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  1. Winslow's Bungalows

    Stay 79
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    Named for maritime painter Winslow Homer, this collection of historic houses spreads across Key West's old district with three swimming pools and a poolside Bungalow Bar tying it all together. The rooms mix contemporary interiors with the buildings' original bones, and the common outdoor spaces are generous enough that you'll forget you're in the middle of town. The Michelin Guide has it among its selected hotels.

    The awards strongest first

    Honors plus setting, weighted & current 79

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    Address
    725 Truman Ave, Key West, FL 33040, Florida Keys, FL · Key West

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Eat Score

The score comes from the awards it's won, weighted by who gave them: a Michelin star outweighs a listicle. When you sort by what's nearby, distance changes the order, never the score.

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    Drink Score

    The score comes from the awards it's won, weighted by who gave them: a Michelin star outweighs a listicle. When you sort by what's nearby, distance changes the order, never the score.

      How we score →

      Stay Score

      Four fifths of the score is the awards it's won, weighted by who gave them: a Michelin Key outweighs a listicle. The last fifth is where it is: the ranked places to eat and things to do around it, and how safe the country is. When you sort by what's nearby, distance from you changes the order, never the score.

        How we score →

        Do Score

        The score comes from the awards it's won, weighted by who gave them: a Michelin star outweighs a listicle. When you sort by what's nearby, distance changes the order, never the score.

          How we score →

          Best Place Score

          The Best Place Score rates the area around a point, not any one place. The places are 60% of it: the best of what's within reach, weighed by distance. The setting is the other 40%: how life goes in that country (how people rate their own lives, how long and how well they live, how safe they are) and what it's like right there (the air, and the weather). If the score looks low, we probably haven't found enough critics out here yet.