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Chesapeake Beach Resort


Hotel class 2.5 of 5
83409 Overseas Highway, P.O. Box 909, Islamorada, FL 33036
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Reviews you can trust

69% Recommend
4.0 of 5 stars 79 reviews
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All (79)
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[ Date ] [ Rating ]
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5 of 5 stars
quiverranch   2 contributions
Oklahoma
Jul 29, 2009 | Trip type: Family
1/1 found this review helpful

We really liked staying here. We stayed in a villa and had plenty of room for 5 kids, three adults. The kitchen had every thing we needed. We enjoyed our stay. You should know that if your are looking for typical sandy beaches for sandcastles and such you will not find any beaches like this in the Keys. More for... more

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4 of 5 stars
MiamiKel   3 contributions
miami
Jul 28, 2009 | Trip type: Couples

This hotel saved our vacation! We were booked for another hotel, but due to its unacceptable appearance/condition we did not even check in - it was a scary place! The Chesapeake Bay Resort saved our vacation! The staff was kind and accomodating, the room was clean and comfortable, and the location was peaceful and relaxing! Thanks! Will definitely stay here... more

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4 of 5 stars
jdevries   15 contributions
Chicago, IL
Jul 24, 2009 | Trip type: Family

We were a little concerned with the appearance of the resort when we arrived, it looked a bit run down compared to the pictures we reviewed online. We were even more concerned when we walked into the lobby and found it was a bit musty smelling. That was the end of our concerns, especially as we got to know the... more

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5 of 5 stars
evayo   1 contribution
Miami
Jul 21, 2009 | Trip type: Couples

My husband and I stayed at Chesapeake for a week and loved every minute of it… except for when it was time to leave! We had a great ocean view from our room and the staff was very friendly. It is definitely the perfect place for a relaxing getaway! more

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4 of 5 stars
emmajane2u   5 contributions
Florida
Jun 21, 2009 | Trip type: Family
1/1 found this review helpful

The Chesapeake Resort saved us from the concrete-like beds at the Islander Resort. The staff was very nice . Rooms were clean and comfortable but we had trouble opening the sliding glass door to the balcony. Pools were nice but in need of repair. There is covered parking underneath the oceanview rooms. Watersports, bicycles and continental breakfast available for an... more

Good place
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3 of 5 stars
Blunks   2 contributions
Toronto
Jun 9, 2009 | Trip type: Couples
1/1 found this review helpful

We stayed there in an oceanfront suite for 3 nights. Breakfast is good. Internet access is very impressive. Wireless throughout the resort. Way too expensive though for what it is really a glorified motel. I would go back if I could get better rates than what I had to pay. Staff very nice and the room was spotless. more

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4 of 5 stars
AtlantaAngler4life   3 contributions
Atlanta
May 27, 2009 | Trip type: Friends getaway

When we moved hotels, Chesapeake was one of the few with a vacancy. The rooms were clean, the staff was courteous and responsive and the amenties were much better than the previous hotel. The rooms look to be recently renovated. The only suggestion I had would be to update the two pools on the property. Its next door to Wahoo's... more

peaceful
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4 of 5 stars
carafid   19 contributions
seaford, new york
Apr 21, 2009 | Trip type: Family
1/1 found this review helpful

I thought this place was very peaceful, the grounds are beautiful and the staff was nice. The breakfast was also decent, yogurt, cereal, fruit bagels ect... I stayed in a villa 304 which was an efficancy, no one reviewed it so I thought I would give you a description. Nice size alittle dated but clean, bathroom could be bigger but... more

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4 of 5 stars
We_need_a_beach   9 contributions
PA
Apr 11, 2009 | Trip type: Family
3/3 found this review helpful

We just returned from a 6 day stay at the Chesapeake. Overall we were very pleased with the hotel. We stayed in 307 which is an efficiency. The room was small (two double beds, tiny kitchen, and living area), but clean and since we were not in the room to much it was fine; the large flat screen TV, wireless... more

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5 of 5 stars
jill2bz   1 contribution
green bay, wi
Mar 25, 2009 | Trip type: Family
1/1 found this review helpful

After reviewing Trip Advisor, I settled on two places in the Keys. I called both to see if I could get an additional discount and Chesapeake Beach Resort was willing to give me one :) We stayed in Miami overnight and spent the day in South Beach w/ our 19 yr old daughter-perfect for her. Continued south later in the... more

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Chesapeake Beach Resort Address

83409 Overseas Highway, P.O. Box 909, Islamorada, FL 33036
Islamorada B&Bs / Inns Chesapeake Beach Resort
4.0/5.0
79