Drop Anchor

Drop Anchor

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Drop Anchor

Islamorada - Fl - 84959 Overseas Highway, 222, See map

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Very popular destination!

8 properties have been booked in the last 15 minutes in Islamorada - Fl

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Tourism surcharge from per person per night not included in the final booking price ( payable at the hotel)

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Latest reviews of the property

8,6 Very good
Rating 4,3 around 5 for travellers of Tripadvisor

Very good

Based on 1006 reviews

Rating 4,5 around 5 for travellers of Tripadvisor

Location

Rating 4,3 around 5 for travellers of Tripadvisor

Quiet in the room

Rating 4,2 around 5 for travellers of Tripadvisor

Rooms

Rating 4,3 around 5 for travellers of Tripadvisor

Service

Rating 4,1 around 5 for travellers of Tripadvisor

Value for money

Rating 4,5 around 5 for travellers of Tripadvisor

Cleanliness

This accommodation stands out for being in the heart of Islamorada

Showing 5 featured reviews out of 1006 TripAdvisor reviews

D

Denise B

22/04/2026

Rating 5 around 5 for travellers of Tripadvisor

“PERFECT KEYS VIBE♥️”

Perfect Keys vibe♥️Centrally located in Islamorada directly on the ocean. In room #2 we walked out the sliding doors of the room right onto the sand. Relaxing, quiet and refreshing🌞🌴

S

SueB869

Dallas, Pennsylvania

31/01/2026

Rating 5 around 5 for travellers of Tripadvisor

“Another amazing vacation”

This was our fourth time staying at the Drop Anchor and we couldn’t be happier. The room was clean and comfortable and everyone was so friendly and welcoming. We will definitely be back next year.

R

Road27183769049

27/12/2025

Rating 5 around 5 for travellers of Tripadvisor

“Keys island bungalow”

What a BEAUTIFUL retro keys style bungalow gem this hotel is!!!! Stacf AMAZING! Rooms AMAZING! Ocean view AMAZING! We initially came for a couple of days and decided to book a couple more days... You will not be disappointed!!!!

K

Katherine S

01/01/2026

Rating 4 around 5 for travellers of Tripadvisor

“Great experience”

Had a wonderful experience at Drop Anchor Resort. Has the vintage 1950’s Florida Vibe. Rooms were clean and Donna the manager was very kind and accommodating. The only suggestion I would like to make is there needs to be hooks in the bathroom to hang bath towels. One additional mirror in the ro… more

A

al T

11/02/2026

Rating 3 around 5 for travellers of Tripadvisor

“Ok stay”

Every thing was good ,locating is perfect ,the help were very friendly. Remember is an older small place so not fancy.the problem was the bed it was the wurst bed I have ever tried to sleep in.I told them so hopefully they will replace it before renting the room out again.

The reviews shown have not been verified. Viajes El Corte Inglés, S.A. does not guarantee that they correspond to real users of the service nor does it assume responsibility for their content. More Info

About the property

Description

Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. This Art Deco hotel also features complimentary wireless internet access, wedding services, and a picnic area.. Featured amenities include a business center, a safe deposit box at the front desk, and coffee/tea in a common area. Free self parking is availa… more

How to arrive

Islamorada - Fl - See map

With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village. This hotel is 1.9 mi (3 km) from Founders Park and 1.9 mi (3 km) from Islamorada County Park.. Distances are displayed to the nearest 0.1 mile and kilometer. Windley Key Fossil Reef Geological State Park - 0.4 km / 0.2 mi Rain Barrel Village - 2.8 km / 1.8 mi Founders Park - 3 km / 1.9 mi Islamorada County Park - 3.1 km / 1.9 mi History of Diving Museum - 3.3 km / 2 mi Islamorada Brewery & Distillery - 4.4 km / 2.8 mi Keys History & Discovery Center - 5.1 km / 3.2 mi Matecumbe United Methodist Church - 5.4 km / 3.3 mi Florida Keys Brewing Co. - 5.7 km / 3.5 mi MoradaWay Arts & Cultural District - 5.8 km / 3.6 mi Hurricane Monument - 5.9 km / 3.7 mi Old Road Gallery - 6.3 km / 3.9 mi Indian Key Historic State Park - 7.2 km / 4.5 mi Bud n' Mary's Dive Center - 8.5 km / 5.3 mi Florida Keys Dive Center - 8.8 km / 5.5 mi The preferred airport for Drop Anchor is Miami Intl. Airport (MIA) - 122.5 km / 76.1 mi . Near Windley Key Fossil Reef Geological State Park.

Facilities and services

At Drop Anchor , enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge..

Other
Air conditioning
Additional services
Laundry
Laundry Service
Lift
Maid
Reception
24-hour reception
Parking
Nearby parking
Parking
Smoking
Smoking area
Wi-Fi
Complimentary Wi-Fi
Services
Balcony
Banquet and event room
Barbecue
Café
Coffee machine
Courtyard
Garden
Hair dryer
Iron
Meeting room
Microwave
Newspapers
Picnic area
Public bathroom
Safe
Serviced office
Sun terrace
Vending machines
Wake-up call service
Wedding service
Children
Kids' pool
Bars
Bar
Coffee/tea in public areas
Restaurants
Barbecue / grill
Swimming pools
Adults-only outdoor pool
Children’s pool
Poolside sun loungers
Gym and SPA
Gym
Activities
Tennis court
Accessibility
Lift with braille
Check-in/Check-out
Deposit:
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Payment date: #{ depositTime }
General
Number of people: #{numberOfPersons}
Floor: #{floorNumber}
Tourism register number:
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Our rentals include:
Utilities
Cleaning
Admin fees and taxes
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Good to know

About the deposit

Some accommodation providers may require a deposit, which is not included in the price. This deposit will be payable upon arrival and refunded in full upon departure, provided that no damage has been caused.

Additional information

Key pick-up

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Tourism register number:

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Taxes included in the final price

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Frequently asked questions about Drop Anchor

  • Which services stand out at Drop Anchor?

    Featured services at Drop Anchor are: Air conditioning, Fan, Ceiling fan, Laundry Service See full list of services at Drop Anchor.
  • Yes, it has Children’s pool, Poolside sun loungers, Adults-only outdoor pool.
  • Yes, at Drop Anchor you´ll find Restaurant, Barbecue / grill, .
  • Yes, the Drop Anchor has Nearby parking, Parking.
  • Guests staying at Drop Anchor have these options for keeping fit: Gym.
  • Yes, Drop Anchor has Complimentary Wi-Fi.
  • At Drop Anchor, check-in is from 3.00 pm and check-out is by 11.00 am.
  • Guests at Drop Anchor say: Perfect Keys vibe♥️Centrally located in Islamorada directly on the ocean. In room #2 we walked out the sliding doors of the room right onto the sand. Relaxing, quiet and refreshing🌞🌴
  • This is the information we have about the surroundings of Drop Anchor: With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village. This hotel is 1.9 mi (3 km) from Founders Park and 1.9 mi (3 km) from Islamorada County Park.. Distances are displayed to the nearest 0.1 mile and kilometer. Windley Key Fossil Reef Geological State Park - 0.4 km / 0.2 mi Rain Barrel Village - 2.8 km / 1.8 mi Founders Park - 3 km / 1.9 mi Islamorada County Park - 3.1 km / 1.9 mi History of Diving Museum - 3.3 km / 2 mi Islamorada Brewery & Distillery - 4.4 km / 2.8 mi Keys History & Discovery Center - 5.1 km / 3.2 mi Matecumbe United Methodist Church - 5.4 km / 3.3 mi Florida Keys Brewing Co. - 5.7 km / 3.5 mi MoradaWay Arts & Cultural District - 5.8 km / 3.6 mi Hurricane Monument - 5.9 km / 3.7 mi Old Road Gallery - 6.3 km / 3.9 mi Indian Key Historic State Park - 7.2 km / 4.5 mi Bud n' Mary's Dive Center - 8.5 km / 5.3 mi Florida Keys Dive Center - 8.8 km / 5.5 mi The preferred airport for Drop Anchor is Miami Intl. Airport (MIA) - 122.5 km / 76.1 mi . Near Windley Key Fossil Reef Geological State Park.
  • Drop Anchor is located in Islamorada - 84959 Overseas Highway, 222,
  • Islamorada - Fl
  • None - None
  • 0 Adult
  • 1 Room