Drop Anchor Resort & Marina, Islamorada ~ Reviews, Room Choices & Prices 2025

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Key details

About the Resort

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

Drop Anchor Resort & Marina offers a unique blend of relaxation and adventure in the picturesque Florida Keys. Nestled in Islamorada, this oceanfront resort showcases stunning views of the Atlantic, complemented by lushly landscaped grounds adorned with exotic plants and flowers. Known for its laid-back ambiance, the resort provides a quintessential Caribbean experience that keeps guests returning year after year.

Location

Located a short distance from key attractions such as Theater of the Sea and the History of Diving Museum, Drop Anchor offers easy access to the natural beauty of the area. Guests can explore Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park, enhancing their Keys experience through recreation and exploration.

Rooms

The accommodations at Drop Anchor consist of beautifully furnished suites that include one king size bed, a queen size futon, and a fully equipped kitchen. Each suite provides ocean views from private patios furnished with loungers, enhancing the beachfront experience. Premium bedding, air conditioning, and flat-screen TVs with cable channels are standard in all rooms.

Eat & Drink

While specific onsite restaurants are not detailed, guests can expect a variety of options suited to different tastes, complemented by a beach area that encourages outdoor dining. The resort's proximity to local eateries ensures a blend of traditional Caribbean and classic pub cuisines are within easy reach.

Leisure & Business

Drop Anchor Resort offers a range of recreational facilities, including an outdoor pool and access to beach towels, kayaks, and paddleboards. Guests can also unwind on the pool deck or participate in nearby fishing charters, perfectly embodying the spirit of relaxation and adventure the Keys are known for.

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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

Max:

4 persons

23 m²

Bed options:

2 Double beds

Sea view

Shower

Coffee machine

room details

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Standard Room Single Queen

Max:

2 persons

23 m²

Bed options:

1 Double bed

Shower

Air conditioning

room details

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Family Suite

Max:

6 persons

23 m²

Bed options:

2 King Size Beds

Sea view

Shower

Balcony

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Price and Room Availability Calendar

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Getting around

Explore available ways to reach your dream destination

City Centre

Islamorada 4.3 km

Bus

Bus stop 3.1 km

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Spacious & Clean

“I was pleasantly surprised by the size of the apartments at Drop Anchor. We stayed in room 7, and it was absolutely perfect! It had all the necessary amenities, was spotless, and offered stunning views of the water.” view full review

Perfect Relaxation Spot

“I loved spending my afternoons lounging in the hammocks under the palm trees. It felt like a slice of paradise! The atmosphere was incredibly relaxing, making it the ideal space for unwinding after a day of exploring.” view full review

Comfortable & Functional

“Our remodelled bathrooms were equipped with modern fixtures, which made our stay comfortable. It was nice to have either a kitchenette or the option to prepare light meals, enhancing our overall experience.” view full review

Comfy Beds

“The beds were large and super comfortable, allowing us to get some great sleep each night. Having a well-designed sleeping space made our getaway even more enjoyable. We simply loved retreats to our cozy rooms!” view full review

General

Non-smoking rooms
Wi-Fi
Parking
Safe deposit box
No pets allowed
Rooms/ Facilities for disabled
Private beach
Lift
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 centre
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, 33036

Map view

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

City landmarks

Museum

History of Diving Museum

3.2 km

Island

Windley Key

620 m

86700 Overseas Hwy Mile Marker 86.7

Rain Barrel Village

2.8 km

Marina

Whale Harbor Marina

2.1 km

86700 Overseas Highway

Rain Barrel Sculpture Gallery

2.8 km

Park

Founders Park

3.2 km

86560 Overseas Hwy

Crossland Gallery

2.3 km

Park

Founders Park Beach

3.0 km

Park

Islamorada

3.2 km

Cowpens Anchorage

3.9 km

Gallery

Lobster Trap Art Gift Shop and Gallery

4.5 km

Museum

Florida Keys History and Discovery Center

4.5 km

Island

Upper Matecumbe Key

5.1 km

82100 Overseas Hwy

Keys History & Discovery Center

4.6 km

Gallery

Michelle Nicole Lowe Art Gallery

5.0 km

Monument

Hurricane Monument

5.4 km

Hen and Chickens

4.9 km

81868 Overseas Hwy

In the Doghouse Art Studio

5.2 km

Gallery

Pasta Pantaleo Signature Gallery

5.6 km

Gallery

Gallery Morada

5.6 km

Mile Marker 78.5

Indian Key State Historic Site

6.4 km

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

Reviews and Ratings

Feedback from previous guests about their experience

82%

liked the resort and would come back again

Helpful management

Direct beach access

Room layout quirks

Limited dining options

8.2/10

Great

Rooms

7.8

Location

9.5

Service

9.8

Dining

7.0

Gene

United States, 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, October 2024

6.2/10

Rooms

Service

Location

Dining

Facilities

Lloyd

United States, 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, 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, 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.