The well appointed Chesapeake Beach Resort in Islamorada offers lots of perks plus a few travel specials. Make reservations today and save.

United States   |   Florida   |   Islamorada

Islamoradas 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 radioCD 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 property, 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, tennis, and shuffleboard court or hit the water in your own boat or take a fishing charter to some of the best fishing areas in the entire world. Each villa is unique but all share common standards of excellence. Each villa has new kitchen cabinets and granite counter tops with the ability to prepare and eat your meals. All of the living rooms offer a 37 HD flat Screen TV, a stereo AM FM radio with CD player and MP3 capability. The bedrooms also have an additional TV for your enjoyment and relaxation. Wade out from our sugar-sand shore and, or motor out in search of a Sail fish or Marlin, the "Big King. Our on-site fishing charters provide expertise in both deep water game and backwater sport fishing. Islamorada enjoys some of the richest waters ever found, in the Sport Fishing Capital of the World. Our guest enjoy the convince of being able use our private lagoon where we have boat slips available. We can accommodate up to a 28 foot boat.

Garden View Room: 
All of our Garden View rooms have been freshly painted, new carpet and tile in the entry and screened balcony, new furniture and bedding. The bathrooms have been remodeled and new fixture and tub in most rooms. Rooms include 37 HDTV , stereo with AM/FM ra
Limited Ocean View Rooms: 
Our elegant guest rooms and suites provide everything you need for a relaxing stay, from a fresh pot of coffee to start off your morning to breathtaking views of the water. All of our Limited Ocean View rooms have been freshly painted, new carpet and tile
Upper Villa: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is unique
One Bedroom VIlla: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is unique
Premium One Bedroom VIlla: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is uniq
Premium Large One Bedroom VIlla: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is unique
Two Bedroom Villa: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is uniq
Ocean View Two Bedroom Villa: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is unique
Large Two Bedroom Villa: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is uniq
Deluxe Ocean View Two Doubles: 
Our elegant guest rooms and suites provide everything you need for a relaxing stay, from a fresh pot of coffee to start off your morning to breathtaking views of the water. Not only are these rooms bigger and include all of the guest comforts that the Gar
Deluxe Ocean View King: 
Our elegant guest rooms and suites provide everything you need for a relaxing stay, from a fresh pot of coffee to start off your morning to breathtaking views of the water. Not only are these rooms bigger and include all of the guest comforts that the Gar
Premium Ocean View 2 Doubles: 
Our elegant guest rooms and suites provide everything you need for a relaxing stay, from a fresh pot of coffee to start off your morning to breathtaking views of the water. A bit larger than the deluxe rooms and offers a FULL view of the ocean and our lag
Premium Ocean View 1 King: 
Our elegant guest rooms and suites provide everything you need for a relaxing stay, from a fresh pot of coffee to start off your morning to breathtaking views of the water. A bit larger than the deluxe rooms and offers a FULL view of the ocean and our lag
Premium Ocean View Suite: 
Our most popular type of accommodations - The luxury and comfort abounds. Suites include bedroom with a king size bed, HD Flat Screen TV with DVD built in, bedroom stereo system, private Jacuzzi bathtub, completely furnished kitchen featuring new cabinet
Efficiency Villa with Garden Vie: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is unique
Efficiency Villa with Limited Be: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is unique
Pet Friendly Efficiency Villas: 
Our 13 villas offer the discerning traveler all the amenities of home in a spectacular setting of tropical splendor. From the fully equipped kitchens to indulgent bathroom amenities, you will find we have anticipated your every need. Each villa is uniq

Miami International Airport is located at 77/02 miles south from the property. City

Miami International Airport
Miami International Airport is located at 77.02 miles south from the property.


Theater of the Sea
Theater of the Sea Islamorada is world renown for it sports fishing and recreational boating

Whale Harbor
Whale Harbor Three restaurants, chater boat, motorized water sports.

Dolphin Research Center
Dolphin Research Center Famous for training Flipper, the Dolphin Research center offers programs shows and swim with the dolphin programs.

Key West International Airport
71.15 miles North

Ft. Lauderdale/Hollywood International Airport
114.09 miles South

Florida Keys Marathon Airport
21.88 miles North


Area Map