The Florida Keys Travel Guide

87 Hotels

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Little Palm Island Resort & Spa 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

Sunset Key Cottages 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

The Reach, A Waldorf Astoria Resort 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

Casa Marina, A Waldorf-Astoria Resort 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

Cheeca Lodge & Spa 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

Oceans Edge Key West Hotel & Marina 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

Pier House Resort and Spa 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

Playa Largo Resort & Spa 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

Postcard Inn Beach Resort & Marina at Holiday Isle 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

The Gardens Hotel 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

The Moorings Village 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

The Southernmost House 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

Coconut Palm Inn 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

Hawks Cay Resort 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

Kona Kai Resort, Gallery & Botanic Gardens 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

Largo Resort 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

Little Basin Villas 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

Margaritaville Key West Resort & Marina 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

Ocean Key Resort & Spa 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

Parrot Key Resort 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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