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Drop Anchor

3.0 star property
Comfortable hotel with a nearby private beach and an outdoor pool

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your current months are July, 2024 and August, 2024.
July 2024
August 2024

Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Family Suite, 2 Bedrooms, Ocean View | Exterior
Oceanfront King Suite w/ Kitchen & Private Balcony | Premium bedding, individually decorated, individually furnished
Lobby sitting area
Oceanfront King Suite w/ Kitchen & Private Balcony | Bathroom | Shower, free toiletries, hair dryer, towels

Reviews

8.8

Excellent

Popular amenities

  • Pool
  • Housekeeping
    HousekeepingHousekeeping
  • Pet friendly
    Pet friendlyPet friendly
  • Parking included
    Parking includedParking included
  • Air conditioning
    Air conditioningAir conditioning
  • Free WiFi
    Free WiFiFree WiFi
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About the neighborhood

Map
84959 Overseas Highway, 222, Islamorada, FL, 33036

What's nearby

  • Windley Key Fossil Reef Geological State Park - 4 min walk
  • Theater of the Sea - 7 min walk
  • Islamorada County Park - 3 min drive
  • Founders Park - 3 min drive
  • History of Diving Museum - 3 min drive

Getting around

  • Miami Intl. Airport (MIA) - 89 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬5 min drive
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Hog Heaven - ‬7 min walk
  • ‪Whale Harbor Restaurant Marina - ‬2 min drive
  • ‪The Whistle Stop - ‬4 min drive

About this property

Drop Anchor

Hotel by the ocean
Drop Anchor provides amenities like a garden and a business center. Active travelers can enjoy amenities like motor boating and paddleboards at this hotel. Stay connected with free in-room WiFi.
Additional perks include:
  • An outdoor pool with sun loungers
  • Free self parking
  • Free bicycle rentals, a front-desk safe, and beach towels
  • A fish cleaning table, free newspapers, and a paddleboard on site
  • Guest reviews say great things about the helpful staff
Room features
All guestrooms are individually furnished, and feature comforts such as premium bedding and air conditioning, as well as thoughtful touches like free WiFi. Guest reviews highly rate the clean rooms at the property.
Other amenities include:
  • Bathrooms with showers and free toiletries
  • Flat-screen TVs with premium channels
  • Coffee/tea makers, ceiling fans, and daily housekeeping

Languages

English

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Onsite parking includes off-street options

Food and drink

  • Coffee and tea in common areas

Things to do

  • Free bicycle rentals
  • Kayaking
  • Motor boating
  • Outdoor pool
  • Paddleboard

Family friendly

  • Outdoor pool

Conveniences

  • Free newspapers in lobby
  • Limited-hour front desk
  • Safe at front desk
  • Vending machine

Guest services

  • Housekeeping (daily)
  • Wedding services

Business services

  • Business center

Outdoors

  • Barbecue grill
  • Beach loungers
  • Beach towels
  • Beach umbrellas
  • Dock
  • Garden
  • On the waterfront
  • Picnic area
  • Pool loungers

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Stair-free path to entrance
  • Upper floors accessible by stairs only
  • Well-lit path to entrance

More

  • 2 floors
  • 6 buildings
  • Art Deco architecture
  • Built in 1963
  • Designated smoking areas

Room amenities

Bedroom

  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • Flat-screen TV with premium cable channels

Food and drink

  • Coffee/tea maker

More

  • Air conditioning
  • Ceiling fan
  • Connecting rooms available
  • Individual decor
  • Individual furnishings
  • Iron/ironing board

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 11 AM
Contactless check-out available

Special check-in instructions

The front desk is open daily from 8:00 AM - 8:00 PM
Front desk staff will greet guests on arrival

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 25 per pet, per stay
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property:

  • Resort fee: USD 35 per accommodation, per night
The resort fee includes:
  • Beach access
  • Beach loungers
  • Beach towels
  • Housekeeping
  • In-room coffee
  • Pool access

We have included all charges provided to us by the property.

Optional extras

  • Pet fee: USD 25 per pet, per stay
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards, and cash
Safety features at this property include a fire extinguisher

We should mention

This property does not have elevators
Pool access available from 7:30 AM to 6:30 PM
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

Property is also known as

Drop Anchor
Drop Anchor Islamorada
Drop Anchor Resort
Drop Anchor Resort Islamorada
Drop Anchor Hotel Islamorada
Drop Anchor Hotel
Drop Anchor Islamorada
Hotel Drop Anchor Islamorada
Islamorada Drop Anchor Hotel
Hotel Drop Anchor
Drop Anchor Islamorada
Drop Anchor Resort Marina
Drop Anchor Hotel Islamorada
Drop Anchor Hotel
Drop Anchor Islamorada
Drop Anchor
Hotel Drop Anchor Islamorada
Islamorada Drop Anchor Hotel
Hotel Drop Anchor
Drop Anchor Islamorada
Drop Anchor Resort Marina
Drop Anchor Hotel
Drop Anchor Islamorada
Drop Anchor Hotel Islamorada

Frequently asked questions

Does Drop Anchor have a pool?

Yes, this property has an outdoor pool. Pool access is from 7:30 AM–6:30 PM.

How much does it cost to stay at Drop Anchor?

As of Jul 27, 2024, prices found for a 1-night stay for 2 adults at Drop Anchor on Jul 28, 2024 start from $163.9, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Drop Anchor pet-friendly?

Yes, pets are allowed at this property. There's a fee of USD 25 per pet, per stay. Service animals are exempt from fees.

How much is parking at Drop Anchor?

Self parking is free at this property.

What time is check-in at Drop Anchor?

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM. Late check-in is available during limited hours.

What time is check-out at Drop Anchor?

Check-out is at 11 AM.

Where is Drop Anchor located?

Situated on the waterfront, this hotel is 0.2 mi (0.4 km) from Windley Key Fossil Reef Geological State Park and within 3 mi (5 km) of Rain Barrel Village and Founders Park. Islamorada County Park and History of Diving Museum are also within 3 mi (5 km).

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 624 out of 1002 reviews" "
Rating 8 - Good. 244 out of 1002 reviews" "
Rating 6 - Okay. 70 out of 1002 reviews" "
Rating 4 - Poor. 36 out of 1002 reviews" "
Rating 2 - Terrible. 28 out of 1002 reviews" "

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.6/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful and right on the water
Stayed 3 nights in Jun 2024

8/10 Good

Amanda

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was beautiful and well kept. The rooms were clean. The front desk staff, friendly and welcoming. There is a boat drop which is awesome and they are pet friendly.There is limited parking but there is grass area available to park when the lot is full. The only downfall to this place is the rooms retain moisture from the humidity, other than that this is a great little spot!
Stayed 1 night in Jul 2024

8/10 Good

Katherine

Traveled with partner
Liked: Cleanliness, staff & service
Expectations are key. We needed a place we could launch our boat on a holiday weekend so we braved the reviews and booked a room. Pros and Cons listed below. Long read but I think good reviews are super important: Property - they do an amazing job of the keeping the grounds cleaned and manicured. We were there 5 days and of those days the pool didn’t have water 1 or 2 of them. Not a biggie for us bc we had our boat. Boat launch is banked odd so it’s not for the inexperienced. There is a fresh water hose right at the launch that is fantastic bc you can immediately rinse your boat and trailer. There’s a shaded fish cleaning station right at the launch as well. The bulkhead is really nice and a safe place to leave your boat. The Room: we were in Unit #1 which had a queen bed and small kitchen. The room was very nice, comfortable bed and upgraded bathroom. Water in pressure was great with plenty of hot water but we heard from our next door neighbors they had no water pressure and little hot water. Our AC left SO much this be desired. For a room as small as it was the window unit, had it been updated it would have been great. Instead it never dropped below 71 and the bathroom was too hot to stay in for long. Our neighbors who had no water pressure were freezing their AC worked so well. So it appears the rooms are hit and miss and for what we paid per night we should have had an AC that cooled that small space.
Stayed 5 nights in Jul 2024

10/10 Excellent

Daniel

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice island stay. Only inconvenience was the humidity in our room.
Stayed 1 night in Jun 2024

10/10 Excellent

matthew

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Always a great stay here. It’s peaceful at drop anchor
Stayed 1 night in Jun 2024

2/10 Terrible

Almer

Disliked: Cleanliness, staff & service, property conditions & facilities
Nothing. Horrible and I need a refund and apologies The guy up front tried To check internet Could not watch TV
Stayed 2 nights in Jun 2024

10/10 Excellent

Katie

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Jun 2024

10/10 Excellent

Becky

Stayed 2 nights in Jun 2024

10/10 Excellent

Dan

Stayed 2 nights in Jun 2024

10/10 Excellent

Chantal

Liked: Cleanliness, staff & service, property conditions & facilities
Clean and quiet
Stayed 3 nights in Jun 2024

4/10 Poor

Yainelis

Traveled with family and small children
Liked: Staff & service, property conditions & facilities
Disliked: Cleanliness
Our room had a terrible bad smell coming out from the kitchen. It was like the smell of rotten fish and it permeated the whole room. We tried to find where the smell was coming from but we could not identify it. We had to sleep there the first night because we arrived after the hotel office hours of operation and there was no one at the hotel front desk at that time to request a room change. It was almost impossible to sleep that night with that unpleasant smell and the next morning we left. We had booked 2 nights but decided to lose the money and leave early. I left the staff know about the reasons at check out. It is a shame we had that bad experience in the room because the hotel in general was not bad.
Stayed 2 nights in Jun 2024

10/10 Excellent

theresa

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
From some of the reviews I was skeptical but the property is very quaint and nice. Very clean the employees were very sweet and accommodating. The rooms were very clean and modernized for an older hotel. The beds were clean and we were so tired from fishing we could have slept on a board. I did not wake up w my back hurting so it was a good mattress. The beach was well maintained. Now if you are expecting a beach to walk out on to the water, this is not this hotel for you, but other than that, it has a beautiful beach and balcony view. The property is clean. The only suggestion I would have is to have an extra mirror in the room so you can use other than the bathroom mirror. Either for makeup or to check your clothes. The little kitchen was perfect and the big fridge came in real handy. We had a wonderful short visit and would stay here again.
Stayed 2 nights in Jun 2024

10/10 Excellent

Tyler

Liked: Cleanliness, staff & service, property conditions & facilities
Great stay
Stayed 2 nights in May 2024

6/10 Okay

Jerry

Stayed 2 nights in Jun 2024

8/10 Good

BINTOAR

Stayed 4 nights in Jun 2024

10/10 Excellent

Donna

Traveled with family
Older hotel but so very charming and comfy. Wonderful views.
Stayed 1 night in Jun 2024

10/10 Excellent

Christy

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The view were spectacular 😍
Stayed 1 night in Jun 2024

10/10 Excellent

Suzette

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a quaint property reminiscent of the Keys of the old days ( I grew up here) but with modern updates and conveniences. The property has a wonderful beach area, with plenty of seating, shad and hammocks. The pool area is basic, but clean and well maintained. The dock is great and there is a boat ramp for convenient access. The bed was very comfortable, and the AC worked GREAT. Our kitchen was more than sufficient for our needs. The bathroom was larger then expected and worked nicely for us. It was also great that we had access to Kayaks, Paddleboards and mikes during our visit. The staff was friendly and accommodating and check in was a breeze.
Stayed 1 night in Jun 2024

6/10 Okay

Liu

Traveled with family
Liked: Staff & service
Disliked: Property conditions & facilities
You really don’t know what you are getting until you get there. Pics on websites are very misleading. Now the property are nice outside and nice poor. But the “apartment” we stayed for 5 adults is very cramped, really needs some new updates. Front desk is very helpful. For the price I paid I surely can find some other place much better. We personally wouldn’t be back.
Stayed 2 nights in May 2024

8/10 Good

Craig

Traveled with family
Liked: Cleanliness, staff & service
Great location with friendly staff. Hot water was nonexistent for our three day visit. Lock on sliding balcony door would not lock. Would stay here again in spite of these conditions.
Stayed 3 nights in May 2024

8/10 Good

Jan

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
The view and nice area to sit and watch.
Stayed 2 nights in May 2024

4/10 Poor

Luciana

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
We thought we would be on a beach and be able to swim in the water. We did not have hot water when showering. The property did have a very nice view and island feel.
Stayed 2 nights in May 2024

10/10 Excellent

Keith

Liked: Cleanliness, staff & service, property conditions & facilities
Drop Anchor is a great place. Oceanfront but peaceful and the grounds are well kept. We like to walk everywhere and that was a bit hard to do and to no fault of Drop Anchor - just wish there was more dining/bars closer than a car ride. We will be back to stay.
Stayed 2 nights in May 2024

10/10 Excellent

Randy

Liked: Cleanliness
Good
Stayed 1 night in Apr 2024

4/10 Poor

Kimberly

Traveled with family
Liked: Cleanliness
Disliked: Property conditions & facilities
Disappointed. Stated they have a beach access, and they have a sea wall around the property. Would not refund or cancel my reservation so we had to stay at the property. On Website for Drop Anchor it states a beach.
Stayed 2 nights in May 2024

General hotel information

Reasons to Book
Property Cleanliness & Room Cleanliness
Check-In Time
3:00 PM
Check-Out Time
11:00 AM
Star Rating
3.0