Historic Downtown Kissimmee Hotels near Orlando

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Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

Kapp and Kappy B&B
Porch

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (123)
"It was perfect for us. The hosts were very friendly and accommodating. They just opened a brewery downtown that we were able to walk to, and we had a great time there as well. Overall a great B&B."
The price is P10,191
P11,567 total
includes taxes & fees
Oct 16 - Oct 17
Kapp and Kappy B&B
Super Boho - At Lake Toho's Water
Private kitchen

Super Boho - At Lake Toho's Water

2.0 star property
Super Boho - At Lake Toho's Water
The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1004)
"great restaurant and even better rooms!"
The Delaney Hotel
Ramada by Wyndham Hotel & Water Park
Water park

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1484)
"Excellent place for familys"
The price is P2,092
P4,023 total
includes taxes & fees
Oct 14 - Oct 15
Ramada by Wyndham Hotel & Water Park
The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (8571)
"Great place to stay!!!"
The price is P9,820
P13,662 total
includes taxes & fees
Oct 8 - Oct 9
The Grove Resort & Water Park Orlando
Ramada by Wyndham Suites Orlando Airport
Premium bedding, in-room safe, desk, blackout drapes

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very Good, (4920)
"Awesome hotel!"
The price is P4,593
P5,167 total
includes taxes & fees
Oct 30 - Oct 31
Ramada by Wyndham Suites Orlando Airport
Wingate by Wyndham - Orlando International Airport
Pillowtop beds, in-room safe, desk, blackout drapes

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3676)
"My stay was very comfortable, I enjoyed the continental breakfast very much."
The price is P4,475
P5,034 total
includes taxes & fees
Oct 7 - Oct 8
Wingate by Wyndham - Orlando International Airport
Kompose Boutique Resort at Theme Parks
1 bedroom, premium bedding, minibar, in-room safe

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1447)
"Great place to stay"
The price is P3,578
P4,760 total
includes taxes & fees
Oct 28 - Oct 29
Kompose Boutique Resort at Theme Parks
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Front of property - evening/night

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2766)
"Great property to stay with family while visiting the parks"
The price is P3,483
P4,963 total
includes taxes & fees
Oct 30 - Oct 31
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
8.4 out of 10, Very Good, (961)
"Had a great experience this weekend at the hotel and the free breakfast was good and very convenient for the family and kids. "
The price is P4,750
P5,273 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very Good, (6692)
"Clean room and staff was very friendly"
The price is P5,177
P5,825 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton at the Entrance to Universal Orlando
Country Inn & Suites by Radisson, Orlando Airport, FL
Exterior

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
7.8 out of 10, Good, (4089)
"Property was just what we needed, clean and very pleasant staff."
The price is P3,551
P3,994 total
includes taxes & fees
Oct 16 - Oct 17
Country Inn & Suites by Radisson, Orlando Airport, FL
Rosen Inn International
Front of property - evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very Good, (5823)
"Will stay here again!"
The price is P4,648
P5,229 total
includes taxes & fees
Nov 2 - Nov 3
Rosen Inn International
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5448)
"We have stayed here several times, nice place friendly staff."
The price is P4,555
P5,124 total
includes taxes & fees
Oct 8 - Oct 9
Rosen Inn Lake Buena Vista
Hyatt Regency Grand Cypress
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2241)
"Great stay, close to all attractions and very quiet."
The price is P6,338
P10,402 total
includes taxes & fees
Oct 5 - Oct 6
Hyatt Regency Grand Cypress
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3168)
"Great place to stay. "
The price is P3,140
P3,564 total
includes taxes & fees
Oct 5 - Oct 6
Seasons Florida Resort
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (4037)
"Great resort vibes while being close to the parks and other tourist places. "
The price is P6,001
P6,751 total
includes taxes & fees
Oct 10 - Oct 11
Rosen Shingle Creek
Wyndham Garden Orlando Airport
Outdoor pool, sun loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3836)
"Great stay!"
The price is P4,652
P5,234 total
includes taxes & fees
Oct 6 - Oct 7
Wyndham Garden Orlando Airport
Caribe Royale Orlando
Sport court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4428)
"Great place to stay"
The price is P10,401
P14,185 total
includes taxes & fees
Oct 11 - Oct 12
Caribe Royale Orlando
Lake Nona Wave Hotel
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Lake Nona Wave Hotel

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Love this place!"
The price is P13,899
P15,775 total
includes taxes & fees
Oct 15 - Oct 16
Lake Nona Wave Hotel
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.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

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!.

Top Historic Downtown Kissimmee Hotel Reviews

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"Great place for kids "
Noel 1-night trip
Posted 4 days ago
Home2 Suites by Hilton Orlando at Flamingo Crossings

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 84 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 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.