney Tavern was a great hotel restaurant to visit and the overall hospitality of the whole property was fantastic! "
United States
Salvador
The Delaney Hotel
Outdoor pool, open 9 AM to 10 PM, sun loungers
Orlando Palms Hotel

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16.2 km from Historic Downtown Kissimmee
7.6 out of 10, Good, (2271)
"Accommodation was great , clean and not too expensive "
United States
Jossy
The price is P3,460
P4,596 total
includes taxes & fees
Jan 12 - Jan 13
Orlando Palms Hotel
4 outdoor pools, open 5:30 AM to midnight, 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, (4384)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is P7,016
P7,893 total
includes taxes & fees
Jan 23 - Jan 24
Rosen Shingle Creek
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 and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown Kissimmee
Learn more about Historic Downtown Kissimmee

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.

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

Bay Lake

A noteworthy feature of Bay Lake is its exciting theme parks. While you're in town, be sure to stop and check out Epcot® and Walt Disney World® Resort.

Universal Studios Florida® which includes signage, a city and night scenes

Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

Champions Gate

Abundant dining options and pristine 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.

Top Historic Downtown Kissimmee Hotel Reviews

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"Yes"
Antione 4-night trip
Posted 1 day ago
Wyndham I-Drive Avanti Resort & Conference Center

Frequently asked questions

What is Historic Downtown Kissimmee like?
Historic Downtown Kissimmee is a neighborhood that people enjoy for its major shopping area. Be sure to check out 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 find in Historic Downtown Kissimmee?
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 accommodations to choose from.
If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?
Yes! You'll find that most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the best deals available in Historic Downtown Kissimmee.
What is there to do around this Kissimmee neighborhood?
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 neighborhood. 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, be sure to visit other sights like 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.