Chesapeake Resort

From $ -1 per night

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83409 OVERSEAS HIGHWAY, Islamorada, Florida 33036
305-664-4662
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User Reviews

Results 1-10of 24 Reviews


This resort has wonderful amenities - beautiful pools, boats to take out, even a beautiful beach (hard to find in the Keys).

A traveler

Travelocity.com

We had a fabulous time at this resort. It offered everything we needed for a fun, relaxed stay in the Keys. There are even places to eat and enjoy drinks within walking distance. Bicycles are available. We loved our stay and plan to go back soon - ...Read more
Paradise!

A traveler

Travelocity.com

Our family of 4 loved our 3-night stay at the resort. The grounds are immaculately kept. The staff and service people are very helpful and pleasant. The front desk was extremely helpful and generous. We stayed in an efficiency villa that had 2 beds, ...Read more
Breakfast

A traveler

Travelocity.com

You were required to pay for the breakfast and the choices and quality was minimal.
Chesapeake is a Peak Performer!

A traveler

Travelocity.com

Wow, I must say that I was very happy to have stayed at this hotel. I visit the Keys every year for a charity bicycle event and dread having to stay at a motel while down there. Because we are always on a budget for the event, we have stayed at some ...Read more
Great getaway spot...

A traveler

Travelocity.com

Wife and I decided to get away for a couple days and Chesapeake Resort was a great spot. Resort is a loose term but the amenities were nice. Island Toys on-site was a nice to have and the pools had a great view of the ocean front. The ...Read more


On the boardwalk

A traveler

Travelocity.com

This hotel has a wonderful pool, boardwalk with little shops, and a private quiet setting- a few feet away from the action. There are several historial landmarks within a few blocks and about two streets away from Duval street. Bring your walking ...Read more
Terrible Experience...

A traveler

Travelocity.com

I took my family to the Chesapeake this past weekend (1/16-17/2010). The property itself is very nice and the accomodations are clean and well appointed. Unfortunately, we were staying at the resort during the weekend where the owner's son ...Read more
Great place to get away!!

A traveler

Travelocity.com

Took my husband for his 30th birthday down last week, really enjoyed our time here...the hotel was very well kept, very relaxing, the views were beautiful..... just a nice place to enjoy. The staff was very friendly and helpful. The only thing....if ...Read more
Great Getaway!

A traveler

Travelocity.com

Chesapeake is a great little getaway. I had an ocean view room when I stayed and the sunrise/sunset were awesome. My boyfriend and I ate lunch at the restaurant next door and it was good and we had a great time kayaking right outside the resort. ...Read more
Highly Recommended

A traveler

Travelocity.com

I would recommend Chesapeake Beach Resort to anyone looking to explore the beauty of the Keys. The beaches it sits on are picture-perfect and the pools are very relaxing if you’re not a fan of the sand. When I was there with my son, we rented kayaks ...Read more