The Florida Keys Travel Guide

87 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
  • 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
  • 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

10
  • 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

11
  • 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

12
  • relaxing

The Southernmost House

$$$ | 1400 Duval Street

This Victorian beauty is perhaps the most photographed home in Key West, for good reason. It just oozes tropic... Read More

  • relaxing

The Southernmost House

$$$ | 1400 Duval Street

This Victorian beauty is perhaps the most photographed home in Key West, for good reason. It just oozes tropic... Read More

13
  • 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

14
  • dining
  • activities

Hawks Cay Resort

$$$ | MM 61 OS, 61 Hawks Cay Blvd.

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

  • dining
  • activities

Hawks Cay Resort

$$$ | MM 61 OS, 61 Hawks Cay Blvd.

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

15
  • 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

16
  • relaxing

Largo Resort

$$ | 101740 Overseas Highway

Even locals don’t realize this place exists. All anyone can see is an entry way with Balinese statues and a 10... Read More

  • relaxing

Largo Resort

$$ | 101740 Overseas Highway

Even locals don’t realize this place exists. All anyone can see is an entry way with Balinese statues and a 10... Read More

17
  • luxury
  • activities

Little Basin Villas

$$$$ | 84 Johnston Road

If you’ve ever wanted to quit your job and move to the Keys, these villas might just make you do it. Read More

  • luxury
  • activities

Little Basin Villas

$$$$ | 84 Johnston Road

If you’ve ever wanted to quit your job and move to the Keys, these villas might just make you do it. Read More

18
  • 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

19
  • 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

20
  • relaxing

Parrot Key Resort

$$$ | 2801 N Roosevelt Blvd.

From the busy road, you can’t see much, just a long driveway leading to a resort that is nowhere near... Read More

  • relaxing

Parrot Key Resort

$$$ | 2801 N Roosevelt Blvd.

From the busy road, you can’t see much, just a long driveway leading to a resort that is nowhere near... Read More

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