The Florida Keys Travel Guide

21 Hotels

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1
  • relaxing

Coconut Palm Inn

$$ | MM 92 BS, 198 Harborview Dr., via Jo-Jean Way off Overseas Hwy.

Aptly described as a beachfront hideaway, this quiet property on the southern tip of Key Largo is nestled amid... Read More

  • relaxing

Coconut Palm Inn

$$ | MM 92 BS, 198 Harborview Dr., via Jo-Jean Way off Overseas Hwy.

Aptly described as a beachfront hideaway, this quiet property on the southern tip of Key Largo is nestled amid... Read More

2
  • location

Deer Run Bed & Breakfast

$$$ | MM 33 OS, 1997 Long Beach Dr.

Need serenity now? Find your way to this oceanfront B&B that not only will be good for your soul, it wi... Read More

  • location

Deer Run Bed & Breakfast

$$$ | MM 33 OS, 1997 Long Beach Dr.

Need serenity now? Find your way to this oceanfront B&B that not only will be good for your soul, it wi... Read More

3
  • 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

4
  • 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

5
  • 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 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

Angelina Guest House

$ | 302 Angela St., Key West, Florida, 33040, USA

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

Angelina Guest House

$ | 302 Angela St., Key West, Florida, 33040, USA

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

A 8

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

A 9

Azul Key West

$$ | 907 Truman Ave., Key West, Florida, 33040, USA

The ultramodern—nearly minimalistic—redo of this classic circa-1903 Queen Anne mansion is a break from the sen... Read More

Azul Key West

$$ | 907 Truman Ave., Key West, Florida, 33040, USA

The ultramodern—nearly minimalistic—redo of this classic circa-1903 Queen Anne mansion is a break from the sen... Read More

C 10

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

C 11

Courtney's Place

$$ | 720 Whitmarsh La., off Petronia St., Key West, Florida, 33040, USA

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

$$ | 720 Whitmarsh La., off Petronia St., Key West, Florida, 33040, USA

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

D 12

Dove Creek Lodge

$$ | MM 94.5 OS, 147 Seaside Ave., Key Largo, Florida, 33037, USA

With its sherbet-hued rooms and plantation-style furnishings, these tropical-style units (19 in all) range in... Read More

Dove Creek Lodge

$$ | MM 94.5 OS, 147 Seaside Ave., Key Largo, Florida, 33037, USA

With its sherbet-hued rooms and plantation-style furnishings, these tropical-style units (19 in all) range in... Read More

H 13

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 14

Island City House Hotel

$$$ | 411 William St., Key West, Florida, 33040, USA

A private garden with brick walkways, tropical plants, and a canopy of palms sets this convivial guesthouse ap... Read More

Island City House Hotel

$$$ | 411 William St., Key West, Florida, 33040, USA

A private garden with brick walkways, tropical plants, and a canopy of palms sets this convivial guesthouse ap... Read More

K 15

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 16

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

L 17

La Pensione

$$ | 809 Truman Ave., Key West, Florida, 33040, USA

Hospitality and period furnishings make this 1891 home, once owned by a cigar executive, a wonderful glimpse i... Read More

La Pensione

$$ | 809 Truman Ave., Key West, Florida, 33040, USA

Hospitality and period furnishings make this 1891 home, once owned by a cigar executive, a wonderful glimpse i... Read More

M 18

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 19

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

S 20

Southwinds

$$ | 1321 Simonton St., Key West, Florida, 33040, USA

Operated by the same company as the ultra-high-end Santa Maria Suites, this motel-style property, though still... Read More

Southwinds

$$ | 1321 Simonton St., Key West, Florida, 33040, USA

Operated by the same company as the ultra-high-end Santa Maria Suites, this motel-style property, though still... Read More

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