Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL 33036 US
View Map Reservations: +1-800-219-2797
2.5 Star Property In Islamorada (Matecumbe)
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Select Your Room:
12/19/2024 - 12/20/2024
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3 bookings in the last 48 hours

Standard prices by room type for the next 60 days

Rates shown are nightly rates before taxes and do not necessarily reflect all discounts available. The chart provides the cheapest public rates available by room type.

Verified Reviews of Chesapeake Beach Resort

Below are the verified reviews from guests that we have booked recently:
"two Day Get Away."
Overall Score5.0/ 5
What a beautiful place. Clean, comfortable, nice, nice employees. Loved it!
(Individual traveler, booked 1 room), from US flag
03-Sep-2024 Verified Review, stayed from Mon Aug 26 to Wed Aug 28 2024 at a $169.00 average nightly rate.
"Paradise in the Keys."
Overall Score5.0/ 5
From the greeting you receive upon arrival at the front desk, to those spotless rooms and grounds, everything is relaxing and stress free. Private beach, groomed sand. The staff is amazing! Among others, Anthony and Shakeitha were exceptional! Amazing view from room. Beach access is steps away.
(Individual traveler, booked 1 room), from US flag
17-May-2024 Verified Review, stayed from Wed May 15 to Fri May 17 2024 at a $269.99 average nightly rate.
"Fabulous property/beautiful views/yummy robes!"
Overall Score5.0/ 5
We loved our stay at the Chesapeake Beach Resort regretfully it was only one night but after our stay last night we will def stay there again! Great location in the Keys close to good restaurants and attractions! The resort itself is beautifully maintained and it has two pools and a beach! The rooms are large and modern with a total beach resort vibe and we had a gorgeous view from our room… and did I mention the robes yet? Literally the softest I’ve ever worn! well done Chesapeake, we will be back!
(Individual traveler, booked 1 room), from US flag
23-Jan-2024 Verified Review, stayed from Mon Jan 22 to Tue Jan 23 2024 at a $258.99 average nightly rate.

Summary of Verified Reviews

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Property Description

Chesapeake Beach Resort, rests on 6.5 acres of oceanfront sands and gardens halfway between Miami and Key West, in the Florida Keys. Our property is now exquisitely remodeled to deliver state-of-the-art amenities and luxurious accommodations to our guests. We are proud to offer 37” HDTV, Stereo radio/CD/alarm with MP3 docking capabilities and wireless internet connection, along with new carpeting, furniture and remodeled bathrooms and kitchens including granite countertops and vanities; all to make your stay more enjoyable and relaxing.Known for our spacious guest rooms and villas, as well as exceptional dining and entertainment adjacent to the property, it is no wonder we have been a favorite fishing and family resort for 50 years. So come and relax in one of our two heated pools, enjoy our water sports, tennis, and shuffleboard court or hit the water in your own boat or take a fishing charter to some of the best fishing areas in the entire world.

Amenities / Features


  • Check In: 4:00 pm - 12:00 am
  • Check Out: 11:00 am
  • Air conditioning
  • Alarm clock
  • Camping or barbeque facilities
  • Central location
  • Credit card accepted: Mastercard/Visa
  • Credit card accepted: American Express
  • Credit card accepted: Discover
  • Electronic key card
  • Elevator
  • Fax available
  • Hairdryer available
  • Ice Maker
  • Internet - wireless
  • Ironing facilities
  • Jacuzzi
  • Laundry facilities
  • Non-smoking rooms
  • Pets allowed
  • Private bathroom in room
  • Quiet location
  • Radio in room
  • Safe in rooms
  • Self controlled heating/cooling system
  • Shop
  • Shower
  • Swimming pool - outdoor
  • Tea and coffee making facilities
  • Telephone
  • Telephone in all rooms
  • Television
  • Tennis court
  • Terrace
  • Travellers cheques accepted
  • Voicemail
  • Airport Shuttle
  • Complimentary newspaper
  • Breakfast in room
  • DVD Player
  • Facilities for the disabled
  • 24 hours room service
  • Handicap accessible

Airport & Shuttle Information

2 hrs. from Miami or Key West

Airport Shuttle? Yes! There is an airport shuttle.

Pet Friendly?

Service animals complying with ADA Title lll regulations are allowed.

Yes! Pets are allowed.

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