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From602US$ /night
Check-in
14Feb2026Select date
Check-out
15Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

84959 Overseas Highway, Islamorada, Florida, United States, 33036
-
Next to Windley Key Fossil Reef Geological State Park
Very good
7.8
8.4
/10
4.3
4.2
/5

Rooms at Drop Anchor

Drop Anchor Resort & Marina provides suites that include premium bedding and air conditioning. The hotel features suite options, each with a full kitchen including a stovetop, refrigerator, kitchenware, and oven. Some suites offer a living room, separate bedrooms, a bathroom with free toiletries, a tea and coffee maker, a seating area, a dining area, and a flat-screen TV with cable channels. Guests can select suites featuring a pool view. Some rooms have ocean views, a sofa bed, and a fully equipped kitchen. Others include a terrace with courtyard views. Décor may vary.

Dining at the Resort

Hog Heaven Sports Bar and Grill is near Drop Anchor. It features a dance club, outdoor waterside seating, and a menu of classic pub food. Ziggie's is also nearby.

Leisure and Recreation

Drop Anchor has an outdoor pool and a beach area. Guests have access to kayaks and paddle-boards. The grounds offer chairs, picnic tables, and hammocks. Trailer parking and boat docking are available. Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park are available to explore. Guests can visit Bud n' Mary's Dive Center and Bluefin Rock Harbor Marina.

Location and Points of Interest

Drop Anchor Resort & Marina is located in Islamorada, Florida. Theater of the Sea is a 9-minute walk from the hotel. The History of Diving Museum is a three-minute drive. Nearby landmarks include Whale Harbor Marina (2 km), Rain Barrel Sculpture Gallery (3 km), Upper Matecumbe Key (5 km), Michelle Nicole Lowe Art Gallery (5 km), Cowpens Anchorage (4 km), Lobster Trap Art Gift Shop and Gallery (4 km), Keys History & Discovery Center (5 km), Islamorada (3 km), Windley Key Fossil Reef Geological State Park (0.5 km), and Founders Park Beach (3 km).

Services and Amenities

Drop Anchor Resort & Marina offers complimentary wireless Internet access in public areas, a picnic area, and barbecue grills. Beach towels are included. All rooms feature ironing facilities, heating, and air conditioning.

“Drop Anchor Resort & Marina wins me over with its retro Art Deco flair and prime Islamorada setting, steps from the beach and a short hop to the Theater of the Sea; I found it's a sweet spot for families and couples seeking both relaxation and a bit of local flavor. The heated saltwater pool and outdoor grilling area add to the appeal, suggesting laid-back afternoons and convivial evenings. It's a comfortable base for exploring the Keys.”
Hotel logo
David MillerEditor, UsFlorida
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Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
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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Calendar of room availability and rates

See current availability and pricing for your dates

Facilities

Amenities are designed to ensure comfort and memorable stays

General

  • Non-smoking rooms
  • Free 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 walking
Fossilized coral reefs and nature trails highlight the park's geological history, ideal for hiking and picnics.
History of Diving Museum
4 minutes drive
Displays chronicling the history of diving, perfect for marine enthusiasts. Regular guided tours available.
Rain Barrel Village
4 minutes drive
An artistic marketplace with unique shops offering local art, crafts, and food. Family-friendly atmosphere.
Founders Park
5 minutes drive
A scenic park with recreational amenities featuring a beach, sports fields, and walking paths for relaxation.
Water Sports Rentals
9 minutes walking
Kayaks, paddleboards, and jet skis available for fun in the sun. Rentals located nearby for convenience.
Yoga on the Beach
5 minutes drive
Relaxing beach yoga classes offered twice a week, perfect for unwinding in nature's beauty.
Snorkeling Tours
10 minutes drive
Thrilling snorkeling tours to take in vibrant marine life, booking required during peak seasons.
Island Grill
9 minutes walking
Casual dining with fresh seafood dishes, relaxation by the water, and a vibrant sunset view.
Nicky's Grill
11 minutes walking
A local favorite for burgers and sandwiches, cozy atmosphere, and outdoor seating for all guests.
Morada Way Arts & Culture District
5 minutes drive
Featuring live music events, art galleries, and craft fairs, ideal for families and adults alike.
Cheeca Lodge's Tiki Bar
10 minutes drive
A lively bar with tropical drinks, live music, and a laid-back vibe for a night out in Islamorada.
Local transportation
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
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
FAQs
About Drop Anchor Resort & Marina
What is the check-in and check-out time at Drop Anchor Resort & Marina?
Check-in is at 15:00 and check-out is by 11:00.
Is parking available at Drop Anchor Resort & Marina?
Public parking is available on-site for free without a reservation.
Does Drop Anchor Resort & Marina have a pool?
The hotel features a heated saltwater pool open year-round with beach access.
What nearby attractions are accessible from Drop Anchor Resort & Marina?
Nearby attractions include Theater of the Sea (0.5 km) and the History of Diving Museum (3 km).
What amenities are included in the rooms at Drop Anchor Resort & Marina?
Rooms are equipped with air conditioning, a flat-screen TV, a microwave, a refrigerator, and coffee-making facilities.
Does Drop Anchor Resort & Marina offer beach access?
Yes, guests can enjoy a private beach area with loungers and outdoor grilling options.
Are there dining options available at Drop Anchor Resort & Marina?
The hotel provides outdoor dining areas, barbecue facilities, and is close to local restaurants such as Hog Heaven Sports Bar and Grill.
What outdoor activities are available at Drop Anchor Resort & Marina?
Guests can enjoy activities such as kayaking, paddleboarding, fishing, and access to water sports.
Is there Wi-Fi available at Drop Anchor Resort & Marina?
Complimentary Wi-Fi access is available throughout the property.
What unique features does Drop Anchor Resort & Marina offer?
The resort features Art Deco decor, lushly landscaped grounds, and a community-focused environment promoting guest interaction.
What type of guests is Drop Anchor Resort & Marina suitable for?
The hotel is ideal for families seeking a fun-filled beach vacation and couples looking for a romantic getaway.
Can I dock my boat at Drop Anchor Resort & Marina?
The hotel offers boat docking facilities and trailer parking for guests.

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