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CHESAPEAKE RESORT
83409 OVERSEAS HWY
ISLAMORADA, 33036
Ph:305-664-4662
 
Islamorada’s famous beach and fishing destination, Chesapeake Beach Resort, rests on 6.5 acres of oceanfront sands and gardens halfway between Miami and Key West, in the Florida Keys. Our property is now exquisitely remodeled to deliver state-of-the-art amenities and luxurious accommodations to our guests. We are proud to offer 37” HDTV, Stereo radio/CD/alarm with MP3 docking capabilities and wireless internet connection, along with new carpeting, furniture and remodeled bathrooms and kitchens including granite countertops and vanities; all to make your stay more enjoyable and relaxing. Known for our spacious guest rooms and villas, as well as exceptional dining and entertainment adjacent to the resort, it is no wonder we have been a favorite fishing and family resort for 50 years. So come and relax in one of our two heated pools, enjoy our water sports, outdoor exercise equipment shaded by a Tiki Hut, tennis, and shuffleboard court or hit the water in your own boat or take a f
Islander Resort

Islamorada,
Ph:866-679-7185
  Islander Resort
The perfect oceanfront location and sport fishing destination, Islander Resort is ideal for weddings, families or romantic getaways. This heavenly hideaway offers guests amazing views, full kitchens, screened lanais, free internet and free Continental breakfast daily.
Conch Key Cottages
62250 Overseas Hwy Conch Key
Islamorada, 33036
Ph:305-289-1377
 
Come share our private island. Cottages on the ocean ranging from efficiencies to two bedrooms with kitchens, bbq, and kayak use, a sandy beach, heated pool, and marina. Fishing and diving tours upon request. Come and relax...you won't want to leave
Drop Anchor Resort & Marina
84959 Overseas Hwy Islamorada
Islamorada, 33036
Ph:305-664-4863
 
A unique oceanfront hideaway with 18 1&2 bedroom suites, most with balconies. Professionally decorated to reflect true island style. Unlike any place in the Keys
Ragged Edge Resort & Marina
243 Treasure Harbor Rd
Islamorada, 33036
Ph:305-852-5389
 
Relax at the Ragged Edge Resort - a wonderful vacation and holiday getaway. With a vast grassy property directly on the Atlantic Ocean, Ragged Edge offers you Tahitian-styled accommodations-all with an ocean view.
Sunset Inn
82200 Overseas Highway
Islamorada, 33036
Ph:305-664-3454
 
In the heart of Islamorada, this landmark motel is walking distance to one of the best sunset views in the Keys, the Lorelei. Telephones. Air conditioners. Refrigerators in every room. Cable color TV's. Several rooms surround the pool. Non smoking rooms available. WIFI available
CHEECA LODGE & SPA
81801 Overseas Hwy
Islamorada, 33036
Ph:305-664-4651
 
Sands of Islamorada

Islamorada, 33036
Ph:305-664-2791
 
•Pets Welcome ! •Swimming Pool •Hot Tub Spa •Dock & Boat Ramp •Barbecue Grills •Efficiencies •Free Wi-Fi •Modem Ports •Private Decks •Beach Area