Chesapeake Resort

Call now to book: 1-800-454-6835 from hotels.com
TripAdvisor Traveller Rating: 3.5 of 5 stars
TripAdvisor Popularity Index: # 13 of 26 hotels in Islamorada
Description: Family-friendly Caribbean style oceanfront resort amid 6.5 acres of sprawling gardens near water sports, shopping and restaurants.
  • Address
    83409 Overseas Highway
    P.O. Box 909
    Islamorada, FL 33036
Check Rates: £117 ($229) Avg. Price
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TripAdvisor Traveller Reviews

TripAdvisor Traveller Rating: 3.5 of 5 stars Based on 51 traveller reviews
  • What to Expect:
    • 3.0 based on 25 reviews Rooms
    • 3.5 based on 24 reviews Service
    • 3.0 based on 25 reviews Value
    • 3.5 based on 25 reviews Cleanliness
    • 3.5 based on 8 reviews Pool
  • Recommended For:
    • 50% based on 28 reviews Families with Small Children
    • 50% based on 28 reviews Older Travellers
    • 40% based on 28 reviews Families with Teenagers
    • 40% based on 28 reviews An Amazing Honeymoon
    • 20% based on 28 reviews pet owners

Reviews of Chesapeake Resort

( 1-10 of 51 )
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5 of 5 stars
orlando
17 Apr 2008

What a great 5 days! the people were wonderful and friendly, The accomidations were top notch and a great surprise. It is clear they have work hard to impove the property. Great furnishing, Greater TV and stereo. Greater still the extras they told us about like.. working with restrauants for special deals and VIP treatment. To have a resort where... more

14 Apr 2008

My family stayed at this "resort" for a week. The only reason we booked it was because the web site said that it had been renovated. We found out the renovation was not finished yet! I called the front desk to complain and was told that there was nothing they could do. I called around and could not find anywhere... more

30 Mar 2008

My family and I stayed there for 4 nights. We had an Oceanfront View room. These rooms have a great view on the sea but more important they are not facing to the loud highway. So I would recommend to book one of those rooms - it is worth the money. Staff was extremely friendly and helpful. The buildings of... more

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5 of 5 stars
Tucson, AZ
19 Jan 2008
2/2 found this review helpful

I was amazed with the Chesapeake Beach Resort. My wife and I were greeted with the most friendly staff I've ever encountered. From the grounds keepers (who do an immaculate job and keeping everything trimmed and even groom the white sand beaches EVERY morning) to manager. My family absolutely loved the chartered fishing (no doubt that Chesapeake hired some truly... more

14 Jan 2008
0/2 found this review helpful

Not a resort. It's a typical two level motel right on route 1. The photos on their website make it look much better than it is. I agree with another reviewer here in that it needs a deep cleaning. It's very dated in decor and the building style itself. The "private lagoon" is very tiny. The "white sand" beach is... more

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5 of 5 stars
england
4 Dec 2007
1/1 found this review helpful

we stayed at chespeake lodge resort on Islamorada, and I would tell anyone GO and VISIT!! evrything and evrybody including the weather was perfect, just a great relaxing vacation...we are returning next year!! more

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2 of 5 stars
Berlin, Germany
4 Dec 2007
0/1 found this review helpful

Stayed here for 2 days - i was very happy that i could leave after the 2 nights. I am not sure why this place is called "resort". okay it is on the sea (not a real beach there) and it has pools, but nothing looked like a resort. and if you go there, please do not book a standard... more

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4 of 5 stars
New Jersey
10 Oct 2007
1/1 found this review helpful

We had a wonderful time at the Chesapeake Resort. We spent a long weekend 4 nights and 3 days at this charming resort. The grounds are beautiful and well maintained. There are endless spots to relax and take in the beautiful scenary. The rooms are clean and charming. It is in a great location and I can't wait to visit... more

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5 of 5 stars
Northern New Jersey
7 Jun 2007
2/2 found this review helpful

My sister-in-law and I had the pleasure of having a 'girls only' vacation here. Centrally located, the Chesapeake is the 2nd most relaxing & naturally charming place I've been to (1st being a large grand 5*chain resort in Kauai). Majestic swaying palm trees everywhere U turn. Magnificent tropical foliage gardens will stimulate your senses. Take the time needed to gaze... more

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4 of 5 stars
Chester, United Kingdom
17 May 2007
3/3 found this review helpful

We stayed 1 night on our way to Key West in May 2007. The resort itself is a lot smaller than it appears on the website but it is a nice place. If a little strange!!! The room we had was a basic double room. It was adequate. It had everything we needed for one night. I dont think I'd... more

Reviews of Chesapeake Resort

( 1-10 of 51 )
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Chesapeake Resort Address

83409 Overseas Highway, P.O. Box 909, Islamorada, FL 33036