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
Friendly staff, great breakfast, good location.
This resort served the best included breakfast we have had. Made to order omelets, fresh fruit etc. Staff was friendly and always helpful. Two hours of water sports included with price. Ideal central location to explore the other Keys. Very good nearby dining.
Relaxing
We really enjoyed our 3 nights at Chesapeake Beach Resort. Upon arrival we received a welcome glass of champagne! It was nice to have beach access right out our door with plenty of beach chairs. The breakfast each morning was perfect to get us ready for the day. Omelets made to order were deliciously made by Chris! Only negative is…
Beautiful property but expensive
First of all, the property is absolutely beautiful! There are two pools and a small beach. It wasn’t crowded when we were there and we usually had the pool to ourselves. The breakfast can’t be beat. There is the usual fare plus they will prepare you an omelette and or pancakes. It was delicious. We used the complimentary kayaks but…
Amenities & Facilities
Check-in: 04:00 PM
Check-out: 11:00 AM
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