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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
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Ranked #14 of 20 Hotels in Islamorada
A recent review
3 of 5 stars reviewed 1 week ago
MichDames Port Elizabeth, South Africa
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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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Port Elizabeth, South Africa
Level Contributor
9 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
3 of 5 stars Reviewed 1 week ago

Although a little outdated and in need of maintenance, Chesapeake offers you good value for money. It is centrally situated in the Keys and has direct access to the sea. Service was good and staff friendly. Good family spot, as they have bicycles, 3 swimming pools, a resident manatee and paddle boats to offer at no extra cost.

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Miami, Florida
1 review
5 of 5 stars Reviewed 1 week ago

Only stayed one day in a suit ,very nice view of the ocean . room service meals are provide by the whale harbor restaurant great food here.breakfast is served in the morning, for 18 bucks you will have access to kayaks ,paddleboats, beachchairs all the things that make bring on the beach fun

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Miami, Florida, United States
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 2 weeks ago

I returned to stay in my favorite place in the Keys. This time for my son's birthday, he wanted to go snorkeling. We brought our 18 ft. boat on a trailer and kept it in their private lagoon just steps away from the room. This time we stayed in a suite that overlooked the ocean, wow! We headed out to... More 

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Port Saint John, Florida
Level Contributor
2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed 2 weeks ago via mobile

Spent 4 nights at the Chesapeake Resort. Resort was clean and the breakfast was convenient. Having kayaks and paddle boats as part of resort was wonderful. Took a sunset cruise and snorkel trip with Bobby and can't say enough good things about him and his hospitality. Definitely will stay again.

Was this review helpful? Yes 1
Miami, Florida
Level Contributor
15 reviews
8 hotel reviews
common_n_hotel_reviews_1bd8 21 helpful votes
4 of 5 stars Reviewed 3 weeks ago

My wife and I spent two nights and three days at this resort and truly enjoyed our stay. The resort was reasonably priced (for the Florida keys) and our room had a spectacular view of the Atlantic Access to the kayaks and bicycles were free and their breakfast buffet was great (OJ could be better). The resort included free wifi... More 

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Lake Charles, Louisiana
Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 4 helpful votes
3 of 5 stars Reviewed 3 weeks ago

Chesapeake Beach Resort is a nice place to stay with a very friendly and helpful staff. The rooms are clean, air is cold and the hotel is well situated for a Keys vacation, especially if you are a fisherman. The resort offers the typical beachfront amenities but also throws in free use of kayaks and other water toys, a nice... More 

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2 reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 3 weeks ago

There really aren't enough good things we can say about this place! Our room was clean and had a great view, the staff was courteous, and the grounds are beautiful. Chesapeake Beach Resort is reasonably priced and is a great place to stay for families, couples or anyone looking to get away. We will definitely be staying here again!

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Palm Beach, Florida
Level Contributor
10 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 4 helpful votes
4 of 5 stars Reviewed 3 weeks ago

In town for a wedding, The resort was a good price. Pros: price, water activities, friendly staff, beach set, peaceful outdoor environment. Cons: a/c wall unit...had an intermittent squealing fan that woke us up during the night. I recommend this resort

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Toronto, Canada
Level Contributor
50 reviews
14 hotel reviews
common_n_hotel_reviews_1bd8 89 helpful votes
5 of 5 stars Reviewed 3 weeks ago

We didn't plan to stay here but after we visited the resorts we saw on line and a few others in the area it was easy decision to stay here as soon as we walked through the front doors. We had a large suite overlooking the golf course. Didn't have a chance to try the hot tub on the balcony... More 

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Miami Beach, Florida
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 weeks ago

Just got back yesterday, spent 2 nights there, it was old but neat and cozy. The staff were so nice and very helpful. The area overall was great pool was warm and clean, the area is always neat and tidied up. The bikes, paddle boats and kayaks were free no need to rent or pay extra. I will definitely go... More 

Was this review helpful? Yes 2
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