Pierre's Restaurant

Nestled on a lush 18-acre former coconut plantation, this tranquil beachfront resort boasts serene cottages, a heated pool, and attentive service amidst tropical beauty.

Nestled on Florida Bay, this tranquil Caribbean-inspired gem boasts spacious suites, a private island, and endless outdoor fun, making it an ideal retreat.

Low-key destination for seafood & more with ocean views from the dining room, porch & beach.

Airy, island-inspired rooms with private patios, plus a casual bar, dining & an outdoor pool. This laid-back, tropical-themed inn is 0.5 miles from Windley Key Fossil Reef Geological State Park and a 4-minute walk from the Theater of the Sea marine park. Airy rooms with an island vibe feature minifridges, microwaves, coffeemakers and wet bars, as well as furnished private patios with direct pool access. The outdoor pool offers a waterfall and a poolside barbecue pit. There's also a pub-style sports bar serving classic American fare.

Ziggie & Mad Dog’s is a lively steakhouse in Islamorada, celebrated for its fresh seafood, prime cuts, and a chill vibe that keeps them buzzing every night.

Tropical oceanfront resort with a private beach & heated pool, plus a rum bar and a restaurant. This upscale oceanfront resort is 2 miles from Indian Key Historic State Park, and 5 miles from aquatic shows at the Theater of the Sea marine park. The chic, island-themed rooms feature Wi-Fi, flat-screen TVs and coffeemakers; many have balconies with ocean views. Suites add sitting areas and kitchenettes. There's an Italian restaurant, and a poolside rum bar serves lunch and dinner. The private beach has hammocks and loungers, and the heated outdoor pool overlooks the ocean. A resort fee covers Wi-Fi, parking and a shuttle service.

Islands of Islamorada is a stunning family-friendly resort with spacious villas, breathtaking ocean views, and a welcoming staff dedicated to your relaxation.

A lively marina hotspot in the Keys, featuring tarpon feeding, kayak rentals, and a fun restaurant that serves up delicious eats and drinks.

Nestled in the Keys, this vibrant beachfront resort boasts tropical rooms, a golf course, and a full-service spa, all perfect for laid-back family fun.

Flaunting ocean views and a casual vibe, Oceanside Safari Restaurant offers a fresh menu, warm service, and a charming atmosphere perfect for a Keys getaway.