Directory of Islamorada Hotels, Motels and Resorts

• Caloosa Cove Resort and Marina
• 73801 Overseas Highway Islamorada FL 33036
• (888) 297-3208   (305) 664-8811 E-mail Website
• TripAdvisor
• Oceanfront Resort & Marina with Jr. Suites, Luxury Suite & Den Suites with full kitchens. Relax by the pool, beach, tennis, pickleball or basketball.  Free Wi-Fi & Parking.  Marina, ATM, Store, Gas Station & Habanos Restaurant all located on property.
• Book now!

• CHEECA LODGE & SPA
• 81801 Overseas Hwy Islamorada FL 33036
• (844) 489-9664   (305) 664-4651 E-mail Website
• Webcam TripAdvisor
• Cheeca Lodge & Spa features luxurious accommodations, three restaurants & two tiki bars, elegant spa & stunning oceanfront setting. There's fishing, water sports, golf, tennis, three freshwater swimming pools, wooden pier & Camp Cheeca for kids.
• Book now!

• Fisher Inn Resort & Marina
• 84951 Overseas Highway Islamorada FL
• (305) 664-3611 Website
• TripAdvisor
• The all-new Fisher Inn Resort & Marina offers guests a modern, stylish, and comfortable place to stay while visiting Islamorada. Experience an authentic Florida Keys getaway and enjoy our bright accommodations featuring décor inspired by the Keys.
• Book now!

• Hadley House Resort
• 82749 Overseas Highway Islamorada FL 33036
• (305) 664-3681 Website
• TripAdvisor
• Welcome to the newest oceanfront resort in the Florida Keys. Ideally located in the heart of Islamorada at MM 82.7, it is a beautifully designed establishment with nearby access to all of Islamorada's most popular activities.
• Book now!

• ISLANDER RESORT
• 82100 Overseas Highway Islamorada FL 33036
• (800) 753-6002   (305) 664-2031 E-mail Website
• Pet-Friendly TripAdvisor
• Set on 24 tropical acres with Oceanside and Bayside accommodations, the ideal Islamorada getaway. The resort features on-site watersports, three saltwater pools, daily activities, boat slips, meeting and wedding facilities and two on-site restaurants.
• Book now!

• KON TIKI RESORT
• 81200 Overseas Highway Islamorada FL 33036
• (305) 664-4702 E-mail Website
• From standard rooms to two-bedroom apartments, we offer a relaxing tropical setting on Islamorada's bayside. A heated pool, free dockage, boat ramp and hammocks are some of the amenities we offer. Daily, weekly and monthly rentals available.

• LA SIESTA RESORT & MARINA
• 80241 Overseas Hwy Mile Marker 80.2 Oceanside Islamorada FL 33036
• (888) 313-6200   E-mail Website
• TripAdvisor
• A true Florida Keys hideaway, this colorful resort on the sunrise side of Islamorada features an eclectic collection of beachfront cottages, spacious homes and charming guest rooms. Resort guests also receive access to all four Islamorada Resorts.
• Book now!

• LIME TREE BAY RESORT ~ Superior Small Lodging award winner!
• 68500 Overseas Hwy Long Key FL 33001
• (800) 723-4519   (305) 664-4740 E-mail Website
• Pristine ¼ mile beachfront w/ hammocks & palm trees, dramatic water views & arguably the best sunsets in the Keys! Standard rooms to 3 bdrm/3 bath town houses w/ private boat docks. Continental breakfast, WIFI & free use of kayaks, paddleboards & bicycles
• Book now!

• PINES AND PALMS RESORT
• 80401 Old Highway Islamorada FL 33036
• (800) 624-0964   (305) 664-4343 E-mail Website
• Webcam View video TripAdvisor
• Awarded the highest rating of "Exceptional" by Frommer's Travel. Come relax in one of our Cottages or Suites in a quiet tropical setting on the Atlantic Ocean in Islamorada; each with a full kitchen, free dockage, wireless web and from 1 to 3 bedrooms.
• Book now!

• POSTCARD INN BEACH RESORT & MARINA
• 84001 Overseas Highway Islamorada FL 33036
• (305) 664-2321 E-mail Website
• Webcam TripAdvisor
• Wake up on the sunrise side of Islamorada at this nostalgic beach resort, home to the Original Rum Runner, world-famous Tiki Bar, a private beach, watersports and a marina for all-day fun. Resort guests also receive access to all four Islamorada Resorts.
• Book now!

• SUNSET INN
• 82200 Overseas Highway Islamorada FL 33036
• (305) 664-3454 E-mail Website
• Make the most of island life in our newly renovated and contemporary resort in the heart of Islamorada. Walk to the island’s best restaurants and shops. Enjoy luxurious double and king bed rooms, kitchenettes, pool and more! Perfect for all occasions.
• Book now!

• THE CARIBBEAN RESORT
• 117 South Carroll Street Mile Marker 82 Islamorada FL 33036
• (800) 799-9175   E-mail Website
• View video TripAdvisor
• The Caribbean Resort has won the hearts of many. While the panoramic ocean views, inviting Caribbean-style homes, endless fishing pier and beach-entry pool keep guests coming back - it's the off-shore fishing and diving that makes it so hard to leave.
• Book now!

• AMARA CAY RESORT
• 80001 Overseas Hwy Islamorada FL 33037
• (888) 317-0889   E-mail Website
• Webcam TripAdvisor
• A modern oasis on the sunrise side of Islamorada, this resort features a tiki bar, lawn games and the wonders of nature with eco-boat tours, snorkeling, kayaking and beachfront biking. Resort guests also receive access to all four Islamorada Resorts.
• Book now!