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All 20 Islamorada hotels

Drop Anchor Resort

3.0 of 5 Motel   |   84959 Overseas Hwy, Islamorada, FL 33036
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Ranked #5 of 20 hotels in Islamorada
Certificate of Excellence 2014
A recent review
5 of 5 stars reviewed yesterday
Yosel D Medellin, Colombia
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325 people have reviewed this hotel

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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    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
Traveler tips help you choose the right room.   Room tips (68)
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English first
Medellin, Colombia
2 reviews
5 of 5 stars Reviewed yesterday NEW

Was our first time on the keys, and we totally loved this hotel. Was clean, comfortable and the staff was super friendly. It has no beach, but you could jump in for a swim on the ocean if you would like so, as almost all hotels on the zone, and personally i think that's no drawback, since there are so... More

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Troy, Michigan
Senior Contributor
23 reviews 23 reviews
4 hotel reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

We stayed there 2 weeks ago and were pleasantly surprised. Looking from the ocean we had the lower room on the far left(purple ). My GF likes clean, we were not sure about it but quickly convinced. S Fl is buggy if you know what I mean,but not here. It's hard to find a nice beach in the keys, this... More

Was this review helpful? Yes 1
Tampa, Florida, United States
5 reviews 5 reviews
2 helpful votes 2 helpful votes
4 of 5 stars Reviewed 6 days ago NEW

I stayed in room #1 with my girlfriend for a last minute vacation for two nights. The room was clean, nicely outfitted with a full working kitchen, and provided plenty of space for the two of us. You can use their website to see which rooms over look the ocean. The on site crew responded well to any questions I... More

Was this review helpful? Yes 1
Des Moines, Iowa
Top Contributor
72 reviews 72 reviews
32 hotel reviews
56 helpful votes 56 helpful votes
4 of 5 stars Reviewed 6 days ago NEW

This property has beautiful architecture with picturesque ocean views. We stayed in room 7 which had the best views of the pool and the ocean. The owner Steve was very friendly and his dog Lady. He gave us passes to nearby Founders Beach which was wonderful. Aside from guests fornicating in the pool on our first day and a couple... More

Was this review helpful? Yes 1
Summit County, Colorado
14 reviews 14 reviews
9 hotel reviews
12 helpful votes 12 helpful votes
4 of 5 stars Reviewed 1 week ago

We stayed 1 night on our way down to Key West and arrived after the office had closed. We were directed to room #17 - the trailer. My husband wanted to keep driving and was not excited about staying in a trailer. It was actually really nice and more importantly clean! #17 is an actual RV trailer that has been... More

Was this review helpful? Yes 3
3 reviews 3 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 1 week ago

I stayed in the RV unit number 17. I was alone, but it would have been comfortable for another person or two. The Resort is exactly what I wanted in the Keys. It's quiet, has a great view and the people are all nice. The grounds and my unit were always extremely clean and the staff were always attentive if... More

Was this review helpful? Yes 1
Gainesville, Fl
13 reviews 13 reviews
6 hotel reviews
14 helpful votes 14 helpful votes
5 of 5 stars Reviewed 2 weeks ago

The hotel is a nicely updated slice of Keys charm, right on the Atlantic, on Windley Key in Islamorada. Room 15 faces the ocean and was clean and spacious, with a very comfortable bed. We spent 4 nights here and will return based on our experience. Nice to sit at the waters edge in the morning with a cup of... More

Was this review helpful? Yes 4
Dorlisheim, France
4 reviews 4 reviews
2 helpful votes 2 helpful votes
4 of 5 stars Reviewed 2 weeks ago

We've stayed at the Drop Anchor Resort for one night, on our way to Key West. The place is very nice : from the outside, the hotel has several colors, a fountain and a lovely view on the ocean. But you cannot swim in this part of the Islamorada. The simming pool is average, but has a oceanfront. We had... More

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Houston, Texas
Senior Contributor
23 reviews 23 reviews
8 hotel reviews
12 helpful votes 12 helpful votes
5 of 5 stars Reviewed 2 weeks ago

My wife and I stayed here on the way to Key West. As soon as we checked in my wife said " I could just stay here and not go any farther." I agree. From the outside the rooms have bright colors and charm. Upon entering our room (#8 with an ocean view) we were pleased to find a wonderful... More

Was this review helpful? Yes 1
West Palm Beach, Florida
Senior Contributor
42 reviews 42 reviews
19 hotel reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed 3 weeks ago

Had a nice one night stay here. We were in room #5 which had it’s own private patio overlooking the Atlantic and steps away from the pool. The room was clean, the bed comfortable. The room was huge for a hotel room. It has a full kitchen, a king bed with a futon which was a comfortable couch to watch... More

Was this review helpful? Yes 1
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Additional Information about Drop Anchor Resort

Address: 84959 Overseas Hwy, Islamorada, FL 33036
Phone Number:
Location: United States > Florida > Florida Keys > Islamorada
Price Range (Based on Average Rates): $$
Hotel Class:3 star — Drop Anchor Resort 3*
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Also Known As:
Drop Anchor Hotel Islamorada

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Free High Speed Internet ( WiFi ) Free Parking Kitchenette Swimming Pool Wheelchair access
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