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9
10 reviews
Conceived by oil tycoon and South Florida developer Henry Flagler, Casa Marina is one of the island’s most historic and storied resorts. — The Telegraph
9
10 reviews
The most exclusive destination in Key West, Sunset Key Guest Cottages are located on the private island of Sunset Key less than a mile off the island’s western coast, accessible only by private ferry. — The Telegraph
$1,285
on Booking.com9
12 reviews
1884 clapboard houses set back from busy Duval Street. A no-cell-phones-in-public-spaces policy helps to keep the peace. — Travel + Leisure
8
12 reviews
Would we be stating the obvious if we mentioned this place has really nice gardens? — Lonely Planet
8
10 reviews
You can't beat the location of this 100-room resort, at the foot of Mallory Square, the epicenter of the sunset ritual. — Frommer's
8
9 reviews
This cluster of cottages a short stroll from Duval is the best of the seven hotels in the local association of Key West Historic Inns. — Concierge
8
8 reviews
Newly refurbished guest rooms are large, with modernized decor and custom furnishings that are vibrant and crisp. — Frommer's
8
6 reviews
Historic properties always have their quirks, and La Concha is no exception, but...this property also provides guests with a sought-after location, and plenty of fun and indulgent amenities. — Fodor's
8
7 reviews
Waterfront Key West refuge near Duval Street with Old Florida flair, a restaurant, a bar and a pool. — Jetsetter
8
8 reviews
This revamped destination resort feels like an old-fashioned beach community with picket fences and rocking-chair porches. — Fodor's
8
5 reviews
Key West's newest luxury resort, this one is right at the entrance to Key West, overlooking the Gulf of Mexico and the only one in town to boast a helicopter pad on the roof. — Frommer's
8
6 reviews
This waterfront resort's two three-story, Keys-style buildings huddle around its 37-slip marina in the middle of Old Town. — Fodor's
8
5 reviews
The location—on a quiet stretch of beach at the foot of Duval—is ideal as a buffer from and gateway to the action. — Fodor's
8
8 reviews
Revamped in 2008, this beachfront hotel -- one of very few in Key West -- offers 127 rooms, all with views of the Atlantic, a huge oceanfront pool, and lively pool bar. — Frommer's
$379
8
6 reviews
Eden House has had the same owner for nearly 40 years, and numerous loyal customers return year after year for the affordable prices and friendly vibe. — Oyster
7
3 reviews
The Sheraton Suites is a mid-sized, all-suite hotel that's across a busy street from Smathers Beach. — Oyster
7
4 reviews
This well-crafted hotel is a delightful redoubt for romantic weekenders, and management enforces a two-day minimum for almost all stays. — Star Service
7
5 reviews
The cheapest digs in town are these grubby dorms, run by a friendly owner who provides bikes for rent. — Rough Guide
7
4 reviews
The Marker Waterfront Resort made history in 2014, when it became the first newly built hotel to open in Key West in more than two decades. — Travel + Leisure
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