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Chesapeake Beach Resort

2.5 of 5
Hotel website
83409 Overseas Highway, P.O. Box 909, Islamorada, FL 33036
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15% off room rate
Chesapeake Beach Resort
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Ranked #15 of 20 Hotels in Islamorada
A recent review
4 of 5 stars reviewed 3 days ago
kdgAiken Aiken SC
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430 reviews from our community

Traveler rating
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121
182
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5
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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Aiken SC
Senior Contributor
21 reviews 21 reviews
19 hotel reviews
10 helpful votes 10 helpful votes
4 of 5 stars Reviewed 3 days ago NEW

The reviews on this hotel varied so we did not know what to expect. Overall, it is a very nice hotel. The hotel rooms are small, but they are clean. The property is well maintained. We thought the views were just beautiful. There was plenty for the kids to do and the two pools were very nice. I did not... More 

Was this review helpful? Yes 1
San Jose, California
Senior Contributor
23 reviews 23 reviews
4 hotel reviews
7 helpful votes 7 helpful votes
4 of 5 stars Reviewed 5 days ago NEW

We really enjoyed staying at the Chesapeake Beach Resort. The grounds were very well maintained. We were in a recently renovated room with beach and ocean views and it was just perfect. We had a king size bed and breakfast was included each morning!

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Philadelphia, Pennsylvania
Senior Reviewer
6 reviews 6 reviews
3 hotel reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed 1 week ago

The grounds are well manicured with sitting areas dotted artistically throughout the property. Beauty everywhere you turn. Traveling with my parents we booked the two bedroom villa that was incredibly roomy! We had two full baths, a galley kitchen, dining area, wet bar (with sink), coral wall and a very large living room with 2 queen sleeper sofas. But, what... More 

Was this review helpful? Yes 1
San Luis Obispo County, California
Reviewer
3 reviews 3 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
3 of 5 stars Reviewed 2 weeks ago

This is a lovely older beach front property. The staff are fantastic & the amenities great. However, it sits about 10 feet off the highway, the walls & doors are extremely thin, & the plumbing screeches all night. I might stay here again because the location is great, but take your earplugs!

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Cape Cod
Senior Contributor
47 reviews 47 reviews
7 hotel reviews
21 helpful votes 21 helpful votes
3 of 5 stars Reviewed 2 weeks ago

The Chesapeake Bay Resort looks "good from far, but far from good", which is to say "don't be swayed by an aerial view on a brochure or web site.". It needs a large injection of money so the rooms don't look like the 70s and the amenities are in keeping with the room price. The problem for consumers is that... More 

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Canton
Senior Contributor
38 reviews 38 reviews
8 hotel reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed 2 weeks ago

This hotel has a variety of room types. We stayed in a garden view room on the second floor. It was clean and well cared for. The room had a screened in balcony overlooking the tennis courts and some nice foliage. Breakfast had both hot and cold items and we sat outside at a table to eat. Food was comparable... More 

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Minneapolis, Minnesota
1 review
1 helpful vote 1 helpful vote
3 of 5 stars Reviewed 2 weeks ago

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 

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Teignmouth, United Kingdom
Contributor
12 reviews 12 reviews
8 hotel reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed 3 weeks ago

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
77 helpful votes 77 helpful votes
4 of 5 stars Reviewed 3 weeks ago

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 

Was this review helpful? Yes 1
Miami, Florida
Reviewer
5 reviews 5 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 3 weeks ago

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
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