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Historic Downtown KissimmeeOrlando

Explore Historic Downtown Kissimmee: its festivals, sunny weather, opera, and more!

Explore lots to see and do in Historic Downtown Kissimmee—festivals, shopping, and popular sights from Kissimmee Lakefront Park to Lake Tohopekaliga.

Top Hotels in Historic Downtown Kissimmee

Estimated price for 1 night / 2 adults
Baymont by Wyndham Kissimmee
Baymont by Wyndham Kissimmee
2.5 out of 5
4156 West Vine Street, Kissimmee, FL
The price is $54 per night

Located in Historic Downtown Kissimmee, this hotel is 1.1 mi (1.7 km) from Medieval Times and within 12 mi (20 km) of Gatorland® and Disney Springs®. Disney's ...

3.5/5Good! (549 reviews)

"The room need to be updated, the carpet smells bad, the washroom look like from the 70's"…"

Reviewed on Mar 19, 2020

Baymont by Wyndham Kissimmee
Ambassador Inn
Ambassador Inn
2 out of 5
4107 West Vine Street, Kissimmee, FL
The price is $49 per night

Located in Historic Downtown Kissimmee, this motel is within 1 mi (2 km) of Osceola Square Mall and Medieval Times. Florida Technical College and 192 Flea Market ...

2.3/5 (394 reviews)
Convenient

"You get what you pay for if you're just looking for a spot to go to sleep definitely not a bad price"…"

Reviewed on Jan 30, 2020

Ambassador Inn
Super 8 by Wyndham Kissimmee
Super 8 by Wyndham Kissimmee
2 out of 5
1815 W Vine Street, Kissimmee, FL
The price is $42 per night

Located in Historic Downtown Kissimmee, this motel is 1.2 mi (1.9 km) from Osceola Regional Medical Center and within 3 mi (5 km) of Kissimmee Lakefront Park ...

3/5 (991 reviews)

"Its cheap for extended stays. Places to eat conveniently close by."…"

Reviewed on Mar 22, 2020

Super 8 by Wyndham Kissimmee
Days Inn by Wyndham Kissimmee West
Days Inn by Wyndham Kissimmee West
2.5 out of 5
4125 W Vine St, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $54 per night

Located in Historic Downtown Kissimmee, this golf hotel is 0.4 mi (0.7 km) from Shingle Creek Regional Park and within 9 mi (15 km) of Old Town and Disney Springs®. ...

3.3/5 (1,072 reviews)

"We were looking for a reasonable, clean room in the Kissimmee area. Our room was nice, the bed was very comfortable. It's great for no frills lodging."…"

Reviewed on Feb 9, 2020

Days Inn by Wyndham Kissimmee West
Oak Plantation Resort
Oak Plantation Resort
3.5 out of 5
4090 Enchanted Oaks Circle, Kissimmee, FL

This family-friendly Kissimmee condo building is located near the airport, within a 10-minute walk of Osceola Square Mall and Florida Technical College. Medieval ...

3.2/5 (430 reviews)

"The staff at the front desk was always helpful and friendly. The property itself was neat and clean, tidy rooms and living areas, a really comfortable stay. In my opinion, there were a few small items in my room that should have been reviewed by management for maintenance before occupancy by guests ..."…"

Reviewed on Apr 21, 2020

Oak Plantation Resort
Homes4uu Vacation Homes Orlando
Homes4uu Vacation Homes Orlando
3 out of 5
1120 Mann St, Kissimmee, FL

Located in Historic Downtown Kissimmee, this vacation home is within 2 mi (3 km) of Osceola Regional Medical Center, Kissimmee Lakefront Park, and Lake Tohopekaliga. ...

4/5Very Good! (183 reviews)
Amazing

"Great but we had a little problem with garbage we stayed"…"

Reviewed on Jan 22, 2020

Homes4uu Vacation Homes Orlando

Popular places to visit in Historic Downtown Kissimmee

Walt Disney World® area
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Walt Disney World® area

4.5/5(9,248 reviews)

Discover why this fantasy land of theme parks, hotels and entertainment venues is the number one holiday destination on the planet.

Walt Disney World®
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Walt Disney World®

4.5/5(12,086 reviews)

Enjoy the rides and games at Walt Disney World® and see why this is a favorite theme park in Lake Buena Vista. Discover the entertainment choices in this family-friendly area, or seek out the golf courses.

SeaWorld® Orlando
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SeaWorld® Orlando

4.5/5(4,416 reviews)

This marine theme park and zoo seamlessly blends education, entertainment and conservation.

Universal Orlando Resort™
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Universal Orlando Resort™

4.5/5(4,152 reviews)

Have a fun-filled day at Universal Orlando Resort™ and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.

Universal Studios Florida™
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Universal Studios Florida™

4.5/5(9,269 reviews)

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Magic Kingdom® Park
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Magic Kingdom® Park

4.5/5(8,737 reviews)

One of the most famous theme parks in the world offers a land of fun and fantasy at the foot of a fairytale castle.

Top things to do in Historic Downtown Kissimmee

Medieval Times Dinner & Tournament
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Medieval Times Dinner & Tournament

88% of travellers recommend
$68
Per adult
Kissimmee Bass Fishing
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Kissimmee Bass Fishing

100% of travellers recommend
$150
Per adult
Vacation Photographer in Kissimmee
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Vacation Photographer in Kissimmee

$250
Per adult
LEGOLAND® Florida Tickets
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LEGOLAND® Florida Tickets

82% of travellers recommend
$91
Per adult
Wild Florida Airboat Ride - 30 Minutes
Image for Wild Florida Airboat Ride - 30 Minutes

Wild Florida Airboat Ride - 30 Minutes

94% of travellers recommend
$33
Per adult
Gatorland Admission Tickets
Image for Gatorland Admission Tickets

Gatorland Admission Tickets

86% of travellers recommend
$32
Per adult

Other neighborhoods in Orlando

Had a lovely lunch.. relaxing and wonderful view outside ❤️
ML Terry on trover

Lake Nona

Visitors to Lake Nona appreciate its restaurants. A visit to Eagle Creek Golf Club and North Shore Golf Club might round out your trip if you're looking to see more of the area.

Lake Nona
Orlando City Hall featuring a fountain

Southeast Orlando

4/5Very Good!(2,704 area reviews)

While visiting Southeast Orlando, you might make a stop by sights like Orlando Watersports Complex and Boggy Creek Golf Club.

Southeast Orlando
Magic Kingdom® Park showing rides and interior views as well as a couple

Bay Lake

4.5/5Wonderful!(2,826 area reviews)

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 Disney's Hollywood Studios®.

Bay Lake
Apparently I need to listen closer to the descriptions of the drink specials... fully expect to be glowing in the dark for the walk back to the hotel😜#tequila #Blue
Bill Dillard on trover

Airport North

While Airport North might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Orlando Watersports Complex and Ventura Country Club.

Airport North
Orlando which includes golf

West Kissimmee

4.5/5Wonderful!(3,334 area reviews)

One reason travelers love spending time in West Kissimmee is the exciting waterparks, and Lake Davenport is a top place to visit.

West Kissimmee
Universal Studios Orlando showing chateau or palace

Southwest Orlando

4/5Very Good!(5,146 area reviews)

While visiting Southwest Orlando, you might make a stop by sights like Holy Land Experience and Mall at Millenia.

Southwest Orlando