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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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Drop Anchor Resort
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86%
Ranked #5 of 20 hotels in Islamorada
Certificate of Excellence 2014
A recent review
4 of 5 stars reviewed 1 week ago
Tom34438 Miami, Florida
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310 people have reviewed this hotel

Traveler rating
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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 (66)
Date | Rating
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English first
Miami, Florida
Senior Contributor
40 reviews 40 reviews
27 hotel reviews
29 helpful votes 29 helpful votes
4 of 5 stars Reviewed 1 week ago

I just returned from a short - too short - trip to Islamorada and this hotel. The fact that it was too short was my own fault, as they only had a vacancy on a Friday and the hotel was full on Saturday. I had planned to stay longer, but weather is a big "if" for a boater and fisherman... More

Was this review helpful? Yes 3
Delray Beach
Top Contributor
58 reviews 58 reviews
4 hotel reviews
20 helpful votes 20 helpful votes
4 of 5 stars Reviewed 1 week ago

We stayed here for only one night, wish it could have been more. We stayed in 14B, small room but you really don't need more room. Its on the first floor, it is kind of like having your own private cottage. They have the cutest chairs with their logo on them in front of every room. The grounds are very... More

Was this review helpful? Yes 2
Miami, Florida
Contributor
14 reviews 14 reviews
6 helpful votes 6 helpful votes
4 of 5 stars Reviewed 3 weeks ago

My boyfriend and I needed to get away for a little from work and the craziness of Miami life. We found Key West to be a little pricey for our budget, so we looked into Islamorada. This little place had great reviews and got a great price for 3 nights so I booked it. Loved it!! The location was perfect.... More

Was this review helpful? Yes 2
West Chester, PA
Senior Contributor
38 reviews 38 reviews
16 hotel reviews
21 helpful votes 21 helpful votes
4 of 5 stars Reviewed 3 weeks ago

We spent a night here on our way to a wedding in Key West - this place is just what we were looking for -on the water, some character and not a chain resort. 'Resort' may be a misleading term with this place, to me it was just more of an old fashioned motel/cottage spot with a great pool. We... More

Was this review helpful? Yes 2
Tallahassee, Florida
Top Contributor
54 reviews 54 reviews
11 hotel reviews
16 helpful votes 16 helpful votes
4 of 5 stars Reviewed 4 weeks ago

When is the last time you meet the owner and was handed an actual motel key? This was a great little find in our Keys trip last year. We stayed here for two nights in between our Key Largo and Key West. A great property - very clean and peaceful. Nice sandy area on water with hammocks. We really enjoyed... More

Was this review helpful? Yes 1
Calgary
Top Contributor
67 reviews 67 reviews
14 hotel reviews
27 helpful votes 27 helpful votes
4 of 5 stars Reviewed June 13, 2014

As part of our trip to the Keys, we spent a night at the Drop Anchor Resort. As you drive in, you are reminded of coming to a 1950's era motel, with all the units and buildings done up in pastel colors. The place is fantastic! The resort is immaculate, the rooms are fully modern and the queen bed was... More

Was this review helpful? Yes 3
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

Thank you for taking the time to review our Resort. We do pride ourselves in maintaining the property as immaculate as possible. Very glad that your stay with us was such a pleasant one. We look forward to accommodating to you next time your travels bring you to the Florida Keys. More

north carolina
Senior Reviewer
6 reviews 6 reviews
3 helpful votes 3 helpful votes
3 of 5 stars Reviewed June 13, 2014

This is a 3 star hotel. Very, very clean although old. Internet service spotty at best. Right off the highway so depending upon where your room is located or where you sit out back, there can be a lot of road noise.

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

Thank you for the nice review and we look forward to accommodating to you next time you are in the Islamorada area. More

Fort Myers, Florida
Senior Contributor
37 reviews 37 reviews
4 hotel reviews
27 helpful votes 27 helpful votes
4 of 5 stars Reviewed June 12, 2014

My wife and I stayed at the Drop Anchor resort just for one night en route from Miami to Key West. We booked in advance online through hotels.com. We left after breakfast so the review is based on brief experience. The best things about our stay were the location and ambience, which was right by the ocean (on the Florida... More

Was this review helpful? Yes 6
Drop_Anchor_Resort, Manager at Drop Anchor Resort, responded to this review

We appreciate your words of praise. We definitely look forward to accommodating to you again. We are very glad that although your stay was short it was very memorable. I will pass your words of praise to the rest of our staff. More

Orlando, Florida
Reviewer
3 reviews 3 reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed June 11, 2014

We did our research before choosing the Drop Anchor and felt that we should pay it forward. We pulled into this quaint, quirky resort and felt like we were getting the full "Keys" experience. When I walked into the room I literally gasped. It was adorable! There was a king sized bed, a large futon, flat screen tv, full kitchen...... More

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 always very pleased when our guests are taken a back by our style. Not typical hotel style here. We look forward to accommodating to you whenever your travels bring you back to the Islamorada area. More

Washington DC, District of Columbia
Reviewer
4 reviews 4 reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed June 10, 2014

This is where you expect Hemingway to step out one of the rooms…the Drop Anchor is a awesome place to stay. The views are breathtaking and the rooms are decorated with thought to make their guests feel special. The property is meticulously kept with adirondack chairs, hammocks and chase lounges spread across the water front and a pool that is... More

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 look forward to accommodating you next time your travels bring you to the Florida Keys More

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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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Amenities

Free High Speed Internet ( WiFi ) Free Parking Kitchenette Swimming Pool Wheelchair access
Hotel Class
Number of rooms
18

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