Hotels Near
Historic Downtown Kissimmee

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Featured Historic Downtown Kissimmee Hotels

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
Fully refundable
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 2 spa tubs, and a water park. Our guests praise the clean rooms and the family ...
6.2/10 (4,221 reviews)
"The patking and pool fee is expensive"

Reviewed on Dec 3, 2023

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (6,713 reviews)
"The staff was very nice, they give you warm cookies upon check-in and it's a beautiful property but I've would rate it just shy of 4 stars. A huge negative is there is no shuttle service to or from the airport (which is only 20 min. away) And sadly as close as Universal Studios and Disney are, again ..."

Reviewed on Dec 4, 2023

DoubleTree by Hilton at the Entrance to Universal Orlando
Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Endless Summer Resort - Dockside Inn and Suites
3 out of 5
7125 Universal Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (4,353 reviews)
"Upon arrival the staff was very accommodating. We had 3 different reservations in our group and they got us all on the same floor. They explained everything we needed to know. We even were able to check in early. The building its self is beautiful and large. There were dining options and even a Starbucks ..."

Reviewed on Dec 3, 2023

Universal's Endless Summer Resort - Dockside Inn and Suites
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, 3 restaurants, and 3 bars/lounges. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (2,726 reviews)
A wonderful place to unwind
"This is our second stay @ a Margaritaville Resort. They never disappoint. Orlando location was so clean and beautiful. They had every single thing that you could ever need. We will definitely stay there anytime we are in the Orlando area."

Reviewed on Dec 1, 2023

Margaritaville Resort Orlando
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (4,877 reviews)
"Although the room itself was excellent (except not working light in the toilet area in the bathroom), the hallway to the room smelled and needed a major renovation. Also trying to find the A wing from the parking garage was a joke. It was not marked so if it wasn’t for the map that was given then ..."

Reviewed on Dec 4, 2023

The Grove Resort & Water Park Orlando
Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (4,590 reviews)
"Loved this resort! The decor was amazing and the hotel amenities were great for the price. We could hear Volcano Bay music from our Bayside tower room starting at 7:30am which might bother you if you need quiet but we didn't mind really. Were able to use pools after check out while waiting for late ..."

Reviewed on Dec 4, 2023

Universal's Cabana Bay Beach Resort
Walt Disney World Dolphin
Walt Disney World Dolphin
4 out of 5
1500 Epcot Resort Blvd, Lake Buena Vista, FL
Stay at this 4-star beach hotel in Lake Buena Vista. Enjoy free WiFi, 3 outdoor pools, and a private beach. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (3,884 reviews)
"I had a great five night stay here. My room felt very clean and the property was very beautiful. I love how convenient it was to Epcot and Hollywood studios"

Reviewed on Dec 2, 2023

Walt Disney World Dolphin
Lake Buena Vista Resort Village & Spa
Lake Buena Vista Resort Village & Spa
4 out of 5
8113 Resort Village Drive, Orlando, FL
Stay at this 4-star spa condo in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (6,370 reviews)
"Muy bueno, habitaciones amplias, baños limpios, el personal amable, lo recomiendo"

Reviewed on Dec 2, 2023

Lake Buena Vista Resort Village & Spa
Hyatt Regency Orlando
Hyatt Regency Orlando
4.5 out of 5
9801 International Dr, Orlando, FL
Stay at this 4.5-star luxury hotel in Orlando. Enjoy 2 outdoor pools, 3 restaurants, and 2 bars/lounges. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (1,682 reviews)
"Facility and staff were great."

Reviewed on Dec 1, 2023

Hyatt Regency Orlando
Rosen Centre Hotel
Rosen Centre Hotel
4 out of 5
9840 International Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa resort in Orlando. Enjoy free WiFi, 7 restaurants, and 3 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,481 reviews)
"I be there many times for years and very clean rooms,love the pool areas and food"

Reviewed on Dec 4, 2023

Rosen Centre Hotel
La Quinta Inn & Suites by Wyndham Orlando Airport North
La Quinta Inn & Suites by Wyndham Orlando Airport North
2.5 out of 5
7160 N Frontage Rd, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (4,594 reviews)
"The hotel staff was really nice and the extended parking was exceptional."

Reviewed on Dec 2, 2023

La Quinta Inn & Suites by Wyndham Orlando Airport North
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star golf hotel in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (2,743 reviews)
"Loved it!!"

Reviewed on Dec 1, 2023

Hilton Vacation Club Mystic Dunes Orlando
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.

Hotels in Historic Downtown Kissimmee

Orlando is a city that has a lot going on, but you have your sights set on Historic Downtown Kissimmee. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Historic Downtown Kissimmee has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Historic Downtown Kissimmee hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Orlando so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Historic Downtown Kissimmee underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Historic Downtown Kissimmee city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Historic Downtown Kissimmee cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Historic Downtown Kissimmee at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $65
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Historic Downtown Kissimmee hotel you want, book it, and never look back. Because your great escape is ahead of you.