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Drop Anchor

3.0 star property

Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Oceanfront King Suite w/ Kitchen & Private Balcony
Oceanfront King Suite w/ Kitchen & Private Balcony | Terrace/patio
Exterior
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 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, Islamorada County Park
    ‪5 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

1 bedroom, premium bedding, individually decorated

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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About the area

Islamorada

With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village. .This hotel is 1.9 mi (3 km) from Founders Park and 1.9 mi (3 km) from Islamorada County Park.

What's nearby

  • Windley Key Fossil Reef Geological State Park - 6 min walk - 0.5 km
  • Theater of the Sea - 9 min walk - 0.8 km
  • Founders Park - 5 min drive - 3.7 km
  • Islamorada County Park - 5 min drive - 4.0 km
  • Florida Keys Brewing Co. - 8 min drive - 7.6 km

Getting around

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

Restaurants

  • ‪Tiki Bar - ‬18 min walk
  • ‪Hog Heaven - ‬7 min walk
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Starbucks - ‬15 min walk
  • ‪Whale Harbor Buffet - ‬2 min drive

About this property

Drop Anchor

Art Deco hotel with a nearby private beach and an outdoor pool
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.

Make yourself at home in one of the 18 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.
Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. This Art Deco hotel also features complimentary wireless internet access, wedding services, and a picnic area.
Featured amenities include a business center, a safe deposit box at the front desk, and coffee/tea in a common area. Free self parking is available onsite.

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

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

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
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

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
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Drop Anchor Islamorada
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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. 606 out of 1003 reviews
Rating 8 - Good. 243 out of 1003 reviews
Rating 6 - Okay. 78 out of 1003 reviews
Rating 4 - Poor. 37 out of 1003 reviews
Rating 2 - Terrible. 39 out of 1003 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.4/10

Property conditions & facilities

8.6/10

Eco-friendliness

Reviews

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

10/10 Excellent

Travis

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was our second stay in a month. Great location, beautiful property on the water. We love it here and cant wait to go back.
View from the dock.
Stayed 2 nights in Jul 2025

10/10 Excellent

Celso

Stayed 1 night in May 2025

8/10 Good

alejandro

Liked: Cleanliness
Disliked: Staff & service, property conditions & facilities
Stayed 2 nights in Jul 2025

6/10 Okay

Dumitru

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

10/10 Excellent

Virginia

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

8/10 Good

Jack

Liked: Cleanliness, amenities, property conditions & facilities
Clean and convenient
Stayed 2 nights in Jun 2025

4/10 Poor

Yarelys

Stayed 2 nights in Jun 2025

10/10 Excellent

John

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Parking could be better
Stayed 2 nights in Jul 2025

10/10 Excellent

Morgan

Travelled with family, Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I loved this property. My husband and I stayed here for a quick getaway and it was perfect. Super clean and the staff was very responsive. We utilized the complimentary kayaks which was a nice touch. Will be returning
Stayed 2 nights in Jun 2025

6/10 Okay

Niurka

Travelled with partner
Disliked: Amenities
No parking and a little derty
Stayed 2 nights in Jul 2025

6/10 Okay

Cathy

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities
Wouldn't do it again
Stayed 1 night in Jul 2025

10/10 Excellent

ellie

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Compared to other choices in the area, I thought we ended with the best deal. We booked the ocean view king room, which is very spacious with sitting area and the view of the water is right there. Nice updated bathroom and a balcony overlooking the water too. Freshly painted inside and out - well kept grounds, loved sitting under one of several tiki umbrellas to enjoy that view and watch the boats. wished we were staying longer - but next time we will.
Stayed 1 night in Jul 2025

8/10 Good

Anthony

Travelled with partner
Liked: Cleanliness, property conditions & facilities
Disliked: Amenities
The property was a throw back to old motels, charming…
Stayed 1 night in Jun 2025

8/10 Good

David

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

2/10 Terrible

Monica

Disliked: Cleanliness, property conditions & facilities, room comfort
Terrible experience. The a/c is pointing directly towards the restroom and the bed is stuck in a whole with little ventilation. The pool was extremely dirty.
Stayed 1 night in Jun 2025

10/10 Excellent

Yarelys

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Stayed 2 nights in Jun 2025

10/10 Excellent

Virginia

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Amazing stay from pre checkin to checkout. They easily accommondated a late night check in and the room was great.
Stayed 3 nights in May 2025

10/10 Excellent

hevelin

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
The boat dock is a little rough to enter and exit especially on low tide.
Stayed 3 nights in May 2025