A beachfront building with multiple stories, palm trees, and clear blue skies by a calm body of water under a few scattered clouds.

The Key to Paradise

Islamorada Beach Resort

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.

Resort Highlights

  • 2024 Newly renovated resort
  • Two outdoor pools with ocean views
  • All rooms have balconies with ocean or island views

UP TO 20% OFF RATES

Get the lowest rates guaranteed when you book here.

BOOK NOW

Open