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Drop Anchor

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Guests1 room, 2 adults, 0 children
Traveler (747)
Panoramas (7)
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Certificate of Excellence


#5 of 18 hotels in Islamorada
Certificate of Excellence
Drop Anchor is a unique oceanfront nestled in the heart of the fabulous "purple isle" of Islamorada. Private accommodations range from Standard rooms to Suites, in most cases with private balconies. Each room is individually designed with a tropical flair befitting the unique island spirit of the fabulous Florida Keys. Our history is rich; we have been a landmark in for more than 50 years. We aspire to keep the "Old FL Keys" spirit alive while offering just 18 fresh, updated rooms with charming amenities for our guests' comfort is one of our top priorities. Lush palm trees sway over our beautiful pool and private beach. Our grounds feature tropical flora, relaxing sitting areas and hammocks under tall palms. The property also boasts an Oceanside dock and private boat ramp to our guests. Located in the "Fishing Capital of the World", we are within a few miles of the best dining and water sports in the Florida Keys and just over 1 hour from Miami
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Free internet
Outdoor pool
BBQ facilities
Non-smoking hotel
Heated pool
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Room features
Ocean view
Non-smoking rooms
Air conditioning
Private balcony
Flatscreen TV
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100Room tips
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Popular mentions
Excellent location. Staff check in was friendly. Brought our 16 foot flats boat. Ramp was a little small and tricky, but we figured it out. Tied up for the weekend at the dock right in front of hotel. Perfect! Pool area and beach are beautiful, nice chairs and tiki huts. Had an ocean view king room on 2nd floor with a balcony. Nice room, great view. Bed was comfortable, housekeeping was efficient. Only drawback- and its a big one- there was not a comfortable place to sit in the room. The sofa was a futon, way to deep to sit on correctly. The chairs on the balcony were also too deep- uncomfortable unless you are an MBA player. But, rooms and grounds are very clean. And the views are the best in the keys. Would come back and book a 1st floor room.
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Hotel's Favorite
I felt as if it was a home away from home immediately. The staff were very helpful and accommodating. The location is right around all the great spots to visit for the area. The hotel grounds are immaculate. What else can I say? You have to stay here! I will definitely be making a trip back and staying at this location, everything was just perfect.
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Response from Drop A, Manager at Drop Anchor
Responded Jan 17, 2019
Dear Valued Guest, Thank you for choosing Drop Anchor! It was a pleasure meeting and taking care of you. Our goal is to continue to grow and improve on our already beautiful property. We look forward to seeing you on your next trip to the Florida Keys! Best Regards, Zac Tranten General Manager
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We booked two nights here and they gladly helped extend our stay another night; staff went above and beyond. The rooms were visibly clean, smelled clean, and were very comfortable. Plenty of hammocks, kayaks, paddle boards, and a beautiful pool to relax in; not to mention the view right on the water! This place blew any large tourist hotel away, whether you’re on a couples vacation or a family vacation! WOULD COME AGAIN!!!!
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Response from ZacTranten, General Manager at Drop Anchor
Responded Jun 16, 2019
Dear Valued Guest, It was a pleasure taking care of you and your family while you were at Drop Anchor! We appreciate you sharing your experience with us and hope you can join us again soon! Best Regards,
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This was my first trip back down in five or so years. I saw that it was under new ownership and was curious to see if anything had changed much here. Met some friends down there to check off a bucket list item...to run the Keys on my Harley, They were more than accomodating to us with bikes, truck and trailer. Room was awesome. Grounds and pool area was immaculate. I've stayed a a few other places in the past when Drop Anchor had been booked up but always felt others were overrated for the money. Yes buildings are older than some down there but have never been disappointed in our rooms. Zac and staff definately made us feel like they really appreciated us being there. You certainly dont get that feeling a lot of places especially if you are connected with motorcycles. I'll certainly be back again the next chance I can.
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Response from ZacTranten, General Manager at Drop Anchor
Responded Jun 16, 2019
Dear Valued Guest, Thank you for choosing Drop Anchor! We appreciate all your feed back and critique on the rooms and grounds. We hope you'll take a cruise down on the bikes again and see us soon! Best Regards,
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From the friendly with Zach when we made the reservations to a warm greeting when We checked in the Drop Anchor was a good choice for our little 4 night getaway.We have been to the keys many times, but this was our first stay at Drop Anchor and found it very clean and inviting.for a first time keys visitor you may find the place a bit older, but I say let the vibe of the keys take control and chill out,fish,swim in the pool and enjoy the quirky nature of the keys, it’s all good.
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Response from ZacTranten, General Manager at Drop Anchor
Responded Jun 16, 2019
Dear Valued Guest, It was a pleasure taking care of you and your family. We are glad to hear you have enjoyed the keys "vibe" and our amenities on property. We are excited to share that we are working on renovations in our guest rooms and hope you will join us again to see the improvements! Best Regards,
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$159 - $300 (Based on Average Rates for a Standard Room)
drop anchor hotel islamorada
United StatesFloridaFlorida KeysIslamorada
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