The Florida Keys Travel Guide

16 Hotels

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1
  • luxury
  • dining
  • location

Little Palm Island Resort & Spa

$$$$ | MM 28.5 OS

There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More

  • luxury
  • dining
  • location

Little Palm Island Resort & Spa

$$$$ | MM 28.5 OS

There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More

2
  • 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

3
  • luxury

The Moorings Village

$$$$ | MM 81.6 OS

It’s all about privacy and solitude at this stunning oceanfront property. Read More

  • luxury

The Moorings Village

$$$$ | MM 81.6 OS

It’s all about privacy and solitude at this stunning oceanfront property. Read More

4
  • relaxing

Kona Kai Resort, Gallery & Botanic Gardens

$$ | MM 97.8 BS

Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More

  • relaxing

Kona Kai Resort, Gallery & Botanic Gardens

$$ | MM 97.8 BS

Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More

5
  • 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

A 6

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 7

Azul del Mar

$$ | Key Largo 104300 Overseas Hwy.

The dock points the way to many beautiful sunsets at this no-smoking, adults-only boutique hotel, which Karol... Read More

Azul del Mar

$$ | Key Largo 104300 Overseas Hwy.

The dock points the way to many beautiful sunsets at this no-smoking, adults-only boutique hotel, which Karol... Read More

C 8

Casa Morada

$$$ | Upper Matecumbe Key 136 Madeira Rd.

This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More

Casa Morada

$$$ | Upper Matecumbe Key 136 Madeira Rd.

This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More

H 9

Heron House

$$ | Key West 412 Frances St.

Conch-style architecture harks back to this property's circa-1900 origins as a boardinghouse and cigar-maker c... Read More

Heron House

$$ | Key West 412 Frances St.

Conch-style architecture harks back to this property's circa-1900 origins as a boardinghouse and cigar-maker c... Read More

I 10

Island House

$$$$ | Key West 1129 Fleming St.

Geared specifically toward gay men, this hotel features a health club, a video lounge, a café and bar, and roo... Read More

Island House

$$$$ | Key West 1129 Fleming St.

Geared specifically toward gay men, this hotel features a health club, a video lounge, a café and bar, and roo... Read More

K 11

Key Lime Inn

$$ | Key West 725 Truman Ave.

This 1854 Grand Bahama–style house on the National Register of Historic Places succeeds by offering amiable se... Read More

Key Lime Inn

$$ | Key West 725 Truman Ave.

This 1854 Grand Bahama–style house on the National Register of Historic Places succeeds by offering amiable se... Read More

K 12

Key West Bed and Breakfast/The Popular House

$ | Key West 415 William St.

There are accommodations for every budget here, but the owners reason that budget travelers deserve as pleasan... Read More

Key West Bed and Breakfast/The Popular House

$ | Key West 415 William St.

There are accommodations for every budget here, but the owners reason that budget travelers deserve as pleasan... Read More

M 13

Marquesa Hotel

$$$ | Key West 600 Fleming St.

In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More

Marquesa Hotel

$$$ | Key West 600 Fleming St.

In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More

M 14

Mermaid & the Alligator

$$ | Key West 729 Truman Ave.

An enchanting combination of flora and fauna makes this 1904 Victorian house a welcoming retreat. The property... Read More

Mermaid & the Alligator

$$ | Key West 729 Truman Ave.

An enchanting combination of flora and fauna makes this 1904 Victorian house a welcoming retreat. The property... Read More

S 15

Simonton Court

$$$ | Key West 320 Simonton St.

A small world all its own, this adults-only B&B makes you feel deliciously sequestered from Key West's cra... Read More

Simonton Court

$$$ | Key West 320 Simonton St.

A small world all its own, this adults-only B&B makes you feel deliciously sequestered from Key West's cra... Read More

P 16

Pearl's Rainbow

$$$ | Key West 525 United St.

This guesthouse—which once catered only to lesbians and gay-friendly women—is now open to everyone. Set in an... Read More

Pearl's Rainbow

$$$ | Key West 525 United St.

This guesthouse—which once catered only to lesbians and gay-friendly women—is now open to everyone. Set in an... Read More

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