The Florida Keys Travel Guide

32 Hotels

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1
  • luxury
  • dining

Sunset Key Cottages

$$$$ | 245 Front St.

Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More

  • luxury
  • dining

Sunset Key Cottages

$$$$ | 245 Front St.

Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More

2
  • dining
  • relaxing

The Reach, A Waldorf Astoria Resort

$$$ | 1435 Simonton St.

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

  • dining
  • relaxing

The Reach, A Waldorf Astoria Resort

$$$ | 1435 Simonton St.

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

3
  • luxury
  • dining
  • best for nightlife
  • relaxing

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

  • luxury
  • dining
  • best for nightlife
  • relaxing

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

4
  • dining
  • best for nightlife

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

  • dining
  • best for nightlife

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

5
  • best for nightlife

The Gardens Hotel

$$$$ | 526 Angela St.

Could this be the most luxurious hotel in all of Key West? Yes, indeed. Read More

  • best for nightlife

The Gardens Hotel

$$$$ | 526 Angela St.

Could this be the most luxurious hotel in all of Key West? Yes, indeed. Read More

6
  • dining
  • best for nightlife

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

  • dining
  • best for nightlife

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

7
  • dining

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

  • dining

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

8
  • relaxing

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

  • relaxing

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

9
  • authentic
  • relaxing

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

  • authentic
  • relaxing

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

10
  • best for nightlife

La Concha Hotel & Spa

$$$ | 430 Duval St.

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

  • best for nightlife

La Concha Hotel & Spa

$$$ | 430 Duval St.

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

11
  • best for nightlife

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

  • best for nightlife

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

12
  • best for nightlife

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

  • best for nightlife

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

13
  • best for nightlife

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

  • best for nightlife

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

A 14

Ambrosia Key West

$$$ | Key West 615, 618, 622 Fleming St.

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

$$$ | Key West 615, 618, 622 Fleming St.

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

A 15

Angelina Guest House

$ | Key West 302 Angela St.

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

Angelina Guest House

$ | Key West 302 Angela St.

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

B 16

Barbary Beach House

$$ | New Town 2001 S. Roosevelt Blvd.

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

$$ | New Town 2001 S. Roosevelt Blvd.

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

C 17

Courtney's Place

$$ | Key West 720 Whitmarsh La.

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

$$ | Key West 720 Whitmarsh La.

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

E 18

Eden House

$$ | Key West 1015 Fleming St.

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

$$ | Key West 1015 Fleming St.

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

H 19

Hampton Inn Key West

$ | New Town 3755 S. Roosevelt Blvd.

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

Hampton Inn Key West

$ | New Town 3755 S. Roosevelt Blvd.

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

H 20

Harborside Motel & Marina

$ | Key West 903 Eisenhower Dr.

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

Harborside Motel & Marina

$ | Key West 903 Eisenhower Dr.

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

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