Hotels Near
Historic Downtown Kissimmee

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Featured Historic Downtown Kissimmee Hotels

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 ...
8.2/10 Very Good! (6,226 reviews)
"great place!"

Reviewed on Apr 24, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.2/10 Wonderful! (3,217 reviews)
"Great place"

Reviewed on Apr 24, 2025

Hyatt Regency Orlando International Airport
DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton Hotel Orlando at SeaWorld
4 out of 5
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.2/10 Good! (5,873 reviews)
"Good"

Reviewed on Apr 23, 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Holiday Inn Resort Orlando Suites - Waterpark by IHG
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, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
7.2/10 Good! (2,757 reviews)
"Good area"

Reviewed on Apr 24, 2025

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Rosen Inn at Pointe Orlando
Rosen Inn at Pointe Orlando
3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (4,229 reviews)
"The room is pretty good, everything looks nice"

Reviewed on Apr 24, 2025

Rosen Inn at Pointe 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 ...
8.8/10 Excellent! (5,180 reviews)
"Hotel was amazing! Love the vibes and the room was great. Staff were all so nice and super helpful"

Reviewed on Apr 24, 2025

Universal's Cabana Bay Beach Resort
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 Winter Garden. Enjoy free WiFi, 5 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
7.8/10 Good! (7,502 reviews)
"My overall experience with the hotel itself was great. The hotel is beautiful. The rooms are very clean and kept up-to-date. The staff was great. It was a smooth process to check in and check out. The only complaint is that there is a lot of people that are guest there that don’t know how to behave ..."

Reviewed on Apr 23, 2025

The Grove Resort & Water Park Orlando
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Lakes Resort & Spa Universal Studios Area
4 out of 5
9500 Turkey Lake Rd, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (4,732 reviews)
"Markquenzie was amazing in the front made our anniversary very speacial with waterpark tickets it was a memorable celebration, Johnny the bartender made the best drinks and was incredible at the bar, the guards if also like to shout them out very charming and helpful."

Reviewed on Apr 24, 2025

Westgate Lakes Resort & Spa Universal Studios Area
Caribe Royale Orlando
Caribe Royale Orlando
4.5 out of 5
8101 World Center Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
Book a stay at this luxury hotel in Orlando. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the restaurant in our ...
9/10 Wonderful! (4,003 reviews)
"After the renovations this hotel is absolutely gorgeous"

Reviewed on Apr 24, 2025

Caribe Royale Orlando
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 out of 5
631 FLAGLER AVE, Winter Garden, FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...
9.4/10 Exceptional! (2,902 reviews)
"It was an overall amazing experience. We loved it!"

Reviewed on Apr 23, 2025

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Hilton Vacation Club Grande Villas Orlando
Hilton Vacation Club Grande Villas Orlando
3.5 out of 5
12118 Turtle Cay Circle, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
9.2/10 Wonderful! (2,946 reviews)
"It was a great stay. Family friendly"

Reviewed on Apr 24, 2025

Hilton Vacation Club Grande Villas Orlando
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 free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,616 reviews)
"This was a great Hyatt. We loved the hotel and staff. Everyone was extremely nice and helpful. The pools and health club were fantastic, The accessibility to Orlando Pointe was very convenient. The room was extra large and quiet. There were 3 conventions going on and it was busy. However, we found ..."

Reviewed on Apr 20, 2025

Hyatt Regency 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 $101
  • 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.