Drop Anchor Resort & Marina Islamorada Exterior photoDrop Anchor Resort & Marina Islamorada Exterior photoDrop Anchor Resort & Marina Islamorada Exterior photo

Drop Anchor Resort & Marina in Islamorada, Florida Keys

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Check rooms and rates
From$343 /night
Check-in
14Sept
Check-out
15Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Property

84959 Overseas Highway, Islamorada, 33036
-
Near Windley Key Fossil Reef Geological State Park
Great
8.2
8.5
/10
4.1
4.2
/5

Family-friendly beachfront resort & marina in Islamorada

Rooms & Accommodations

Each room at Drop Anchor Resort & Marina comes standard with a microwave, refrigerator, and coffee-making facilities. The property offers a variety of room types including family suites and oceanfront accommodations. The resort's Art Deco decor enhances the unique retro ambiance throughout the property.

Recreational Activities

Complimentary kayaks and paddleboards are available for guests to use. Bicycle rental is also offered, along with hammocks and cornhole for outdoor recreation. Barbecue facilities and outdoor dining areas are provided for guest use.

Pool & Beach

The resort has a heated saltwater pool open year-round with an ocean view. A private beach area offers loungers and outdoor grilling options. The pool includes a shallow end, fence, and swimming pool toys.

Location & Attractions

This Islamorada resort is adjacent to Windley Key Fossil Reef Geological State Park. Theater of the Sea is a 9-minute walk from the property. Indian Key Historic State Park is 6.9 miles away.

Guest Services & Amenities

Free parking, trailer parking, and boat docking are available on-site. The resort is pet-friendly and offers facilities for disabled guests. A business centre and meeting/banquet facilities are also on-site.

Highlights

Location: Adjacent to Windley Key Fossil Reef Geological State Park, walking distance to Theater of the Sea

Recreation: Complimentary kayaks, paddleboards, and bicycle rental

Pool: Heated saltwater pool with ocean view and shallow end

Rooms: Family suites and oceanfront rooms with Art Deco decor

Amenities: Free parking, trailer parking, boat docking, pet-friendly

Guest types: Families, couples, outdoor enthusiasts

Must-do experiences

  • Snorkel at John Pennekamp Coral Reef State Park for vibrant marine life.
  • Savor a slice of key lime pie at Mrs. Mac's Kitchen, a local favorite.
  • Visit the History of Diving Museum to discover underwater exploration tales.
  • Take a sunset cruise from the marina for stunning views and relaxation.
  • Explore the local art scene at the Gallery of Great Things on Islamorada.

Select your room type

Drop Anchor Resort & Marina offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
  • Standard Room Double Queen
    2 persons
    23 sq. feet
    2 Double beds
    Air conditioning
    Coffee machine
  • Standard Room Single Queen
    2 persons
    23 sq. feet
    1 Double bed
    Air conditioning
    Shower
  • Family Suite
    2 persons
    23 sq. feet
    2 King Size Beds
    Air conditioning
    Balcony
Show all rooms

Room Availability and Pricing Calendar

See today's rates and availability for your selected dates!
September 2026 - September 2027
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Check-in/ Check-out

Facilities

Drop Anchor Resort & Marina offers amenities for a comfortable stay and memorable Florida Keys experiences
Facilities: Great
8.2/10Review score

General

  • Non-smoking rooms
  • Wi-Fi
  • Parking
  • Safe deposit box
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Private beach
  • Vending machines
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Water sports
  • Golf course
  • Fishing

Guest Parking

  • Public parking is possible on site for free.

Services

  • Housekeeping

Dining

  • Picnic area/ Tables

Business

  • Business centre
  • Meeting/ Banquet facilities
  • Fax/Photocopying

Children

  • Toys

Spa & Leisure

  • Saltwater pool
  • Heated swimming pool
  • Beach access
  • Beach umbrellas
  • Sun loungers
  • Pool with view
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Patio
  • Garden furniture
  • Tea and coffee facilities
  • Dining table
  • Ironing facilities

Bathroom

  • Free toiletries

Self-catering

  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV
Show more

Drop Anchor Resort & Marina Location

84959 Overseas Highway, Islamorada, 33036
Explore Islamorada
Explore Islamorada
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Windley Key Fossil Reef Geological State Park
Windley Key Fossil Reef Geological State Park
4 minutes' walk
Geological wonders and scenic trails showcase ancient coral reefs. Great for nature photography and easy hiking.
History of Diving Museum
History of Diving Museum
4 minutes' drive
Insightful displays on diving history and technology. Perfect for history buffs and offers guided tours.
Rain Barrel Village
Rain Barrel Village
4 minutes' drive
Charming village featuring local artist shops and unique crafts. A perfect spot for souvenir hunting.
Snorkeling & Diving
4 minutes' drive
Thrilling underwater exploration at nearby reefs. Rentals and guided tours available at local shops.
Yoga on the beach
4 minutes' drive
Relaxing outdoor yoga sessions with ocean views. Classes are offered daily, suitable for all skill levels.
Island Grill
9 minutes' walk
Casual eatery offering fresh seafood and tropical cocktails. Famous for fish tacos and sunset views.
Nicky's Grill
11 minutes' walk
Family-friendly spot serving up delicious burgers and seafood. Features outdoor seating and a laid-back vibe.
The Islander Watersports
4 minutes' drive
Weekend live music and sunset parties create a fun atmosphere. Perfect for socializing with friends or family.
Morada Way Arts & Cultural District
4 minutes' drive
Art events and galleries showcase local talent. Family-friendly vibe with regular community events.
Local transportation
  • City Centre
    Islamorada 7 min  ·  2.7 mi
  • Bus
    Bus stop 5 min  ·  1.9 mi
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Property information and rules
Check-in
from 15:00-20:00
Check-out
until 11 am
Guest Parking
Public parking is possible on site for free.
Internet
Wireless internet is available in the entire hotel for free.
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are allowed on request.
Number of rooms:
18
Former name
drop anchor resort and marina

Ratings & Reviews

Read what previous guests have shared about their experience at Drop Anchor Resort & Marina.
Review score
Based on 388 verified reviews
7.6 /10
Very good
70 %
Recommend
Cleanliness
8.4/10
Comfort
8.5/10
Facilities
8.2/10
Free WiFi
8.4/10
Location
8.9/10
Paid Wi-Fi
8.5/10
Staff
8.8/10
Value for money
7.9/10
Pros
Clean rooms
Beach access
Pet-friendly policy
Cons
Plumbing issues
Air conditioning problems
Deteriorating conditions
Guest reviews
based on 328 reviews
8.2/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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