Drop Anchor Resort & Marina Islamorada, Islamorada - Reviews, Rooms Options & Prices 2025

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About the Resort

84959 Overseas Highway, 222, Islamorada, Florida, United States of America, 33036

Drop Anchor Resort & Marina, located in Islamorada, showcases a stunning oceanfront setting that epitomizes the charm of the Florida Keys. The resort features beautifully landscaped grounds adorned with vibrant bougainvillea and aromatic plants. Notably, the property provides a unique experience, inviting guests to immerse themselves in a laid-back American Caribbean lifestyle. Visitors can unwind in private areas designed for relaxation, while still being in proximity to local attractions.

Location

Drop Anchor Resort & Marina is conveniently located within walking distance of attractions such as the Theater of the Sea and near the History of Diving Museum. Guests can relish the surrounding tropical atmosphere and embark on short trips to local spots for dining, shopping, or fishing. The accessibility of the resort enhances the overall experience for travelers seeking diverse activities.

Rooms

The resort offers a range of accommodations, including oceanfront suites featuring a king-size bed, a queen-size futon, and full kitchens. Many rooms provide expansive views of the Atlantic Ocean and are equipped with amenities designed for comfort. Unique features include spacious living areas and private patios with loungers perfect for enjoying sunrises and sunsets.

Eat & Drink

Although specific onsite restaurants are not detailed in the provided information, it is implied that Drop Anchor Resort & Marina offers dining options for guests looking to enjoy local cuisine and casual meals nearby. Various nearby attractions, such as Hog Heaven Sports Bar and Grill, provide classic pub food to complement the resort's offerings.

Leisure & Business

Guests at Drop Anchor can take advantage of numerous recreational facilities, including an outdoor pool, beach towels, kayaks, and paddle-boards. The idyllic pool deck provides a fitting place to relax throughout the year, and areas for gatherings enhance social experiences. Visitors can also explore the natural beauty of nearby parks.

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Select your room type

The resort provides a range of accommodations, including double rooms, family rooms, and suites, all with breakfast, free cancellations, and exclusive deals.

Family Suite

Max:

6 persons

23 m²

Bed options:

2 King Size Beds

Sea view

Shower

Balcony

room details

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King Room Disability Access

Max:

2 persons

14 m²

Bed options:

1 King Size Bed

Shower

Air conditioning

room details

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Standard Queen Room

Max:

4 persons

23 m²

Bed options:

2 Double beds

Sea view

Shower

Coffee machine

room details

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Price and Room Availability Calendar

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Getting around

A list of all available modes of transport

City Center

Islamorada 2.7 mi

Bus

Bus stop 1.9 mi

Facilities

Enjoy a range of amenities at the resort designed for your comfortable stay and remarkable experiences.

Relaxing Pool Area

“The pool area was a dream with hammocks and beach chairs, creating a peaceful oasis for relaxation.” view full review

Comfy Accommodations

“The bed in our king ocean view room was incredibly comfortable, making it feel just like home during our stay.” view full review

Fully Equipped Kitchen

“We appreciated having a full kitchen with all the essentials, allowing us to prepare meals easily at our convenience.” view full review

Inviting Living Space

“Our living area was filled with natural light from all the windows, providing a lovely spot to enjoy our morning coffee.” view full review

General

Non-smoking rooms
Wi-Fi
Parking
Safe deposit box
No pets allowed
Rooms/ Facilities for disabled
Private beach
Elevator
Vending machines
Smoke detectors
Fire extinguishers

Sports & Fitness

Tennis court
Golf course

Guest Parking

Cookware/ Kitchen utensils

Services

Housekeeping

Dining

Picnic area/ Tables

Business

Business center
Meeting/ Banquet facilities
Fax/Photocopying

Children

Toys

Spa & Leisure

Saltwater pool
Heated swimming pool
Beach access
Beach umbrellas
Sun loungers
Massage
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

Location

84959 Overseas Highway, 222, Islamorada, Florida, United States of America, 33036

Map view

84959 Overseas Highway, 222, Islamorada, Florida, United States of America, 33036

City landmarks

Museums

History of Diving Museum

2.0 mi

Island

Windley Key

2100 ft

86700 Overseas Hwy Mile Marker 86.7

Rain Barrel Village

1.7 mi

Marina

Whale Harbor Marina

1.3 mi

86700 Overseas Highway

Rain Barrel Sculpture Gallery

1.7 mi

Parks

Founders Park

2.0 mi

86560 Overseas Hwy

Crossland Gallery

1.4 mi

Parks

Founders Park Beach

1.9 mi

Parks

Islamorada

2.0 mi

Cowpens Anchorage

2.4 mi

Gallery

Lobster Trap Art Gift Shop and Gallery

2.8 mi

Museums

Florida Keys History and Discovery Center

2.8 mi

Island

Upper Matecumbe Key

3.2 mi

82100 Overseas Hwy

Keys History & Discovery Center

2.8 mi

Gallery

Michelle Nicole Lowe Art Gallery

3.1 mi

Monuments and Landmarks

Hurricane Monument

3.3 mi

Hen and Chickens

3.1 mi

81868 Overseas Hwy

In the Doghouse Art Studio

3.2 mi

Gallery

Pasta Pantaleo Signature Gallery

3.5 mi

Gallery

Gallery Morada

3.5 mi

Mile Marker 78.5

Indian Key State Historic Site

3.9 mi

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

Reviews and Ratings

Feedback from previous guests about their experience.

84%

liked the resort and would come back

Helpful management

Direct beach access

Room layout quirks

Limited dining options

8.4/10

Great

Rooms

7.8

Location

9.5

Service

9.8

Dining

7.0

Gene

United States of America, January 2025

8.8/10

Our stay at Drop Anchor was truly memorable! The small, tranquil resort offered the perfect escape from the chaos of daily life. The rooms were clean and had everything we needed for our family, though a couple of design quirks made navigating between them a bit tricky. The staff, especially Zach, went above and beyond to ensure we felt safe and welcomed during our stay. With direct beach access and tons of activities like kayaking, it was a fantastic getaway for our family!

Rooms

8.0

The rooms were well-kept and equipped for our family needs, although navigating between the rooms required walking through one to get to the other.

Service

10.0

Zach and the rest of the staff were incredibly friendly and helpful, making our stay very enjoyable.

Location

9.0

The resort's proximity to the beach and the serene atmosphere were perfect for relaxing and soaking in the beauty of the Keys.

Dining

7.0

While we appreciated having a kitchenette for breakfasts, we missed nearby restaurants that were closed during our visit.

Facilities

9.0

The resort offered great recreational activities with plenty of equipment for kayaking and paddleboarding.

Helpful management

Room layout quirks

Jeff

United States of America, October 2024

6.2/10

Rooms

Service

Location

Dining

Facilities

Lloyd

United States of America, September 2024

9.0/10

I had a wonderful time at Drop Anchor! The stunning views from my room and the access to kayaks and paddleboards really made the stay enjoyable. The staff was incredibly helpful and friendly, enhancing the overall experience. However, the family suite I initially booked was outdated and not what I expected, leading to a bit of a mix-up during the stay, which took away from my experience at times.

Rooms

7.0

The first room I stayed in was not remodeled and felt a bit outdated, but the second room was much better.

Service

10.0

The staff was exceptionally friendly and attentive, making us feel welcomed throughout our stay.

Location

9.0

The location was fantastic, with direct waterfront access, making it easy to enjoy the beautiful scenery.

Dining

Facilities

9.0

The availability of kayaks and paddleboards added great value, allowing us to enjoy water activities.

Gloria

United States of America, September 2024

9.2/10

I had a fantastic experience at this hotel, where everything felt well thought out for a great stay. The location right by the beach made it easy to relax and enjoy the scenery. Rooms were cozy and clean, highlighting the attention to detail from management. While there was plenty to enjoy, I did find the dining options a bit limited which was a small drawback. Overall, the value for the amenities offered was impressive and made my stay worthwhile.

Rooms

9.0

The rooms were cozy, clean, and beautifully decorated. I felt comfortable during my stay.

Service

10.0

Zach and the rest of the staff were incredibly helpful and welcoming, making my experience even better.

Location

10.0

The hotel’s location was perfect, right on the beach with stunning views everywhere I looked.

Dining

7.0

Dining options were somewhat limited; I missed having more variety for breakfast, but the kitchenette was handy.

Facilities

9.0

The grounds were meticulously maintained, with beautiful outdoor spaces to enjoy.

Philip

United States of America, August 2024

8.6/10

I felt right at home during my stay, thanks to the incredibly accommodating staff and the immaculate hotel grounds. The location is perfect for exploring nearby attractions. However, my room was a bit quirky; the trailer setup was interesting but not very spacious, and the fridge had some issues. Overall, it’s a great place with wonderful amenities and value.

Rooms

7.0

I stayed in a unique trailer that had a queen bed and a single bed, which was definitely different from a traditional room. The setup was funky, but the ceiling felt a little low and the fridge leaked, which was annoying. Still, it was comfortable enough for my beachy stay.

Service

9.0

The staff were very friendly and helpful throughout my visit, which really added to the overall experience.

Location

10.0

The location was fantastic, with everything you needed nearby, including great spots for breakfast and lunch. Plus, it was so close to the water.

Dining

Facilities

8.0

The amenities were lovely, with a nice pool area and access to kayaks for some fun on the water. A relaxing environment with plenty of outdoor seating made for great socializing too.