The Florida Keys Hotels

Throughout the Keys, the types of accommodations are remarkably varied, from 1950s-style motels to cozy inns to luxurious resorts. Most are on or near the oc... Read More

13 Matching Hotels

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1. Casa Marina, A Waldorf-Astoria Resort

$$$ | 1500 Reynolds St.

If you’ve got the money, honey, this resort delivers. History buffs will relish in its storied past, and afflu... Read More

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2. Key West Marriott Beachside Hotel

$$$$ | 3841 N. Roosevelt Blvd.

A whopping seven acres on the Gulf of Mexico, this is the place to stay if you love to earn your Marriott poin... Read More

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3. La Concha Hotel & Spa

$$$ | 430 Duval St.

Historic properties always have their quirks, and La Concha is no exception, but Read More

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4. Margaritaville Key West Resort & Marina

$$$$ | 245 Front St.

The vibe isn’t "grapefruit and juicy fruit" yet at this former Westin-turned-Margaritaville, but the brand has... Read More

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5. Merlin Guesthouse

$$ | 811 Simonton St.

Consider yourself lucky if you get a reservation in one of their 20 rooms, updated in comfortable Keys-style. Read More

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6. NYAH: Not Your Average Hotel

$$$ | 420 Margaret St.

Traveling for a girls’ getaway? Or a "mancation" with the bros? This is the affordable place to lay your head.... Read More

7. Ocean Key Resort & Spa

$$$$ | Zero Duval St.

Luxury can be fun, especially when it’s at the edge of everything Key West. Even if you’re more of a watcher t... Read More

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8. Pier House Resort and Spa

$$$$ | 1 Duval St.

Marrying the best of Key West culture with modern conveniences, The Pier House Resort & Spa is perched on the... Read More

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9. Santa Maria Suites

$$$$ | 1401 Simonton St.

Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More

10. Speakeasy Inn

$ | 1117 Duval St.

Romantic and historic, this fully restored inn sits on the more-quiet end of popular Duval Street, and will no... Read More

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