The Florida Keys Travel Guide

16 Hotels

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1
  • luxury
  • dining
  • location

Little Palm Island Resort & Spa

$$$$ | MM 28.5 OS, 28500 Overseas Hwy.

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, 28500 Overseas Hwy.

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, 123 Beach Rd.

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

  • luxury

The Moorings Village

$$$$ | MM 81.6 OS, 123 Beach Rd.

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, 97802 Overseas Hwy.

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, 97802 Overseas Hwy.

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

$$$ | 615, 618, 622 Fleming St., Key West, Florida, 33040, USA

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

$$$ | 615, 618, 622 Fleming St., Key West, Florida, 33040, USA

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

$$ | MM 104.3 BS, 104300 Overseas Hwy., Key Largo, Florida, 33037, USA

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

Azul del Mar

$$ | MM 104.3 BS, 104300 Overseas Hwy., Key Largo, Florida, 33037, USA

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

$$$ | MM 82 BS, 136 Madeira Rd., Islamorada, Florida, 33036, USA

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

Casa Morada

$$$ | MM 82 BS, 136 Madeira Rd., Islamorada, Florida, 33036, USA

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

$$ | 412 Frances St., Key West, Florida, 33040, USA

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

Heron House

$$ | 412 Frances St., Key West, Florida, 33040, USA

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

$$$$ | 1129 Fleming St., Key West, Florida, 33040, USA

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

Island House

$$$$ | 1129 Fleming St., Key West, Florida, 33040, USA

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

$$ | 725 Truman Ave., Key West, Florida, 33040, USA

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

Key Lime Inn

$$ | 725 Truman Ave., Key West, Florida, 33040, USA

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

$ | 415 William St., Key West, Florida, 33040, USA

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

$ | 415 William St., Key West, Florida, 33040, USA

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

M 13

Marquesa Hotel

$$$ | 600 Fleming St., Key West, Florida, 33040, USA

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

$$$ | 600 Fleming St., Key West, Florida, 33040, USA

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

$$ | 729 Truman Ave., Key West, Florida, 33040, USA

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

Mermaid & the Alligator

$$ | 729 Truman Ave., Key West, Florida, 33040, USA

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

S 15

Simonton Court

$$$ | 320 Simonton St., Key West, Florida, 33040, USA

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

$$$ | 320 Simonton St., Key West, Florida, 33040, USA

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

$$$ | 525 United St., Key West, Florida, 33040, USA

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

$$$ | 525 United St., Key West, Florida, 33040, USA

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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