Drop Anchor Resort & Marina Islamorada Exterior photoDrop Anchor Resort & Marina Islamorada Exterior photoDrop Anchor Resort & Marina Islamorada Exterior photo
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From240US$ /night
Check-in
29Apr2026Select date
Check-out
30Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

84959 Overseas Highway, Islamorada, Florida, United States, 33036
-
Close to Windley Key
Very good
7.9
8.5
/10
4.1
4.2
/5

Rooms and Suites

Drop Anchor Resort & Marina features rooms and suites with air conditioning. Some suites include a living room, a separate bedroom, and a bathroom with a shower and free toiletries. Certain rooms offer a fully equipped kitchen with a stovetop, refrigerator, kitchenware, and oven. Room amenities include a flat-screen TV with cable channels and tea/coffee making facilities. Select accommodations feature sea views and a pool with a view. Suites are equipped with either two or four beds. Some rooms feature private patios with garden furniture.

Experiences and Views

Guests can enjoy beautiful sunrises from the beach, pool, or dockside. The grounds feature chairs, picnic tables, and hammocks. Outdoor gatherings can be held in a sandy, tropical atmosphere facing the Atlantic Ocean. Kayaks and paddle-boards are available at this oceanfront resort and marina. You can watch boats and kayakers pass by.

Leisure at Islamorada

Drop Anchor pool deck is available. Guests can explore nearby attractions, restaurants, shopping locations, or fishing charters. Theater of the Sea is a 9-minute walk from Drop Anchor Resort and Marina. The History of Diving Museum is a three-minute drive. Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park are available to explore. Bud n' Mary's Dive Center and Bluefin Rock Harbor Marina are worth visiting.

Location Perks

Drop Anchor is located in Islamorada, Florida Keys. Nearby landmarks include Lobster Trap Art Gift Shop and Gallery (4 km), Whale Harbor Marina (2 km), Rain Barrel Sculpture Gallery (3 km), History of Diving Museum (3 km), Keys History & Discovery Center (5 km), Windley Key Fossil Reef Geological State Park (0.5 km), Islamorada (3 km), Founders Park Beach (3 km), Crossland Gallery (2 km), and Founders Park (3 km). Hog Heaven Sports Bar and Grill and Ziggie's are within walking distance.

Services and Amenities

Drop Anchor Resort & Marina offers trailer parking and boat docking. Wi-Fi is accessible in public areas. Amenities include complimentary wireless Internet access, a picnic area, and barbecue grills. Beach towels are provided. Each room includes thoughtful touches such as premium bedding. You'll get an honest taste of what life is about in the laid back American Caribbean Islands called The Florida Keys - one of the most spectacular outdoor destinations in the world. Ironing facilities, Heating, and Air conditioning are provided.

“This Islamorada resort distinguishes itself with a retro, art deco vibe and a coveted beachfront location. Guests consistently praise the spacious rooms and the appeal of private patios overlooking the water; it's a spot designed for relaxation. Add in kayaks, paddleboards, and grilling facilities, and you have a recipe for a memorable, community-focused stay.”
Hotel logo
Isabella MooreSenior Editorial Director at Petfriendlyhotels
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Select your room type

Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special deals
Standard Room Double Queen
2 persons
250 sq. feet 
2 Double beds
Shower
Coffee machine
Standard Room Single Queen
2 persons
250 sq. feet 
1 Double bed
Shower
Air conditioning
Family Suite
2 persons
250 sq. feet 
2 King Size Beds
Shower
Balcony
Ocean Front King Suite Full Kitchenette
2 persons
250 sq. feet 
1 King-size bed and 1 Sofa bed
Shower
Air conditioning
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Price and room availability calendar

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Facilities

Enjoy premium amenities for a relaxing stay with your pet
Facilities: Very good
7.9/10Review 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

  • Cookware/ Kitchen utensils

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
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Drop Anchor Resort & Marina Location

84959 Overseas Highway, Islamorada, Florida, United States, 33036
Map view
84959 Overseas Highway, Islamorada, Florida, United States, 33036
Nearby
Mile Marker 84.5 Windley Key
Windley Key Fossil Reef Geological State Park
1100 ft
Restaurants
Island Grill
2400 ft
85501 Overseas Hwy
Nicky's Grill
2800 ft
84721 Overseas Hwy
Explore Islamorada
Explore Islamorada
Top Attractions
Activities
Dining
Entertainment
Windley Key Fossil Reef Geological State Park
4 minutes' walk
Fossilized coral reef formations and scenic trails highlight this park's geological history and nature.
History of Diving Museum
4 minutes' drive
This museum offers insights into the history of diving, with intriguing exhibits and guided tours.
Rain Barrel Sculpture Gallery
4 minutes' drive
An artistic haven featuring unique sculptures from local artisans in a charming outdoor setting.
Whale Harbor Marina
3 minutes' drive
A bustling marina known for seafood dining, fishing charters, and stunning views of the water.
Snorkeling Tours
5 minutes' drive
Guided snorkeling trips provide an adrenaline rush while exploring vibrant marine life in the coral reefs.
Yoga on the Beach
10 minutes' drive
Relax and rejuvenate with beachside yoga sessions, perfect for winding down and connecting with nature.
Island Grill
9 minutes' walk
Casual dining with a Caribbean twist, known for its fresh seafood and vibrant atmosphere. Reservations recommended.
Nicky's Grill
11 minutes' walk
A local favorite for comfort food, offering hearty burgers and sandwiches in a laid-back setting.
Jazz Night at the Green Turtle Inn
3 minutes' drive
Enjoy live jazz music in a cozy setting while savoring delicious seafood and cocktails.
Lobster Trap Art Gift Shop and Gallery
6 minutes' drive
A charming venue showcasing local art and crafts, perfect for browsing and finding unique souvenirs.
Getting around
City Centre
Islamorada7 min  ·  2.7 mi
Bus
Bus stop5 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 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 331 verified reviews
7.7/10
Very good
73%
Recommend
Cleanliness
8.1/10
Comfort
8.3/10
Facilities
7.9/10
Free Wi-Fi
8.4/10
Location
8.7/10
Staff
8.5/10
Value for money
7.6/10
Pros
Excellent location
Clean rooms
Available kayaks
Well-kept hotel
Cons
Hidden fees
Unkept landscape
No parking
Guest reviews
based on 356 reviews
7.9/10
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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FAQs
About Drop Anchor Resort & Marina
What is the check-in and check-out policy at Drop Anchor Resort & Marina?
Check-in is available from 15:00 and check-out is by 11:00.
How far is Drop Anchor Resort & Marina from the Theater of the Sea?
The Theater of the Sea is just a 9-minute walk from the hotel.
What amenities are included in rooms at Drop Anchor Resort & Marina?
Rooms feature a microwave, refrigerator, coffee-making facilities, and a flat-screen TV.
What recreational activities can guests enjoy at Drop Anchor Resort & Marina?
Guests can enjoy swimming in the heated saltwater pool, kayaking, paddleboarding, and lounging on the private beach.
Is there parking available at Drop Anchor Resort & Marina?
Free public parking is available on-site.
Are there any nearby attractions to Drop Anchor Resort & Marina?
Nearby attractions include the History of Diving Museum, which is a 3-minute drive away, and Indian Key Historic State Park, located 11 km from the hotel.
Does Drop Anchor Resort & Marina offer any spa services?
The hotel provides massage services as part of its wellness offerings.
What languages are spoken by the staff at Drop Anchor Resort & Marina?
The staff primarily speaks English.
What family-friendly amenities are available at Drop Anchor Resort & Marina?
Families can enjoy free access to beach toys, hammocks, and picnic areas on the property.
Can guests dock their boats at Drop Anchor Resort & Marina?
Boat docking is possible at the hotel.
What features make Drop Anchor Resort & Marina a beach-friendly hotel?
The hotel provides direct beach access, sun loungers, and beach umbrellas for guests.

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Check-in
29Apr2026Select date
Check-out
30Apr2026Select date
Rooms and Guests2 Guests, 1 Room