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

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3. 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

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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

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5. Cheeca Lodge & Spa

$$ | MM 82 OS

See and be seen at Cheeca Lodge and Spa. Read More

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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

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7. Coconut Bay Resort & Bay Harbor Lodge

$ | MM 97.7 BS, 97702 Overseas Hwy.

Get an authentic taste of island life at these sister properties that offer everything you need to disconnect... Read More

8. 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

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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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