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From377US$ /night
Check-in
18Jan2026Select date
Check-out
19Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About Resort

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

Drop Anchor Resort & Marina, a 3-star Islamorada hotel, features an outdoor pool, lushly landscaped grounds, and a variety of water activities. The property offers air-conditioned accommodations with kitchens and patio areas, perfect for enjoying ocean views.

Rooms & Amenities

Each room at Drop Anchor Resort & Marina includes thoughtful touches such as premium bedding and air conditioning, with many featuring a fully equipped kitchen and private patio. Guests can enjoy the luxury of oceanfront suites including a king-size bed, queen-size futon, and loungers overlooking the Atlantic.

Dining & Nearby Options

Dining options include outdoor gatherings in a sandy atmosphere facing the ocean, where guests can relax and enjoy their meals. Nearby dining options like Hog Heaven Sports Bar and Grill, offer classic pub food and live entertainment.

Leisure & Attractions

Leisure opportunities at Drop Anchor include an outdoor pool, beach towels, kayaks, and paddleboards for guests to explore the surrounding waters. Notable nearby attractions include the Theater of the Sea, located just a 9-minute walk away, and Indian Key Historic State Park for nature enthusiasts.

Services & Transportation

Drop Anchor Resort & Marina provides convenient services such as Wi-Fi access in public areas and trailer parking for visitors. The hotel's location allows easy access to local bus transport at Tavernier at Mile Marker 87, offering additional mobility for guests.

Must-do experiences

  • Savor the famous Key Lime Pie at Mrs. Mac's Kitchen.
  • Snorkel at the John Pennekamp Coral Reef State Park for vibrant sea life.
  • Visit the History of Diving Museum for fascinating local artifacts.
  • Explore the scenic paths of the Anne's Beach for a peaceful day.
  • Indulge in fresh seafood at the Lorelei Restaurant & Cabana Bar.
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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and 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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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • Non-smoking rooms
  • Free Wi-Fi
  • Free 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
1100 ft
Restaurants
Island Grill
2400 ft
85501 Overseas Hwy
Nicky's Grill
2800 ft
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 walking
A stunning natural landmark featuring fossilized coral reefs and walking trails, showcasing the area's geological history.
History of Diving Museum
History of Diving Museum
4 minutes drive
Offering insights into the world of diving, this museum features displays of diving equipment and historical artifacts.
Rain Barrel Village
Rain Barrel Village
4 minutes drive
A charming artisan village known for its local art galleries and shops, including the iconic giant lobster sculpture.
Founders Park
Founders Park
5 minutes drive
A family-friendly park featuring a beach, playgrounds, and sports facilities, ideal for outdoor activities and picnics.
Snorkeling Tours
15 minutes drive
Exciting snorkeling tours available nearby, offering vibrant marine life experiences. Rentals can be arranged through local providers.
Yoga on the Beach
7 minutes drive
Relaxing beach yoga sessions offered at a nearby beach, suitable for all levels. Check schedules for class times.
Island Grill
Island Grill
9 minutes walking
Casual dining with a tropical vibe, featuring fresh seafood and island-inspired dishes. Reservations recommended for peak times.
Nicky's Grill
Nicky's Grill
11 minutes walking
A cozy spot known for its delicious local fare. Perfect for a quick bite, offering vegetarian options and hearty portions.
Islander Watersports
6 minutes drive
A lively location for water activities, often featuring live music and events on weekends. Great for all ages!
Morada Way Arts and Cultural District
5 minutes drive
A vibrant area hosting arts events, galleries, and open studios. Check for scheduled events and exhibitions throughout the year.
Getting around
City Centre
Islamorada7 min  ·  2.7 mi
Bus
Bus stop5 min  ·  1.9 mi

Reviews and Ratings

Feedback from previous guests about their experience.
Guest reviews
5.0/10
based on 5 reviews
7.8
7.8/10 based on 362 reviews
Bob
United States, February  2025
9.2/10

Our stay at Drop Anchor was truly delightful! The views from our room were breathtaking, and the access to the beach made our vacation feel even more special. The recreational options available, like the kayaks and paddleboards, were a fantastic addition to our experience. If I had to mention any downsides, it would be that the surrounding area requires a bit of driving to reach popular attractions, but that didn't take away from our enjoyment at the resort.

Rooms
10.0
The rooms were clean and modern, featuring a comfortable living area and a fully equipped kitchen that made our stay feel like home.
Service
10.0
Zach, the owner, went above and beyond to ensure we had everything we needed, making us feel right at home with his warm hospitality.
Location
8.0
While it's a bit remote, the tranquil surrounding environment added to our relaxation, and the beach access was definitely worth it.
Dining
Facilities
9.0
The resort features a lovely swimming pool and various outdoor areas for lounging, which enhanced our experience significantly.
Richard
United States, December  2024
8.8/10

My stay at Drop Anchor was truly memorable! The property was exceptionally clean and the views were absolutely breathtaking. I appreciated the easy access to waterfront activities like kayaking and the welcoming atmosphere, which encouraged friendly conversations with other guests. The only downside was the tight bathroom space, but overall, the experience was delightful and great value for money.

Rooms
9.0
The room was cozy and well-maintained, featuring a lovely view from the back sliding glass doors. The bedding was comfortable, and waking up to the sunrise made it feel special.
Service
10.0
The service provided by Zach and the staff was top-notch. They made sure we had everything we needed and were always ready to help, which really added to our experience.
Location
Dining
7.0
Having the kitchenette was a major plus for breakfasts, but dining options nearby provided plenty of variety for meals, which we enjoyed during our stay.
Facilities
9.0
The facilities were well-kept, featuring beautiful grounds and a nice pool area. The availability of kayaks and paddleboards was fantastic and made our stay even more enjoyable.
John
United States, November  2024
8.4/10

This resort provides a delightful taste of the Keys, featuring immaculately landscaped grounds and a warm, welcoming atmosphere. The ocean view from my room was breathtaking, and the modern decor perfectly complemented the nostalgic vibe. However, the pool's temperature left much to be desired, making it less enjoyable than it could be. Overall, it's a charming place that just needs a little adjustment to become even better.

Rooms
9.0
My room was spacious and offered stunning ocean views. It had a nice modern touch while still feeling cozy. However, it would have been great to have an extra chair so I could relax while my partner slept.
Service
10.0
The service was exceptional, with Zach and his team being incredibly friendly and helpful. They truly made me feel welcome during my stay.
Location
10.0
This resort is ideally situated, providing easy access to the beach and nearby restaurants. The panoramic views during sunset were absolutely magical.
Dining
6.0
While I appreciated having a kitchenette for breakfast, there weren't many dining options available on-site. It would be nice to see a more robust culinary experience offered.
Facilities
7.0
The pool area was beautifully maintained, but unfortunately, the water was a bit too chilly for my liking. Warmer water would definitely enhance the experience.
Marshall
United States, October  2024
7.2/10

My stay at this resort was a mixed bag. The location by the beach offered beautiful views, and I truly loved the quaint, charming atmosphere that felt like the real Florida Keys. However, the condition of my assigned room left much to be desired, and the surprise amenity fee was a bit of a letdown. Overall, while I appreciated certain aspects of my stay, it didn't quite meet my expectations given the price.

Rooms
5.0
I was placed in a room that felt more like a converted storage space. It had a decent level of cleanliness, but there were issues like grit on the floor and no hot water at the sink.
Service
7.0
The manager was incredibly nice and accommodating, but the issues with the amenities fee and room conditions were disappointing.
Location
9.0
The resort is beautifully located right on the beach, making it easy to enjoy stunning sunrises and a picturesque view, although it wasn't within walking distance of restaurants.
Dining
8.0
While I didn't dine on-site, the kitchenette was handy for quick breakfasts, and given the relaxed atmosphere, I could only imagine enjoying a meal outdoors.
Facilities
7.0
The resort's beach area was lovely and well-kept, providing a relaxing environment, but I think it could use some updates in terms of recreational equipment.
Beautiful beach area
Room condition issues
David
United States, October  2024
7.0/10

Our stay at the resort was quite mixed. The beautiful grounds featuring expansive beach access and a scenic environment made for a lovely experience. However, the room we got fell short of expectations, with issues regarding cleanliness and comfort. While the staff was welcoming, it lacked some amenities we were hoping for. Overall, it has its charms, but improvements are definitely needed to match the price tag.

Rooms
5.0
We experienced several issues with cleanliness, and the room felt rather cramped and noisy. It appeared outdated, and we encountered bugs, which was concerning.
Service
9.0
The staff was welcoming and accommodating, offering helpful recommendations and free drinks upon arrival.
Location
9.0
The resort is beautifully situated on the ocean and provided a relaxing atmosphere, with easy access to the beach and nearby attractions.
Dining
5.0
We appreciated having a kitchenette for breakfasts, but the dining options overall were underwhelming and could be improved.
Facilities
8.0
The grounds were lovely and well-maintained, offering nice outdoor areas for relaxation.
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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 from 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 amenities does Drop Anchor Resort & Marina offer for guests?
Amenities include a heated saltwater pool, beach access, kayaks, paddleboards, picnic areas, and barbecue facilities.
What dining options are available at Drop Anchor Resort & Marina?
While there is no on-site restaurant, nearby options include Hog Heaven Sports Bar and Grill, and Ziggie's, both within walking distance.
Which attractions are near Drop Anchor Resort & Marina?
Nearby attractions include Theater of the Sea (0.5 km) and the History of Diving Museum (3 km).
What room features can guests expect at Drop Anchor Resort & Marina?
Rooms include air conditioning, a flat-screen TV, a microwave, a refrigerator, and coffee-making facilities.
What leisure activities are available at Drop Anchor Resort & Marina?
Guests can enjoy fishing, water sports, and beach activities, along with access to an outdoor swimming pool.
Does Drop Anchor Resort & Marina provide internet access?
Complimentary Wi-Fi access is available throughout the property.
Is there a swimming pool at Drop Anchor Resort & Marina?
Yes, the hotel features a heated saltwater swimming pool open year-round.
What additional facilities are available for families at Drop Anchor Resort & Marina?
The resort includes a picnic area and outdoor dining spaces suitable for families.
What kind of views can guests enjoy from their rooms at Drop Anchor Resort & Marina?
Rooms provide views of the courtyard, while some also feature private patios overlooking the ocean.
How far is the nearest airport from Drop Anchor Resort & Marina?
The nearest airport is approximately 100 km from the hotel.

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