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

Drop Anchor Resort & Marina Accommodation in Islamorada, Florida

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Check rooms and rates
From$343 /night
Check-in
13Sept
Check-out
14Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Oceanfront resort in Islamorada with private beach area and heated saltwater pool

Amenities

The property offers a heated saltwater pool open year-round, with a poolside view of the ocean and a shallow end for children. Guests have access to a private beach area with sun loungers and umbrellas, plus complimentary kayaks and paddleboards for exploring the waters. On-site barbecue facilities and outdoor dining areas with hammocks provide space for meals and relaxation.

Rooms

Each room includes a microwave, refrigerator, and coffee-making facilities, along with a flat-screen TV. The accommodations feature Art Deco decor that enhances the retro ambiance, and room types include queen suites and family rooms. All rooms are non-smoking and some offer balconies with ocean views.

Location

The resort sits adjacent to Windley Key Fossil Reef Geological State Park, providing direct access to geological trails. Theater of the Sea is a 9-minute walk from the property, and Indian Key Historic State Park is 6.9 miles away. The History of Diving Museum is also within easy reach, offering additional local attractions.

Family and Pet-Friendly Accommodations

The resort welcomes families with family rooms and a variety of room types that accommodate different group sizes. Pets are allowed, making it a convenient option for travelers with animals. Complimentary beach towels, grilling facilities, and outdoor picnic areas add to the family-friendly feel.

Outdoor Activities

Guests can use complimentary bicycles, kayaks, and paddleboards to explore the area and the adjacent marina. The resort offers boat docking and trailer parking for guests arriving by water or towing a boat. Barbecue facilities and outdoor dining areas with hammocks provide spaces for socializing after a day on the water.

Highlights

Amenities: Heated saltwater pool, private beach area

Rooms: Art Deco decor, family rooms

Location: Next to Windley Key Fossil Reef State Park

Outdoor: Complimentary kayaks, paddleboards, and bikes

Pet-Friendly: Pets allowed, free parking on-site

Must-do experiences

  • Snorkel at the John Pennekamp Coral Reef State Park for vibrant marine life.
  • Dine on fresh fish tacos at Mrs. Mac's Kitchen for a local favorite.
  • Visit the Florida Keys History and Discovery Center for unique insights.
  • Explore the hidden trails at Indian Key Historic State Park for solitude.
  • Try Key Lime pie at Keys Fisheries, a popular local dessert spot.

Select your room type

Drop Anchor Resort & Marina offers a range of rooms across the Sunshine State — from double rooms to family suites — complete with breakfast, flexible cancellations, and seasonal deals for your Florida stay
  • 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

Price and Room Availability Calendar

Check availability and prices for your dates now!
September 2026 - September 2027
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Check-in/ Check-out

Amenities

Drop Anchor Resort & Marina offers amenities for your Florida getaway, from theme park days to coastal escapes
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
Local Highlights
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Windley Key Fossil Reef Geological State Park
Windley Key Fossil Reef Geological State Park
4 minutes' walk
Fossilized coral reef showcasing unique geological formations. Ideal for nature walks and educational visits.
History of Diving Museum
History of Diving Museum
4 minutes' drive
Museum dedicated to the history of diving. Features artifacts, exhibits, and guided tours that appeal to all ages.
Rain Barrel Sculpture Gallery
Rain Barrel Sculpture Gallery
4 minutes' drive
Gallery showcasing local art and sculptures in a lively environment. Unique gifts and art pieces are available for purchase.
Whale Harbor Marina
Whale Harbor Marina
3 minutes' drive
A lively marina featuring boat rentals and fishing charters. Great for a day out on the water or dining by the sea.
Kayaking
4 minutes' walk
Kayak rentals available at nearby shops for exploring coastal waters. Perfect for all skill levels and nature lovers.
Marine Biologist-led snorkeling tours
4 minutes' drive
Guided snorkeling tours to discover vibrant marine life. Booking in advance is recommended, suitable for all ages.
Yoga classes
5 minutes' drive
Local studios offer relaxing yoga sessions right by the beach. Ideal for refreshing the body and mind after your travels.
Island Grill
9 minutes' walk
Casual dining with fresh seafood and stunning views. Signature dishes include grilled pink snapper and conch fritters.
Nicky's Grill
11 minutes' walk
Quaint eatery famous for its burgers and sandwiches. Family-friendly atmosphere with vegetarian options available.
Morada Bay Beach Café
4 minutes' drive
Beachside restaurant offering Caribbean cuisine and live music. Popular for sunset dinners and fresh local dishes.
Green Turtle Inn
5 minutes' drive
A vibrant spot with live music and themed nights. Family-friendly with a fun atmosphere and happy hour specials.
Islamorada's Art District
6 minutes' drive
Regular art events, gallery openings, and outdoor concerts. Highlights local artists and has activities for all ages.
Florida Keys Brewing Co.
8 minutes' drive
Craft brewery with tasting tours and a lively outdoor area. Frequent events and a welcoming vibe for all visitors.
Getting around Florida
  • 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

Reviews and Ratings

Feedback about Drop Anchor Resort & Marina from previous guests about their experience.
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
Maintenance concerns
Guest reviews
based on 329 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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