Front Desk Agent

Welcome to Chesapeake Beach Resort

ISLAMORADA’S LEGENDARY BEACH VACATION DESTINATION

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 location.

Celebrated as the Sport Fishing Capital of the World, Islamorada’s relaxed atmosphere provides an unmatched year-round destination.

Island Dreams. Relaxation. Comfort

Every room has big comfortable beds, and a serene, tranquil atmosphere. Choose a Garden View room and take advantage of the private balcony. Or for true luxury book a suite or villa, great for long term stays or large groups and families.

Life Is Better In Flip Flops

The Chesapeake Beach Resort is surrounded by pure blue waters, powder white sand, and gorgeous sunshine.This is life on the water, relaxing, enticing, and breathtaking. Just a couple of minutes from Sandbar Islamorada, Theater of the Sea, Anne’s Beach and Full Moon Party at Pierre’s Restaurant & Morada Bay.