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Drop Anchor

3.0 star property

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Photo gallery for Drop Anchor

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

Reviews

8.8 out of 10
Excellent

Popular amenities

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

Explore the area

View in a map
84959 Overseas Highway, 222, Islamorada, FL, 33036
  • Place, Windley Key Fossil Reef Geological State Park
    ‪6 min walk‬
  • Place, Theater of the Sea
    ‪9 min walk‬
  • Place, Bud n' Mary's Dive Center
    ‪14 min drive‬

Room options

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

9.6 out of 10
Exceptional
(5 reviews)
  • Sleeps 4
  • 2 Queen Beds

View all photos for Oceanfront Trailer

Oceanfront Trailer

Oceanfront Trailer

8.0 out of 10
Very good
(8 reviews)
  • 1 bedroom
  • 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 Oceanfront King Suite w/ Kitchen & Private Balcony

Premium bedding, individually decorated, individually furnished

Oceanfront King Suite w/ Kitchen & Private Balcony

10.0 out of 10
Exceptional
(19 reviews)
  • 1 bedroom
  • Beach view
  • Sleeps 4
  • 1 King Bed

View all photos for Ocean View Double Queen Room

Ocean View Double Queen Room

Ocean View Double Queen Room

8.8 out of 10
Excellent
(15 reviews)
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for Resort View Family Suite w/ Kitchen

Resort View Family Suite w/ Kitchen | Private kitchen

Resort View Family Suite w/ Kitchen

7.4 out of 10
Good
(3 reviews)
  • 1 bedroom
  • Resort view
  • Sleeps 6
  • 2 Queen Beds and 2 Twin Beds

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

9.6 out of 10
Exceptional
(7 reviews)
  • Resort view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Oceanfront Queen Room

Oceanfront Queen Room

Oceanfront Queen Room

  • Ocean view
  • Sleeps 2
  • 1 Queen 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

9.6 out of 10
Exceptional
(11 reviews)
  • 1 bedroom
  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Family Suite w/ Kitchen

Flat-screen TV

Oceanfront Family Suite w/ Kitchen

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

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

10.0 out of 10
Exceptional
(1 review)
  • 2 bedrooms
  • Resort view
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

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Exterior
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4.1 out of 5, Very good, 1,002 reviews
The price is €175
includes taxes & fees
11 Jan - 12 Jan 2026
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About this property

Drop Anchor

Art Deco hotel with a nearby private beach and an 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.

Our customers tell us they can't get enough of the helpful staff at Drop Anchor. During your stay, you're just a quick walk from Windley Key Fossil Reef Geological State Park. Enjoy features like free WiFi in public areas and free self parking, plus an outdoor pool.
  • Free WiFi
  • Free self parking
  • Take a swim in the outdoor pool
  • Amenities include a front-desk safe, a business center, and a vending machine
  • Onsite recreation includes complimentary bicycles, kayaking, and motor boating
  • Guests have great things to say about the clean accommodations and the helpful staff
  • Just a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village
  • Dogs welcome for a fee
A private beach is featured. Drop Anchor offers its guests an outdoor pool and complimentary bicycles. You'll find a business center on site.

WiFi is free in public spaces. Barbecue grills, a vending machine, and a garden are also featured at Drop Anchor. Free self parking is available.

Smoking is allowed in designated areas at this 3-star Islamorada hotel.

Property amenities

Internet

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

Parking and transport

  • 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 centre

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
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours)

Pets

  • Pets: USD 25 per pet, per day
  • Only dogs are allowed
  • Service animals are exempt from fees

Children and extra beds

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

Payment types at the property

Important information

Fees

Guests will 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've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
The front desk at this property is open daily from 8:00 AM - 8:00 PM.
Front desk staff will greet guests on arrival at the property.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

  • Pool access available from 7:30 AM to 6:30 PM.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your 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

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 605 out of 1000 reviews
Rating 8 - Good. 243 out of 1000 reviews
Rating 6 - Okay. 76 out of 1000 reviews
Rating 4 - Poor. 37 out of 1000 reviews
Rating 2 - Terrible. 39 out of 1000 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

Michael

Liked: Cleanliness, staff & service, property conditions & facilities
Beach view
Stayed 2 nights in Sep 2025

4/10 Poor

Vicki

Travelled with family
Disliked: Staff & service, property conditions & facilities, room comfort

Disappointed

Did not have hot water in our room. Notified them the next day to see if they could at least take the resort fee off (which was a surprise fee of almost $40 btw) and called a couple times when no one reached out to me. Having a hot shower should be standard and something should have been done for us because of it. Disappointed in their neglect to make it right.
Stayed 1 night in Aug 2025

6/10 Okay

Richard

Travelled with family
Liked: Staff & service
Stayed 1 night in Aug 2025

4/10 Poor

DAVID

Liked: Cleanliness
Disliked: Room comfort
Stayed 2 nights in Aug 2025

10/10 Excellent

Karen

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful view!!!
Stayed 1 night in Aug 2025

8/10 Good

John

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property and the staff was amazing.
Stayed 1 night in Aug 2025

2/10 Terrible

William

Stayed 1 night in Aug 2025

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Aug 2025

10/10 Excellent

Anisley

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel is very quiet and that are we need for relax
Stayed 2 nights in Aug 2025

10/10 Excellent

STEPHEN

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Liked the Atlantic bulkhead. Plenty of dock space and casting room. Tasteful atmosphere with clean grounds and pool. Boat launch looked safe and maintained. Outdoor lights gave a nice ambience. Room was clean and properly stocked. TV was outdated.
Stayed 1 night in Aug 2025

8/10 Good

Anindya, Miramar

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Aug 2025

10/10 Excellent

Lisa

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place was great! Was a spur of the moment decision to stay here and we haven’t regretted it. Beautiful view and 2 restaurants within walking distance to property.
Stayed 1 night in Aug 2025

10/10 Excellent

Ninoslav

Travelled with family, Travelled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful and quiet place!
Stayed 1 night in Aug 2025

8/10 Good

Raul

Travelled with family, Travelled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was well maintained. The staff was excellent.
Stayed 3 nights in Aug 2025

10/10 Excellent

Jose

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Aug 2025

8/10 Good

Susan

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jul 2025

8/10 Good

Kendra

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025

10/10 Excellent

Jodie

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025

10/10 Excellent

Silvia

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love it!!
Stayed 1 night in Aug 2025

8/10 Good

ERIKA

Liked: Cleanliness
Stayed 1 night in Aug 2025

8/10 Good

David

Travelled with family
Liked: Staff & service, property conditions & facilities
Check in and out super easy and front desk great. Room itself was roomy but older. No vent or ac in shower or bathroom area. Older window wall unit barely cooled room. However property itself and location were great so made it a win. Having Paddleboard’s and kayaks to use for free big bonus, pool at end of day was relaxing and sitting under tiki huts at night and in morning looking out to wide open water was awesome and super relaxing. Definitely not a resort but a very nice option to stay a night or two with a reasonable price
Stayed 1 night in Jul 2025

8/10 Good

GALE

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Nice place to stay

Great location clean rooms and private beach adds this to our list of places we will book again. Also affordable rates. Upper keys easily accessible and lots of things to do in the immediate area.
Stayed 2 nights in Jul 2025

8/10 Good

Wendy Hanks

Stayed 5 nights in Jul 2025

4/10 Poor

Tanya

Travelled with family
Disliked: Staff & service, property conditions & facilities
The motel is quite old and run down. The king suite with walk out to the beach; isn’t really a walk out to the beach at all - instead you are facing the boat ramp. The futon is so uncomfortable that it shouldn’t be considered an option for an extra place to sleep. My kids couldn’t sleep all night which was also due to the neighboring room being very loud late into the night.
Stayed 1 night in Jul 2025

8/10 Good

Paolo

Liked: Cleanliness, property conditions & facilities
It was that keys feeling that everyone looks for
Stayed 3 nights in Jul 2025