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Find Hotels in Historic Downtown Kissimmee, Kissimmee

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Historic Downtown Kissimmee hotels and places to stay

Luxury 5 Bedrooms villa at Storey Lake
Superb Value Resort Townhome Near Shopping
4.5/5Wonderful! (8 reviews)
Very close to the golf courses and stores, will stay here again in the future for our annual golf

"Very convenient"…"

Reviewed on Feb 24, 2021

Superb Value Resort Townhome Near Shopping
Ambassador Inn
2 out of 5
4107 West Vine Street, Kissimmee, FL
The price is $35 per night from Mar 8 to Mar 9
2.3/5 (425 reviews)

"The room was clean, but the towels were old ama stained, and the toilet lid was broken. The hallway seemed dirty. The service was good."…"

Reviewed on Nov 28, 2020

Ambassador Inn
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Kapp and Kappy B&B
3.5 out of 5
21 North Clyde Avenue, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $139 per night from Mar 8 to Mar 9
4.8/5Exceptional! (53 reviews)

"Beautiful quaint home. Comfortable bedroom and coffee available in room"…"

Reviewed on Mar 11, 2020

Kapp and Kappy B&B
Lucaya Village Resort 3 Bedroom Vacation Home (1503)
5/5Exceptional! (1 review)
Amazing place to stay!

"We stayed here over spring break and really enjoyed the accommodations. The house was spotless and provided us with everything we needed. The bedrooms were beautiful and one was very kid friendly. The location of the village was perfect and so close to great places to eat and shop. We will definitely ..."…"

Reviewed on Jul 21, 2016

Lucaya Village Resort 3 Bedroom Vacation Home (1503)
4556 Alberto Circle
3.5 out of 5
4556 Alberto Circle, Kissimmee, FL
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3/5 (2 reviews)
Short but sweet

"Short visit for business, very clean, we had a issue with the tv in the living area. Someone broke the cable prior to our visit. We let staff know. Overall was quite nice. Close to many attractions."…"

Reviewed on Oct 30, 2020

4556 Alberto Circle
Huge 4 Bedroom Villa on the Bellavida Resort Close to all the Major Theme Parks
4.7/5Exceptional! (22 reviews)
Fishing trip

"New rules apparently don't allow boats due to past issues, but management still accommodated me. Nice neighborhood. Friendly management company. Beds slept great!"…"

Reviewed on Feb 28, 2021

Huge 4 Bedroom Villa on the Bellavida Resort Close to all the Major Theme Parks
5 Bedroom/4 Bathrooms Storey Lake (3131PP)
4/5Very Good! (1 review)
Great space well stocked with kitchen stuff and towels.

"Only problem is that there are a lot of ants in the kitchen."…"

Reviewed on Jul 25, 2017

5 Bedroom/4 Bathrooms Storey Lake (3131PP)
Budget Inn East
2 out of 5
307 E. Vine St., Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $60 per night from Mar 8 to Mar 9
3.6/5Good! (64 reviews)
10/10 for the price

"Very nice and clean, can’t beat the price!"…"

Reviewed on Feb 25, 2020

Budget Inn East
3 BEDROOM  @ ORANGE LAKE RESORT  1700 SQ. FT.
Luxury 5 Bedrooms Villa - Storey Lake
4.1/5Very Good! (7 reviews)
We loved the house and its capacity to house 9 so comfortably.

"Everything was clean and modern. Pleasantly surprised with the pool and club area, we all loved the options. Our only confusion was on what to do with our bedding at the end of our stay. Location was very convenient to all our needs. Loved it and would recommend using this service to anyone. We will ..."…"

Reviewed on Mar 10, 2020

Luxury 5 Bedrooms Villa - Storey Lake
Baymont by Wyndham Kissimmee
2.5 out of 5
4156 West Vine Street, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $42 per night from Mar 21 to Mar 22
3.5/5Good! (656 reviews)

"Everyting was good but still waiting for my deposit !!!!"…"

Reviewed on Jan 28, 2021

Baymont by Wyndham Kissimmee
Park Royal Orlando
2.5 out of 5
1500 North Thacker Ave, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $54 per night from Mar 15 to Mar 16
3.7/5Good! (982 reviews)

"THIS PLACE IS NEAR PERFECT!! My family and i have decided to always stay at this hotel anytime we are in the area.. super clean, nice staff, easy check in and out... The only one thing i would change is having coffee makers in the room with the little coffee packs. Other than that everything was ..."…"

Reviewed on Feb 16, 2021

Park Royal Orlando
Oak Plantation Resort
3.5 out of 5
4090 Enchanted Oaks Circle, Kissimmee, FL
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3.3/5 (433 reviews)

"Quiet location, clean rooms, property is old but well maintained"…"

Reviewed on Jul 1, 2020

Oak Plantation Resort
3-bedroom Villa at the Premier Orange Lake Resort
Super 8 by Wyndham Kissimmee
2 out of 5
1815 W Vine Street, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $40 per night from Mar 8 to Mar 9
3/5 (990 reviews)

"We decided to stay another night around this area and the fact the we are staying in a confortable and clean room is amazing. Polite staffing."…"

Reviewed on Mar 6, 2021

Super 8 by Wyndham Kissimmee
Gorgeous Vacation Home With Pool AT Solara Sa2179
Staymore Extended Studios Kissimmee
2.5 out of 5
2407 West Vine Street, Kissimmee, FL
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3.8/5Good! (18 reviews)
Extra extra

"Everything to make the room and service acceptable is extra. Room size above average."…"

Reviewed on Mar 29, 2016

Staymore Extended Studios Kissimmee
2605sd 4 Bedroom Townhouse
2 out of 5
2605 Gala Road South, Bldg 29 - Apt, 108, Kissimmee, FL 34746, Kissimmee, FL
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2605sd 4 Bedroom Townhouse
2784ca 5 Bedroom Home
3.5 out of 5
2784 Rocella Ct Kissimmee, FL 34747, Kissimmee, FL
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2784ca 5 Bedroom Home
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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.

Visiting Historic Downtown Kissimmee

Historic Downtown Kissimmee is a neighborhood that people enjoy for its major shopping area. Experience the best of Historic Downtown Kissimmee with a visit to Kissimmee Lakefront Park and Lake Tohopekaliga during your trip. If you're searching for places to stay in Kissimmee, you're sure to find something to meet your needs with 99 Historic Downtown Kissimmee hotels and other accommodations to choose from.

Best Places to Stay in Historic Downtown Kissimmee

Our travelers enjoy these top Historic Downtown Kissimmee accommodations:

  • Kapp and Kappy B&B: 3.5-star bed & breakfast with free breakfast, free WiFi, and free parking, 12-minute walk from Lake Tohopekaliga. Our guests enjoy the B&B's central location and breakfast.
  • Staymore Extended Studios Kissimmee: 2.5-star hotel featuring an outdoor pool, free parking, and an in-room kitchenette.
  • Baymont by Wyndham Kissimmee: 2.5-star hotel featuring free breakfast, an outdoor pool, and a fitness center. Our guests rate this hotel highly for its comfortable rooms and beach locale.

Must See in This Kissimmee Neighborhood

Kissimmee Air Museum, Osceola County Welcome Center and History Museum, and Museum of Military History feature a variety of exhibits to peruse while you're in Historic Downtown Kissimmee. You could also plan a visit to Kissimmee Lakefront Park or Lake Tohopekaliga while you're in the neighborhood.

Silver Spurs Arena and Osceola Heritage Park are some favorite places to visit in the area around Historic Downtown Kissimmee. While you're out sightseeing in Kissimmee, be sure to visit other sights like Kissimmee Civic Center or Monument of States.

Getting Around Historic Downtown Kissimmee and the Greater Kissimmee Area

If you want to head out of town, you can hop aboard a train at Kissimmee Station.

Frequently asked questions

What is Historic Downtown Kissimmee like?
Historic Downtown Kissimmee is a neighborhood that people enjoy for its major shopping area. Experience the best of Historic Downtown Kissimmee with a visit to Kissimmee Lakefront Park and Lake Tohopekaliga during your trip.
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 3.5-star B&B offers free breakfast and free WiFi. It is located a short 12-minute walk from Lake Tohopekaliga. Other top choices in the neighborhood include Park Royal Orlando and Days Inn by Wyndham Kissimmee West.
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 551 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 “free cancellation” 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 great outdoors at Kissimmee Lakefront Park, Lake Tohopekaliga, and Brinson Park. Kissimmee Civic Center and Monument of States are also a couple of places to visit in the neighborhood. Silver Spurs Arena and Osceola Heritage Park are some favorite places to visit in the area around Historic Downtown Kissimmee. While you’re out sightseeing in Kissimmee, be sure to visit other sights like Osceola County Clerk of the Court or Kissimmee Golf Club.
How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?
To venture out of town, take a train from Kissimmee Station.

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