Hip Hotels in Florida Keys

Little Palm Resort

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28500 Overseas Hwy
Florida Keys

Peaceful tropical island retreat...
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The Moorings Village

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123 Beach Road

Private cottages on 18 acres...
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Hawk's Cay Resort

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61 Hawk's Cay Boulevard
At MM 61

Family-oriented casual resort...
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Casa Thorn

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114 Palm Lane

Secluded getaway...
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Cheeca Lodge & Spa

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81801 Overseas Highway, Mile Marker 82
Marker 82

Oceanfront, tropical resort with secluded beach, 525-foot pier...
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Holiday Isle Resort

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84001 Overseas Hwy
U.S. 1 at MM 84

Lively, beachside partying atmosphere for young, hip travelers...
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The Marquesa Hotel

600 Fleming Street

Key West's finest small hotel & café in the historic district...
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Chesapeake Beach Resort

83409 Overseas Hwy

Oceanfront resort for fishing and private beachgoers...
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CASA MORADA

136 MADEIRA ROAD

Upscale, secluded suite hotel, arrive by car or boat...
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Deer Run Bed & Breakfast

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Long Beach Road

Exclusive Beach Hideaway...
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Jules Undersea Lodge

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51 Shoreland Drive

Former underwater research lab...
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Banana Bay Resort & Marina

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4590 Overseas Highway

Lush tropical resort spans 10 acres overlooking Florida Bay...
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White Gate Court

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P.O Box 1528, 76010 Overseas Highway
Lower Matecumbe

Small Gulf side resort...
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Kona Kai Resort & Gallery

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97802 Overseas Highway

Art works in the lobby...
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Old Wooden Bridge Guest Cottages & Marina

1791 Bogie Drive

Pet friendly efficiency cottages on the bay and ocean...
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The Tavernier Inn

91865 Overseas Highway

A member of the Keys Caribbean family of vacation resorts...
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Casa Morada

136 Madeira Road
Islamorada

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Indigo Bay Hotel

81450 Overseas Highway

Luxury cottage-style condo accommodations...
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Amy Slate's Amoray Dive Resort

104250 Overseas Highway

Dive Pennekamp, Spiegel, Duane and more. On-site resort to stay where you dive...
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Sea Dell Motel

5000 Overseas Highway

Newly remodeled "Old Keys" style rooms with refrigerators, microwaves, and coffeemakers...
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