Historic Downtown Kissimmee Hotels near Orlando

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (119)
"This place was immaculate and convenient and comfortable. It was a great place to enjoy. Also a great breakfast before you check out!"
Kapp and Kappy B&B

304 Lakeshore - Unit 1 and 2

2.0 star property
The price is P6,334
P15,108 total
includes taxes & fees
Jul 6 - Jul 7
304 Lakeshore - Unit 1 and 2

Super Boho - At Lake Toho's Water

2.0 star property
The price is P5,938
P14,658 total
includes taxes & fees
Jul 1 - Jul 2
Super Boho - At Lake Toho's Water

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2160)
"Pool are is so fun, amenities and dining was wonderful "
The price is P8,597
P12,853 total
includes taxes & fees
Jul 11 - Jul 12
Hyatt Regency Grand Cypress

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3864)
"Nice large resort with plenty of restaurants and pools."
The price is P6,742
P7,584 total
includes taxes & fees
Jul 11 - Jul 12
Rosen Shingle Creek

Orbit One Vacation Villas

3.0 star property
9.4 out of 10, Exceptional, (1405)
"We love staying here when visiting Orlando"
The price is P6,459
P8,936 total
includes taxes & fees
Jul 13 - Jul 14
Orbit One Vacation Villas

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4076)
"Great place to stay"
The price is P5,333
P7,979 total
includes taxes & fees
Jul 7 - Jul 8
Hilton Vacation Club Mystic Dunes Orlando

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3853)
"Love the convenience of the location to the convention center "
The price is P6,882
P7,820 total
includes taxes & fees
Jul 20 - Jul 21
Rosen Centre Hotel

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2273)
"Great staff , great location , Really good breakfast "
The price is P6,504
P7,317 total
includes taxes & fees
Jul 28 - Jul 29
Hyatt House Orlando Airport

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very Good, (6330)
"Nice place to stay "
The price is P4,759
P5,354 total
includes taxes & fees
Jul 28 - Jul 29
DoubleTree by Hilton at the Entrance to Universal Orlando

Galleria Palms Hotel

2.5 star property
8.8 out of 10, Excellent, (3609)
"Great place to stay."
Galleria Palms Hotel

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very Good, (4563)
"Excellent location, service and rooms!!"
The price is P3,846
P4,327 total
includes taxes & fees
Jul 1 - Jul 2
Ramada by Wyndham Suites Orlando Airport

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
8.8 out of 10, Excellent, (4112)
"Great hotel great price, near everything, "
The price is P3,221
P5,261 total
includes taxes & fees
Jul 7 - Jul 8
Red Lion Hotel Orlando Lake Buena Vista South

Tru By Hilton Orlando Convention Center Area, FL

2.5 star property
9.0 out of 10, Wonderful, (3064)
"Wonderful place to stay"
The price is P4,759
P5,354 total
includes taxes & fees
Jul 29 - Jul 30
Tru By Hilton Orlando Convention Center Area, FL

Club Sevilla

2.0 star property
8.8 out of 10, Excellent, (1007)
"nice place to stay"
Club Sevilla

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very Good, (5102)
"The continental breakfast was excellent! Very clean hotel."
The price is P3,666
P6,086 total
includes taxes & fees
Jul 3 - Jul 4
Palazzo Lakeside Hotel

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (4187)
"Great breakfast, clean and super comfortable suites, our family and our dog loved our stay !"
The price is P5,288
P5,949 total
includes taxes & fees
Jul 13 - Jul 14
Home2 Suites by Hilton Orlando at Flamingo Crossings

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (2942)
"Very great spot for couples and families "
Seasons Florida Resort

Universal's Cabana Bay Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (5185)
"Would definitely stay again"
The price is P11,877
P13,362 total
includes taxes & fees
Jul 29 - Jul 30
Universal's Cabana Bay Beach Resort

Buena Vista Suites Orlando

4.0 star property
9.2 out of 10, Wonderful, (1761)
"Great place to stay."
The price is P7,177
P9,411 total
includes taxes & fees
Jul 2 - Jul 3
Buena Vista Suites Orlando
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 and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown Kissimmee
Learn more about Historic Downtown Kissimmee
International Drive map

International Drive

Florida Center map

Florida Center

2 out of top 10 points of interest in this area

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

Bay Lake map

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.

Downtown Orlando map

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 Church Street Station might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

Windsor Hills map

Windsor Hills

If you're looking for some top things to see and do in Windsor Hills and surrounding area, you can visit Mystic Dunes Golf Club and Island H2O Live!.

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 85 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.

Where can I learn more about changing or cancelling my trip to Historic Downtown Kissimmee?

For more details about picking new dates or cancelling your trip to Historic Downtown Kissimmee, click here.

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 First United Methodist Church are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Downtown Kissimmee include Kissimmee Civic Center, Lanier's Historic Downtown Marketplace, and Monument of States. While you're out sightseeing in Kissimmee, be sure to visit other sights like Bataan-Corregidor Memorial or Brinson Park.

How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?

To venture out of town, take a train from Kissimmee Station.