The Best Hotels in Key West
Collected by AFAR Editors , AFAR Staff
Finding the perfect hotel for your Key West getaway depends upon whether you’re here for the Duval Street party or the relaxing Gulf of Mexico views. Drop your bags in the heart of Old Town or next to Mallory Square if you want to be in the center of the action; if soaking up the Conch Republic vibe is more your speed, opt for a secluded cottage on the sand.
1500 Reynolds St, Key West, FL 33040, USA
Key West doesn’t have many swimmable beaches, but this elegant 1920 oceanfront resort sits on the largest private one in town—an 1,100-square-foot strand punctuated with tall palms. While the shoreline itself is on a rocky shelf, a...
3824 N Roosevelt Blvd, Key West, FL 33040, USA
With a large grass lawn set for farm-table dinners and celebrations, The Gates is a different kind of Key West resort that owes more to Brooklyn than Margaritaville. In keeping with the hipster vibe, the hotel’s only restaurant is the Blind...
725 Truman Ave, Key West, FL 33040, USA
Both charming and affordable (it doesn’t charge a resort fee), this intimate 37-room property also has an unbeatable central location—near the heart of Old Town and just a few blocks from Duval Street and Mallory Square. Part of the...
600 Fleming St, Key West, FL 33040, USA
Located on Fleming Street in the heart of Old Town Key West, the Marquesa has everything you might expect from a romantic coastal-Florida retreat. Wide porches overlook lush gardens and a bijou pool at the center of the complex, and brick paths...
501 Southard St, Key West, FL 33040, USA
Right on Key West’s famous Sunset Pier and next to Mallory Square, Ocean Key is at the center of the action, proven by the flocks of tourists who descend on the pier every evening at sundown. Inside the resort, the contemporary rooms are...
1 Duval St, Key West, FL 33040, USA
Set at the end of Duval Street, near Sunset Pier and Mallory Square, Pier House takes advantage of its waterfront address with three tiers of balconies and a pocket-sized stretch of private beach. Its location means guests are within walking...
1435 Simonton St, Key West, FL 33040, USA
Just a few blocks from the bustle of Old Town and Duval Street, this Caribbean-style resort is a serene retreat with a swath of white-sand beach, a pool concierge, and a private pier for fishing or gazing out over clear turquoise waters. All of...
1400 Duval St, Key West, FL 33040, USA
In its previous lives, the pink turreted Southernmost House was a private home, nightclub, and residence for visiting dignitaries, but the Queen Anne mansion is now an adults-only B&B that brims with unexpected history. Built in 1896 by a...
245 Front St, Key West, FL 33040, USA
Key West may be the southernmost point in the continental United States, but one step farther you’ll find Sunset Key, an islet just a few minutes across the harbor. Only guests and those with reservations at the resort’s Latitudes...
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