Save

Drop Anchor

3.0 star property
Comfortable hotel with private beach and business center

Choose dates to view prices

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

Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Property grounds
Ocean View Double Queen w/ Kitchen & Private Balcony
Resort View Family Suite w/ Kitchen | Living area
Ocean View Double Queen Room | Bathroom
Reviews
9.0

Wonderful

Popular amenities

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

Check-in time

3:00 PM

Check-out time

11:00 AM

Explore the area

Map
84959 Overseas Highway, 222, Islamorada, FL, 33036
  • Popular LocationWindley Key Fossil Reef Geological State Park4 min walk
  • Popular LocationTheater of the Sea7 min walk
  • Popular LocationFounders Park3 min drive
  • AirportMiami, FL (MIA-Miami Intl.)89 min drive

Most relevant reviews

ExperimentalCarousel

10/10 Excellent

Olivier
Mar. 5, 2024
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

Room options

View all photos for Resort View Queen Family Suite w/ Kitchen

Resort View Queen Family Suite w/ Kitchen

Resort View Queen Family Suite w/ Kitchen

  • Resort view
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

View all photos for Oceanfront King Suite w/ Beach Walkout & Kitchen

Oceanfront King Suite w/ Beach Walkout & Kitchen

Oceanfront King Suite w/ Beach Walkout & Kitchen

  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Trailer

Oceanfront Trailer

Oceanfront Trailer

  • Sleeps 2
  • 1 Queen Bed

View all photos for Ocean View Double Queen w/ Kitchen & Private Balcony

Ocean View Double Queen w/ Kitchen & Private Balcony

Ocean View Double Queen w/ Kitchen & Private Balcony

  • Sleeps 4
  • 2 Queen Beds

View all photos for Oceanfront Queen Room

Oceanfront Queen Room

Oceanfront Queen Room

  • Ocean view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Resort View ADA King Room

Resort View ADA King Room

Resort View ADA King Room

  • Sleeps 2
  • 1 King Bed

View all photos for Resort View Queen Room w/ Kitchen & Private Porch

Resort View Queen Room w/ Kitchen & Private Porch

Resort View Queen Room w/ Kitchen & Private Porch

  • Resort view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Resort View Family Suite w/ Kitchen

Resort View Family Suite w/ Kitchen | Private kitchen

Resort View Family Suite w/ Kitchen

  • Resort view
  • Sleeps 6
  • 2 Queen Beds and 2 Twin Beds

View all photos for Ocean View Double Queen Room

Ocean View Double Queen Room

Ocean View Double Queen Room

  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for Oceanfront King Suite w/ Kitchen & Private Balcony

Premium bedding, individually decorated, individually furnished

Oceanfront King Suite w/ Kitchen & Private Balcony

  • Beach view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Family Suite w/ Kitchen

Flat-screen TV

Oceanfront Family Suite w/ Kitchen

  • Ocean view
  • Sleeps 6
  • 1 King Bed, 2 Twin Beds and 1 Queen Futon

Similar properties

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
On private beach
Pool
Pet-friendly
Air conditioning
9.0 out of 10, Wonderful, (1351)
The price is CA $272
CA $384 total
includes taxes & fees
Jul 2 - Jul 3
Chesapeake Beach Resort

About the area

Islamorada

Located in Islamorada, Drop Anchor is on the waterfront. Islamorada Brewery & Distillery and Florida Keys Brewing Co. are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with ecotours and hiking/biking trails.
Visit our Islamorada travel guideOpens in a new window

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
  • ‪Starbucks - ‬16 min walk
  • ‪Whale Harbor Restaurant Marina - ‬2 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 paddleboards and motor boating 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 dock, and barbecue grills
  • Beach umbrellas, beach towels, and a vending machine
  • Guest reviews say great things about the location
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. Guests reviews say good things about 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

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 Jun 18, 2024, prices found for a 1-night stay for 2 adults at Drop Anchor on Jun 26, 2024 start from CA $225.1, 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

9.0

Wonderful

Rating 10 - Excellent. 623 out of 1004 reviews" "
Rating 8 - Good. 248 out of 1004 reviews" "
Rating 6 - Okay. 71 out of 1004 reviews" "
Rating 4 - Poor. 36 out of 1004 reviews" "
Rating 2 - Terrible. 26 out of 1004 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

Chantal

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

4/10 Poor

Yainelis

Travelled 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

Travelled 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

10/10 Excellent

Donna

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

10/10 Excellent

Christy

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

10/10 Excellent

Suzette

Travelled 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

Travelled 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

Travelled 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

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