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ShermansTravel experts know how to pick a good hotel. Whether in the budget, moderate, or luxury price range, the hotels we recommend always meet our highly selective criteria for what amounts to an unbeatable experience. We look at location, comparing the hotel to other offerings in the area; price range, determining where the hotel falls on the scale of affordability, and whether it merits the expense; and finally, experience, that all-important benchmark covering everything from aesthetics to service. We assess every aspect of the hotel experience, from beds and views to service and that indefinable thing called vibe.

Top Hotels in Islamorada

Casa Morada

This intimate 16-room resort has been making headlines with its NewYork-meets-Florida flair - ... more

136 Maderia Rd. near MM 82
Islamorada , FL
Tags: expensive | boutique hotel | resort
Cheeca Lodge & Spa

A New Year's Eve fire in the main lodge shut down this 214-room luxury resort for the majority ... more

81801 Overseas Hwy. at MM 82
Islamorada , FL
Tags: luxury | expensive
Chesapeake Beach Resort

This 65-room, 6.5-acre resort renovated in February 2009 blends Florida Keyscharm with a ... more

83409 Overseas Hwy, at MM 83.5
Islamorada , FL
Tags: moderate | editor pick | beachfront
Coconut Cove Resort & Marina

Set on a nature preserve, Coconut Cove exudes a "mom and pop feel," offeringvisitors a quiet, ... more

84801 Overseas Hwy. at MM 85
Islamorada , FL
Tags: budget | editor pick | beachfront
Hawks Cay

Family is the focus at this Florida Keys’ island retreat, set on some 60rambling acres ... more

61 Hawks Cay Blvd. at MM 61
Duck Cay , FL
Tags: luxury | family | expensive | smart splurge | resort
The Islander

The main draw for staying at the Islander Resort is its sprawling sandy beach -a rare find in ... more

82100 Overseas Hwy. at MM 82.1
Islamorada , FL
Tags: moderate | beachfront

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