Historic Downtown Kissimmee Hotels near Orlando

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Nov 18 - Nov 19
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Nov 19 - Nov 20
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Nov 21 - Nov 23
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Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

Porch
Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (125)
"Friendly host. Felt like home. "
Canada
Gordon
The price is P7,319
P8,307 total
includes taxes & fees
Nov 19 - Nov 20
Kapp and Kappy B&B
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 P6,187
P15,272 total
includes taxes & fees
Dec 8 - Dec 9
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 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
9.2 out of 10, Wonderful, (3939)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is P5,845
P6,576 total
includes taxes & fees
Dec 9 - Dec 10
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Premium bedding, in-room safe, desk, blackout drapes
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, (5091)
"Great place to stay close to airport "
United States
Rebekah
The price is P5,250
P5,907 total
includes taxes & fees
Nov 24 - Nov 25
Ramada by Wyndham Suites Orlando Airport
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, (8752)
"Great stay"
United States
Breanna
The price is P6,473
P10,530 total
includes taxes & fees
Nov 19 - Nov 20
The Grove Resort & Water Park Orlando
Pillowtop beds, in-room safe, desk, blackout drapes
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, (3697)
"Good room, good breakfast and convenient to the airport."
United States
Mark
The price is P5,259
P5,917 total
includes taxes & fees
Nov 25 - Nov 26
Wingate by Wyndham - Orlando International Airport
5 outdoor pools, pool umbrellas, sun 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, (2062)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
The price is P6,099
P8,732 total
includes taxes & fees
Dec 1 - Dec 2
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, (1030)
"Great room great breakfast"
United States
Kelly
The price is P5,952
P6,606 total
includes taxes & fees
Dec 17 - Dec 18
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Outdoor pool, pool umbrellas, sun 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, (1795)
"Great stay."
United States
Jasmin
The price is P2,798
P5,517 total
includes taxes & fees
Nov 20 - Nov 21
Kompose Boutique Resort at Theme Parks
Property grounds
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, (2880)
"One of the best hotel!"
United States
Li
The price is P4,248
P5,839 total
includes taxes & fees
Dec 2 - Dec 3
SPOT X Hotel Orlando/Intl Dr by The Red Collection
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, (4226)
"We had a great stay. The room, breakfast, and staff were great. "
United States
Jeidyn
The price is P4,018
P4,520 total
includes taxes & fees
Dec 9 - Dec 10
Country Inn & Suites by Radisson, Orlando Airport, FL
7 outdoor pools, cabanas (surcharge), pool umbrellas
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
16.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (5502)
"Great staff and resort"
United States
Parker
The price is P5,756
P8,198 total
includes taxes & fees
Nov 30 - Dec 1
Westgate Lakes Resort & Spa Universal Studios Area
4 outdoor pools, open 5:30 AM to midnight, 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, (4238)
"Great stay "
United States
Catherine
The price is P6,553
P7,372 total
includes taxes & fees
Nov 23 - Nov 24
Rosen Shingle Creek
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, (1866)
"Great stay"
United States
Ramprasad
The price is P4,125
P4,640 total
includes taxes & fees
Dec 1 - Dec 2
Aloft Orlando Lake Buena Vista
Free daily continental breakfast
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
20.5 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (685)
"Breakfast was great "
United States
Shamal
The price is P2,937
P3,304 total
includes taxes & fees
Nov 24 - Nov 25
La Quinta Inn & Suites by Wyndham Orlando Airport North
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, (6850)
"Great stay "
United States
Anthony
The price is P5,750
P6,469 total
includes taxes & fees
Nov 25 - Nov 26
DoubleTree by Hilton at the Entrance to Universal 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, (3247)
"Staff nice , nice room for price ! "
United States
Paris
The price is P3,580
P4,063 total
includes taxes & fees
Nov 19 - Nov 20
Seasons Florida Resort
Outdoor pool, sun loungers
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, (3958)
"Would stay again! "
United States
Matthew
The price is P4,950
P5,569 total
includes taxes & fees
Dec 2 - Dec 3
Wyndham Garden Orlando Airport
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
17.4 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4220)
"Great places "
Canada
Felipe
The price is P4,048
P5,747 total
includes taxes & fees
Dec 17 - Dec 18
Avanti International 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 free breakfast

Pool
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
  • Breakfast included
8.4 out of 10, Very Good, (2643)
The price is P2,480
P4,821 total
includes taxes & fees
Dec 1 - Dec 2
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
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Top guest rated hotels in Historic Downtown Kissimmee

Porch
Kapp and Kappy B&B
Kapp and Kappy B&B
3.5 star property
    9.8 out of 10, Exceptional, (125)
    The price is P7,319
    P8,307 total
    includes taxes & fees
    Nov 19 - Nov 20
    Kapp and Kappy B&B
    See more properties

    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.

    Downtown Orlando

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

    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.

    Top Historic Downtown Kissimmee Hotel Reviews

    Tru By Hilton Orlando Convention Center Area, FL

    Tru By Hilton Orlando Convention Center Area, FL

    10/10 Excellent
    "Perfect! "
    Agelvys 1-night trip
    Posted 17 hours ago
    Tru By Hilton Orlando Convention Center Area, FL

    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 81 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.