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All properties in Islamorada, Florida, United States of America
1 room, 2 adults

Drop Anchor , Islamorada

3-star3 stars
84959 Overseas Highway, 222, Islamorada, FL, 33036, United States of America

3-star beach hotel with outdoor pool, near Theater of the Sea
  • Free WiFi and free parking
  • Collect nightsYou can collect® Rewards nights here


Beautiful beach
Tasty breakfast
Great room
Awesome vibe
502See all 502 reviews
From 865 reviews

TripAdvisor Traveller Rating

Drop Anchor , Islamorada

from $169
  • Oceanfront Trailer
  • Deluxe Suite, 1 King Bed, Kitchenette, Oceanfront
  • Standard Double Room
  • Family Suite, 1 Bedroom
  • Standard Room, 1 Queen Bed

What’s around Drop Anchor , Islamorada


  • Theater of the Sea - 7 min walk
  • Windley Key Fossil Reef Geological State Park - 1 min walk
  • Founders Park - 38 min walk
  • History of Diving Museum - 39 min walk
  • Hurricane Monument - 3.7 mi / 5.9 km
  • Bud n' Mary's Dive Center - 5.3 mi / 8.5 km
  • Lignumvitae Key Botanical State Park - 8 mi / 12.9 km
  • Harry Harris Park - 8.8 mi / 14.1 km

Getting around

  • Miami, FL (MIA-Miami Intl.) - 88 min drive
  • Free self parking

At a glance

Key facts

Hotel size

  • This hotel has 18 rooms
  • This hotel is arranged over 2 floors


  • Check-in time 3 PM-9 PM
  • Check-out time is 11 AM
The front desk is open daily from 9 AM - 9 PM.

Required at check-in

  • Credit card or cash deposit required

  • Government-issued photo ID required

  • Minimum check-in age is 18

Travelling with others


  • Pets not allowed


  • Free WiFi in public areas

  • Free WiFi in rooms



  • Free self parking

Other information

  • Smoke-free property
* See small print for additional details or extra charges

In the hotel

Food and drink
  • Coffee/tea in a common area
  • Barbecue grills
Things to do
  • Fishing on site
  • Motor boating on site
  • Bicycle rentals nearby
  • Ecotours nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Parasailing nearby
  • Sailing nearby
  • Scooter/moped rentals nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Front desk (limited hours)
  • Number of buildings/towers - 6
  • Year Built 1963
  • Safe-deposit box at front desk
  • Picnic area
  • Television in common areas
  • Accessible bathroom
  • Roll-in shower
Languages Spoken
  • English

In the room

Home comforts
  • Air conditioning
  • Ceiling fan
  • Coffee/tea maker
  • Iron/ironing board
Things to enjoy
  • Individually decorated
  • Individually furnished
Freshen up
  • Private bathroom
  • Shower only
  • Free toiletries
  • Hair dryer
Be entertained
  • Flat-screen TV
  • Premium TV channels
Stay connected
  • Free WiFi
  • Connecting/adjoining rooms available

Special features


On Site

  • Marina on site
  • Fishing on site
  • Motor boating on site


  • Bicycle rentals nearby
  • Ecotours nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Parasailing nearby
  • Sailing nearby
  • Scooter/moped rentals nearby
  • Scuba diving nearby
  • Snorkeling nearby

Drop Anchor , Islamorada’s small print

Also known as

  • Drop Anchor
  • Drop Anchor Islamorada
  • Drop Anchor Resort
  • Drop Anchor Resort Islamorada
  • Drop Anchor Resort Marina


The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.

We have included all charges provided to us by this property. However, charges can vary, for example, based on length of stay or the unit you book.

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Recent reviews

Fabulous 8.8 From 502 reviews

Drop Anchor , Islamorada
Very Good8.0
Beachfront relaxation
We wanted nice peaceful accomodation but within easy reach to local restaurants and other attractions as we might wish to use them. Drop Anchor did well
Roger, us2 night romance trip
Drop Anchor , Islamorada
Great stay!
The new owner Zack is awesome! Loved him! He's in the middle of updating a lot. Things were clean and well maintained. We rented kayaks from the resort and had a blast out on the water. I totally would recommend this resort
, us2 night romance trip
Drop Anchor , Islamorada
Less Then Enthused With Our Room & Stay
The hotel itself looks kitschy retro cute and right on the water with a pool and nice little beach area. We arrived after 9pm and the office was closed, but our information and room access was taped to the front door. We had room 18 which, even by admission of staff, is the worst room in the place - if you get room 18, ask for a different room. It looks like a converted storage area inside and has a swamp cooler that is very loud and on and off all night. The water in the shower takes a long time to get warm, making a great waste of water. We put up the "Maid Service Please" sign on our door about 10:15am on Saturday morning (we stayed Friday and Saturday nights) and when we returned about 10pm Saturday night, the room had not been touched - another disappointment. For the price we paid, we were disappointed with our room and the service. That being said, it looks like if you can get one of the rooms facing the water, you will probably enjoy this hotel much more - just not room 18.
Eric, usRomance trip
Drop Anchor , Islamorada
Very Good8.0
For the most part, the hotel was very nice. The issues I had are that the toilet did not flush well and the room could use some black out drapes. It had blinds and the exterior lights showed through. It was hard to sleep with the room still bright.
, us2 night trip
Drop Anchor , Islamorada
Truly amazing! Zach has been very accommodating! The staff are very friendly and helpful! Rooms are nice as well! We came simply to relax and unplug! We have definitely accomplished this! One can rest or be as active as you wish. Ideally located with restaurants,shops and activity close by. A bonus was meeting a lot of the guests from different states and abroad. What a great getaway!
Keith, us3 night romance trip

See all reviews

Drop Anchor , Islamorada

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