Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, FL 33036

For more than 50 years, the Chesapeake Beach Resort has welcomed generations of families, group tours, adventurers, and sport-fishing enthusiasts. Whether you’re planning a unique corporate gathering, a group retreat, a romantic escape for two, or a fun family vacation, anything is possible at our full-service resort. Come away with us for your perfect escape.

Discover the beauty and allure of the Chesapeake Beach Resort, Islamorada’s legendary beach and fishing destination. Lose yourself amidst six and a half lush acres of swaying palm trees, endless ocean vistas, flowering hibiscus, exotic birds, and a tranquil private lagoon. Settle into a sanctuary of sparkling white sands and tropical gardens for the perfect island getaway.

Guests at this Islamorada oceanfront resort can start every day with a hot breakfast and enjoy a private beach area and oceanfront hot-water spa. Free WiFi access is provided and Windley Key Fossil Reef Geological State Park is 2 miles away.

Chesapeake Beach Resort boasts 2 outdoor pools, a hot tub, and tennis court. Kayaks, paddle boats, and catamaran bicycles are available for guest use. Children can also spend time at the playground. Guests can check out the History of Diving Museum (3 minutes’ walk) or see a show at the Theater of the Sea (4 minutes’ drive).

A 37-inch flat-screen cable TV, small refrigerator, and an iPod docking station are offered in each room at this Florida Chesapeake Beach Resort. Select rooms and suites have a balcony with a view and a spa bath.

Features and Facilities at Chesapeake Beach Resort

  • Beachfront
  • Private Beach Area
  • BBQ Facilities
  • Terrace
  • Grounds
Pool and Spa
  • Outdoor Pool (all year)
  • Hot Tub/Jacuzzi
  • Spa
  • Pets are not allowed.

  • Bikes Available (free)
  • Cycling
  • Canoeing
  • Playground
  • Fishing
  • Tennis Court
  • Free! WiFi is available in all areas and is free of charge.
  • Free! Free public parking is available on site (reservation is not needed).
  • Daily Housekeeping
  • Vending Machine (drinks)
  • Fax/Photocopying
  • Souvenir/Gift Shop
  • Laundry
  • Business Center
  • Room Service
  • Air Conditioning
  • All Spaces Non-Smoking (public and private)
  • Heating
  • Safe
  • Elevator
  • Facilities for Disabled Guests
  • Non-smoking Rooms

Chesapeake Beach Resort Photo Gallery