North America Chevron. United States Chevron. Florida Chevron. If you purchase something through our links, we may earn an affiliate commission. Each Florida Key has its own personality, so whether you lean more rugged, refined, or raucous, there is one to match your mood.
Or cruise down to more sophisticated Islamorada, where fine dining and purple-hued sunsets compete for your attention, along with a host of resorts. Then, keep heading all the way south to Key West to discover legendary characters, a fierce independent streak, and festive fun. Here are the best places to stay in the Florida Keys. Read our Key West travel guide here. When choosing hotels, our editors consider properties across price points that offer an authentic and insider experience of a destination, keeping design, location, service, and sustainability credentials top of mind.
This gallery has been updated with new information since its original publish date. It spans 15 tropical acres that were once a pineapple plantation tucked away off the busy Overseas Highway.
The resort has rooms but manages to maintain a boutique and intimate feel with winding nature trails throughout leading to quiet beaches. Roomsβincluding lavish suites with views of Florida Bayβhave handcrafted wood furnishings, custom tile work in the bathrooms, and hardwood floors. On-site dining includes waterfront taqueria Dry Rocks, and Caribbean-Creole cuisine with bay views at the more upscale but still Florida Keys casual Calusa restaurant.
This adults-only private island is a study in tropical chic, redefining the castaway fantasy right on American soil. There are a total of 30 thatched-roof bungalow suites some freestanding, some within larger bungalows across the four-acre island, many with four-poster beds and outdoor copper bathtubs.
