Key West, Florida

Key West, Florida Overview

At the southern tip of Florida and only 90 miles from Cuba sits the southern most U.S. city of Key West. Once the base for Caribbean pirates and later home to Ernest Hemingway and Tennessee Williams, Key West also served as the winter White House for President Truman and the inspiration for the drawings of... read more.
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Where To Stay

Casa Marina Resort

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OVERVIEW If a full service hotel is what you are seeking, The Casa Marina will fit the bill. Opened in 1920 it has the charm of an old world hotel with all the modern amenities. It is located just outside the heart of town on the largest private beach on the island. Many of the...…

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La Mer/Dewey House

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OVERVIEW Staying here is getting the best of all worlds. La Mer and Dewey House are delightful, private and intimate oceanfront B&B’s, but are part of the adjacent Southernmost Hotel which has three pools, two outside bars and a fishing pier.  Also part of the complex is the Southernmost Beach Cafe an open air restaurant...…

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Ocean Key Resort

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OVERVIEW If location is everything, then the Ocean Key Resort has it all. Situated at the end of bustling Duval Street and right on the Gulf, the Resort stands next to Mallory Square the site of the nightly sundown festival. THE ROOMS The 100 rooms are decorated in vibrant island colors and look out on...…

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Parrot Key Resort

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OVERVIEW It is not often that a new resort is built in Key West, so Parrot Key, made the wait worthwhile. Located about two miles outside the center of town on North Roosevelt Blvd.(U.S. 1) this is the perfect places for families, couples traveling together or “girl’s weekends”.  You are close enough to all the...…

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Sunset Key Cottages

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OVERVIEW Few choices are better for a truly special occasion than the Sunset Key Cottages located on a private 27 acre tropical island, just a 10 minute boat ride from the heart of Key West. THE ROOMS The exquisite cottages, which make up about a quarter of the island (the rest are private homes), seem...…

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The Gardens Hotel

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OVERVIEW Once the largest private estate on the island, the Gardens Hotel has been transformed into an exotic oasis just blocks from the action on Duval. The Main Building, which houses Reception, has a delightful living room with reading material, videos and information on what to do in Key West; the Breakfast Room, which spills...…

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The Mermaid and The Alligator

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OVERVIEW I stumbled upon this charming 1904 Victorian B&B as I was leaving town on a recent visit and made a point of staying there on a return trip. I am so glad I did because this is now one of my favorites in Key West. Staying at the Mermaid is like staying at a...…

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Where To Eat

Antonia’s

The yellow flag on the white clapboard building above two bay windows on Duval means you have found one of the best Italian restaurants in Key West, Antonia's. Owners Antonio Berto and Phillip Smith (also the chef) have created a comfortable, yet sophisticated restaurant in a candlelit wood paneled room with a cozy bar, creative…

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Cafe Marquesa

Warm yellow/gold walls, accented by dark mahogany molding and large mahogany framed mirrors create an inviting atmosphere for Cafe Marquesa, an intimate 50 seat spot about two blocks from Duval. Add wide-paned windows with views to the street, shaded table lamps, crisp linens and you have the makings for a very romantic meal. The open…

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Cafe Sole

'A meal in Provence' is how Café Sole describes itself and that is a very apt description. The setting and the wonderfully prepared seafood with a French influence can transport you to the French countryside. Owners John and Judy Correa have created a very special place that is will be a highlight of your trip to Key…

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Little Pearl

When you come to Key West you are going to want some seafood and The Little Pearl is a wonderful neighborhood wine bar and seafood restaurant. Brought to you by the owners of sister restaurant Thirsty Mermaid, Little Pearl shines with creative cooking and a killer wine list. The small, intimate dining room has a…

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Louie’s Backyard

Picture white tablecloths, candlelight, tiny lights sparkling in the trees, the soft rush of the water hitting the dock and maybe a full moon and you begin to understand the lure of this perennial outdoor favorite. There is no more romantic setting in Key West. Ask just about anyone and they will tell you that…

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Advance Search

Use our handy tool to search for the perfect weekend with all the features you prefer. Search by accomodation type, recognition, geography, amenity and more. Search now!

May 2020: Little Nell

This months featured property is… charming and sweet. THE ROOMS In 2017, Champalimaud Design refreshed all 86 rooms and suites and all guest floor corridors. The approach was to reinvigorate the spaces to be fresh, light and welcoming, utilizing palettes of blue, tan and grey to complement the relaxed nature of Aspen. Key features include… read more.

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