Historic Downtown Kissimmee Hotels near Orlando

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Aug 20 - Aug 21
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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 P9,989
P11,338 total
includes taxes & fees
Sep 1 - Sep 2
Kapp and Kappy B&B
304 Lakeshore - Unit 1 and 2
Living area

304 Lakeshore - Unit 1 and 2

2.0 star property
The price is P5,586
P14,319 total
includes taxes & fees
Aug 21 - Aug 22
304 Lakeshore - Unit 1 and 2
Super Boho - At Lake Toho's Water
Private kitchen

Super Boho - At Lake Toho's Water

2.0 star property
The price is P5,597
P14,349 total
includes taxes & fees
Aug 25 - Aug 26
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, (1000)
"Excelente, buen hotel"
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, (1445)
"Excellent place for familys"
The price is P2,964
P4,981 total
includes taxes & fees
Sep 1 - Sep 2
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, (8396)
"Our family enjoyed our stayed "
The price is P7,922
P11,478 total
includes taxes & fees
Aug 21 - Aug 22
The Grove Resort & Water Park Orlando
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, (1076)
"Great place to stay "
The price is P3,294
P4,426 total
includes taxes & fees
Aug 24 - Aug 25
Kompose Boutique Resort at Theme Parks
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, (828)
"Great stay and relaxing "
The price is P4,311
P4,785 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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, (2683)
"It was a very pleasant stay"
The price is P4,318
P4,858 total
includes taxes & fees
Aug 24 - Aug 25
SPOT X Hotel Orlando/Intl Dr by The Red Collection
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, (6567)
"Good place to stay"
The price is P5,292
P5,953 total
includes taxes & fees
Sep 10 - Sep 11
DoubleTree by Hilton at the Entrance to Universal Orlando
Hotel SonoHotel IDrive District
Lobby

Hotel SonoHotel IDrive District

3.0 star property
7.2 out of 10, Good, (2903)
"Very nice hotel with nice location for food and shopping "
Hotel SonoHotel IDrive District
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Exterior

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.0 out of 10, Good, (4019)
"Second time staying here and both times were great. "
The price is P3,827
P8,482 total
includes taxes & fees
Aug 21 - Aug 22
Holiday Inn Resort Orlando Suites - Waterpark by IHG
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, (2213)
"Amazing place to stay "
The price is P8,167
P12,401 total
includes taxes & fees
Sep 12 - Sep 13
Hyatt Regency Grand Cypress
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5363)
"Nice place to stay."
The price is P4,340
P4,883 total
includes taxes & fees
Sep 1 - Sep 2
Rosen Inn Lake Buena Vista
Caribe Royale Orlando
Sport court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4362)
"Great stay "
The price is P9,081
P12,658 total
includes taxes & fees
Aug 31 - Sep 1
Caribe Royale Orlando
Rosen Inn International
Front of property - evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very Good, (5749)
"Excellent hotel "
The price is P4,340
P4,883 total
includes taxes & fees
Aug 21 - Aug 22
Rosen Inn International
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, (3967)
"Great stay!"
The price is P5,894
P6,631 total
includes taxes & fees
Sep 7 - Sep 8
Rosen Shingle Creek
Holiday Inn Club Vacations at Orange Lake Resort by IHG
7 outdoor pools, cabanas (surcharge), pool umbrellas

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2359)
"Great place to stay can’t wait to go back"
The price is P5,312
P8,489 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Avanti International Resort
View from property

Avanti International Resort

4.0 star property
7.8 out of 10, Good, (4067)
"Great location "
The price is P3,742
P5,366 total
includes taxes & fees
Aug 21 - Aug 22
Avanti International Resort
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, (4004)
"Convenient, right next to airport and free shuttle and good breakfast. Hotel was very clean. Definitely going to stay here again "
The price is P4,396
P4,946 total
includes taxes & fees
Sep 2 - Sep 3
Country Inn & Suites by Radisson, Orlando Airport, FL
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

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 Aquatica or The Orlando Eye at ICON Park while you're exploring the neighborhood.

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.

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.

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

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.

Reunion

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Top Historic Downtown Kissimmee Hotel Reviews

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport

10/10 Excellent
"."
Cheryl 2-night trip
Posted 17 hours ago
DoubleTree by Hilton Orlando Airport

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 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, 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.