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Chesapeake Beach Resort

Traveller (530)
Panoramas (12)
Pool & Beach (120)


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.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Heated pool
Multilingual Staff
Non-smoking hotel
Outdoor pool
Public Wifi
Wheelchair Access
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Room features
Air conditioning
Refrigerator in room
Non-smoking rooms
Good to know
Ocean View
Marina View


Full view
44Car recommended
Grade: 44 out of 100
69Restaurantswithin 10 km
55Attractionswithin 10 km
100Room tips
Traveller rating
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  • 77
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Popular mentions
This was a great location, next to several restaurants, fishing boats, private beach with sand and tiki huts. The staff were very helpful and friendly and accommodating. The room was dated, and the hotel suffered from storm damage, but they are rebuilding, and the location is
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This resort is really great. It is on the ocean side of Islamorada. Has a great pool and hot tub... and the lagoon is great for fishing and swimming too. It was badly damaged by the hurricane in 2017 and is still undergoing reconstruction. But when it reopens it will be a great
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Quoted $270 on the travel sites, so we called and with AARP the were able to bring the price down alittle. The resort is 3 buildings, 2 of which are being fixed due to storm damage. Our room was dated and dirty. We found a bottle of personal lubricant on the floor. The bed was
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This place was pretty disappointing from what it presents itself. It is in an incredible location, but the hurricane damage and rebuilding is thus far from finished. The only building available is close to the road and not at all overlooking the beach. Also the A/C control is
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My friends and I stayed here, with our families, for a "friends reunion" and the staff was very professional, helpful, and accommodating. The rooms were clean and spacious. The beach and views of the ocean were breath taking. This resort was close to everything and right next
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Album Categories
All photosTravellerRoom & SuitePool & BeachDining
Professional photo exclusively commissioned by TripAdvisorChesapeake Beach Resort
The Two Bedroom Villa at Chesapeake Beach Resort
Professional photo exclusively commissioned by TripAdvisorChesapeake Beach Resort
The Efficiency Villa at Chesapeake Beach Resort
Professional photo exclusively commissioned by TripAdvisorChesapeake Beach Resort
The Two Doubles Garden View at Chesapeake Beach Resort
Condizionatore d'aria
0 votes
What are the roll away beds like? Are they very big? It's not a term we use in the UK. Thanks Sarah
I am sorry but we didn't use one so don't know size at this hotel. but any I have ever seen in the past are twin bed size.
0 votes
Can you snorkel in the lagoon? Is there coral? Abundant sea life?
Limited, but right outside, yes
0 votes
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Did you swim in the beach? Is there a fee to use the kayaks? Are the pools heated?
I would suggest using water shoes if you wanted to swim in the beach area. there are two pools, one is heated one is not. Kayaks, bicycles, palddle boats and hobie cats are free.
1 vote
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"Don't rent"
"Get the room the farthest from the road."
"Don't book unless they confirm hotel is back up and running"
"don't book a room here!"
"The only rooms have a garden view in back and parking lot in front."
US$251 - US$434 (Based on Average Rates for a Standard Room)
chesapeake beach hotel islamorada
United StatesFloridaFlorida KeysIslamorada
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