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    Drop Anchor Resort & Marina

    3.5 (75 reviews)
    Open 9:00 am - 9:00 pm

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    Mike R.

    The rooms were clean and well maintained. The biggest opportunity preventing the hotel from a 5 stars was that the boat ramp was not being maintained. It had tons of sea grass, sargassum and muck. In addition, there were tons of mosquitoes that made the outdoor experience an opportunity. Boater beware as the ramp is steep, slippery and crooked. It a shame as the hotel is nice and clean.

    Daniel G.

    Absolutely amazing and affordable. Pool overlooks the ocean and beautiful spot. Close to late night Hog Heaven restaurant and ocean view bar til 4am. Donna, owner up front is very kind and makes you feel right at home. I'm definitely coming again. Back deck to place I got, stove full kitchen. Wonderful place. FYI, buy Donna flowers during your stay. Let's see how many flowers we can get this kind lady.

    Multiple bugs inside light

    Most rooms in this hotel must be OK. The problem is if you book with Expedia and you are the last person in the last room they offer is absolutely repulsive. We checked in late at 8:00 PM. There were bugs inside the light. The bathroom vanity was falling apart. The door did not lock properly. There was no smoke detector. We politely asked for a refund the next morning and we were told no. It was clear that the person at the desk knew that the room was entirely too small and denied the problems with the room. He said all of those things are fixable and we can do it now. My question is why wasn't it done before we arrived? I would use extreme caution in booking this hotel. They were not fair and charged a resort fee before we even arrived. I would give this a zero if I could.

    AC unit

    I am apologize for the length of this review!!! If I could give this place zero, stars, I would!!!!! Warning... Do not go there! The manager.(Daniel) lies. He will tell you anything to get you to come to the resort he probably gets commission. (IfI was the owner he would not have a job) We wanted a resort with a beach that we could walk into, and he promised me that they had one! He said there is a walk in - swimmable beach - there is not! We specifically called there before we went and specifically asked for the walk-in beach he assured me that they had one and that a whole bunch of people swim in the beach there...I guarantee you they do not!!! The room-ocean view.: Our room we looked out from our patio and there was the ocean in the distance. Definitely beautiful! But first you have to look over two tops of two rusted trailers, and if you look down you see a pile of garbage. Yuk. The room has no drawers for clothing. The bolt on the door does not bolt! There is 1 Coffee cup in the room/ 1 chair/a small mostly unusable table (8"x 36"), beds uncomfortable. The coffee maker also did not work- no surprise. The girl at the front, Donna, was very nice. She tried to help but the manager would not return her calls. When we did complain she offered to switch our room to a non ocean view room- No! When we decided we were leaving even though we booked 4 nights she tried to offer us an oceanfront room but she even said she understood that it was not about the room as much as it was about the missing beach. It was not the room. It was not the unprofessionalism of the manager or set up of the "resort",if you want to call it that! We wanted a Beach that we could walk into the water and enjoy the beach! They did not have that! The manager 100% lied! Two days later I get a call from the manager.... He asked me what went wrong, and I told him! His response was that since they offered us a different room we do not qualify for a refund! Oh wow! Customer service at its worst! The location offers nothing they claim to offer! "Warning" Do not go there!

    Bed and living area
    Jennifer M.

    I'll be honest - I am a resort kinda gal. My mom worked in hospitality for over a decade so I've always been reluctant to stay at smaller places. My fiancé and I decided to take an impromptu trip to Islamorada for NYE and found Drop Anchor. Oh. My. God. I have been missing out. It is the absolutely most PERFECT place to stay if you just want to get away and relax. I was blown away by how well maintained and cleaned the property and rooms are. Check in was simple and seamless. Everyone at the front desk is so nice and super helpful with all of the questions we had! We stayed in room 9 and absolutely loved it. It's on the second floor and looks out to the ocean. It was mesmerizing. The room itself is HUGE. You have a full kitchen in there, bathroom area with a decent sized closet and then bed/living area. And of course the patio! It was incredible watching the sunset and sunrise. They have a pool, games and kayak/paddle board rentals. We actually went kayaking the next day and I highly recommend it! Reasonable rates and beautiful area to go kayaking it. I was so sad to leave! I cannot wait to stay here again next time we are in Islamorada.

    Room 8 with sleep sofa
    Jessica K.

    I typically do not stay in Islamorada. I prefer to travel further south to Marathon, to get away from the mainland. I loved this place! We stayed ocean front and enjoyed the fabulous view. It was windy during our stay so we didn't have the opportunity to use the paddle boards and kayaks but it's certainly convenient when the weather cooperates. There is a boat launch for boaters! The room was clean and the kitchen was stocked with minimum basics. Bring your own sharp knives, wine opener, egg turner etc. if you plan to cook and not just reheat leftovers. The location is good and you can easily walk to Hog Heaven which has excellent views and live entertainment. There are other nearby restaurants as well.

    $743 for 3 nights?? had to sleep on floor, no room, not appropriate room size for how they advertise.
    Enrique P.

    Hello, I travel frequently, and am not the type to leave a review, in fact for a hotel experience from the booking of it and the actual hotel stay, this was the worst hotel experience I have ever had in my 56 years.  I had to put the time in and get this review out there.  It's not just the hotel, it's also Hotel.com which I will never use again, and the hotel Drop Anchor in Islamorada, Florida Keys.  I go to Florida Keys 3/4x a year, me and the guys do fishing trips.  We always stay at the Breezy Palm in Islamorada.  Normally I call and book it over the phone.  This time however, I went online, wrote into Google, "Breezy Palm" and the Breezy Palm hotel  pictures and facility came up. So I continued the online process, checked availability, the Breezy Palms had the opening on my dates, and I went ahead and booked my room.   Turns out the online process runs through Hotel.com and they took my money for the whole 3 nights stay.  (Which normally the Breezy Palm only charges the 1st night and we square away on checkout) but, I didn't care, in the end, the amount is what it is.  They sent me a confirmation email with reservation number.  So on the date of my stay I arrive at the Breezy Palm (along with 9 other people for our fishing trip) the date is March 13, 2021, much to my surprise- no reservations!  I pull up my reservation number and the lady at Breezy Palm points out it's to a Drop Anchor Hotel 4 miles away?? And they are sold out at the Breezy Palm.  Why did Hotel.com show Breezy Palm pictures and facility, lead me to believe that I am booking the Breezy Palm, but really book me some where else?  THIS IS BAIT AND SWITCH TACTICS by Hotel.com.  The room rate was also $743 for 3 nights? Which is a little higher than normal for Breezy Palm, but at Breezy Palms there decent rooms, with bedroom, kitchen, and living room with pull out additional beds, the rate was marginally higher due to spring break season, which was Ok for the Breeze Palm to stay at. I would never EVER have paid that rate for the Drop Anchor no star hotel Hotel.com bait and switched me too!  When I get to the Drop Anchor, the room is about the size of a large over size closet and only one bed that barely fit in it - which didn't work for us, as we were two grown men that aren't gay. I immediately protested the room. They were sold out also, and didn't have rooms to switch, after some debate the attendant there brings a mattress that barely even fits on the floor. The room I am not kidding is the size of an over sized closet 10 X 8 maybe? With the bathroom!   I have pictures and videos of the room.   $743 for 3 nights and your in a oversized closet of a room, the a/c doesn't work - and it gets 90 outside, no closet to hang your clothe, no door for the bathroom (it's a sliding door with holes with no lock) the bathroom is maybe 2 feet wide? No fan for toilet, you can't sit where the toilet is as there is no room (has to be seriously out of code), you have to enter the shower sideways and slide in. The toilet paper holder is hanging from the wall.  Again, I have pictures it's shocking.  The shades on the windows are all broken and has holes all over them.   This room isn't even a Motel 8 caliber $59 a night room?  This room was most likely a storage room jammed together and converted into a very poorly made half bedroom to try and squeeze more rent out of something that shouldn't be rented.  I also question the safety of the room due to the bathroom serious out of code (spacing) construction and/or lack of its proper up keep and maintance.  When I complained and left a bad review, as Hotel.com sent me a link, the hotels response was "you booked it like that" which was never EVER the truth.  I am going to look to see if there is any legal recourse for leaving me stranded on my vacation like that for both Hotel.com and there bait and switch online tactic, as I'll bet I am not the only one this has happened too and Drop Anchor Hotel. BUYER BEWARE OF HOTEL.COM and DROP ANCHOR in Islamorada, Florida Signed, Enrique Perez

    View from the BBQ after an epic day on the water.
    Alexander J. B.

    This place was just what my Wife and I needed to extend Summer. We traveled down from RI and where blown away by this little Florida gem. Zac the manager took care of everything we needed, our room was clean and they provided Weber Grills to cook on the beach or outside your room. We rented the paddle boards for a day and explored the coast and sand bars. You can walk down to Hog Heaven if you want to go to the bar and there where plenty of great dinning options close by. The Midway Cafe was our favorite breakfast stop. We are 100% coming back, getting a suite with a kitchen and not leaving all winter!!! PS. They have a boat ramp you can use if you have a boat. If not they will send you to great boat rental spot down the street to go out fishing or to the famous sand bars.

    Chris W.

    Nice spot. We were here for just one night but, this place was perfect for us. We had two couples, got adjoining rooms and had a great time. We would come again if we are in the area. Two thumbs up!

    Sunrise and the Drop Anchor
    Jessica I.

    We come here every 3 to 4 mos to scuba and defuse, and always come here. Its quiet and serene, plus its a great location. Always clean and nice.

    Have a drink and this view

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    Cute little hotel. Friendly staff. Kayaks and hammocks and lizards, oh my. Lots of comfortable places to sit and watch the water.

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    Ask the Community - Drop Anchor Resort & Marina

    Review Highlights - Drop Anchor Resort & Marina

    My fiancé and I decided to take an impromptu trip to Islamorada for NYE and found Drop Anchor.

    Mentioned in 2 reviews

    Read more highlights

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    3.4
    (602 reviews)
    3.2 mi

    Cheeca Lodge was everything we hoped for and more. We absolutely loved our stay and can't wait to…read morecome back. From the moment we arrived, we felt genuinely welcomed. A special thank you to our concierge, Anne, who was absolutely wonderful. She took the time to recommend family-friendly activities both at the lodge and around Islamorada, and her recommendations made our trip even more memorable. One of the best things about Cheeca Lodge is that there's truly something for everyone. We loved that we could paddleboard, kayak, ride bikes, fish off the iconic pier, relax by one of the three beautiful oceanfront pools, or simply enjoy the incredible views. There's even complimentary golf, which we didn't have time to take advantage of this trip. Our lagoon-view room was beautiful, peaceful, and impeccably maintained. The entire property is stunning, secure with gated entry, and offers complimentary parking throughout your stay. We also had an amazing experience at Mia Cucina, the Italian restaurant on site. The food was excellent, but what really stood out was the staff. The chefs were so kind and welcoming to our kids, making dinner feel extra special. The complimentary 24-hour shuttle was another huge plus, making it easy to explore the area without worrying about driving. There's also a 24-hour convenience store right across the street, which came in handy more than once. Islamorada ended up being the perfect destination for our family. It has such a relaxed, laid-back feel while still offering plenty to do. If you're looking for a luxury resort where you can truly unwind, spend quality time with family, and enjoy exceptional hospitality, Cheeca Lodge is it. Thank you to Anne and the entire Cheeca Lodge team for an unforgettable stay. We can't wait to return!

    For the price we paid , elevators were broken, no amenities in bathroom (shower cap, hand lotion…read moreetc) Only had one shuttle working and AC was broken I expected lil better

    Photos
    Hot tub
    Hot tub
    Complimentary champagne at check-in, five steps from the beach
    Complimentary champagne at check-in, five steps from the beach
    Cheeca Lodge & Spa

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    Amara Cay Resort

    Amara Cay Resort

    3.6
    (200 reviews)
    5.0 mi

    This was our second year staying at the Amara Cay, and what an enjoyable experience both times. We…read morewere allowed early check in which is such a nice amenity. Check in was quick, and very friendly with recommendations. Our room was on the second floor again, this time an ocean front and wow - it's worth it. We had the courtyard view last time and it's also a very pretty view - you can't lose. The pool area and bar is so wonderful - very scenic, and the service at the bar is great. They have a great menu for lunch options that they bring out to you. The room was very clean, modern, and spacious. You can request a microwave if you need too! There are bikes, paddle boards, and kayaks for rental for free. Lots of things going on in between the three resorts - we wish we'd had a chance to try the yoga! We will be back for years to come.

    We just finished a 7 day visit to Amara Cay resort. This was somewhat disappointing in regard to…read morecustomer service and room cleanliness and supplies. After 3 days my wife had to threaten the front desk staff with using towels to wipe her ass if the maids didn't restock the toilet paper in our room. Totally unacceptable for a resort. They kept assuring us the rooms service maids were coming in daily, but they never did until she threatened to come down and make a scene. The staff seemed unmotivated to complete even the basic cleaning tasks. We only asked for two coffee k cups, clean towels and the two room garbage cans to be emptied on a daily basis. That was just too demanding and the staff tried to mean-mug us when we came and went but finally got it done for the final two days of our visit. I'd advise you visit another property because the service is nonexistent and a total disappointment. Their on site restaurant was a joke as well. Completely overpriced and out of touch given the location. Every other restaurant we visited in the area was excellent, but theirs was almost always empty. The menu was way overpriced and there were countless local options that were much better and less expensive. Nearly all the staff on site see to be unwilling to provide service to customers and displaying a shitty attitude overall. Leadership changes need to take place or this property will crumble. Good location, just bad service with inadequate leadership supervision.

    Photos
    Amara Cay Resort
    Out on the water
    Out on the water
    Amara Cay Resort

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    The Islands of Islamorada

    The Islands of Islamorada

    3.2
    (6 reviews)
    2.2 mi

    This resort did not live up to its "exclusive" reputation. The property is entirely non-smoking,…read morewhich was not clearly disclosed at check-in, and there is no designated smoking area at all. The tiki bar does not have a liquor license ( margarita was made with wine), and the food was subpar for the price point (delivered to you in to go containers only with plastic forks). The atmosphere felt chaotic with children running and screaming throughout the property, yet staff were quick to police adults - even interrupting us for quietly playing cards on our own balcony after 7pm. Water sports were another frustration: staff were unfriendly, offered no guidance, and only appeared to yell at guests for touching equipment without a waiver, rather than having someone present to assist when guests of any kind are on the beach. Nothing on the property is open past 7pm, and guests are pushed out of the hot tub before 9pm. Overall, the experience felt overly restrictive, poorly communicated, and not worth the cost. We will not return. I recommend if you are going to spend THAT much money on a property in the keys, book your stay literally anywhere else. Edith is the only member of the staff that's pleasant and worth talking to. Thank you for making this awful stay at least somewhat worth one star

    As I think with all the "resort" type places on Islamorada you really don't even know they are…read morethere driving down US-1. This is especially true for this place as its entrance isn't even on the highway. Coming through the gates you enter your own special quiet world. I had the pleasure of staying in one of the villas and outside of the stairs just to get off the ground floor, and never mind to your bedroom, the place was gorgeous. (Yes, I know this is Florida, it is the coast, and you don't want to have living space on the ground floors) Otherwise, everything was quiet in November. Few people at the pools, almost no one at the beach, and even fewer at the bar. The bar doesn't serve hard liquor (since it doesn't have that kind of license), but it has a good selection of other drinks and some interesting mixes to get around the limitations -- like a sake piña colada. Only staying for a few days and looking for more quiet than adventure I did not take advantage of any water sports or other activities. The "beach" here is okay, but it is the Keys. I don't think you are coming here for world-class beach access.

    Photos
    Islands of Islamorada suite living room and oceanview balcony
    Islands of Islamorada suite living room and oceanview balcony
    Islands of Islamorada villa kitchen
    Islands of Islamorada villa kitchen
    Kids playing jenga in Islands of Islamorada villa

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    Kids playing jenga in Islands of Islamorada villa
    Islander Resort

    Islander Resort

    3.5
    (229 reviews)
    2.9 mi

    From the moment we arrived at Islander Resort, we knew we were in for something special. While our…read morefirst night didn't go as planned, what truly stood out was how quickly and genuinely the management team stepped in to make things right the very next day. That level of care and accountability speaks volumes. This resort is truly a slice of paradise, beautiful oceanfront views, gorgeous rooms, bungalows facing the pristine private beach, multiple pools, lush tropical grounds, on-site dining, and endless activities that make it impossible to get bored. Whether you're lounging by the water, enjoying a cocktail at the bar, biking around the property, or just soaking in the peaceful island vibe, there's something for everyone. It's a slow pace ñ, relaxing feel; like you're on your own private island. Although we weren't able to kayak or fully enjoy the beach due to sargassum during our stay, it just gives us the perfect reason to come back and experience it all next time! But what made our stay unforgettable was the PEOPLE. A huge heartfelt thank you for superb customer service and for being such a kind, dog-loving resort family; it meant the world to us traveling with our pup. Angela, Dolce, Vanessa, Josh, William, your love for animals and leadership clearly shines through your incredible team; your attention to detail, warmth, and friendliness elevated our entire experience. Charlene, our incredible server at the Tides; you have a wonderful future ahead, thank you for all the love and attention you poured out to us and Bane! You didn't all just meet our expectations; you exceeded them. We truly could not have asked for a better way to celebrate our special day, and we are already looking forward to coming back. Food for thought; the yellowtail snapper fish sandwich at the Tides was incredible and so was the smash burger. The pina coladas were fantastic too. We weren't a fan of the Drift restaurant although it was pretty; the food at the tides bar was much better; think of elevated Bar food but freshly curated. Most importantly they are dog friendly ( no breed or weight restrictions) ; make sure your dog is well trained. We took our big boy and he felt like a prince with his complimentary Islander Bandana and fire hydrant poop bag dispenser; but he is a quiet boy and well behaved . The resort will not tolerate bad behaved dogs or barkers. So please don't ruin it for the rest of us that have well behaved, big dogs, get banned because others don't know how to control their own four legged children.

    What a gorgeous spot! And a ton of beachfront! Very deceiving from the road. From the moment when…read moreyou pull in with the retro sign coinciding with the new signage - very cool. Almost felt like you took a step back in time. We did have to wait a few hours to check in. A little disappointed as our room was ready (they had our phone #, but we never got a phone call). Almost felt like they do that so you sit at the bar and spend $$. At least that was the story that was going around the bar as everyone else had gone through the same thing. Bartenders were super nice and attentive. Your bill includes the gratuity, which we had to remember a few times. Really cool private pier that you can walk out on. The rooms were the perfect size. Tons of outdoor space. We could see the ocean from our back door, which was an added bonus. Really enjoyed our stay!

    Photos
    The bungalow
    The bungalow
    Eggplant
    Eggplant
    Room 152

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    Room 152

    Drop Anchor Resort & Marina - resorts - Updated August 2026

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