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From247US$ /night
Check-in
11Dec2025Select date
Check-out
12Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Location

Drop Anchor Resort & Marina is situated directly on the waters of Florida Bay, providing direct access to boating and fishing opportunities. The hotel is located in the Florida Keys, an area known for its tropical climate and natural beauty. Guests can explore nearby attractions such as the Everglades National Park and the Florida Keys Aquarium Encounters.

Accommodations

The hotel offers a variety of room options, including suites equipped with full kitchens and vibrant decor. Many rooms feature private balconies with scenic views of the bay. All accommodations come with essential amenities to ensure a comfortable stay.

Dining

Drop Anchor Resort & Marina features an on-site restaurant serving a range of seafood and American cuisine. Guests can enjoy al fresco dining while taking in views of the marina. Additionally, there are barbecue facilities available for guests to utilize.

Activities

The resort offers a heated outdoor pool and a private beach area where guests can relax and soak up the sun. Water sports such as paddleboarding and kayaking are available for guests looking to explore the waters. The hotel also organizes fishing charters for those interested in pursuing deeper waters.

Amenities

The resort features a marina with boat slips for easy access to the waters. A game room and lounge areas provide additional entertainment options. Free parking is available for guests traveling by car.

Highlights

Location: Waterfront views with access to boating

Dining: On-site restaurant serving seafood

Activities: Heated outdoor pool and private beach

Amenities: Marina with boat slips

“The property offers direct beach access and a heated saltwater pool, fitting for families and couples alike; kayaking and grilling are easily part of the stay. While some rooms might feel dated, its retro decor and waterfront location create a community-focused environment. It's a charming base for exploring local attractions.”
Hotel logo
James DavidEditor-in-Chief at Cheaphotels
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Select your room type

The hotel provides a selection of rooms—doubles, family rooms, and suites—with perks like free cancellation, breakfast options, and great value deals
Standard Room Double Queen
2 persons
23 m² 
2 Double beds
Shower
Coffee machine
Standard Room Single Queen
2 persons
23 m² 
1 Double bed
Shower
Air conditioning
Family Suite
2 persons
23 m² 
2 King Size Beds
Shower
Balcony
Ocean Front King Suite Full Kitchenette
2 persons
23 m² 
1 King-size bed and 1 Sofa bed
Shower
Air conditioning
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Amenities & services

Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking

General

  • Non-smoking rooms
  • Free Wi-Fi
  • Parking
  • Safe deposit box
  • No 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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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
330 m
Restaurants
Island Grill
730 m
85501 Overseas Hwy
Nicky's Grill
840 m
84721 Overseas Hwy
Explore Islamorada
Local Highlights near Drop Anchor Resort & Marina
Top Attractions
Activities
Dining
Entertainment
Windley Key Fossil Reef Geological State Park
Windley Key Fossil Reef Geological State Park
4 minutes' walk
Unique fossilized coral reefs and trails provide a glimpse into maritime history and local ecology.
History of Diving Museum
History of Diving Museum
4 minutes' drive
Comprehensive exhibits on diving and underwater exploration; informative guided tours are available.
Rain Barrel Village
Rain Barrel Village
4 minutes' drive
A charming collective of shops and galleries featuring local art, crafts, and unique coastal souvenirs.
Whale Harbor Marina
Whale Harbor Marina
3 minutes' drive
A hub for fishing charters and water sports, plus fantastic views of the marina and nearby waters.
Snorkeling Tours
3 minutes' drive
Guided snorkeling tours to vibrant coral reefs are available; equipment rental options make it easy.
Yoga on the Beach
10 minutes' drive
Relaxing beach yoga sessions are held at Founders Park Beach, offering a serene atmosphere for wellness.
Biking along the Scenic Overseas Highway
1 minute' drive
Biking opportunities abound with rentals nearby; bike along gorgeous coastal views for an exhilarating experience.
Island Grill
Island Grill
9 minutes' walk
Casual atmosphere featuring fresh seafood; signature dishes include coconut shrimp and fish tacos.
Nicky's Grill
Nicky's Grill
11 minutes' walk
Home-style comfort food with a local twist; highlights include their famous burgers and hearty breakfast options.
Lobster Trap Art Gift Shop and Gallery
Lobster Trap Art Gift Shop and Gallery
6 minutes' drive
A vibrant venue showcasing local artwork, crafts, and occasional events featuring live music.
Islamorada Brewing Company
6 minutes' drive
Craft brewery with a laid-back vibe; enjoy taprooms featuring local brews and live music on weekends.
Getting around town
City Centre
Islamorada7 min  ·  4.3 km
Bus
Bus stop5 min  ·  3.1 km
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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 not allowed.
Number of rooms:
18
Former name
drop anchor resort and marina
FAQs
About Drop Anchor Resort & Marina
What are the check-in and check-out times at Drop Anchor Resort & Marina?
Check-in is at 15:00 and check-out is at 11:00.
Is parking available at Drop Anchor Resort & Marina?
Free public parking is available on-site without a reservation.
Which nearby attractions can guests visit from Drop Anchor Resort & Marina?
Guests can visit the Theater of the Sea (0.5 km), History of Diving Museum (2 km), and Indian Key Historic State Park (3 km).
What recreational activities are offered at Drop Anchor Resort & Marina?
The hotel offers an outdoor swimming pool, tennis court, and kayaking.
What dining options are available at Drop Anchor Resort & Marina?
While there are no on-site dining options, Hog Heaven Sports Bar and Grill (3 km) offers a menu of classic pub food.
What amenities are available in the guest rooms at Drop Anchor Resort & Marina?
Rooms include air conditioning, a flat-screen TV, and a full kitchen with cookware and kitchen utensils.
How far is Drop Anchor Resort & Marina from the nearest airport?
The nearest airport is Key West International Airport, located 80 km from the property.
What specific outdoor amenities does Drop Anchor Resort & Marina feature?
The property features a private beach area with loungers, grills, and a heated saltwater pool.
Does Drop Anchor Resort & Marina have facilities for business travelers?
The hotel offers a business centre for business-related needs.

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