The Best Hotels in Old Town Key West, Key West - 2026 Updated Prices

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Compare popular hotels in Old Town Key West

Property	Property class	Guest rating
The Marquesa Hotel	3.5 star property	9.8 Exceptional 1,000 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,001 reviews	View
H2O Suites - Adults Only	3.5 star property	9.8 Exceptional 610 reviews	View
Douglas House - Adults Only	3.0 star property	9.6 Exceptional 395 reviews	View
Tropical Inn	3.5 star property	9.6 Exceptional 406 reviews	View

Where to stay in Old Town Key West

Find the best Old Town Key West areas for the activities you enjoy most.

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

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Uptown - Upper Duval

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

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Historic Seaport

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

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Top Old Town Key West Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Great location and good property."

Southernmost Beach Resort and Guesthouses

2/10 Terrible

"First, if you have ANY issues this property, including management will tell you to contact whomever you booked through. Expect unexpected charges, non-disclosed fees and non-disclosed credit card holds for incidentals. Some of these exceed 30% of your nightly booking. The room was small, musty, and had an in wall HVAC that had to cycle constantly due to the 1/4 gap under the door. The unit was running at 62db and was less than 3ft from the bed. We tried to mitigate this by stuffing a towel under the door. Expect "gotcha" fees. Like complimentary "in-room bottled water" but that does not include all "bottles". No in room phone, you have to try to chase down the staff via outside lines. Parking exceeds $50 a day. "Incidental holds" exceed $200 per day. When we checked in there was a line of 5 guests with issues. All were told "sorry, contact Expedia" We were horribly disappointed."

Douglas House - Adults Only

10/10 Excellent

"Certainly more than we'd bargained for - in the best possible way. Excellent location for exploring Key West on foot. The staff were extremely accommodating, helpful and friendly, both at check-in and in later interactions. The room was large, well-equipped and comfortable, with a private porch and yard that were ideal for spending a hot afternoon with a good book, a good cigar, and a glass of good rum. Check-in and check-out were fast, easy and straightforward. While we did not use the pool or coffee station nearby, the area around them always seemed pleasantly active, yet remained relaxed and never noisy. Overall, a wonderful two-night stay in Key West. Would definitely recommend, and look forward to going back soon."

Frequently asked questions

What's it like in Old Town Key West?

Travellers to Key West's Old Town Key West neighbourhood will be sure to enjoy a stay here. Experience the best of Old Town Key West with a visit to Duval Street, Southernmost Point and Florida Keys Beaches.

What's a favourite place to stay in Old Town Key West?

Based on our traveller data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Old Town Key West. This hotel is steps from South Beach, and offers 3 outdoor pools and a full-service spa. Other good options for your stay in the area include Casa Marina Key West, Curio Collection by Hilton and Opal Key Resort & Marina, Key West.

How many hotels are there in Old Town Key West?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1292 Old Town Key West hotels and other accommodation options to choose from.

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

Yes, most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Old Town Key West.

What are the top things to see and do in Old Town Key West?

Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum and Harry S. Truman Little White House are landmarks that can't be missed during your stay in Old Town Key West. Duval Street and Southernmost Point are also a couple of places to visit in the neighbourhood. Tennessee Williams Key West Exhibit, Saint Mary Star of the Sea and City Zoo Gallery are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Firehouse Museum and Key West Cemetery are a couple of additional sights to visit in Key West.

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Our top choices for Old Town Key West hotels

Douglas House - Adults Only

Casa Marina Key West, Curio Collection by Hilton

Duval House

The Reach Key West, Curio Collection by Hilton

The Southernmost Inn - Adults Only

Duval Inn

Southernmost House - Adult Exclusive

Southernmost Beach Resort and Guesthouses

Tropical Inn

Caribbean House

Heron House - Adult Only

Coco Plum Inn

Opal Key Resort & Marina, Key West

Orchid Key Inn - Adults Only

The Conch House Heritage Inn

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

The Gardens Hotel

Silver Palms Inn & Historic Homes

Seascape Tropical Inn - Adult Exclusive

The Cabana Inn Key West - Adults Only

Compare popular hotels in Old Town Key West

Where to stay in Old Town Key West

Key West Historic District

Downtown Key West

New Town

Uptown - Upper Duval

Historic Seaport

Top Old Town Key West Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Frequently asked questions

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