We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
The latest reviews. The lowest prices. The perfect place to shop for hotels.

Drop Anchor Resort

Show Prices
Certificate of Excellence
Enter dates for lowest prices
powered by PriceFinder
Check In Check Out
1 room 2 adults 0 children
We check 200+ sites to find the latest and lowest prices.
Professional photos
Drop Anchor Resort
Drop Anchor Resort
Panoramas (7)
View Map
{"scriptFlags":null,"containerClass":null,"widget":{"name":"ibex_photo_carousel","divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"moduleList":["handlers"],"template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"}}}
Add Photo Write a Review

709 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
  • More
Showing 660: English reviews
Start your review of Drop Anchor Resort
 Click to rate
Smyrna, Delaware, United States
Reviewed 2 days ago NEWvia mobile

This was our second year to spend a week at the Drop Anchor and it was a no brainer to make our reservation there again. It's such a laid back place, close to a lot of great activities and restaurants. The room was extremely spacious, we loved the outside space with plenty of lounge chairs, this place is the perfect...

 Report
Helpful?
1Thank Leslie S
Tampa, Florida
Reviewed 5 days ago NEW

We stayed 5 nights here. the people are very friendly, the room was clean and roomy. Its an older place but quiet. The A/C unit is a wall unit and a little noisy, but the weather in April was cool and breezy so we shut it off and had the windows open. So far everyone I've asked cannot identify the...

 Report
Helpful?
Thank Kristen W
Reviewed 1 week ago

We stayed two nights in the travel trailer that is permanently installed on Islamorada. It's cozy, but charming. The Drop Anchor has a great vibe and is good base for an enjoyable exploration of the keys. The staff was friendly and accommodating. We would stay there again in a heartbeat.

 Report
Helpful?
1Thank Dragonrom
Reviewed 2 weeks ago via mobile

We enjoyed our stay and it was suitable for our needs as a family. Very much just a good Motel though. The high price keeps the clientele civilised. Everything worked in the rooms and all was kept clean - though the rooms could really do with an update as the bathroom was very dated. We didn't have a safe in...

 Report
Helpful?
Thank Gareth B
Atlanta, Georgia
Reviewed 2 weeks ago via mobile

I was a bit skeptical about this place when I pulled up and seen the "motel" sign but it is far from one. My family and I loved this place. It was quiet, clean, well kept and managed. It doesn't have all the water sports, Tiki Bars or beach fronts but u won't be disappointed. U can take a short...

 Report
Helpful?
1Thank Arthur R
Blythewood, SC
Reviewed 2 weeks ago via mobile

I wasn't sure what to expect because some reviewers on Tripadvisor were disappointed when they arrived at Drop Anchor. I was delighted, however. We stayed in room 5, which was splendid. It was spacious and included a private patio with Adirondack chairs and table, and a deck with lounge chairs and table extendedfrom the patio. The sandy "beach" is freshly...

 Report
Helpful?
Thank LookingforGilligan
Stephen K, Manager at Drop Anchor Resort, responded to this review

Thank you for taking time to review our resort. This is A great review and we are glad that you did not let our few negative reviews sway you from staying with us.We all receive bad reviews form time to time but our good reviews far out weigh the bad.Reviews like this let us know our hard work and attention...

Oswego, Illinois
Reviewed 3 weeks ago via mobile

The drop anchor resort is Very clean and has friendly staff!!! Adorable buildings with a nice beach and pool. Lots of seating and hammocks. Location is ideal. Great find. Will return! 👍🏻👍🏻🌴🌴☀️☀️🦎🦎🦎🐠🐟🐡🐬🦈🐳🐋

 Report
Helpful?
1Thank SuzanneWiniecki
Walnut Creek, California
Reviewed 4 weeks ago

Look, you need to know what to expect here. If you're expecting modern five-star luxury, go elsewhere. If you're looking for a genuine Keys experience in a wonderful spot, along with a good night's sleep, go here. The location is fantastic. Right on the water, nice 'beach' (hint: there are few real beaches on the Keys), good restaurants within a...

 Report
Helpful?
1Thank Steven J
chicago
Reviewed 4 weeks ago

So we expected a really nice place based on photos and reviews. The pool was nice and the seating area outside was ok. Our room was very old. Not white like the photos showed. It smelled of so much bleach. When we laid down at night the smell was so strong it gave me a headache. The bathroom had rusted...

 Report
Helpful?
Thank trudesign
Stephen K, Manager at Drop Anchor Resort, responded to this review

Thank you for taking time to review our resort. It"s obvious to us that this guest had some other problem such as room location Ect... Were not sure what "not white like the photos showed" means? And what that has to do with the age of the resort? We are aware that some guest have A very low tolerance to...

North Liberty, Iowa
Reviewed 4 weeks ago via mobile

We only stopped for one night on the way from Miami to Key West. Very clean and well kept. Wish we could have spent more time as the grounds were very nice and would have been a great way to spend an afternoon. It is not a brand new place of course, so don't expect brand new fixtures etc. But...

 Report
Helpful?
Thank CherylDerek

849 photos of this hotel

Traveller photos: See what travellers like you saw

Viewed
All Traveller Photos (553)
Viewed
Room/Suite (52)
Viewed
View from Room (35)
Viewed
Pool/Beach Area (72)
Viewed
Hotel & Grounds (141)
Viewed
Family/Play Areas (1)
Viewed
Bathroom (5)
Viewed
Dining (5)
Viewed
Other (242)

TripAdvisor Photos: Professional photos exclusively commissioned by TripAdvisor

Viewed
All TripAdvisor Photos (203)
Viewed
Beach (17)
Viewed
House Cottage (54)
Viewed
House Cottage Oceanfront Pool View (25)
Viewed
Oceanfront Suite (41)
Viewed
Pool (22)
Viewed
The Hotel (44)

Management photos: Courtesy of the property manager

Viewed
All Management Photos (93)
Viewed
Pool/Beach Area (8)
Viewed
Hotel & Grounds (14)
Viewed
Room/Suite (9)
Viewed
Bathroom (2)
Viewed
View from Room (2)
Viewed
Other (58)
Check In Check Out
Hotels you might also like...
Travellers also viewed these Islamorada hotels
8.1 km away
Amara Cay Resort
Amara Cay Resort
#6 of 19 in Islamorada
1,278 reviews
1.0 km away
Pelican Cove
Pelican Cove
#5 of 19 in Islamorada
632 reviews
1.2 km away
Postcard Inn Beach Resort & Marina
Show Prices
Show Prices
Show Prices
5.2 km away
Cheeca Lodge & Spa
Cheeca Lodge & Spa
#7 of 19 in Islamorada
3,180 reviews
4.5 km away
Casa Morada
Casa Morada
#2 of 19 in Islamorada
917 reviews
4.7 km away
Islander Resort, a Guy Harvey Outpost
Show Prices
Show Prices
Show Prices

Amenities

Highlights
  • Pool
  • Free Parking
  • Free High Speed Internet ( WiFi )
About the property
  • Non-Smoking Hotel
  • Wheelchair Access
Things to do
  • Pool
Room types
  • Kitchenette
  • Non-Smoking Rooms
In your room
  • Air Conditioning
  • Microwave
  • Refrigerator in room
Internet
  • Free Internet
  • Free High Speed Internet ( WiFi )
Services
  • Free Parking
Official Description (provided by the hotel)
Life at Drop Anchor is simple, intimate, and unforgettable... Drop Anchor Resort and Marina is a unique oceanfront hideaway nestled in the heart of the fabulous "purple isle" of Islamorada. Intimate and private, accommodations range from Standard rooms to Suites, in most cases with private balconies. Each room is individually designed with a tropical flair befitting the unique island spirit of the fabulous Florida Keys. Our history is rich; wed have been a landmark in Islamorada for more than 50 years. We aspire to keep the "Old FL Keys" spirit alive while offering just 18 fresh, updated rooms with charming amenities for our guests' comfort is one of our top priorities. We strive to ensure rooms are among the most immaculate in the Florida Keys. Lush palm trees sway over our beautiful pool and private beach. Our grounds feature colorful tropical flora, relaxing sitting areas and hammocks swaying under tall palms. The property also boasts an Oceanside dock and private boat ramp available to our guests. Located in the "Fishing Capital of the World", we are within a few miles of the best dining and water sports in the Florida Keys. Our memorable resort hotel is located approximately 80 miles south of Miami International Airport and 85 miles north of Key West. Get lost and found in paradise at Drop Anchor Resort and Marina. ... more   less 

Additional Information about Drop Anchor Resort

Address: 84959 Overseas Hwy, Islamorada, FL 33036
Region: United States > Florida > Florida Keys > Islamorada
Price Range: €139 - €301 (Based on Average Rates for a Standard Room)
Hotel Class:3 star — Drop Anchor Resort 3*
Number of rooms: 18
Reservation Options:
TripAdvisor is proud to partner with Expedia, Orbitz, Hotwire, TripOnline SA, getaroom.com, Hotels.com and HotelQuickly so you can book your Drop Anchor Resort reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
Also Known As:
Drop Anchor Hotel Islamorada
Drop Anchor Resort Islamorada, Florida - Florida Keys
Hotel Style:
#1 Best Value Hotel in Islamorada
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

Here's what travellers have asked, with answers from Drop Anchor Resort staff and other travellers.
20 questions
Ask a question
Blythewood, SC
3 months ago
Blythewood, SC

See all questions (20)

Questions? Get answers from Drop Anchor Resort staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“Property web site describes rooms individually. We found descriptions to be accurate.”
J4mmer, 13 Mar 2017 | Read review
“Definitely look at the room tours on the Drop Anchor website. Gives you a much better idea of what the layout will be.”
Rosetoluv, 12 Mar 2017 | Read review
“Room 5. The entire hotel is behind you, and you feel like you're the only ones there.”
  • Great king bed
Bagpiper22, 7 Mar 2017 | Read review
“Unit #9 is wonderful with a great ocean view from the balcony”
RonCooper1, 17 Feb 2017 | Read review
“Room 9 is the best for a couple.”
348mbm, 13 Feb 2017 | Read review
5 of 5