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“Islamorada favorite”

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Chesapeake Beach Resort
Ranked #13 of 19 Hotels in Islamorada
Carmel, Indiana
Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 5 helpful votes
“Islamorada favorite”
Reviewed 30 May 2014

We have been to Islamorada ~ 25 times since the 70's. The Chesapeake is a favorite for it's cleanliness, location, and friendly staff. Marina and fishing guides are right next door at Whale Harbor or just down the road from several other facilities - even on site boat docking. If you do not like the Chesapeake ambiance you will not like "the Keys" - it is a classic and well done.

  • Stayed May 2014, travelled as a couple
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Helpful?
3 Thank 336Ken
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Rating summary
  • Location
  • Sleep Quality
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Traveller tips help you choose the right room.   Room tips (207)
Date | Rating
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English first
Palm City, Florida
Level Contributor
12 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 2 helpful votes
Reviewed 28 May 2014

First, I would recomend the Chesapeake to anyone headed to Islamorada. I had booked it last minute for Memorial Day weekend so I expected to show up at a hotel where I wanted to use my own sheets. That wasn't at all the case. We had an ocean front king room. It was very nice for a keys style resort, balcony overlooked the ocean nicely. It was clean and I didn't even feel the need to use by own bedding (which I brought :) ).
On top of it being a great location, the staff actually did me a fuge favor. I had accidently booked the wrong weekend somehow through Hotels.com. When I showed up and realized the error, they let Hotels.com know that they would waive the $250 cancelation fee. That was a big bonus for me because I know they didn't have to do that.
The pool was okay, it was clean, just a little outdated. Chairs throughout the property to lay out, some in very tranquil locations with an amazing view. I will stay there again~!

  • Stayed May 2014, travelled with friends
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Helpful?
1 Thank Jennifer C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Dearborn, Missouri
Level Contributor
103 reviews
20 hotel reviews
common_n_hotel_reviews_1bd8 35 helpful votes
Reviewed 28 May 2014

We recently visited The Chesapeake Resort again and stayed in one of the villas. It had a full kitchen and was just perfect for our trip. We made our own breakfast each morning but the continental breakfast wasn't bad. The grounds are well maintained and the pools were nice. It was not crowded so it was just quiet and breezy. Very relaxing. Staff was friendly and helpful and there is lots to do in the area. Great for kids too. We will definitely be back!!

Room Tip: Ocean view rooms or a villa a must.
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  • Stayed February 2014, travelled with family
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Helpful?
Thank DSArchitect
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
fort wayne
Level Contributor
13 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 16 helpful votes
Reviewed 26 May 2014 via mobile

Accommodations are just right. Older facility but extremely well cared for. Grounds crew cleaning/raking nonstop to keep the place groomed. Pools clean and kept. facility and rooms clean and quiet. beach area was like a private Island with tiki huts n grills. Restaurants next door were very good. Jet ski and boat rental next door. Jet skis were 2014 models. Flats or deep sea fishing charters next door were excellent. And finally.......yes, It looks just like the WEB photos. It's not an "exclusive resort" so it's not for the high maintenance sorts. We plan to come back because it was just right.

Stayed May 2014, travelled with friends
Helpful?
2 Thank shawkalaka
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Kalamazoo, Michigan, United States
Level Contributor
93 reviews
11 hotel reviews
common_n_hotel_reviews_1bd8 23 helpful votes
Reviewed 20 May 2014 via mobile

My wife and I stayed here one night and LOVED the resort! The grounds are beautiful and you can't be the view!


We took advantage of the free water sports and took a kayak out. The free breakfast was great with a lot of options!


Only downside was that the bathroom in the room was in need of a little TLC.


The resort was set up for couples, families, etc.

Stayed May 2014, travelled as a couple
Helpful?
1 Thank Ralph S
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Ocala, Florida
Level Contributor
18 reviews
common_n_hotel_reviews_1bd8 3 helpful votes
Reviewed 14 May 2014

Can't beat the price, and the location on the water is beautiful. The continental breakfast was great, and had several options. Only reason why I didn't rate it a 5 is because there's always room for improvement. The rooms were great, but the door wasn't 100% sealed so we heard some of the outside noises. Other than that, it was great stay. Unfortunately, we didn't take too much advantage of the facility itself because we were out exploring the area and the rest of the Keys all day, but there are two pools on the facility, and plenty of places to lay out and soak up the sun next to the water. Once we arrived, we were very pleased with the place we choose over other locations that were located next to nothing and no restaurants. It is about a 20-30 min. drive to Marathon, a little farther than expected, but still nice location.

  • Stayed May 2014, travelled with friends
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Helpful?
1 Thank Ruth V
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Scituate, Massachusetts
Level Contributor
26 reviews
9 hotel reviews
common_n_hotel_reviews_1bd8 15 helpful votes
Reviewed 13 May 2014 via mobile

Just returned from a girls weekend at Chesapeake Beach Resort. The location is beautiful, the price is right, and the service friendly. The buildings/rooms could use some updating but I was happy to overlook that for the gorgeous views, beach and pools.

  • Stayed May 2014
    • Value
    • Location
    • Rooms
    • Cleanliness
    • Service
Helpful?
Thank HuffmanLisa
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Additional Information about Chesapeake Beach Resort

Property: Chesapeake Beach Resort
Address: 83409 Overseas Hwy, P.O. Box 909, Islamorada, FL 33036-3526
Region: United States > Florida > Florida Keys > Islamorada
Amenities:
Beach Business Centre with Internet Access Free Breakfast Free High Speed Internet ( WiFi ) Free Parking Kitchenette Room Service Suites Swimming Pool Wheelchair access
Hotel Style:
#6 Top resorts Hotel in Islamorada
#11 On the Beach Hotel in Islamorada
Price Range (Based on Average Rates): ££
Hotel Class:2.5 star — Chesapeake Beach Resort 2.5*
Number of rooms: 65
Official Description (provided by the hotel):
Islamorada's famous beach and fishing destination, Chesapeake Beach Resort, rests on 6.5 Acres of oceanfront sands and gardens halfway between Miami and Key West, in the Florida Keys. Our property delivers state-of-the-art amenities and luxurious accommodations to our guests. We are proud to offer HDTV, Stereo radio/CD/alarm and wireless internet connection, along with carpeting, furniture, bathrooms and kitchens including granite countertops and vanities; all to make your stay more enjoyable and relaxing. ... more   less 
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Also Known As:
Chesapeake Beach Hotel Islamorada
Chesapeake Beach Resort Islamorada, Florida - Florida Keys

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