Drop Anchor

84959 Overseas Highway, Islamorada, FL 33036 United States (USA)
View map Reservations: 1-800-219-2797
3.0 Star property
24.949180-80.596010
+1-800-219-2797
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Check Current Prices






Standard prices by room type for the next 60 days

Rates shown are nightly rates before taxes and do not necessarily reflect all discounts available. The chart provides the cheapest public rates available by room type.

Room types

Check rates1 Queen Bed
Non-smoking
Check rates2 Queen Beds Ocean View
Non-smoking
Check ratesBeach Walkout Suite King Bed Ocean Front Kitchen
Non-smoking
Check ratesDeluxe Room with Sea View
Non-smoking
Check ratesDouble Room Accommodation Only 1 Bed
Non-smoking
Check ratesDouble Room Accommodation Only Sea View 1 Bed
Non-smoking
Check ratesDouble Room Queen Bed Ocean Front No Meals
Non-smoking
Check ratesFamily Suite
Non-smoking
Check ratesFamily Suite Queen Bed Resort View Kitchen
Non-smoking
Check ratesFamily Suite Resort View No Meals
Non-smoking
Check ratesFamily Suite with Queen Bed and Resort View and Kitchen
Non-smoking
Check ratesFamily Suite with Resort View
Non-smoking
Check ratesFamily Suite with Resort View Queen Bed
Non-smoking
Check ratesKing Suite with Ocean View
Non-smoking
Check ratesOcean Front Room
Non-smoking
Check ratesOcean Front Room Queen Bed
Non-smoking
Check ratesOcean Front Room with Queen Bed
Non-smoking
Check ratesOcean View Double Queen Room
Non-smoking
Check ratesOcean View Double Queen Room 2 Queen Bed
Non-smoking
Check ratesOcean View Double Queen Room Queenbed | 2 Queen Beds Balcony with Ocean Views Internet Free WiFi Ent
Non-smoking
Check ratesOcean View Queen Bed
Non-smoking
Check ratesOceanfront King Suite Beach Walkout and Kitchen
Non-smoking
Check ratesOceanfront King Suite with Beach Walkout and Kitchen
Non-smoking
Check ratesOceanfront King Suite with Beach Walkout and Kitchen 1 King Bed
Non-smoking
Check ratesOceanfront King Suite with Beach Walkout and Kitchen Kingbed | 1 King Bed Deck Patio with Ocean View
Non-smoking
Check ratesOceanfront Queen Room
Non-smoking
Check ratesOceanfront Queen Room 1 Queen Bed
Non-smoking
Check ratesPremium Room with Sea View Double Bed
Non-smoking
Check ratesPremium Suite
Non-smoking
Check ratesQueen Bed Oceanfront
Non-smoking
Check ratesQueen Room Ocean Front
Non-smoking
Check ratesQueen Room Ocean Front | 1 Queen Bed Overlooking The Ocean Internet Free WiFi Entertainment Flat Scr
Non-smoking
Check ratesResort View Queen Family Suite with Kitchen
Non-smoking
Check ratesResort View Queen Family Suite with Kitchen 1 Queen Bed 1 Double Bed 1 Sofa Bed
Non-smoking
Check ratesResort View Queen Family Suite with Kitchen 1 Queen Bed 1 Double Bed and 1 Queen Sofa Bed
Non-smoking
Check ratesResort View Queen Family Suite with Kitchen 1 Queen Bed 1 Double Bed and 1 Queen Sofa Bed | 2 Queen
Non-smoking
Check ratesResort View Queen Family Suite with Kitchen Queenbed | 1 Queen Bed 1 Double Bed and 1 Queen Sofa Bed
Non-smoking
Check ratesSea View
Non-smoking
Check ratesStandard Room, King or Two Doubles
Non-smoking
Check ratesSuite
Non-smoking
Check ratesSuite Accommodation Only 1 Bed
Non-smoking
Check ratesSuite King Ocean Front No Meals
Non-smoking
Check ratesSuite with Ocean View King Bed
Non-smoking
Check ratesWalk Out Beach Oceanfront Suite King Bed
Non-smoking

Local attractions

Located just south of Key Largo, Islamorada is 18 miles long and less than one mile wide. It is made up of four main islands: Plantation Keys, Windley Key, Upper Matecumbe Key, and Lower Matecumbe Key. Legend claims that "Islamorada" means "Purple Isle, " and that the name was given to the area by Spanish explorers who noticed a purple hue to the coastline. The truth is the Islamorada was named "Island Home, " after the Pinder Family's sailboat. They settled here in the 1870s after the area was homesteaded. Even though Islamorada has changed since the days of pineapple plantations and turtle farming, it is still a quaint fishing village in many ways. Only now, Islamorada is known as the "Sport Fishing Capital of the World" because most world fishing records have been set here. Islamorada offers fishing in the backcountry, on the reef and offshore. Indeed, the wealth of fishing opportunities enables the area to support the largest concentration of charter fishing boats in the entire Florida Keys.

Verified reviews of Drop Anchor

Below are the verified reviews from guests that we have booked in recently:
"Not Likely"
Overall score3.0/ 5
Room was clean. Bird picked on window all evening no hot water shelf on wall by bath doorway hit my head and have a knot.
(Individual traveller, booked 1 room), from US flag
07-May-2025 Verified review, stayed from Wed Apr 30 to Thu May 01 2025 at a $150.99 average nightly rate.
4.5 out of 5. Based on 881 guest reviews

Property description

...on a golden sand beach, on the edge of the Atlantic Ocean... Located approximately 80 miles south of Miami International Airport and 85 miles north of Key West, Drop Anchor Resort and Marina is a unique oceanfront hideaway nestled in the heart of the fabulous purple island of Islamorada. Intimate and private, the Resorts' sandy property harbors 18 rooms and suites offering simple Keys comforts. Accommodations range from one- to two-bedrooms units, in most cases with private balconies. With a refreshing, plantation-style décor, each room is designed with an individual Caribbean Island in mind.

Details / Other expenses

Check-in: 3:00pm
Check-out: 11:00am
Year of last renovation: 2006
Floors: 2
Rooms: 18
Corridors: All rooms have exterior hallways
Non-smoking rooms: 18
Rooms with disabled access:
Suites: 12
Meeting rooms: 0
Policies / Expenses
Cancellation:
14 day cancellation requested. $50 booking fee more than 14 days. $Deposit retained if less than 14 days.
Nightly parking: $0

Amenities / Features


  • Air conditioning
  • Alarm clock
  • Baggage storage facilities
  • Camping or barbeque facilities
  • Credit card accepted: Mastercard/Visa
  • Credit card accepted: American Express
  • Credit card accepted: Discover
  • Facilities for the disabled
  • Fax available
  • Handicap accessible
  • Ice Maker
  • Internet - wireless
  • Ironing facilities
  • Kitchenette in room
  • Non-smoking rooms
  • Private bathroom in room
  • Private car parking
  • Quiet location
  • Refrigerator
  • Self controlled heating/cooling system
  • Shop
  • Shower
  • Swimming pool - outdoor
  • Tea and coffee making facilities
  • Television
  • TV room
  • VCR or VCP

Airport & shuttle information

Located approximately 80 miles south of Miami International Airport and 85 miles north of Key West, Drop Anchor Resort and Marina is a unique oceanfront hideaway nestled in the heart of the fabulous purple island of Islamorada. Intimate and private, the Resorts' sandy property harbors 18 rooms and suites offering simple Keys comforts. Accommodations range from one- to two-bedrooms units, in most cases with private balconies. With a refreshing, plantation-style décor, each room is designed with an individual Caribbean Island in mind.

Is there an airport shuttle? Sorry but no airport shuttle is available.

Pet friendly?

Service animals complying with ADA Title lll regulations are allowed.

Sorry but pets are not allowed.

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FAQs about Drop Anchor

What time is check in?

Check in time is 3:00pm based on the hotel's local time. Early check in may be available if requested at the front desk on the day of check-in.

What time is check out?

Check out time is 11:00am based on the hotel's local time. Late check out may be available if requested at the front desk during your stay.

How many rooms does Drop Anchor have?

There are 18 sleeping rooms in the hotel.

Can I get a AAA rate at Drop Anchor?

Sorry, this hotel does not offer AAA hotel discounts at this time.

Can I get a Senior or AARP rate at Drop Anchor?

Sorry, this hotel does not offer senior hotel discounts at this time.

Is there a pool at Drop Anchor?

Yes, there is a pool on-site at the property..

Testimonials:

Testimonials icon
"Everything went great! They even provided complimentary "goodie" bags :)- I'm glad I came across your site. It made things so much easier... Yes...I have referred someone to your site already and I trust we will use you again :) Thank you for your assistance :))" Y.C. - Tulsa, OK

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