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.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.

“Pleasantly Surprised” 4 of 5 bubbles
Review of Drop Anchor Resort

Best prices for -
Check In dd/mm/yyyy Check Out dd/mm/yyyy
Prices are for 1 room, 2 adults
Show Prices
Compare best prices from top travel sites
Drop Anchor Resort
Ranked #4 of 19 Hotels in Islamorada
Certificate of Excellence
Hooksett, New Hampshire
Level Contributor
17 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 22 helpful votes
“Pleasantly Surprised”
4 of 5 bubbles Reviewed 30 April 2012

My husband and I recently traveled to Florida with some friends. Last minute, we decided to do an offshore fishing trip out of Islamorada. Islamorada offers some amazing high end places to stay but unfortunately, we were booking too late and ended up, what we thought was settling for the Drop Anchor Resort. Location was great, rooms were roomy and clean, plenty of free parking, a nice outdoor area looking out at the ocean. Nice porches off the rooms and the rate was not $850 a night like one of the other places I looked at. Nice clean comfortable place to stay for the right place. We took in an amazing sunset from a local favorite restaurant on the beach with live music. Small town but a great treat. I would stay there again and recommend it to friends.

Room Tip: If traveling with others, rooms 10 and 11 are connected by a kitchen was really convenient and you h...
See more room tips
  • Stayed April 2012, travelled with friends
    • 4 of 5 bubbles
      Value
    • 4 of 5 bubbles
      Location
    • 4 of 5 bubbles
      Sleep Quality
    • 4 of 5 bubbles
      Rooms
    • 4 of 5 bubbles
      Cleanliness
    • 3 of 5 bubbles
      Service
Helpful?
2 Thank Montana2
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Write a Review
Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / Payback Arrow
JPMiles / PAYBACK
50

686 reviews from our community

Traveller rating
    373
    218
    64
    16
    15
See reviews for
148
388
12
5
Rating summary
  • Location
    4.5 of 5 bubbles
  • Sleep Quality
    4.5 of 5 bubbles
  • Rooms
    4.5 of 5 bubbles
  • Service
    4.5 of 5 bubbles
  • Value
    4 of 5 bubbles
  • Cleanliness
    4.5 of 5 bubbles
Traveller tips help you choose the right room.   Room tips (164)
Date | Rating
  • Danish first
  • Dutch first
  • English first
  • French first
  • German first
  • Italian first
  • Portuguese first
  • Spanish first
  • Any
English first
Hobe Sound
2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 19 April 2012

My girlfriends and I spent two nights at this beautiful resort and can't wait to go back! We had a balcony room overlooking the water and the meticulously manicured beachfront area. The room was absolutely perfect and very clean. It was quiet (until we arrived...just kidding) and extremely relaxing. Thank you to Steve the Manager/Owner who was very accommodating to us. A couple of restaurants are within walking distance which was very convenient for us. Unfortunately, we made a mistake and had booked our last evening at another resort which was a totally horrible experience. So take my advice and stay at Drop Anchor....it truly is the BEST! See you soon, Steve!

  • Stayed February 2012, travelled with friends
    • 5 of 5 bubbles
      Value
    • 5 of 5 bubbles
      Location
    • 5 of 5 bubbles
      Sleep Quality
    • 5 of 5 bubbles
      Rooms
    • 5 of 5 bubbles
      Cleanliness
    • 5 of 5 bubbles
      Service
Helpful?
1 Thank Eileen C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Washington
Level Contributor
82 reviews
45 hotel reviews
common_n_hotel_reviews_1bd8 65 helpful votes
5 of 5 bubbles Reviewed 17 April 2012

We stayed here 3 nights and had a great time. Our room had glass doors along one wall and when you walk into the room you just see an amazing view over the man-made beach and the ocean - fabulous! The furniture is quite old fashioned and there's not much storage but it's clean, comfortable and a great place to relax in the Keys. The staff were friendly and all the guests seemed to be enjoying themselves. A large party had a BBQ on the beach while we were there and seemed to be having a great time - great place to get together with friends and family. Only downside was that our bathroom was the smallest I've ever seen in my life but it was clean and had everything you need so not a problem. There's a great restaurant about 5 minutes walk away too so everything you need is right here. We would love to stay here again.

Room Tip: Ask for a room overlooking the ocean - we had beach chairs on our verandah so spent many happy hours...
See more room tips
  • Stayed April 2012, travelled as a couple
    • 5 of 5 bubbles
      Value
    • 5 of 5 bubbles
      Location
    • 5 of 5 bubbles
      Sleep Quality
    • 5 of 5 bubbles
      Rooms
    • 5 of 5 bubbles
      Cleanliness
    • 5 of 5 bubbles
      Service
Helpful?
1 Thank Floridafans
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Liberty
Level Contributor
16 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 11 helpful votes
4 of 5 bubbles Reviewed 17 April 2012

This place was paradise. Now, the room was tiny and had no closet, but who stays indoors in spring in the Keys, anyway? The palm tree-studded "backyard" overlooking the ocean was beautifully landscaped and meticulously maintained. Steve, the owner/manager/something was in constant motion taking care of his tiny kingdom. He gave us several excellent recommendations for restaurants and never steered us wrong. I'd go back to Drop Anchor in a heartbeat.

Room Tip: Go on-line to view room interiors and choose from there.
See more room tips
  • Stayed April 2012, travelled as a couple
    • 5 of 5 bubbles
      Value
    • 5 of 5 bubbles
      Location
    • 5 of 5 bubbles
      Sleep Quality
    • 4 of 5 bubbles
      Rooms
    • 5 of 5 bubbles
      Cleanliness
    • 4 of 5 bubbles
      Service
Helpful?
1 Thank perielf000
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Ft. Lauderdale, Florida
Level Contributor
16 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 10 helpful votes
3 of 5 bubbles Reviewed 29 March 2012

My husband and I spent two nights at this motel in room #1. We were able to check in slightly early and the mangement was very nice. The beach area of the motel is great! Sand, hammocks, cabanas, deck chairs, pool and a great ocean view! We spent a majority of our time relaxing there. The room was just okay. It was extremely clean but, the room had very thin walls (we could hear the caged parakeets early in the morning as well as traffic from the highway), loud AC unit (The manger sent the goundsman to look at it, but the problem was not fixed), uncomforable bed and a small ant problem. I did not feel I got a good night sleep either night. It is nice to have the kitchenette in the room, but we did not need to utliize it. I would most likely look for another hotel to stay at the next time, but have not completely written it off.

  • Stayed March 2012, travelled as a couple
    • 3 of 5 bubbles
      Value
    • 4 of 5 bubbles
      Location
    • 2 of 5 bubbles
      Sleep Quality
    • 3 of 5 bubbles
      Rooms
    • 5 of 5 bubbles
      Cleanliness
    • 4 of 5 bubbles
      Service
Helpful?
1 Thank katealarm
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Hotels you might also like...
Also consider these accommodations in or near Islamorada
8.0 km away
Amara Cay Resort
Amara Cay Resort
#6 of 19 in Islamorada
4.0 of 5 bubbles 1,230 reviews
11.1 km away
Atlantic Bay Resort
Atlantic Bay Resort
#2 of 4 in Tavernier
4.5 of 5 bubbles 466 reviews
1.3 km away
Postcard Inn Beach Resort & Marina at Holiday Isle
Show Prices
Show Prices
Show Prices
1.0 km away
Pelican Cove
Pelican Cove
#5 of 19 in Islamorada
4.5 of 5 bubbles 586 reviews
4.4 km away
Casa Morada
Casa Morada
#1 of 19 in Islamorada
4.5 of 5 bubbles 895 reviews
5.3 km away
Cheeca Lodge & Spa
Cheeca Lodge & Spa
#7 of 19 in Islamorada
4.0 of 5 bubbles 3,080 reviews
Show Prices
Show Prices
Show Prices

Been to Drop Anchor Resort? Share your experiences!

Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / PAYBACK
50
JPMiles / Payback Arrow
Write a Review Add Photos & Videos

Additional Information about Drop Anchor Resort

Property: Drop Anchor Resort
Address: 84959 Overseas Hwy, Islamorada, FL 33036
Phone Number:
Region: United States > Florida > Florida Keys > Islamorada
Amenities:
Free High Speed Internet ( WiFi ) Free Parking Kitchenette Swimming Pool Wheelchair access
Hotel Style:
Ranked #4 of 19 Hotels in Islamorada
Price range (per night): ₹ 10,457 - ₹ 21,719
Hotel Class:3 star — Drop Anchor Resort 3*
Number of rooms: 18
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 
Reservation Options:
TripAdvisor is proud to partner with Hotels.com 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

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