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83409 Overseas Highway, Islamorada, FL 33036 – Show map
|Deluxe King Room with Ocean View|
|One-Bedroom King Suite with Ocean View|
|Premium Double Room with Ocean View|
|Deluxe Double Room with Ocean View|
|Villa with Double Beds|
|Premium King Room with Ocean View|
|Two Double Beds with Garden View|
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16 properties in Islamorada
Including hotels, apartments, villas and more.
179 verified reviews
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Chesapeake Beach Resort's staff speaks: English
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BBQ Facilities, Outdoor Pool (all year), Grounds
Tennis Court, Fishing, Canoeing, Cycling, Fitness Center, Hot Tub, Private Beach Area, Beachfront, Bikes Available (free), Playground
Free! WiFi is available in all areas and is free of charge.
Free! Free public parking is available on site (reservation is not needed).
Room Service, Vending Machine (drinks), Laundry, Daily Housekeeping, Souvenir/Gift Shop
Newspapers, Facilities for Disabled Guests, Elevator, All Spaces Non-Smoking (public and private)
3:00 PM - 11:00 PM
7:00 AM - 11:00 AM
Cancellation and prepayment policies vary according to room type. Please enter the dates of your stay and check what conditions apply to your preferred room.
Children and Extra Beds
All children are welcome.
Free! All children under 12 years stay free of charge when using existing beds.
One older child or adult is charged USD 20 per person per night when using existing beds.
All older children or adults are charged USD 15 per night for extra beds.
Free! One child under 2 years stays free of charge in a crib.
The maximum number of extra beds/cribs in a room is 1.
Any type of extra bed or crib is upon request and needs to be confirmed by management.
Additional fees are not calculated automatically in the total cost and will have to be paid for separately during your stay.
Pets are not allowed.
Cards accepted at this property
Hover over the credit cards for more info.
Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
Based on 179 reviews
Value for money
Show reviews from:
In Islamorada in the Florida Keys, this property is nestled on its own private beach and features a cabana cafe and a saltwater lagoon. Theater of the Sea is less than 1 mile away.
Score from 304 reviews Good
In the Florida Keys in the city of Tavernier, this all-suite property features an on-site restaurant along with in-room full kitchens and easy access to activities and attractions.
Score from 382 reviews Good
On the coast of Florida Bay in Islamorada, Florida, this luxury resort has 1,000 feet of private beach, an on-site spa, and a private 525-foot fishing pier.
Score from 299 reviews Very good
On the waters of the Florida Bay, the Islander Bayside Resort is less than a 5-minute walk from the beach. This resort features a kitchen in every villa and an outdoor pool.
Score from 141 reviews Wonderful
I was here mid august, low season, even though it was booked up over the weekend, it still seemed like we had the place to ourselves. Such a nice job of creating little secluded spots wih hammocks, lounge chairs, tiki huts, in or outside breakfast, to enjoy the awesome view, the weather and your company! Great restaurants in town. Definitely visit Chef Michaels and the Morada Beach cafe. Breakfast was varied and complete. Beach towels and bottles of water nice pleasantries.
The pool could use fresh paint.
Great property location. Staff was friendly and accomodating. Marina was very convenient for boaters.
I have been to this resort many years ago with my father and we both had a great time, however over the years this property has changed and hasn't been updated or maintained. There are signs of wear and tear everywhere you look. Not enough space to list them all. I won't be back. Mold in the pool, water temp was very hot, carpet stunk, room smelled like Marijuana, drapes falling off the wall, railing on the balcony not secured and unsafe, AC wasn't cold, workout area was a joke and out of commision, price was excessive plus a resort fee of $18 per day, for what? Beds were deffinately not Queen size, could barely fit two people as long as no one moved the entire night.
The location is perfect and the views are great. The grounds are nice if only they would put a little more effort into the upkeep.
Parking is ridiculous. They should have assigned parking. They should provide garbage cans on the grounds so the slobs wouldn't throw garbage on the ground that maintenance would'nt pick up for days. The first night there I found a french fry and a to-go cup lid under the bed. Good luck finding ice.
The rooms need a renovation
Close to alot of great places to eat.
Pool needed repair. Hot tub was not hot.
I feel off a hammock while we were there. The staff apologized, but short of that did nothing else. No safety measures were takin,no compensation was given,no one seemed to care in the least. We will not be back. Stay at your own risk is the hotels policy
Staff were so helpful went out of there way to help us .hole places is great beauty resort
Haveing to leave
Lack of supervision around pool area with regard to pool rules.
All staff was very friendly,nice breakfast area,parking area under the units
Urine smell in room which cleaning staff for our room said she would spray but smell never left.Big daylight spaces around entrance door.Did not like excessive resort tax or room charge overall.
Lovely landscaping with a cozy feel. Pools were clean. Very relaxed atmosphere. Location was great to go either way on the Keys. Lots of cool shops and good restaurants within close proximity to the resort. I would recommend Chesapeake Resort to friends.
Don't waste your time on the free breakfast. Also, the fitness area was out of service and consisted of a small set of free weights and an exercise bike which were outside.
The location on the beach
No pool or outside food and beverage service or bar
The staff was courteous enough but none had the authority to get anything done.
I was in 3 rooms in 2 day. The first room leaked so they moved us to another room. We had to leave that room the next day as someone else was checking in. We were assured our luggage would be moved to our new room when it was ready. We spent until 3:00 that day waiting for luggage. The room had a back door that was unkeyed so we went back at 3:00 and retrieved our own luggage. I tried to speak with the manger but she never responded to my calls or requests. I'll wouldn't recommend this hotel. It very loosely calls itself a resort. The wifi never did work after several calls.
We liked the location but felt that the management could do more with the site and facilities they have.
The poor description on Booking.com of the accommodation. A de luxe room with ocean view looked out over a caur park with the ocean visible out of the corner of your eye. We upgraded to a suit which was good but very expensive. Breakfast is the same limited menu everyday.
i was initially given a bad room by the pool After a requested move,my 2nd room was very good. nice waterfront with a nice boat avail. for fishing,sightseeing etc nice floorstaff Powerful AC & good room EXCELLENT BREAKFAST + i really don't get excited for breakfast lots of dining options very close Taki Outi delivered good Thai food to my room
Rocky coast,not really a swimming beach tiny bugs everywhere in rooms went after any food left out more than 10 minutes or so.creepy Something off @ front desk-hard to describe-the desk staff is ..i 'dunno
I liked the private beach, having a mini fridge to keep my drinks in, a spacious comfortable room, having a view of the ocean, having more than one pool and Jacuzzi, having access to eco-boats and bicycles(even though I didn't see a sidewalk to ride them on).
I didn't like how they advertised a laundry facility that wasn't even available to the public. The gym was just a old stationary bicycle and some free weights under an awning in the parking lot that wasn't open to use. I also wish the kayaks other sports equipment were available past five.
We enjoyed the ocean view and the activity of the little harbor. Quiet mornings drinking coffee on the balcony out from our room. Nice convenience to the pool, elevator and parking areas! We opened our balcony sliders and enjoyed the ocean breeze at night as well as the palm trees blowing in the wind. In the early morning we also watched a manatee feeding on the grasses in the harbor.
The breakfast was not adequate in that when we were there both mornings by 8:30 it was not being managed. There was no bacon, sausage ham or eggs left. The toaster was hardly working, the coffee was very weak and poor. We went to a local restaurant to get a good cup of coffee and brought it back to our room to drink on the balcony. The swimming pool was not being managed either as people were ignoring the signs and abusing the premises. Very loud at late night, cramming the little spa with as many as 10 people at a time by one family alone. Allowing some fishing in the harbor even though signs stated no fishing. The office was out of beach towels even though they were not at full capacity.
the beauty of the grounds.
prefab powdered eggs and already cooked bacon does make a good breakfast. poor quality. bagels and yoghurt ok hot food v poor. pools look unkept, peeling bottoms... v loud, old A/C
The staff was very cooperative and friendly
Porch, comfy bed, view!
Liked the location, the free breakfast, the kayaks and the hammocks. Overall it was adequate and a decent value for the area.
The bathroom is so tiny that there is nowhere to put anything while you are getting ready. The trash cans are super small and the air conditioning was loud. There are bikes to use but nowhere to ride them.
Location location location!!!
Only point I would raise. The hotel had no bar or restaraunt facilities
Pleasant, comfortable resort, nicely maintained grounds, great location for restaurants, stayed 4 nights in ocean front king. Room spacious, beautiful sunrise views from small balcony, refrige in room, ice machine, elevator which makes carrying coffee, suitcases easier. In April resort did not seem crowded, shaded tables at pool always available. We did not use water sports but staff seemed very helpful with guests, seemed a low key place which we liked.
Room furnishing and bathroom is dated, A/C is noisy, towels past their useful life. No screens on balcony meant many mosquitoes in room. As is typical in the Keys there is really no beach except a thin rocky strip into shallow water, but if you just need a nice lounge chair with a beautiful view you will be happy here.
The location was great and the hotel very pleasant and nice for the money. Free breakfast, two pools, good wifi, tennis court, friendly beach equipment manager and quiet grounds were all positives.
The under building parking was tight for our truck, so we just parked in the normal spaces. No onsite bar for the adults, but Wahoo's was a short walk next door for evening happy hour.
Staff was very attentive and helpful. Breakfast was good..the grounds were beautiful and well kept
The mattress are old and lumpy.not comfortable..the air conditioner was high up on the wall over the door making it inaccessible to adjust ..the rug was old and had stains on it. great place but it definitely needs some updating for what they are charging. .Also their computer needs some updating.
Location, pool, breakfast
lack of info at check in, (such as pool towels, ice machine) hotel tired generally and in need of a facelift
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