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Chesapeake Beach Resort

2.5 of 5
Hotel website
83409 Overseas Highway, P.O. Box 909, Islamorada, FL 33036
Special Price
15% off room rate
Chesapeake Beach Resort
Best prices for: 1 room 1 guest
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Ranked #14 of 20 Hotels in Islamorada
A recent review
3 of 5 stars reviewed yesterday
mnescape2015 Minneapolis, Minnesota
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424 reviews from our community

Traveler rating
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117
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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    4 of 5 stars
  • Rooms
    3.5 of 5 stars
  • Service
    4 of 5 stars
  • Value
    3.5 of 5 stars
  • Cleanliness
    4 of 5 stars
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Minneapolis, Minnesota
1 review
3 of 5 stars Reviewed yesterday NEW

There is no food or beverages served at this resort. Unless you have a room with a kitchenette, and make a trip to the grocery store, you will need to drive along the keys to eat or drink when staying at this resort. The only restaurant within walking distance (brief 2 minute walk) had the majority of the restaurant burn... More 

Was this review helpful? Yes 1
Teignmouth, United Kingdom
Contributor
11 reviews 11 reviews
7 hotel reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed 3 days ago NEW

We had a king room with an ocean view and carpet on the floor, that was novel! Clean and comfortable. Good breakfast to. Although there was no beach there was plenty of sitting areas and lots to in the small harbour. Quiet to, two pools, one very warm and another cooler, both with comfortable loungers. Wish we could have stayed... More 

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Seasoned traveller from Devon
Top Contributor
179 reviews 179 reviews
44 hotel reviews
71 helpful votes 71 helpful votes
4 of 5 stars Reviewed 5 days ago NEW

The room on the second floor had a nice balcony with ocean view. The room was clean and well prepared with modern fittings and furniture, it was carpeted. Two queen beds were very comfortable with plenty of pillows. Parking under the rooms in the saddest was a bonus. There are two pools and plenty of places to sign in the... More 

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Miami, Florida
Reviewer
5 reviews 5 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 1 week ago NEW

We have stayed at many places throughtout the Keys and I can say Chesapeake is by far the best! It's centrally located for anyone who wants to explore the Keys. Walking distance to the Tiki Bar and many things to do at the resort from kayaking, biking, two pools, beachfront view and a sunset cruise. The staff was excellent especially... More 

Was this review helpful? Yes 1
Greensburg, Pennsylvania
2 reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed 1 week ago

Our Stay at the Chesapeake Resort was outstanding. From the moment we arrived until the day we left we could not have asked for more. The front desk, Cesar and Josh, were two of the most informative people we could ask for. Nothing was unimportant to them. Very helpful. The housekeeping staff were very thorough when it came to our... More 

Was this review helpful? Yes 5
Tucson, Arizona
Reviewer
3 reviews 3 reviews
3 hotel reviews
1 helpful vote 1 helpful vote
4 of 5 stars Reviewed 2 weeks ago

Chesapeake Beach Resort was a pleasant stay! 3 of us stayed in a garden-view room, which was a little smaller than anticipated. The decor was nice, the place was clean. The hotel itself is on the older side, but that was part of the charm.. a bit of old-Florida came through. A good breakfast was provided in the cost of... More 

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Miami, Florida
Top Contributor
96 reviews 96 reviews
14 hotel reviews
34 helpful votes 34 helpful votes
3 of 5 stars Reviewed 2 weeks ago

Location is perfect. 1 minute from the tiki bar and close to good restaurants. But our room was very outdated. Bathroom tub was rusted and not very clean. Hotel property was nice and breakfast was good. Overall a little disappointed for the price we paid but not too bad for the Keys.

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Fairfax, Virginia
Contributor
15 reviews 15 reviews
4 hotel reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed 2 weeks ago

We stayed two nights here and really enjoyed it. The free breakfast on the beach was really nice, the rooms were clean and the service staff very friendly. The hotel is centrally located to rental craft, has its own beach with kayaks and is close by to some very good restaurants.

Was this review helpful? Yes 3
Princeton, Minnesota
Reviewer
4 reviews 4 reviews
2 helpful votes 2 helpful votes
2 of 5 stars Reviewed 2 weeks ago

I am writing this review from my room at Chesapeake Beach Resort on 03/10/15. They do not serve food or drinks here. The continental breakfast is served on styrofoam plates and the sausage,eggs and bacon were horrible. The rooms are dirty and out dated. If you want anything (beach towels,linens,snacks) you have to go to the front office. Very busy... More 

Was this review helpful? Yes 2
Chicago, Illinois
Senior Reviewer
9 reviews 9 reviews
7 helpful votes 7 helpful votes
3 of 5 stars Reviewed 3 weeks ago

It must be the beautiful property and grounds that keep this place popular. Our room was so bad. I think the bathroom has not been updated for 30 years, The tub was chipped and dented and the carpet was dirty and stained, So glad the beds were good, and it had a nice outside patio but lots of noise, loud... More 

Was this review helpful? Yes 3
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