10 hotels in Islamorada: Best hotel deals for 2023

Islander Resort is a serene slice of paradise in the Florida Keys. Our breathtaking oceanfront getaway is situated on Islamorada's most picturesque piece of shoreline- a lush, white-sand stretch dotted with gently swaying palms and bordering the deep turquoise of the Atlantic.

The "Queen of the Florida Keys", Cheeca Lodge & Spa has been an exclusive hideaway for celebrities, business leaders and U.S. Presidents for over 70 years. Set on 27 private oceanfront acres in Islamorada, Cheeca has been constructed with a porte-cochere entrance, traditional Florida Keys architecture and spirited tradition of “barefoot elegance” -- a term coined at Cheeca. Along with a coffee bar and top-shelf lobby bar, Cheeca boasts three distinctive restaurants: Atlantic’s Edge, Cheeca’s flagship restaurant offering a seasonal fine-dining menu of fresh local seafood, prime steaks and organic local produce, Nikai Sushi Bar and Restaurant offering the Florida Keys’ freshest sushi, Asian-inspired fare and a unique selection of Japanese sake and wine; and family-friendly Mia Cucina restaurant transporting Naples, Italy into the heart of Islamorada serving up made to order artisan pizzas, pastas and salads.

Amara Cay Resort is anchored in the laid-back style and carefree atmosphere that makes Islamorada the Sport Fishing Capital of the World. Reflecting the easy tranquility of the Upper Keys, Amara Cay Resort seamlessly blends recreation with relaxation. Hammocks dot the sandy shoreline, palm trees sway in the breeze and a shimmering oceanfront pool beckons early risers. It's no wonder Amara Cay was named the winner of the 2015 Sandi Design award for Design Excellence Hospitality by the International Interior Design Association, which recognized our expert balance of relaxed atmosphere and luxurious style.

Pelican Cove Resort and Marina typifies the relaxed lifestyle of the Florida Keys. With its 63 rooms and suites on the water, pool, saltwater lagoon, cabana bar and café, marina, water sports and fishing charters, the resort transports visitors into a tropical paradise the minute they check-in. The myriad of activities, both on property and throughout the nearby islands, provide visitors with as much activity as they want with the laid-back atmosphere of a secluded luxury destination. With plenty of palms trees and shade to escape to, Pelican Cove Resort is the "Key" place to relax and change your latitude as well as your attitude. So if you like hanging around under a tropical sun staring at the sparkling blue waters of the Atlantic Ocean, Pelican Cove Resort is the place you want to be!

Casa Morada is an upscale sixteen suite privately owned hotel inspired by the informal character of the Caribbean. The atmosphere is private, peaceful, and serene. The staff is known for their warmth and attentiveness. Raymond Jungles, a renowned Miami Landscape Architect known for his natural lush landscapes, designed the award-winning garden spaces throughout the property. The highlight of the resort is Casa Morada's spectacular private island. The island is accessed by a dramatic footbridge and features a fresh water pool, secluded cabana and the Sunset Gazebo bar with stunning views of the Gulf of Mexico. Casa Morada is a 90 minute drive south from Miami International airport and 90 minutes north of Key West. Guests of Casa Morada may also arrive to the hotel by boat. Casa Morada is a pet-friendly hotel and welcomes children 16 and older.

A Florida Keys favorite beloved by beach-lovers and boaters, the oceanfront Postcard Inn Beach Resort and Marina (or PCI for short) in Islamorada is located minutes from Key Largo and a short drive from Fort Lauderdale/Miami and Key West. This iconic resort blends the retro, throwback atmosphere of a nostalgic American beach vacation with modern amenities like WiFi, iPod docks and flat-screen televisions.

One of the best kept secrets and favorite escapes of Keys aficionados, La Siesta in Islamorada, is located on 6-acres of oceanfront accessible by the historic Overseas Highway at mile marker 80. Our hotel is less than 90 minutes from Miami, putting the resort in the heart of the lively Florida Keys, providing a tranquil escape among native flora and fauna for an uncommonly relaxing retreat. Retreat from the everyday and embrace the natural beauty of Florida at its best. The shimmering blue hues of the Atlantic Ocean will greet you upon arrival and the private sugar sand beach will call your name.