The Florida Keys Travel Guide

25 Hotels

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1
  • 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

2
  • luxury
  • activities

Postcard Inn Beach Resort & Marina at Holiday Isle

$$ | MM 84 OS, 84001 Overseas Hwy.

When you imagine the Florida Keys, this is the place that comes to mind, even if you’ve never been to these is... Read More

  • luxury
  • activities

Postcard Inn Beach Resort & Marina at Holiday Isle

$$ | MM 84 OS, 84001 Overseas Hwy.

When you imagine the Florida Keys, this is the place that comes to mind, even if you’ve never been to these is... Read More

3
  • 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

4
  • 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

5
  • dining

The Islander, A Guy Harvey Outpost Resort

$$ | MM 82.1 OS, 82200 Overseas Hwy.

Imagine a beloved resort built in 1950, on 20+ oceanfront acres. Now, imagine updated, comfortable rooms, p... Read More

  • dining

The Islander, A Guy Harvey Outpost Resort

$$ | MM 82.1 OS, 82200 Overseas Hwy.

Imagine a beloved resort built in 1950, on 20+ oceanfront acres. Now, imagine updated, comfortable rooms, p... Read More

6
  • dining
  • activities

Amy Slate's Amoray Dive Resort

$ | MM 104.2 BS, 104250 Overseas Hwy.

With the words ‘dive resort’ in the name, you can bet that this property is set up to function... Read More

  • dining
  • activities

Amy Slate's Amoray Dive Resort

$ | MM 104.2 BS, 104250 Overseas Hwy.

With the words ‘dive resort’ in the name, you can bet that this property is set up to function... Read More

7
  • authentic

Gulf View Waterfront Resort

$ | MM 58.7 BS, 58743 Overseas Hwy.

This family run resort caters to its guests and their pets. They’re on the Gulf of Mexico, the units are clean... Read More

  • authentic

Gulf View Waterfront Resort

$ | MM 58.7 BS, 58743 Overseas Hwy.

This family run resort caters to its guests and their pets. They’re on the Gulf of Mexico, the units are clean... Read More

8
  • authentic

Little Conch Key

$$ | MM 62.3 OS, 62250 Overseas Hwy.

Dare to venture off the main road and be rewarded with a stay on the ocean at Little Conch Key, a secluded isl... Read More

  • authentic

Little Conch Key

$$ | MM 62.3 OS, 62250 Overseas Hwy.

Dare to venture off the main road and be rewarded with a stay on the ocean at Little Conch Key, a secluded isl... Read More

9
  • authentic

Ragged Edge Resort

$ | MM 86.5 OS, 243 Treasure Harbor Rd.

It’s BYOB (bring your own boat) at this peaceful resort perched on the edge of the Atlantic in a residential n... Read More

  • authentic

Ragged Edge Resort

$ | MM 86.5 OS, 243 Treasure Harbor Rd.

It’s BYOB (bring your own boat) at this peaceful resort perched on the edge of the Atlantic in a residential n... Read More

10
  • authentic
  • relaxing

Seafarer Resort and Beach

$ | MM 97.6 BS, 97684 Overseas Hwy.

It may not be fancy, but all your basic needs will be met and you’ll get a sense for what the Keys were like i... Read More

  • authentic
  • relaxing

Seafarer Resort and Beach

$ | MM 97.6 BS, 97684 Overseas Hwy.

It may not be fancy, but all your basic needs will be met and you’ll get a sense for what the Keys were like i... Read More

A 11

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 12

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

C 13

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 14

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

D 15

Drop Anchor Resort and Marina

$ | MM 85 OS, 84959 Overseas Hwy., Islamorada, Florida, 33036, USA

Immaculately maintained, this place has the feel of an old friend's beach house. And it's easy to find your un... Read More

Drop Anchor Resort and Marina

$ | MM 85 OS, 84959 Overseas Hwy., Islamorada, Florida, 33036, USA

Immaculately maintained, this place has the feel of an old friend's beach house. And it's easy to find your un... Read More

E 16

Eden House

$$ | 1015 Fleming St., Key West, Florida, 33040, USA

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

$$ | 1015 Fleming St., Key West, Florida, 33040, USA

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 17

Harborside Motel & Marina

$ | 903 Eisenhower Dr., Key West, Florida, 33040, USA

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

Harborside Motel & Marina

$ | 903 Eisenhower Dr., Key West, Florida, 33040, USA

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

I 18

Island Bay Resort

$$ | 92530 Overseas Hwy., Key Largo, Florida, 33070, USA

When Mike and Carol Shipley took over this off-the-beaten-path resort in 2000, they revamped the 10 bay-side c... Read More

Island Bay Resort

$$ | 92530 Overseas Hwy., Key Largo, Florida, 33070, USA

When Mike and Carol Shipley took over this off-the-beaten-path resort in 2000, they revamped the 10 bay-side c... Read More

I 19

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 20

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

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