When you book your wedding, reunion, meeting, or retreat at Chesapeake Beach Resort, you’ll enjoy crystal blue perfection on the beach, with affordable rates, great food and drink, and the …

Reserve one of our 65 guest rooms and suites in Islamorada featuring luxurious décor, private balconies, Kitchenette and beautiful views of Islamorada beach. Book a stay at Chesapeake …

Resort fee includes cooked to order omelets and continental breakfast items, welcome drink, use of in-room robes and slippers, high speed internet, pool/beach towels, pool/beach lounge …

Reward yourself, come experience Islamorada's hidden gem Chesapeake Beach Resort! By booking direct at our website, you can enjoy 15% off your stay per night. AAA and CAA …

At the Chesapeake Beach Resort, we provide diverse amenities to make your getaway to Islamorada as thrilling or low-key as you want. Feel like swimming or sunbathing?

Find answers to common questions about Chesapeake Beach Resort, including amenities, pet policies, kayak rentals, fishing, check-in times, and more. Plan your perfect Islamorada …

It’s not often you find a resort that exceeds your wildest dreams. Chesapeake Beach Resort takes everything you’ve ever wanted in a seaside vacation and places it in one scenic, majestic …

This beautiful little roadside beach and park features a boardwalk, picnic tables, and shade trees. It’s a great place to stop for lunch, sunbathe, or take a nice refreshing swim in the ocean.

83409 Overseas Hwy, Islamorada, FL 33036Be the first to know of our Special Offers, Signature Experiences & Events!

Experience three nights in Islamorada with sunset cruises, dolphin encounters, sunrise paddles, and relaxing beach time. Enjoy island dining, spa afternoons, and a sandbar adventure the …