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Recent guest reviews

Daniel at the front desk was great. Old motel but very nice.

Very old and in need of work

Room was very clean, had a small private outdoor seating area. Property was very nice, has a heated pool and sandy beach area right on the water. Plenty of chairs for guests to spread out, has a relaxing atmosphere. Staff is very friendly. Only con is that there is no food or drink on site, but there are several good restaurants nearby. I would definitely recommend, we would stay here again.

Great place to stay, relax and enjoy the keys! We stayed in room 3 and loved it! The beachfront patio was perfect for morning yoga and relaxing in our own space! The grounds were nice and we enjoyed the pool both days we were there. Cliff and Stephen were awesome in the office! We would stay again! Oceanfront room was key!! The island and the restaurants near by were also fantastic!

Stayed in ocean front with kitchen. Very nice. Property was nice. 50s vibe. Great view. Got new towels daily. Friends stayed in smaller rooms which are modest. Some very modest. Protect yourself from those rooms by spending a little more if space and views are important.

Excellent. Super huge room with ocean view. I recommended.

Great little spot to stay! Rooms we designed well and align with the boutique hotel design feel you'd want to experience in the Keys. Thoughtful small touches everywhere such as salt scrub on the bathroom vanity for your use. Kitchen was great to have. "Beach" area was set up nice for relaxing and was very quiet and peaceful. Staff was very friendly.

The walls in our room need painting. I saw some hair on the walls in the bathroom like it wasn’t clean properly! Also the bathroom door needs painting!

Great spot. Quiet with pretty water view. Convenient location. Small, older "Mom & Pop" place.

The location and amenities were good but the room was a let down. The bedding was clean but the bed was broken. There was mold in the ac unit. The bathroom shower head holder and the exhaust were broken. The metal on the hammock had been eroded by sea air and broke on me. If you have allergies, do not stay here.

Beautiful place to stay, perfect for what we needed. Only wish there was a better place to swim in the ocean on the property.

I loved this cute little place! It was small and not too busy! We mostly had the pool to ourselves and the view of the ocean was wonderful!! The only thing is that’s it’s close to the highway so the traffic was a little loud at times but overall loved this place and would recommend to friends and would stay again! It was really hard to leave!!

Nice location on the waterfront and friendly staff.

The property has a beautiful area with palm trees overlooking the ocean.

Overseas Highway, 222 Islamorada FL

Hotel highlights

  • Free WiFi in rooms and public areas
  • Free parking
  • Outdoor pool
  • Business center

Located within a 5-minute walk of Windley Key Fossil Reef Geological State Park, Drop Anchor is within a few miles (5 km) of Founders Park. This 18-room, 3-star hotel has conveniences like a private beach, an outdoor pool, and free in-room WiFi.


Rooms

Guests can expect to find free WiFi and flat-screen TVs with cable channels. Beds sport premium bedding and bathrooms offer hair dryers and free toiletries. Other standard amenities include coffee makers, ceiling fans, and ironing boards. Limited housekeeping is available.


Property features

Guests of Drop Anchor enjoy an outdoor pool, free WiFi in public areas, and a business center. If you drive, put free parking to good use. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, free use of bicycles, and free newspapers.

Room options

Resort View Family Suite w/ Kitchen

2 Queen Beds and 2 Twin Beds | Sleeps 6

Oceanfront Queen Room

1 Queen Bed | Sleeps 2

Ocean View Double Queen Room

2 Queen Beds | Sleeps 4

Resort View Queen Room w/ Kitchen & Private Porch

1 Queen Bed | Sleeps 2

Guest reviews for Drop Anchor

Everyone (24) Couples (7) Family (8)
4
Family

Daniel at the front desk was great. Old motel but very nice.

By on Feb 19, 2024

Review comment responded on Feb 19, 2024

Thank you for your review Gary. We hope to host your next keys getaway.

4
Everyone

By , from Cheshire on Feb 18, 2024

Review comment responded on Feb 19, 2024

Thank you for taking the time to review your stay with us. Safe travels home!

2
Family

Very old and in need of work

By on Jan 20, 2024

Review comment responded on Jan 25, 2024

Greetings John,Thank you for staying with us and for leaving us a review. If you're ever in Islamorada again, it will be our pleasure to host you again.

1
Everyone

By on Nov 5, 2023

Review comment responded on Nov 11, 2023

Greetings Maritza,We apologize your stay did meet your expectations. If you're ever in Islamorada, please give us the opportunity to make things right.

5
Everyone

By on Feb 14, 2022

4
Partner Couples

Room was very clean, had a small private outdoor seating area. Property was very nice, has a heated pool and sandy beach area right on the water. Plenty of chairs for guests to spread out, has a relaxing atmosphere. Staff is very friendly. Only con is that there is no food or drink on site, but there are several good restaurants nearby. I would definitely recommend, we would stay here again.

By on Feb 8, 2022

Review comment responded on Feb 9, 2022

We are so glad you had a great stay! Hope to see you again soon!

5
Everyone

By on Jan 24, 2022

5
Partner Couples

Great place to stay, relax and enjoy the keys! We stayed in room 3 and loved it! The beachfront patio was perfect for morning yoga and relaxing in our own space! The grounds were nice and we enjoyed the pool both days we were there. Cliff and Stephen were awesome in the office! We would stay again! Oceanfront room was key!! The island and the restaurants near by were also fantastic!

By on Jan 9, 2022

Review comment responded on Jan 9, 2022

Hi Denise, We are so happy you enjoyed your stay. You were a pleasure to host and we hope to see you again. Thank you for the awesome review!

5
Friends

Stayed in ocean front with kitchen. Very nice. Property was nice. 50s vibe. Great view. Got new towels daily. Friends stayed in smaller rooms which are modest. Some very modest. Protect yourself from those rooms by spending a little more if space and views are important.

By on Nov 13, 2021

Review comment responded on Nov 13, 2021

We are so glad you enjoyed your stay. Hope to see you again soon!

5
Family

Excellent. Super huge room with ocean view. I recommended.

By on Oct 16, 2021

Review comment responded on Oct 16, 2021

Thank you for the recommendation, Alex. We hope to see you again soon!

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