Historic Downtown Kissimmee Hotels, Orlando

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Tonight
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov

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52920 Cheap Hotels in Historic Downtown Kissimmee - Specials, Reviews, & Last Minute Deals

Porch
Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (124)
"Only B&B in Kissimmee. Owners were excellent. Enjoyed talking to them each morning over a great breakfast. Would definitely go back. "
United States
John
The price is NZ$284
includes taxes & fees
20 Nov - 21 Nov
Kapp and Kappy B&B
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen
Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water

2.0 star property
Historic Downtown Kissimmee
The price is NZ$479
includes taxes & fees
9 Dec - 10 Dec
Super Boho - At Lake Toho's Water
Terrace/patio
The Delaney Hotel

The Delaney Hotel

3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1004)
"All around wonderful stay"
United States
Caleb
The Delaney Hotel
6 outdoor pools, free pool cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4.0 star property
12.8 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (3863)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is NZ$182
includes taxes & fees
1 Dec - 2 Dec
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
25.2 km from Historic Downtown Kissimmee
8.0 out of 10, Very good, (8686)
"Great stay"
United States
Breanna
The price is NZ$409
includes taxes & fees
1 Dec - 2 Dec
The Grove Resort & Water Park Orlando
Premium bedding, in-room safe, desk, blackout curtains
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

3.0 star property
20.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5041)
"Great stay!"
Canada
Sherry
The price is NZ$159
includes taxes & fees
24 Nov - 25 Nov
Ramada by Wyndham Suites Orlando Airport
Front of property – evening/night
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, (2837)
"Nice location, nice rooms, clean and comfortable"
United States
LIBARDO
The price is NZ$160
includes taxes & fees
30 Nov - 1 Dec
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Outdoor pool, pool umbrellas, pool loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
18.3 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1704)
"Great place to stay"
United States
Maribel
The price is NZ$125
includes taxes & fees
1 Dec - 2 Dec
Kompose Boutique Resort at Theme Parks
Pillow-top beds, in-room safe, desk, blackout curtains
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, (3746)
"Room was spotless, very nice! We will for sure stay there again. "
United States
Debra
The price is NZ$171
includes taxes & fees
11 Nov - 12 Nov
Wingate by Wyndham - Orlando International Airport
5 outdoor pools, pool umbrellas, pool loungers
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 star property
25.6 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2067)
"We loved our stay here. "
Canada
Andrew
The price is NZ$263
includes taxes & fees
7 Dec - 8 Dec
Summer Bay Orlando by Exploria Resorts
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
25.6 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (1000)
"Everything was great! "
United States
Laquania
The price is NZ$186
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Exterior
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, (4220)
"Staff was friendly and welcoming and rooms were clean"
United States
Terrence
The price is NZ$138
includes taxes & fees
9 Dec - 10 Dec
Country Inn & Suites by Radisson, Orlando Airport, FL
3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

4.0 star property
14.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2271)
"Great stay!"
United States
Rachana
The price is NZ$418
includes taxes & fees
14 Nov - 15 Nov
Hyatt Regency Grand Cypress
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4140)
"It room was spotless and the staff were so very nice! It was great to have restaurants at the resort and it sushi dinner was amazing!"
United States
james
The price is NZ$211
includes taxes & fees
24 Nov - 25 Nov
Rosen Shingle Creek
View from room
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 star property
13.7 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (5524)
"Beautiful resort with many amenities, great staff, spacious rooms."
United States
Karen
The price is NZ$134
includes taxes & fees
1 Dec - 2 Dec
Rosen Inn Lake Buena Vista
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
21.1 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (6823)
"Great stay "
United States
Anthony
The price is NZ$195
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
Front of property – evening/night
Rosen Inn International

Rosen Inn International

3.0 star property
18.8 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (5859)
"Great location"
United States
Phylis Annette
The price is NZ$160
includes taxes & fees
10 Nov - 11 Nov
Rosen Inn International
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
14.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1842)
"Nice hotel "
United States
Miguel
The price is NZ$154
includes taxes & fees
1 Dec - 2 Dec
Aloft Orlando Lake Buena Vista
Sports court
Caribe Royale Orlando

Caribe Royale Orlando

4.5 star property
11 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (4452)
"Great stay "
United States
Tracey
The price is NZ$353
includes taxes & fees
25 Nov - 26 Nov
Caribe Royale Orlando
Property grounds
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
7.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3206)
"Clean, nice pool, friendly staff. "
Canada
Mihai Adrian
The price is NZ$113
includes taxes & fees
9 Nov - 10 Nov
Seasons Florida Resort
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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Hotels in Historic Downtown Kissimmee with a pool

Outdoor pool
Beautiful home near Disney Private PoolBBQ Downtown
Beautiful home near Disney Private PoolBBQ Downtown
  • Pool
9.8 out of 10, Exceptional, (32)
The price is NZ$782
includes taxes & fees
19 Nov - 20 Nov
Beautiful home near Disney Private PoolBBQ Downtown
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Top guest rated hotels in Historic Downtown Kissimmee

Property grounds
Seasons Florida Resort
Seasons Florida Resort
2.0 star property
    8.8 out of 10, Excellent, (3206)
    The price is NZ$113
    includes taxes & fees
    9 Nov - 10 Nov
    Seasons Florida Resort
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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.

    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 featuring rides and interior views as well as a couple
    Photo by ©Disney
    Open Photo by ©Disney

    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.

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

    Florida Center

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

    Downtown Orlando

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

    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.

    Top Historic Downtown Kissimmee Hotel Reviews

    Walt Disney World Dolphin

    Walt Disney World Dolphin

    10/10 Excellent
    "The room was very nice, view beautiful, front desk staff welcoming and kind. Great stay "
    kelley 1-night trip
    Posted 3 days ago
    Walt Disney World Dolphin

    Explore a world of travel with Expedia

    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 81 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.