Chesapeake Resort

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83409 Overseas Hwy
Islamorada, FL 33036

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(305) 664-4662
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Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Chesapeake Resort - Islamorada, FL
Reviews

Editorial review from Citysearch 6/25/2013

one of the best views in islamorada the place was imaculate friendly staff we will definitely return we wont even consider looking for another hotel awesome relaxing vacation at the chesapeake, great location close to alot of good places to eat & drink more
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Editorial review from Citysearch 6/21/2013

It was a charming little properity. intimate. Perfect for a romantic weekend. more
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Editorial review from Citysearch 6/12/2013

We were delighted with our stay. The staff was friendly and helpful. The layout and functionality of the room was excellent and the balcony was a real plus. The room had a mini fridge, a desk, a table for dining or cards or whatever, a very comfortable bed and a nice, large well stocked bathroom. Most comfortable. Would recommend highly. more
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Editorial review from Citysearch 6/7/2013

The complimentary kayaks and bicycles are great if you want to be a bit active. There is coin laundry on site (you can get quarters from the front desk). The staff were friendly and made some great restaurant recommendations. Given the amenities and cleanliness, I'd say this place was definitely worth it especially given the options in the area in the same price range. more
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Editorial review from Citysearch 6/4/2013

My wife and I were traveling to Key West and taking our time about it so we needed an extra nights hotel room. We stopped at one of the FL Visitor centers and talked to them about a place to stay and the nice lady mentioned this Hotel as a nice place to stay and they offered a special rate for referrals from the Visitor people.Just a very nice place, clean, fabulous location, on the water, pool, hot tub, boat ramp, exercise area bikes, kayaks, etc more
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Editorial review from Citysearch 5/31/2013

We came here for a birthday celebration/romantic get away. The resort was recommended to us by a friend. The property is beautiful and very tropical. Our villa was very nice inside. The staff was friendly and helpful. more
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Editorial review from Citysearch 5/21/2013

The rooms are still very clean - well done house keeping! more
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Editorial review from Citysearch 5/14/2013

We stayed in the standard room--overlooking the gardens and tennis court. Bed linens and curtains are updated, Pretty view, even though not an ocean view. Pretty spot on the beach with plenty of room to yourself for sunning. Two pools--one with hot tub. more
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Editorial review from Citysearch 5/6/2013

friends and I stayed here for a weekend wedding. very keys-ish in style, feels welcoming. free decent breakfast buffet, resort fee includes renting of kayaks, water bikes, etc. villa had 2 double bed a pull out couch full kitchen with full fridge. pools, hammocks, outside bar-ish area where you can bring your own drinks and chill... I thought it was a nice place to stay more
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Editorial review from Citysearch 5/1/2013

This hotel has an incredible location. The grounds are large with 2 pools, hot tub, tennis courts, etc. There are water activities at hand and hammocks to relax. It is absolutely beautiful. more
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Editorial review from Citysearch 4/24/2013

Enjoyed our stay at Chesapeake, great location, right on the water, great sunrise view. Went with a group of friends lots of space in the villa. Pool and hot tub were nice. Loved relaxing on the hammocks. Walking distance to good bars. more
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Editorial review from Citysearch 4/19/2013

The Chespeake is probably the best resort value in the Islamorada area. Our stay included windy and coolish weather for March and we were so glad the pool was nicely heated and we made good use of the hot tub. The rooms are clean and the beds comfy.We have stayed at the Chesapeake several times and we will stay there again on our next visit to the Keys. more
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Editorial review from Citysearch 4/16/2013

We found this place just driving by. We booked one night and ended up staying to. We loved this place. Very beautiful grounds, on the ocean, great pools, room was clean, bed was comfy. more
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Editorial review from Citysearch 4/11/2013

I returned to the resort in March and spent a beautiful week. It is the best place to relax, enjoy the sun and the palm trees. And while I was there they were in the process of changing all the mattresses to double pillow top. !!! How comfortable is that !!! This time I stayed in a villa right by the lagoon and every morning, first thing, I would walk out and dive into the lagoon. What a beautiful refreshing start to the day. I spent most of the day on ""the point"" with my pad and pencil. In the evening there are great restaurants nearby and the stone crabs were fabulous! It is a place of my heart that draws me back continuously. It is the first choice on my list of ""paradise."" more
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Editorial review from Citysearch 4/5/2013

Very clean, nice rooms. Resort property is great with pool, hot tub, and free non-motorized sport activities. Beach area is beautiful, but not for swimming. The beaches are rocky, but most are in the keys. Great half way stop on your way to Key West. I would definitely recommend this resort. more
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Editorial

  • Oceanfront resort in the Florida Keys offers ample amenities and services, including rooms with private terraces, data ports, cable TV and more.

  • 8/23/2006 Provided by Citysearch
Additional information
  • Hours: Mon. - Sun. 24 Hours
  • Payments: Master Card, American Express, Visa
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