Drop Anchor

3.0 star property

Choose dates to view prices

Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Beach/ocean view
Beach/ocean view
Exterior
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pet friendly
  • Housekeeping
  • Air conditioning
  • Parking included
  • Free WiFi

Explore the area

Map
84959 Overseas Highway, 222, Islamorada, FL, 33036
  • Windley Key Fossil Reef Geological State Park
    ‪4 min walk‬
  • Theater of the Sea
    ‪7 min walk‬
  • Founders Park
    ‪3 min drive‬

Room options

Resort View Queen Family Suite w/ Kitchen

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

Oceanfront King Suite w/ Beach Walkout & Kitchen

  • Ocean view
  • Sleeps 4
  • 1 King Bed

Oceanfront Trailer

  • Sleeps 2
  • 1 Queen Bed

Ocean View Double Queen w/ Kitchen & Private Balcony

  • Sleeps 4
  • 2 Queen Beds

Oceanfront Queen Room

  • Ocean view
  • Sleeps 2
  • 1 Queen Bed

Resort View ADA King Room

  • Sleeps 2
  • 1 King Bed

Resort View Queen Room w/ Kitchen & Private Porch

  • Resort view
  • Sleeps 2
  • 1 Queen Bed

Resort View Family Suite w/ Kitchen

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

Ocean View Double Queen Room

  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Oceanfront King Suite w/ Kitchen & Private Balcony

  • Beach view
  • Sleeps 4
  • 1 King Bed

Oceanfront Family Suite w/ Kitchen

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

Similar properties

About this property

Drop Anchor

3-star Islamorada hotel with outdoor pool
Along with an outdoor pool, this hotel has coffee/tea in a common area and a business center. Free WiFi in public areas and free self parking are also provided. Additionally, free use of bicycles, wedding services, and a garden are onsite. Limited housekeeping is available.
Drop Anchor offers 18 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include showers and complimentary toiletries. This Islamorada hotel provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.

Recreational amenities at the hotel include an outdoor pool and complimentary bicycles.

The recreational activities listed below are available either on site or nearby; fees may apply.

This Islamorada hotel has its very own private beach. Drop Anchor features an outdoor pool and complimentary bicycles. This 3-star property offers access to a business center.

Wireless Internet access is complimentary. This Art Deco hotel also offers barbecue grills, a vending machine, and a garden. Onsite self parking is complimentary.

Drop Anchor has designated areas for smoking.

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

  • 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
  • Banquet hall
  • 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 staffed during limited hours

Access methods

Front desk (limited hours)

Pets

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

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. Fees may include applicable taxes:

  • 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 day
  • 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 carbon monoxide detector, a fire extinguisher, and a smoke detector

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

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Drop Anchor Islamorada
Drop Anchor Resort
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Drop Anchor Hotel Islamorada

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 624 out of 1002 reviews
Rating 8 - Good. 232 out of 1002 reviews
Rating 6 - Okay. 74 out of 1002 reviews
Rating 4 - Poor. 36 out of 1002 reviews
Rating 2 - Terrible. 36 out of 1002 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.6/10

Property conditions & facilities

8.6/10

Eco-friendliness

Reviews

10/10 Excellent

hilary

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jan 2025

6/10 Okay

Michelle

Liked: Property conditions & facilities
Disliked: Room comfort
Pretty
Property was pretty but couch was full of sand and uncomfortable chairs were uncomfortable as well. No security at night
Stayed 3 nights in Jan 2025

10/10 Excellent

Tony

Stayed 4 nights in Dec 2024

10/10 Excellent

Maria Fernanda

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Perfect boutique style hotel
This hotel is a real gem. Location is ideal, right on the water with a pool and very comfortable spots to take in the breathtaking views of the ocean. You truly feel like you are off the grid at this very tranquil spot. The staff is extremely kind, and they even let you borrow kayaks to explore.
Stayed 1 night in Dec 2024

10/10 Excellent

Sara

I have stayed at drop anchor inn several times and will keep going back. It’s so typical of what the Florida Keys has to offer. I just love it there. I live in Fort Lauderdale and going down to the Keyes is the perfect getaway. I highly recommend drop anchor Inn.
Stayed 2 nights in Dec 2024

10/10 Excellent

Jami

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean. Nice beach area and friendly staff.
Stayed 1 night in Dec 2024

10/10 Excellent

Sonja

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Dec 2024

4/10 Poor

FABIO, NORTH MIAMI

Disliked: Property conditions & facilities
Our big problem was the room. It was small, the bed was too high, very uncomfortable, there was no ventilation or fan in the bathroom, completely overpriced. The bed is exposed in a way that I hate myself twice with it in the leg that I had to protect it with a towel, not to hate it during the night.
Stayed 2 nights in Dec 2024

10/10 Excellent

Ashley

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Will be back
Beautiful view, spacious, clean rooms. Only stayed 2 nights as we were visiting family so we did not use the pool or resort activities offered but we will definitely be adding this property to our list for future stays!
Stayed 2 nights in Dec 2024

10/10 Excellent

jose

Liked: Staff & service, property conditions & facilities
This place had an amazing view and sunrise will most definitely me back to this place
Stayed 2 nights in Dec 2024

8/10 Good

Craig

Traveled with family
The location was beautiful, rooms should be updated. My biggest complaint is a paid for two rooms, same price for both, but one was very much smaller than the other and no balcony in that same room either ?!?!
Stayed 1 night in Dec 2024

8/10 Good

Noreen

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Amazing place! Beautiful area with great amenities. Only thing was really stiff beds. But if you like very firm mattresses…it’s a 5 star. That aside …we will definitely be back!!
Stayed 2 nights in Nov 2024

10/10 Excellent

Laurie

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Nov 2024

10/10 Excellent

Lisa

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quiet and very clean room. Great location! Will be back!
Stayed 1 night in Nov 2024

8/10 Good

Ronnie

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

8/10 Good

derek

Liked: Cleanliness, staff & service, room comfort
quant quiet and a decent location
Nice cute quiet place.
Stayed 1 night in Nov 2024

2/10 Terrible

LILIANA

Disliked: Cleanliness, staff & service, property conditions & facilities

10/10 Excellent

Steven

Stayed 1 night in Oct 2024

10/10 Excellent

Marybel

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Is a beutifull place to relax .
Stayed 1 night in Oct 2024

10/10 Excellent

Marybel

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beutifull hotel
Stayed 1 night in Oct 2024

10/10 Excellent

Phil

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love the location the property and views are amazing !
Stayed 2 nights in Oct 2024

10/10 Excellent

Lazaro

Traveled with pets, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was excellent room very clean up-to-date. Pool very clean and entire area immaculate.
Stayed 2 nights in Sep 2024

8/10 Good

Mayra

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Kayaks and bikes come included with your stay! Staff was SUPER nice and helpful!
Stayed 1 night in Sep 2024

2/10 Terrible

Kim

Stayed 1 night in Sep 2024

10/10 Excellent

Rhonda Mullins Brian

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very quiet..comfortable pool was fabulous room had everything we needed..view of ocean was lovely..
Stayed 5 nights in Oct 2024