Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, 33036, FL

Enter Your Trip Dates

1 Room / 2 Adults

1 rooms,
2 adults
  • Rooms:

  • Adults:

  • Close

TripAdvisor Rating


This oceanfront property has 65 guestrooms and suites that all have private balconies and free Wi-Fi. The villas offer fully equipped kitchens and the guestrooms offer a mini-fridge. Kids will love the playground, two heated pools, and tennis and shuffleboard courts. Snorkeling and fishing opportunities are also nearby. A hot breakfast buffet is available onsite and there are plenty of casual and fine dining options nearby.

Our Editor Loves

  • Snorkeling and fishing nearby
  • Breakfast buffet
  • Tennis and shuffleboard courts

Family Interests

  • Beach
  • Bicycling
  • Sailing
  • Water Sports

Family Amenities

  • DVD
  • Free Wi-Fi
  • Kitchenettes
  • Pool
  • Refrigerator


Anywhere but here!

by Chery H

Stayed here last year. Mold on the walls, AC overheated pushing smoke into our room, and scared our kids to death when the fire alarm went off. When manager arrived, he said to air out the room, and it would be fine. Pool was fine, despite iguana poop, but beach was fenced off.

** Drove by in June, during mini-season, and the property looked totally shut down/abandoned.

We went before the storm and rebuild (2017?)

by Deirdre S

We liked the remoteness, beach, borrowed bikes. It was nice to have breakfast included! The pools and beach were heavenly. Sometimes reservations were inaccurate and I checked them often to be sure. There were different sized accommodations: from hotel room to family villa.