La Mer & Dewey House - Key West's only Bed and Breakfast on the Beach. La Mer and Dewey House offer one-of-a-kind ocean and garden views from private balconies and wide, shady porches. A perfect setting for that romantic getaway!

Pool - Free Breakfast - Beach Views

$185-$425

Availability

Conch House - The Conch House, (pronounced konk), is located in the heart of "old town" Key West. This charming two story home offers guests the unique opportunity to enjoy luxurious accommodations in one of the island's earliest historic family estates.

Pool - Free Breakfast - Parking

$98-$228

Speakeasy Inn - Conveniently located in the southernmost area of Old Town Key West, this landmark offers an elegant and romantic retreat. The Speakeasy Inn was the former home of rumrunner Raul Vasquez and built in the time Key West was known for salvaging and cigar manufacturing from imported Cuban tobacco.

Close to Beach - Mini Fridge- Coffee Maker

$65-$250

Westwinds - Westwinds is an enchanting, tranquil compound in the heart of Old Town Key West. Ideally situated in the Historic Seaport District just 2 blocks from the waterfront and 4 blocks from Duval Street. Many shops, restaurants, historic sights and famous sunsets are just steps away.

$80-$195

Pilot House - Appointed with a careful blend of antiques and decorated with tropical furnishings accommodating the discriminating tastes of the experienced travelers.  We offer unique lodging accommodations with 14 guest rooms to choose from, all with private bath, color TV, private line phones, air-conditioning, and paddle fans.

Pool - Whirlpool - In room Jacuzzi - Kitchen

$100-$300

Chelsea House - A piece of history in every spacious room. Have a cappuccino made to order by the heated pool. The grounds of this Bed and Breakfast are magnificently surrounded by tropical foliage, and the sunken dining area provides for the continental breakfast each morning. Rooms are complete with refrigerator, cable, and phone.

Pool - Free Breakfast - Close to Beach

$79-$260

Key West Bed and Breakfast - The Key West Bed & Breakfast is located in the William Russell House (circa 1898), and is listed in the National Historic Register. Constructed by Bahamian shipbuilders, this lovely 3-story Victorian is located on a quiet, tree-shaded street in the heart of Key West's "Old Town."

Jacuzzi - Sauna - Free Breakfast

$59-$285

Mermaid & The Alligator - In the center of Old Town. Full breakfast, pool & sundeck, off-street parking. Key West's most elegant guesthouse. When you've seen all you want to, simply "come home" and relax in our beautiful garden setting, in the sun or shade. Enjoy the subtle music...cool off with a dip in our pool...recharge yourself. As night falls enjoy a complimentary glass of wine as you unwind to make your evening plans.

Pool - Free Breakfast - Free Evening Wine

$138-$238

Duval Inn - Duval Inn nurtures the delicate charm of a historical guest house and also incorporates the character of our unique and original island of Key West. The 19th century conch house sits on the most advantageous block on the island. Within a quick jaunt in any direction are Key West’s most alluring and treasured spots

Pool - Free Breakfast

 $79-$169