Top Key West Historic District Hotels

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Compare popular hotels in Key West Historic District

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,002 reviews	View
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,001 reviews	View
Artist House Key West	3.5 star property	9.8 Exceptional 438 reviews	View
The Conch House Heritage Inn	3.5 star property	9.8 Exceptional 174 reviews	View
The Marquesa Hotel	3.5 star property	9.8 Exceptional 1,000 reviews	View

Where to stay in Key West Historic District

Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

See properties

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

See properties

Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

See properties

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

See properties

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Florida Keys Beaches.

See properties

Top Key West Historic District Hotel Reviews

Ocean Key Resort - A Noble House Resort

10/10 Excellent

"Our stay was really nice Great location and really friendly staff. The king size bed was comfortable but very high. Had to place a step stool next to bed to get on it."

Pegasus International Hotel

8/10 Good

"Room was nice and clean but small. Desk is open limited hours so schedule your arrival accordingly. Parking is limited and a block away but doable. Facility overall was very nice, but be prepared: the bathrooms are rediculously small. If you're a very large person you may want to rethink a stay here. In our room, if you're sitting on the toilet, your head is hitting the wall, it's that close to the wall. And the gap between the glass shower wall and the rear wall of the shower is only 18", so if you're big you may have a hard time even getting into the shower. At least that's how it was in our room."

Winslow's Bungalows - Key West Historic Inns

6/10 Okay

"Winslow Arrival and grounds-arrived early about 2pm. It appeared based on the luggage in the front office that rooms are not ready prior to 4pm. But to be fair that is when check in is stated to be. We were able to keep our luggage in the lobby and they also gave us two free drink tokens to use at the bar. They texted us when the room was ready at exactly 4:02pm. The property is very beautiful. Lush and well maintained. The bungalows look to be in historic buildings and are charming. There are 2 pools. Small in size. Not many loungers. There is an outdoor bar with ample seating and shaded. There is also a breakfast area right next to the bar that is enclosed and air conditioned that is open at all times. After breakfast you can get ice and cold water as well as some fruit 24/7. We found this out on our own, we didn’t really get a run down of the property from anyone. We were given instructions to our room which was Bungalow 44. It’s was in a building that appeared to be an old historic home which is part of the Key West appeal. We were on the second floor, there is no elevator. They did not offer any bell hop service which was fine and we were able to get our luggage up and down the two times with minimal issues. The room- again we stayed in Bungalow 44. It was on the second floor front of the building facing Truman Street. It was small. It was modern, fresh, and clean. The a/c was excellent, the ceiling fan was also a nice touch. Queen bed, very comfortable, one small side"

NYAH Key West - Adults Only

10/10 Excellent

"You'd be sharing a room with others and you get a bunk. You can store your stuff in a locker. You get towels and toiletries you need while you're here. The location is actually pretty good, especially if you're taking the ferry to Dry Tortugas. There's a pool and jacuzzi, which I liked, and also benches to grab a bite. Parking was on the street, but I'm told this is one of the safest places in the country, so it was okay. It wasn't difficult to find parking, and I got a spot right outside. I had to drive around the block a bit to look for it, though. I'd recommend checking the streets for parking instead of heading to a garage. I've always found parking around this area after a while. The only thing that didn't work out was the breakfast, which we couldn't grab because it was a bit late for us. For a place that's so convenient for the ferry, I wished they'd provide breakfast earlier. Apart from that, great experience. I'd recommend this place hands down!"

Opal Key Resort & Marina, Key West

10/10 Excellent

"Beautiful resort hotel. Location is perfect. Walking distance to just about everything. Room was clean and comfortable. The hotel restaurant Lolita's was wonderful. Great food and service. We ate breakfast, lunch and dinner over the week and were never disappointed. Shout out to Lenka at the bar. Friendly and boy did she rock a great Sangria. Highly recommend this hotel but would suggest the staff at check in take a few minutes to go over all the amenities offered."

The Southernmost Inn - Adults Only

8/10 Good

"Property was clean and comfortable. Our room however was not well cleaned or stocked upon check-in. No spare rolls of toilet paper, no tissues in room.. had to go to bathroom in lobby to get what we needed. Floors were not cleaned.. gritty and grimy. Shoes were required to walk around room. Breakfast was fresh and plentiful. Afternoon wine with snacks was a very many pleasant surprise. We noticed maintenance people making repairs all around the Property but housekeeping was very scarce as was front desk during morning. Seemed to always be waiting for staff to come back. The morning front desk staff was not very friendly, helpful or personable. A smile or you're welcome to a thank you would have been nice. We arrived at 215 pm on Sunday and we're told check in was at 4 and they would call when rooms were ready. Never happened..we came back at 530 to check and we're given the keys to our room. Afternoon coverage was much more friendly and she had a smile on her face. The cons were minor and would not prevent us from staying there again."

Frequently asked questions

What is Key West Historic District like?

Travelers love the Key West Historic District neighborhood for its bar scene, biking, and great live music scene. Experience the best of Key West Historic District with a visit to Duval Street and Florida Keys Beaches during your trip.

Where is the best hotel for a stay in Key West Historic District?

Based on our traveler data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Key West Historic District. This hotel is steps from South Beach, and offers 3 outdoor pools and a full-service spa. Other good choices for your stay in the area include Casa Marina Key West, Curio Collection by Hilton and La Concha Key West, Autograph Collection.

How many hotels are there in the Key West Historic District area?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1701 Key West Historic District hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Key West Historic District, will I receive a refund?

Yes! The majority of room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the top deals on offer in Key West Historic District.

Where can I learn more about changing or cancelling my trip to Key West Historic District?

For additional details about changing or cancelling your trip to Key West Historic District, head over to our customer service page.

What is there to do in this Key West neighborhood?

Sights like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Audubon House and Tropical Gardens can be part of your cultural tour of Key West Historic District. Duval Street and Florida Keys Beaches are also a couple of places to visit in the neighborhood. The Kite House, Key West Cemetery, and Donkey Milk House are just a few of the places to visit in and around Key West Historic District. While you're out sightseeing, San Carlos Institute - Casa Cuba and Saint Mary Star of the Sea are a couple of additional sights to visit in Key West.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Key West Historic District on Expedia.com

Find hotels in Key West Historic District, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Key West Historic District hotels

Casa Marina Key West, Curio Collection by Hilton

Ocean Key Resort - A Noble House Resort

The Reach Key West, Curio Collection by Hilton

Douglas House - Adults Only

Hyatt Centric Key West Resort and Spa

Duval House

Opal Key Resort & Marina, Key West

Pier House Resort & Spa

Southernmost Beach Resort and Guesthouses

The Marquesa Hotel

The Gardens Hotel

Authors of Key West Guest House

Duval Inn

Coco Plum Inn

Eden House

Heron House Court - Adult Only

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

The Southernmost Inn - Adults Only

Southernmost House - Adult Exclusive

Weatherstation Inn

Compare popular hotels in Key West Historic District

Where to stay in Key West Historic District

Old Town Key West

Downtown Key West

New Town

Uptown - Upper Duval

Historic Seaport

Top Key West Historic District Hotel Reviews

Ocean Key Resort - A Noble House Resort

Frequently asked questions

Explore a world of travel with Expedia