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Drop Anchor Resort

Certificate of Excellence
3.0 of 5
Hotel website
84959 Overseas Hwy, Islamorada, FL 33036
Drop Anchor Resort
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Ranked #6 of 20 Hotels in Islamorada
Certificate of Excellence 2014
A recent review
4 of 5 stars reviewed 3 days ago
cindypj athol
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423 reviews from our community

Traveler rating
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Rating summary
  • Sleep Quality
    4.5 of 5 stars
  • Location
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    4.5 of 5 stars
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athol
Senior Contributor
28 reviews 28 reviews
10 hotel reviews
29 helpful votes 29 helpful votes
4 of 5 stars Reviewed 3 days ago NEW

My boyfriend and I stayed here for 4 nights and we enjoyed it very much. We stayed in room 2, had a deck that faced the water. We could not swim in the ocean itself but there was a very nice pool so we were able to get some floating around time in! The only complaint that we would have... More 

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Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

Thank you for taking the time to review our Resort. It was a pleasure having you as our guest. We do pride ourselves in the maintenance of the grounds and rooms. We appreciate your kind words and will pass them along to the rest of our staff here at Drop Anchor Resort & Marina. We look forward to having you... More 

Runnemede, New Jersey
Top Contributor
88 reviews 88 reviews
11 hotel reviews
49 helpful votes 49 helpful votes
4 of 5 stars Reviewed 4 days ago NEW

First, let me start by saying this is not the Holiday Inn. No complementary breakfast. But it is a nice retreat with beautiful grounds on the Atlantic side. There are beautiful palms and a good pool area. No hot tub. Sleeping accommodations are rooms or bungalows. We had a one queen bungalow facing the water. we had a deck with... More 

Was this review helpful? Yes 1
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

Thank you for taking the time to review our resort. We also thank you for staying at our resort and we hope you have a wonderful vacation in the Florida Keys. More 

Madison, Wisconsin
2 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 1 week ago via mobile

Loved this keys retro style place so much we decided to extend our vacation an additional day! Charming, clean rooms, meticulously groomed grounds include hammocks, chairs and picnic tables shaded by tiki huts and swaying palms overlooking the multihued waters of Islamorada. Nicely decorated rooms include boutique amenities such as coconut oil sea salt rub, lots of towels, extra pillows... More 

Was this review helpful? Yes
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

Thank you for taking the time to review our resort. We do strive keep the “old keys” nostalgia alive as well as keeping our guests as comfortable and relaxed as possible. Maintaining our rooms and grounds are also a top priority for us. I will pass along your words of praise to our hard working staff. We look forward to... More 

Frankfort, Kentucky
2 reviews
5 of 5 stars Reviewed 1 week ago

My husband and I spent eight days at the Drop Anchor Inn from the last few days in March until April 4th. It truly was paradise. I was the only person in the beautiful pool most days. We had a TV in our room but didn't turn it on because the beauty outside our balcony was too lovely to miss.... More 

Was this review helpful? Yes
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

I cannot tell you how much we appreciate your wonderful review. Thank you for taking the time to comment on our resort. It was an immense pleasure having you as our guest. We do pride ourselves in the maintenance of the grounds and rooms. We want our guests to feel as relaxed and comfortable as possible while in their room... More 

Tiffin, Ohio, United States
Senior Reviewer
9 reviews 9 reviews
3 hotel reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 1 week ago

We stayed in room #7 for 4 nights and it was perfect! Large room with a balcony and full kitchen overlooking the pool and ocean! We enjoyed the full size fridge for our beer purchased at the Winn Dixie in Tavernier. The owners were very friendly and housekeeping took care of our room daily. Our room had the best view... More 

Was this review helpful? Yes 2
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

Thank you for taking the time to review our Resort. It was a pleasure having you as our guest and we hope you will give us the opportunity in the future to accommodate you again. One of our top priorities is the maintenance of the grounds and rooms. I appreciate your kind words and will pass them along to the... More 

Coatesville, Pennsylvania
Reviewer
4 reviews 4 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 2 weeks ago

We stayed 3 nights and didn’t want to leave. Grounds are impeccable. Rooms are super clean. Owner, Steve and the groundkeeper, Juan, were very nice and great to talk to about the history of the Keys. Our room was spacious and very comfortable. The views from our private deck were amazing. We are planning a visit in late fall! Drop... More 

Was this review helpful? Yes 2
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

I cannot tell you how much we appreciate your wonderful review! We aspire to keep our guests comfortable as well as maintaining immaculate rooms and grounds for their enjoyment. I will pass along your wonderful words of praise to our hard-working staff. I do hope to see you in the future and have you as our guest once again! More 

Purcellville, Virginia
Senior Reviewer
9 reviews 9 reviews
5 hotel reviews
6 helpful votes 6 helpful votes
4 of 5 stars Reviewed 2 weeks ago

A very nice, older resort with a wonderful owner. The fact that they are booked almost solid until Labor Day says it all. Good value for a night or two if you can find a vacancy. Large , clean and affordable suites on Islamorada and , did I mention the wonderful owner?

Was this review helpful? Yes 4
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

Thank you for taking the time to review our Resort. We are very proud of our history and have been a landmark in Islamorada for over 50 years. While we do aspire to keep the “old keys” spirit alive at our resort, providing updated rooms and amenities for our guests’ comfort is one of our top priorities. I will pass... More 

Austin, Texas
Top Contributor
65 reviews 65 reviews
24 hotel reviews
44 helpful votes 44 helpful votes
5 of 5 stars Reviewed 2 weeks ago

I will start by saying you reserve your specific room and the room matters!! We had a couple of rooms and I will say room 5 is superior, awesome, the best! Wonderful layout, fabulous view, comfortable bed. The room was close to the pool, I mean right out the backdoor, and close to the water. Every night I walked out... More 

Was this review helpful? Yes
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

Thank you for taking the time to review our Resort. It was a pleasure having you as our guest. We do pride ourselves in the maintenance of the grounds and rooms. We aspire to bring our guests the relaxed Keys' atmosphere while also providing amenities for their comfort and peace of mind. I will pass your kind words along to... More 

Fort Lauderdale, Florida
Contributor
17 reviews 17 reviews
9 hotel reviews
16 helpful votes 16 helpful votes
4 of 5 stars Reviewed 3 weeks ago via mobile

Stayed over this past weekend. The owners were very helpful and made you feel welcome as soon as you walked in. We had a bedroom/living room/kitchen suite and it was spacious and comfortable. The grounds were beautiful and well kept. Very relaxing to sit out by the water any time of the day. Would definitely recommend and will return again... More 

Was this review helpful? Yes 1
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

GOOD REVIEWS Thank you for taking the time to review our Resort. It was a pleasure having you as our guest. We do pride ourselves in the maintenance of the grounds and rooms. We aspire to bring our guests the relaxed Keys' atmosphere while also providing amenities for their comfort and peace of mind. I appreciate your kind words and... More 

Weston, fl
Senior Contributor
21 reviews 21 reviews
4 hotel reviews
11 helpful votes 11 helpful votes
4 of 5 stars Reviewed 3 weeks ago

Enjoyed stay here for the weekend with another couple. Management kind enough to give us two rooms after having to cancel in February due to a death in my family. We were in room 16, a large bedroom with two queen beds and a kitchen and sitting room. There was also a private patio with table and chairs outside in... More 

Was this review helpful? Yes 1
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

Thank you for taking the time to review our Resort. We are very proud of our history and have been a landmark in Islamorada for over 50 years. While we do aspire to keep the “old keys” spirit alive at our resort, providing updated rooms and amenities for our guests’ comfort is one of our top priorities. Our rooms and... More 

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