Drop Anchor Resort & Marina Islamorada, Islamorada ∞ Discover spa retreats, reviews & deals for 2025

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About Resort

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

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.

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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 Queen Room

Max:

4 persons

250 sq. feet

Bed options:

2 Double beds

Sea view

Shower

Coffee machine

room details

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Standard Queen Room

Max:

2 persons

250 sq. feet

Bed options:

1 Double bed

Shower

Air conditioning

room details

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Family Suite

Max:

6 persons

250 sq. feet

Bed options:

2 King Size Beds

Sea view

Shower

Balcony

room details

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Price and Room Availability Calendar

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Getting around

Explore a range of transportation options for your spa getaway

City Center

Islamorada 2.7 mi

Bus

Bus stop 1.9 mi

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Convenient Kitchen

“The double queen suite came with a fully equipped kitchen, making it easy for my family to prepare meals during our stay.” view full review

Relaxing Pool Area

“The pool area was well maintained and provided a perfect spot for relaxation, with warm water that was inviting for a swim.” view full review

Charming Decor

“The eclectic decor of our cottage created a warm and inviting atmosphere, making us feel right at home.” view full review

Excellent Wi-Fi

“Even though the Wi-Fi wasn’t strong in our room, the connection by the pool was robust and allowed us to stay connected while enjoying the outdoors.” view full review

General

Non-smoking rooms
Wi-Fi
Free 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 <br />

Feedback from previous guests about their experience.

80%

loved the resort and would return for another relaxing stay

Beautiful beach area

Charming atmosphere

Room condition issues

Unexpected fees

8.0/10

Great

Rooms

7.4

Location

9.0

Service

9.2

Dining

6.5

Bob

United States of America, 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 of America, 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 of America, 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 of America, 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 of America, 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.