Chesapeake Beach Resort
83409 Overseas Highway, Islamorada
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About Chesapeake Beach Resort
Oceanfront Resort with Free WiFi
Luxurious Rooms with Balconies
Indulge in comfort with a 37-inch flat-screen TV and a small refrigerator in each room. Upgrade to a suite for a private balcony overlooking the ocean.
Outdoor Pool with Ocean View
Relax and unwind by the outdoor pool while enjoying the breathtaking ocean view.
Nearby Attractions
Explore the History of Diving Museum just a 3-minute walk away or catch a show at the Theater of the Sea, only a 4-minute drive from the resort.
Experience the ultimate blend of luxury and convenience at Chesapeake Beach Resort. Book now for an unforgettable stay!
Rooms at Chesapeake Beach Resort
Ocean View King Suite
1 King Bed and 1 Queen Sofa Bed527-sq-foot room, balcony with ocean views Layout - Bedroom and sitting areaInternet - Free WiFi 100+ Mbps (good for 1–2 people or up...
Standard King With Sleeper Sofa
1 King Bed and 1 Double Sofa Bed307-sq-foot room with a deck/patio Internet - Free WiFi 100+ Mbps (good for 1–2 people or up to 6 devices) Entertainment - 43-inch...
Ada Ocean View King Suite
1 King Bed540-sq-foot room, balcony with ocean views Layout - Bedroom and sitting areaInternet - Free WiFi 100+ Mbps (good for 1–2 people or up to 6 devices) Entertainment -...
Ocean View King Efficiency Villa
1 King Bed and 1 Double Sofa Bed517-sq-foot room, located on the ground floor, ocean viewsLayout - Bedroom, 2 living rooms, and dining areaInternet - Free WiFi 100+ Mbps (good...
Two-bedroom Villa
Boasting a private entrance, this air-conditioned villa comes with 1 living room, 2 separate bedrooms and 1 bathroom with a walk-in shower and a hairdryer. In the well-equipped kitchenette, guests...
Premium 1-bedroom Ocean View Villa
Boasting a private entrance, this air-conditioned villa features 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and a hairdryer. The fully equipped kitchenette has a...
Reviews from Couples
Lovely Stay
2nd visit was even better than the first. Great location and amenities with OUTSTANDING staff made for a relaxing and most enjoyable stay.
Excellent
We thoroughly enjoyed our stay at Chesapeake. Great and accommodating staff, good food, and a location and views that can’t be beat. Very relaxing with many things to do in the area, including at the resort. The slippers and robes were a nice luxury. Very clean rooms. Highly recommend.
A Great Place in the Keys at a Reasonable Price
Chesapeake Beach Resort was a great place for us to spend a week in Islamorada. The location is good, and the included cooked to order breakfasts were great. We loved the beach and the outdoor amenities. All the staff were very friendly and helpful. Our only issue was we would have liked the room to have been cleaned at approximately…
Great place to stay!
This resort is top notch. The ladies at check-in were super friendly, the breakfast crew was amazing and the made-to-order omelets were perfect. The room was very clean and smelled amazing the minute we walked in. Super comfortable bed. Very nice sized room also. Places to eat very close as well. The grounds are beautiful as well. You won't regret…
Best Beach Ever!!
The traffic noise was difficult to deal with and our "double" room with no heat was not acceptable. The room and balcony furniture and sleeping accommodations needs review by the company and make revisions. The staff were very friendly and exerted every effort to keep us happy and comfortable. The rooms were very clean with daily service. We love breakfast…
Amenities & Facilities
Check-in: 04:00 PM
Check-out: 11:00 AM
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