The Florida Keys Hotels

Throughout the Keys, the types of accommodations are remarkably varied, from 1950s-style motels to cozy inns to luxurious resorts. Most are on or near the oc... Read More

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1. Amy Slate's Amoray Dive Resort

$ | MM 104.2 BS, 104250 Overseas Hwy.

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

2. Azul del Mar

$$ | MM 104.3 BS, 104300 Overseas Hwy., Key Largo, Florida, 33037, United States

The dock points the way to many beautiful sunsets at this no-smoking, adults-only boutique hotel, which Karol... Read More

3. Casa Marina, A Waldorf-Astoria Resort

$$$ | 1500 Reynolds St., Key West, Florida, 33040, United States

At any moment, you expect the landed gentry to walk across the oceanfront lawn of this luxurious resort, just... Read More

4. Casa Morada

$$ | MM 82 BS, 136 Madeira Rd., Islamorada, Florida, 33036, United States

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

5. Cheeca Lodge & Spa

$$ | MM 82 OS, Islamorada, Florida, 33036, United States

At 27 acres, this may be the largest resort in the Keys, and it's also big on included amenities. In the main... Read More

6. Chesapeake Beach Resort

$ | MM 83.5, 83409 Overseas Hwy., Islamorada, Florida, 33036, United States

This boutique hotel on the beach mixes modern conveniences with a retro look. High-tech gadgets like flat-scre... Read More

7. Coconut Bay Resort & Bay Harbor Lodge

$ | MM 97.7 BS, 97702 Overseas Hwy., Key Largo, Florida, 33037, United States

Some 200 feet of waterfront is the main attraction at these side-by-side sister properties that offer a choice... Read More

8. Coconut Palm Inn

$$ | MM 92 BS, 198 Harborview Dr., via Jo-Jean Way off Overseas Hwy., Tavernier, Florida, 33070, United States

You'd never find this waterfront haven unless someone told you it was there, as it's tucked into a residential... Read More

9. Deer Run Bed & Breakfast

$$$ | MM 33 OS, 1997 Long Beach Dr.

Need serenity now? Find your way to this oceanfront B&B that not only will be good for your soul, it wi... Read More

10. Drop Anchor Resort and Marina

$ | MM 85 OS, 84959 Overseas Hwy., Islamorada, Florida, 33036, United States

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

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