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From178US$ /night
Check-in
02Jan2026Select date
Check-out
03Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About This Resort

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

Drop Anchor Resort & Marina - Oceanfront resort with private marina in Islamorada

Located in Islamorada, Florida Keys, this oceanfront resort features landscaped grounds with jasmine, gardenia, and native trees. The property includes an outdoor pool, private marina, and beach area facing the Atlantic Ocean. Amenities include complimentary kayaks, paddleboards, barbecue grills, and Wi-Fi. The resort is a 9-minute walk from Theater of the Sea and a 3-minute drive from The History of Diving Museum. Boat docking and trailer parking available. Hog Heaven Sports Bar and Grill, offering pub food and waterside seating, is within walking distance.

Additional perks of the hotel

Picnic area with tables and hammocks

Water equipment rental (kayaks, paddleboards)

Boat docking facilities

Beach towels provided

Outdoor event space facing the Atlantic Ocean

Gardens with tropical plants and bougainvillea

Free Wi-Fi in public areas

Room Options

Accommodations include suites, double rooms, and mobile homes with Atlantic Ocean views. Oceanfront suite features one king bed, queen futon, and private deck with loungers. Family rooms accommodate up to 4 guests with pool views. Double rooms include private bathrooms and pool views. All units feature air conditioning and flat-screen TVs with cable channels. Most rooms offer fully equipped kitchens with stovetop, refrigerator, and oven.

Other conveniences

Full kitchens with cookware and utensils

Private bathrooms with free toiletries

Tea and coffee making facilities

Dining and sitting areas

Outdoor furniture

Premium bedding

Ironing facilities

Heating and air conditioning

“Drop Anchor Resort & Marina presents a relaxed, community-focused atmosphere, enhanced by its retro Art Deco design and waterfront location in Islamorada. The resort's access to kayaks and paddleboards encourages guests to explore the surrounding waters, while proximity to attractions like Theater of the Sea adds to its appeal. In my opinion, its blend of vintage charm and outdoor amenities makes it a distinctive choice for families and couples.”
Hotel logo
Madeline ScottChief Content Curator at Allinclusiveresorts
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Choose Your Ideal Room

Choose from suites, family rooms, and more—breakfast, free cancellation, and exclusive perks included
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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Rates and Room Availability by Date

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Resort Features & Services

Unmatched comfort, unforgettable experiences—all built into your stay

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
Top Attractions
Activities
Dining
Entertainment
Windley Key Fossil Reef Geological State Park
Windley Key Fossil Reef Geological State Park
4 minutes' walk
Fossil reef formations showcase ancient coral, perfect for a scenic stroll and educational exploration.
History of Diving Museum
History of Diving Museum
4 minutes' drive
A unique dive into underwater history, featuring exhibits on diving equipment and deep-sea exploration.
Rain Barrel Village
Rain Barrel Village
30 minutes walking
An artistic marketplace with local crafts, galleries, and charming spots to pick up unique souvenirs.
Whale Harbor Marina
Whale Harbor Marina
25 minutes' walk
A hub for adventure, offering fishing charters, boat rentals, and beautiful waterfront dining options.
Snorkeling and Scuba Diving
4 minutes' drive
Experience thrilling underwater adventures with rentals available nearby for snorkeling and scuba trips.
Yoga Classes
10 minutes' drive
Relaxing yoga sessions offered at nearby studios, focusing on wellness and tranquility amidst stunning views.
Fishing Charters
25 minutes' walk
Book a local fishing charter for an exciting day on the water, targeting a variety of species in rich waters.
Kayaking at Founders Park
35 minutes walking
Enjoy a leisurely kayak trip through scenic waters and mangroves, available for rental at this nearby park.
Island Grill
Island Grill
9 minutes' walk
Casual dining with a tropical vibe. Enjoy seafood and signature cocktails with waterfront views.
Nicky's Grill
Nicky's Grill
11 minutes' walk
Famous for its fresh seafood and burgers, this local favorite offers a relaxed atmosphere and great service.
Morada Bay Beach Cafe
10 minutes' drive
Beachfront dining with a diverse menu, famous for its sunset views and live music on weekends.
Cheeca Lodge's Nikai Sushi
5 minutes' drive
Upscale sushi bar offering fresh, innovative dishes. Reservations are recommended due to its popularity.
Theater of the Sea
10 minutes' drive
Marine park with dolphin shows and exotic animal exhibits, engaging for families and marine-life enthusiasts.
Little Palm Island Bar
15 minutes' drive
A tropical bar atmosphere with live music regularly, offering a perfect spot for cocktails and socializing.
Islamorada Brewery & Distillery
6 minutes' drive
Local brewery offering craft beers and tours. Great for those looking to unwind with a drink and live events.
Village Square at Tradewinds Plaza
4 minutes' drive
Youth theater productions and family-friendly events make this a vibrant community entertainment venue.
Transportation Options & Local Travel
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 by 11:00.
Is parking available at Drop Anchor Resort & Marina?
Free public parking is available on-site without the need for a reservation.
What are some of the highlights of staying at Drop Anchor Resort & Marina?
Highlights include an oceanfront setting, a heated saltwater pool, complimentary Wi-Fi, and access to kayaks and paddleboards.
What dining options are available on-site at Drop Anchor Resort & Marina?
There is an outdoor dining area with barbecue facilities, but the resort does not have a formal restaurant.
What room amenities are available at Drop Anchor Resort & Marina?
Rooms feature a flat-screen TV, air conditioning, a microwave, a refrigerator, and coffee-making facilities.
Which nearby attractions can guests visit from Drop Anchor Resort & Marina?
Nearby attractions include the Theater of the Sea (0.5 km), History of Diving Museum (3 km), and Indian Key Historic State Park (11 km).
Does Drop Anchor Resort & Marina provide beach access?
Yes, the resort has a private beach area with sun loungers and beach towels available for guests.
What recreational activities can guests enjoy at Drop Anchor Resort & Marina?
Guests can enjoy water sports, fishing, and relaxing by the outdoor pool or private beach.
What type of hotel is Drop Anchor Resort & Marina?
It is a family-friendly beachfront hotel offering outdoor adventure opportunities.

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