The Florida Keys Travel Guide

19 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
  • 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

4
  • 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

5
  • luxury

The Moorings Village

$$$$ | MM 81.6 OS

It’s all about privacy and solitude at this stunning oceanfront property. Read More

  • luxury

The Moorings Village

$$$$ | MM 81.6 OS

It’s all about privacy and solitude at this stunning oceanfront property. Read More

6
  • dining
  • activities

Hawks Cay Resort

$$$ | Conch Key and 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

$$$ | Conch Key and Duck Key MM 61 OS

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

7
  • relaxing

Kona Kai Resort, Gallery & Botanic Gardens

$$ | MM 97.8 BS

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

Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More

8
  • 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

9
  • relaxing

Santa Maria Suites

$$$$ | 1401 Simonton St.

Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More

  • relaxing

Santa Maria Suites

$$$$ | 1401 Simonton St.

Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More

B 10

Baker's Cay Resort Key Largo, Curio Collection by Hilton

$$$ | 97000 Overseas Hwy.

Nestled within a “hardwood hammock” (localese for uplands habitat where hardwood trees such as live oak grow)... Read More

Baker's Cay Resort Key Largo, Curio Collection by Hilton

$$$ | 97000 Overseas Hwy.

Nestled within a “hardwood hammock” (localese for uplands habitat where hardwood trees such as live oak grow)... Read More

B 11

Bungalows Key Largo

$$$$ | 99010 Overseas Hwy.

This 12-acre, adults-only hideaway has charming freestanding bungalows (some of which are waterfront) that are... Read More

Bungalows Key Largo

$$$$ | 99010 Overseas Hwy.

This 12-acre, adults-only hideaway has charming freestanding bungalows (some of which are waterfront) that are... Read More

G 12

Grassy Flats

$$ | Grassy Key 58182 Overseas Hwy.

Owned by retired professional kiteboarder Matt Sexton, this relaxed, eco-friendly resort and beach club is pop... Read More

Grassy Flats

$$ | Grassy Key 58182 Overseas Hwy.

Owned by retired professional kiteboarder Matt Sexton, this relaxed, eco-friendly resort and beach club is pop... Read More

I 13

Isla Bella Beach Resort

$$ | 1 Knights Key Blvd.

Combining Caribbean luxury with Keys charm, this glamorous 24-acre resort is a destination unto itself with fi... Read More

Isla Bella Beach Resort

$$ | 1 Knights Key Blvd.

Combining Caribbean luxury with Keys charm, this glamorous 24-acre resort is a destination unto itself with fi... Read More

M 14

Margaritaville Beach House

$$ | 2001 S. Roosevelt Blvd.

This property, which definitely has a modern-beach-house feel, features a lagoon-style pool with a waterfall;... Read More

Margaritaville Beach House

$$ | 2001 S. Roosevelt Blvd.

This property, which definitely has a modern-beach-house feel, features a lagoon-style pool with a waterfall;... Read More

M 15

Marquesa Hotel

$$$ | 600 Fleming St.

In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More

Marquesa Hotel

$$$ | 600 Fleming St.

In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More

P 16

Playa Largo Resort & Spa, Autograph Collection

$$$ | 97450 Overseas Hwy.

At this luxurious, 14-acre, bayfront retreat, you'll find one of the nicest beaches in the Keys, as well as wa... Read More

Playa Largo Resort & Spa, Autograph Collection

$$$ | 97450 Overseas Hwy.

At this luxurious, 14-acre, bayfront retreat, you'll find one of the nicest beaches in the Keys, as well as wa... Read More

S 17

Southernmost Beach Resort

$$$ | 1319 Duval St.

Rooms at this hotel on the quiet end of Duval—a 20-minute walk from downtown—are modern and sophisticated, and... Read More

Southernmost Beach Resort

$$$ | 1319 Duval St.

Rooms at this hotel on the quiet end of Duval—a 20-minute walk from downtown—are modern and sophisticated, and... Read More

I 18

The Islands of Islamorada

$$$ | Islamorada 82779 Old Hwy.

Situated right on the Atlantic, this luxury club resort has waterfront villas and hotel suites, all nestled al... Read More

The Islands of Islamorada

$$$ | Islamorada 82779 Old Hwy.

Situated right on the Atlantic, this luxury club resort has waterfront villas and hotel suites, all nestled al... Read More

T 19

Tranquility Bay

$$$$ | 2600 Overseas Hwy.

Ralph Lauren could have designed the rooms at this stylish, luxurious resort on a nice beach. The 87 two- and... Read More

Tranquility Bay

$$$$ | 2600 Overseas Hwy.

Ralph Lauren could have designed the rooms at this stylish, luxurious resort on a nice beach. The 87 two- and... Read More

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