Kissimmee_HistoricDowntownKissimmee_800089_04

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Our top choices for Historic Downtown Kissimmee hotels

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (141 reviews)
"Our first experience with a B&B - but won't be our last! Very cute and unique house and the host makes a great breakfast! Everything provided that you might need - including some drinks and snacks! Nice to be able to visit and get suggestions from someone who knows the area."
United States
Laura
$144 nightly
The price is $164
Jun 25 - Jun 26
Total with taxes and fees
Kapp and Kappy B&B

Super Boho- At Lake Toho s Water Sleeps 6

Super Boho- At Lake Toho s Water Sleeps 6
2.0 star property
Historic Downtown Kissimmee
$234 nightly
The price is $265
Jun 24 - Jun 25
Total with taxes and fees
Super Boho- At Lake Toho s Water Sleeps 6

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
$268 nightly
The price is $304
Jul 20 - Jul 21
Total with taxes and fees
Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
8.0 out of 10, Very Good, (1 review)
$257 nightly
The price is $291
Jul 5 - Jul 6
Total with taxes and fees
Super Boho Waterfront Retreat w Fishing Views

Boho Lake Fishing Civic Center More

Boho Lake Fishing Civic Center More
2.0 star property
Historic Downtown Kissimmee
2.0 out of 10, (1 review)
"My hotel booking was cancelled on the date I was flying out to Orlando, had to wait for days for my refund to be completed "
United Kingdom
Elton
$257 nightly
The price is $291
Jul 6 - Jul 7
Total with taxes and fees
Boho Lake Fishing Civic Center More

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
$376 nightly
The price is $427
Jul 20 - Jul 21
Total with taxes and fees
Lake Toho Parks Pool Fishing Sleeps 8

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
11.4 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,529 reviews)
"Great stay highly recommend"
United States
Rebeca
$58 nightly
The price is $66
Jun 24 - Jun 25
Total with taxes and fees
Kompose Boutique Resort at Theme Parks

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
11.7 mi from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (1,664 reviews)
"Breakfast was great Clean room Good location"
Canada
Tracy
$82 nightly
The price is $93
Jul 14 - Jul 15
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
7.7 mi from Historic Downtown Kissimmee
8.0 out of 10, Very Good, (140 reviews)
"Hotel was perfect"
United States
Unique
$132 nightly
The price is $149
Jun 24 - Jun 25
Total with taxes and fees
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
11.3 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,244 reviews)
"great stay , convenient location"
United States
RICHARD
$169 nightly
The price is $190
Jun 25 - Jun 26
Total with taxes and fees
Hyatt Regency Orlando International Airport

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
12.7 mi from Historic Downtown Kissimmee
7.4 out of 10, Good, (2,193 reviews)
"great price for the stay and location"
United States
Robert
$74 nightly
The price is $83
Jun 28 - Jun 29
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
12.6 mi from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (2,958 reviews)
"Nice place to stay"
United States
LaToya
$116 nightly
The price is $131
Jun 30 - Jul 1
Total with taxes and fees
Hyatt House Orlando Airport

EVEN Hotel Orlando International Airport by IHG

EVEN Hotel Orlando International Airport by IHG
3.5 star property
12 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (573 reviews)
"Great location!"
United States
Mark
$93 nightly
The price is $105
Jun 29 - Jun 30
Total with taxes and fees
EVEN Hotel Orlando International Airport by IHG

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
10.1 mi from Historic Downtown Kissimmee
7.8 out of 10, Good, (2,983 reviews)
"Very close to the airport and affordable for a quick stay or vacation:)"
United States
Mickala
$50 nightly
The price is $57
Jul 19 - Jul 20
Total with taxes and fees
Orlando Palms Hotel

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
12 mi from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,222 reviews)
"Great, easy convenient place to stay."
United States
Jacob
$92 nightly
The price is $104
Jul 20 - Jul 21
Total with taxes and fees
avid hotel Orlando International Airport by IHG

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
12.7 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2,739 reviews)
"Great stay."
United States
Jose
$98 nightly
The price is $110
Jun 28 - Jun 29
Total with taxes and fees
Hampton Inn & Suites Orlando Airport @ Gateway Village

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
11.5 mi from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4,057 reviews)
"Good hotel near the airport"
United States
Brandon
$73 nightly
The price is $82
Jun 24 - Jun 25
Total with taxes and fees
Wyndham Garden Orlando Airport

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
12.8 mi from Historic Downtown Kissimmee
7.8 out of 10, Good, (4,654 reviews)
"Clean rooms and great breakfast"
United States
Rebecca
$80 nightly
The price is $90
Jul 13 - Jul 14
Total with taxes and fees
Country Inn & Suites by Radisson, Orlando Airport, FL

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
13.1 mi from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (6,954 reviews)
"Great stay"
United States
Dianelly
$89 nightly
The price is $101
Jun 30 - Jul 1
Total with taxes and fees
DoubleTree by Hilton at the Entrance to Universal Orlando

Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
3.0 star property
12.8 mi from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,773 reviews)
"Hotel staff were very helpful and the hotel was clean."
United States
Stacey
$102 nightly
The price is $114
Jun 25 - Jun 26
Total with taxes and fees
Hyatt Place Orlando Airport
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 District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

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.

Bay Lake

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

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.

Florida Center

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

Top Historic Downtown Kissimmee Hotel Reviews

Frequently asked questions

What other neighbourhoods are similar to Historic Downtown Kissimmee?
While Historic Downtown Kissimmee offers a unique blend of history and local charm, no other neighborhoods are exactly similar. However, for travelers seeking a comparable experience of quaint downtowns with local character, we can suggest areas that share some of its qualities.

For couples and solo travelers looking for a more relaxed, pedestrian-friendly experience away from the theme park crowds, Winter Park's Park Avenue area is an excellent choice. This upscale neighborhood features brick-paved streets, mature trees, and a variety of boutiques, art galleries, and acclaimed restaurants. It's ideal for leisurely strolls, enjoying outdoor dining, and exploring Rollins College, which borders the avenue.

Families might find Celebration Town Center appealing for its planned community feel and family-friendly amenities, reminiscent of Historic Downtown Kissimmee's community focus. Celebration was designed with a walkable downtown area featuring shops, restaurants, and a lakefront promenade.
What are the best hotels in Historic Downtown Kissimmee that travelers recommend?
For a highly recommended hotel in Historic Downtown Kissimmee, consider the Kapp and Kappy B&B.

This 3.5-star bed and breakfast boasts an exceptional 9.8 rating and is praised by guests for its excellent and good breakfast options, as well as its spotless rooms. Amenities include air conditioning and complimentary full breakfast. It is conveniently located near the Kissimmee Civic Center, the Monument of States, and Kissimmee Lakefront Park, all within 0.5 miles.
What hotels in Historic Downtown Kissimmee offer free breakfast?
For a hotel in Historic Downtown Kissimmee that offers free breakfast, consider the Kapp and Kappy B&B.

The 3.5-star Kapp and Kappy B&B, with an exceptional 9.8 rating, provides a complimentary full breakfast to all guests. Travelers frequently praise the excellent breakfast and the spotless rooms. The bed and breakfast also offers free WiFi, free toiletries, and free parking, including options for RV, bus, and truck parking. It is conveniently located near local points of interest such as the Monument of States and the Bataan-Corregidor Memorial.
What are the top pet-friendly hotels in Historic Downtown Kissimmee?
For a top pet-friendly hotel in Historic Downtown Kissimmee, consider the Kapp and Kappy B&B.

This 3.5-star bed and breakfast, with an outstanding 9.8 rating, warmly welcomes pets, including both dogs and cats, and even provides food and water bowls. Guests consistently praise the excellent breakfast and the spotless rooms. Its convenient location places it within a short distance of local attractions such as the Kissimmee Civic Center, Monument of States, and Kissimmee Lakefront Park, all within 0.5 miles.
What are the best hotels in Historic Downtown Kissimmee near Kissimmee Lakefront Park?
For hotels in Historic Downtown Kissimmee near Kissimmee Lakefront Park, the Kapp and Kappy B&B is an excellent choice.

This 3.5-star bed and breakfast, with an exceptional 9.8 rating, is conveniently located just half a mile from Kissimmee Lakefront Park. Guests consistently praise the excellent and free full breakfast, and the rooms are frequently described as spotless. The B&B also offers free WiFi, free toiletries, and free self-parking, making it a comfortable and convenient option for your stay.
When is the best time to go to Historic Downtown Kissimmee?
The best time to visit Historic Downtown Kissimmee is during the spring (late March to May) and fall (late September to early November) when the weather is most pleasant.

During these seasons, you'll find comfortable temperatures, typically ranging from the low 70s to low 80s Fahrenheit, with lower humidity than the summer months. This makes exploring the downtown area's shops, restaurants, and Lake Tohopekaliga waterfront much more enjoyable for all travelers. It's also a great time for couples to enjoy outdoor dining or a stroll along the lakefront without the intense heat.

Winter (December to February) is also a good option, especially for those looking to escape colder climates, with mild and sunny days. However, this is peak tourist season, so you can expect larger crowds and potentially higher prices for accommodations and activities.

Summer (June to early September) should be considered if you don't mind heat and humidity. While temperatures are high, often reaching the 90s Fahrenheit, many indoor attractions and water activities are available.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Historic Downtown Kissimmee.
How can I save on a Historic Downtown Kissimmee hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Historic Downtown Kissimmee hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Historic Downtown Kissimmee hotel?
Prices for hotels in Historic Downtown Kissimmee often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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