This award-winning hotel’s peaceful home on Stock Island keeps it removed from the rowdiest Key West crowds, and the exclusive marina-front setting and marine décor feels very on-brand for the Florida Keys.

The naval-inspired, rustic aesthetic of this acclaimed hotel suits its marina setting, and balconied rooms give guests a front row seat to the sparkling water. Aside from plunging into the duo of waterfront swimming pools, guests can try out a bevy of watersports without having to go far, thanks to the hotel’s location on Stock Island Marina Village. Kayaking, paddleboarding, sailing, snorkelling and diving can all be arranged by the concierge.Dockside dining is a highlight, with options including Matt’s Stock Island Kitchen & Bar preparing fresh catches and comfort food with creative flair, and Salty Oyster Dockside Bar & Grill for refreshing poolside cocktails. And from 6pm onwards, Happy Hour and live music liven up Sloppy Joe’s Dockside. Boisterous Duval Street is too far to walk, but that’s the compromise for the spectacular waterfront whereabouts on Stock Island. However, a complimentary shuttle takes guests to-and-fro (approx. 15 minutes ride) and the hotel’s hire bicycles are helpful too, given Key West is completely flat. It’s also great to meander around the marina village to get a perspective on Key West local life that most visitors centred on Duval Street will miss.

Locally Paid Fees & Taxes: Expect to pay approximately $35 per room per night for hotel resort fees and local taxes.

4 stars
Florida Keys

Facilities

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Number one for eating and drinking, and sunsets and sightseeing, this chic resort’s location right by Mallory Square and at the end of Duval Street is first class. It boasts a swoon-worthy seafront vista, vibrant tropical décor and an entertainment-packed pier.

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Comfortable luxury with a private beach

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It’s Mid-century motel meets boathouse chic at Postcard Inn. A full-service marina, private beach, two pools and fun drinking and dining options make this a great stop on the Overseas Highway.

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The tranquil Baker's Cay Resort is set on a small, private beach on a quiet stretch of famous Key Largo, making it an ideal stopover on your journey along the spectacular Overseas Highway.

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Breathtaking Florida Bay views pair with fabulous dining options and watersports galore at this elegant and contemporary beachfront resort.

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  • 4 Star

Right on the pulse of Key West’s colourful historic district, an area chock-full of sights, shops and general good times, this waterfront hotel’s a haven for poolside lounging, watersports and taking in epic sunsets with a cocktail in hand.