The Florida Keys Travel Guide

14 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
  • 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

3
  • 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

4
  • 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

5
  • luxury
  • dining
  • activities

Cheeca Lodge & Spa

$$ | MM 82 OS

See and be seen at Cheeca Lodge and Spa. Read More

  • luxury
  • dining
  • activities

Cheeca Lodge & Spa

$$ | MM 82 OS

See and be seen at Cheeca Lodge and Spa. Read More

6
  • dining
  • location
  • relaxing

Oceans Edge Key West Hotel & Marina

$$ | 5950 Peninsular Ave.

Just a few miles from Key West, Oceans Edge is the smart choice for travelers seeking a big dose of luxury... Read More

  • dining
  • location
  • relaxing

Oceans Edge Key West Hotel & Marina

$$ | 5950 Peninsular Ave.

Just a few miles from Key West, Oceans Edge is the smart choice for travelers seeking a big dose of luxury... Read More

7
  • 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

8
  • luxury
  • dining
  • relaxing

Playa Largo Resort & Spa

$$ | 97450 Overseas Highway

This is a destination resort in every sense. Multiple restaurants, recreational activities galore, delightf... Read More

  • luxury
  • dining
  • relaxing

Playa Largo Resort & Spa

$$ | 97450 Overseas Highway

This is a destination resort in every sense. Multiple restaurants, recreational activities galore, delightf... Read More

9
  • dining
  • activities

Hawks Cay Resort

$$$ | Duck Key MM 61 OS

Hawks Cay is an island unto itself, a sprawling playground for adults and families alike. Read More

  • dining
  • activities

Hawks Cay Resort

$$$ | Duck Key MM 61 OS

Hawks Cay is an island unto itself, a sprawling playground for adults and families alike. Read More

10
  • 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

11
  • 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

12
  • dining

The Islander, A Guy Harvey Outpost Resort

$$ | MM 82.1 OS

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

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

13
  • dining
  • activities

Amy Slate's Amoray Dive Resort

$ | MM 104.2 BS

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

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

14
  • dining

The Oceanview Inn & Sports Pub

$$ | 84500 Overseas Highway

When the first words you read on the inn’s outdoor signage are, “NFL HAS-BEEN,” you know... Read More

  • dining

The Oceanview Inn & Sports Pub

$$ | 84500 Overseas Highway

When the first words you read on the inn’s outdoor signage are, “NFL HAS-BEEN,” you know... Read More

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