32 Hotels
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Sunset Key Cottages
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
Sunset Key Cottages
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
The Reach, A Waldorf Astoria Resort
You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More
The Reach, A Waldorf Astoria Resort
You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More
Casa Marina, A Waldorf-Astoria Resort
If you’ve got the money, honey, this resort delivers. History buffs will relish in its storied past, and afflu... Read More
Casa Marina, A Waldorf-Astoria Resort
If you’ve got the money, honey, this resort delivers. History buffs will relish in its storied past, and afflu... Read More
Pier House Resort and Spa
Marrying the best of Key West culture with modern conveniences, The Pier House Resort & Spa is perched on the... Read More
Pier House Resort and Spa
Marrying the best of Key West culture with modern conveniences, The Pier House Resort & Spa is perched on the... Read More
The Gardens Hotel
Could this be the most luxurious hotel in all of Key West? Yes, indeed. Read More
The Gardens Hotel
Could this be the most luxurious hotel in all of Key West? Yes, indeed. Read More
Margaritaville Key West Resort & Marina
The vibe isn’t "grapefruit and juicy fruit" yet at this former Westin-turned-Margaritaville, but the brand has... Read More
Margaritaville Key West Resort & Marina
The vibe isn’t "grapefruit and juicy fruit" yet at this former Westin-turned-Margaritaville, but the brand has... Read More
Ocean Key Resort & Spa
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
Ocean Key Resort & Spa
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
Santa Maria Suites
Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More
Santa Maria Suites
Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More
Key West Marriott Beachside Hotel
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
Key West Marriott Beachside Hotel
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
La Concha Hotel & Spa
Historic properties always have their quirks, and La Concha is no exception, but Read More
La Concha Hotel & Spa
Historic properties always have their quirks, and La Concha is no exception, but Read More
Merlin Guesthouse
Consider yourself lucky if you get a reservation in one of their 20 rooms, updated in comfortable Keys-style. Read More
Merlin Guesthouse
Consider yourself lucky if you get a reservation in one of their 20 rooms, updated in comfortable Keys-style. Read More
Speakeasy Inn
Romantic and historic, this fully restored inn sits on the more-quiet end of popular Duval Street, and will no... Read More
Speakeasy Inn
Romantic and historic, this fully restored inn sits on the more-quiet end of popular Duval Street, and will no... Read More
NYAH: Not Your Average Hotel
Traveling for a girls’ getaway? Or a "mancation" with the bros? This is the affordable place to lay your head.... Read More
NYAH: Not Your Average Hotel
Traveling for a girls’ getaway? Or a "mancation" with the bros? This is the affordable place to lay your head.... Read More

Ambrosia Key West
If you desire personal attention, a casual atmosphere, and a dollop of style, stay at these twin inns spread o... Read More
Ambrosia Key West
If you desire personal attention, a casual atmosphere, and a dollop of style, stay at these twin inns spread o... Read More

Angelina Guest House
In the heart of Old Town, this home away from home offers simple, clean, attractively priced accommodations. T... Read More
Angelina Guest House
In the heart of Old Town, this home away from home offers simple, clean, attractively priced accommodations. T... Read More

Barbary Beach House
There's much to love about this newcomer, having just debuted in 2020 after an extensive, top-to-bottom conver... Read More
Barbary Beach House
There's much to love about this newcomer, having just debuted in 2020 after an extensive, top-to-bottom conver... Read More

Courtney's Place
If you like kids, cats, and dogs, you'll feel right at home in this collection of accommodations ranging from... Read More
Courtney's Place
If you like kids, cats, and dogs, you'll feel right at home in this collection of accommodations ranging from... Read More

Eden House
From the vintage metal rockers on the street-side porch to the old neon hotel sign in the lobby, this 1920s ra... Read More
Eden House
From the vintage metal rockers on the street-side porch to the old neon hotel sign in the lobby, this 1920s ra... Read More

Hampton Inn Key West
You know what to expect from this chain hotel: well-maintained rooms, predictable service, and competitive pri... Read More
Hampton Inn Key West
You know what to expect from this chain hotel: well-maintained rooms, predictable service, and competitive pri... Read More

Harborside Motel & Marina
This little motel neatly packages three appealing characteristics—affordability, safety, and a pleasant locati... Read More
Harborside Motel & Marina
This little motel neatly packages three appealing characteristics—affordability, safety, and a pleasant locati... Read More

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