The Florida Keys Travel Guide

10 Hotels

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1
  • 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

2
  • luxury
  • activities

Postcard Inn Beach Resort & Marina at Holiday Isle

$$ | MM 84 OS

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

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
  • 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

4
  • 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

5
  • authentic

Ragged Edge Resort

$ | MM 86.5 OS

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

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

C 6

Casa Morada

$$$ | 136 Madeira Rd.

This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More

Casa Morada

$$$ | 136 Madeira Rd.

This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More

C 7

Chesapeake Beach Resort

$$ | 83409 Overseas Hwy.

Modern conveniences and a retro look are among the hallmarks of this boutique hotel on the beach. Rooms have a... Read More

Chesapeake Beach Resort

$$ | 83409 Overseas Hwy.

Modern conveniences and a retro look are among the hallmarks of this boutique hotel on the beach. Rooms have a... Read More

D 8

Drop Anchor

$$ | 84959 Overseas Hwy.

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

Drop Anchor

$$ | 84959 Overseas Hwy.

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

L 9

La Siesta Resort & Marina

$$$ | 80241 Overseas Hwy.

With 6 acres of oceanfront property, accommodations that range from studio units to a glamorous three-bedroom... Read More

La Siesta Resort & Marina

$$$ | 80241 Overseas Hwy.

With 6 acres of oceanfront property, accommodations that range from studio units to a glamorous three-bedroom... Read More

I 10

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

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