See all properties

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
Oceanfront King Suite w/ Kitchen & Private Balcony | Premium bedding, individually decorated, individually furnished
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Exterior
Water view

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
The current price is $245
includes taxes & fees
May 14 - May 15

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
    ‪8 min drive‬

Room options

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

Ocean View Double Queen w/ Kitchen & Private Balcony | Premium bedding, individually decorated, individually furnished

Ocean View Double Queen w/ Kitchen & Private Balcony

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

View all photos for Oceanfront Trailer

Oceanfront Trailer | Premium bedding, individually decorated, individually furnished

Oceanfront Trailer

8.0 out of 10
Very good
(8 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Resort View ADA King Room

Resort View ADA King Room | Premium bedding, individually decorated, individually furnished

Resort View ADA King Room

  • Garden view
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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
(21 reviews)
  • Beach view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed
  • Free WiFi

View all photos for Ocean View Double Queen Room

Ocean View Double Queen Room | Premium bedding, individually decorated, individually furnished

Ocean View Double Queen Room

8.8 out of 10
Excellent
(16 reviews)
  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

View all photos for Resort View Family Suite w/ Kitchen

Resort View Family Suite w/ Kitchen | Private kitchen | Coffee/tea maker

Resort View Family Suite w/ Kitchen

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

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

Resort View Queen Room w/ Kitchen & Private Porch | Premium bedding, individually decorated, individually furnished

Resort View Queen Room w/ Kitchen & Private Porch

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

View all photos for Oceanfront Queen Room

Oceanfront Queen Room | Premium bedding, individually decorated, individually furnished

Oceanfront Queen Room

7.0 out of 10
Good
(7 reviews)
  • Ocean view
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

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

Oceanfront King Suite w/ Beach Walkout & Kitchen | Premium bedding, individually decorated, individually furnished

Oceanfront King Suite w/ Beach Walkout & Kitchen

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

View all photos for Oceanfront Family Suite w/ Kitchen

Flat-screen TV

Oceanfront Family Suite w/ Kitchen

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

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

Resort View Queen Family Suite w/ Kitchen | Premium bedding, individually decorated, individually furnished

Resort View Queen Family Suite w/ Kitchen

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

Similar properties

Balcony view
Hadley Resort and Marina
Matecumbe
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
3.8 out of 5, Good, 1,001 reviews
Hadley Resort and Marina

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.

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

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

Access methods

Front desk (limited hours)

Pets

Pets allowed for an extra charge of USD 26 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 26 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

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. 609 out of 1003 reviews
Rating 8 - Good. 228 out of 1003 reviews
Rating 6 - Okay. 80 out of 1003 reviews
Rating 4 - Poor. 43 out of 1003 reviews
Rating 2 - Terrible. 43 out of 1003 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.4/10

Property conditions & facilities

Reviews

4/10 Poor

Christopher

Traveled with group
Liked: Cleanliness
Disliked: Amenities
There was no Hot water & the maintenance guy tried to say island water didn’t get that warm ! Don’t stay 🙄
Stayed 1 night in Feb 2026

6/10 Okay

Julie

Traveled with partner
We had a queen room that was super small and rated as ocean view. No room in the bathroom to put anything around the sink while you are getting ready. Area where the bed is is so tight you have to get on the bed from the foot of the bed. Definitely not the best room we have ever had. The property did seem nice but be aware there is a $35 resort fee and all I saw was about 5 kayaks??? Not worth $35 in my opinion. There is also not enough parking spots for all guests and we had to park on the road next to our tiny room. I would probably not stay there again. At least not in room 14b!!
Stayed 1 night in Feb 2026

10/10 Excellent

Sarah

Stayed 2 nights in Feb 2026

4/10 Poor

Jacob

Business traveler
Disliked: Property conditions & facilities
Hotel manager just isn’t professional had to call twice and leave messages to extend my stay. Only to find Shower pressure is a dribble and won’t get hot. No privacy in room as there are only blinds that you can see through. Remote for the ac unit had dead batteries and wouldn’t operate and it’s 30 degrees out today. Just a tired place and not worth the price for sure. Won’t be back way too many other good options
Stayed 1 night in Jan 2026

10/10 Excellent

Amber

Traveled with partner
Liked: Cleanliness, property conditions & facilities
Loved this place
Stayed 2 nights in Jan 2026

10/10 Excellent

Brian

Liked: Cleanliness, property conditions & facilities
Clean room, beautiful view and loved being able to walk out to the beach.
Stayed 1 night in Jan 2026

10/10 Excellent

Carolee

Stayed 2 nights in Jan 2026

8/10 Good

Alberto

Traveled with partner
Liked: Cleanliness, property conditions & facilities
Great room and amazing view
Stayed 1 night in Jan 2026

4/10 Poor

Joanne

Traveled with family
Disliked: Cleanliness, property conditions & facilities
The property itself was ok (nice view with the beach walk-out unit) however there was no actual beach so their photos were very deceiving; our King suite with kitchen meant for four people was really sub-par. The single bathroom was so tiny your knees hit the wall when going to the bathroom and the sink had a large crack in it; on check-in we asked for extra pillows and was told by the property manager he would “try his best” which I guess was code for “no” because the pillows never came (the six pillows in the unit were smaller than standard pillows and simply not enough for our party). When coming home for dinner we went to close the curtain over the sliding glass door and the entire thing fell off the wall - since there is no manager on site after 5pm we had to rig the curtain to stay up until they could be notified in the morning…The next morning we went to get ice for the room but the ice machine did not work or was empty (the property manager brought some a while later). Seriously disappointing for the price and will definitely not be back…
Stayed 1 night in Jan 2026

10/10 Excellent

Erin

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
the staff was wonderful, the room was perfect, the location/view was awesome . the pool was wonderful. i am very very pleased with our stay !
Stayed 1 night in Jan 2026

10/10 Excellent

Jeff

Traveled with partner
Liked: Cleanliness, property conditions & facilities
Staff member at front desk was friendly and courteous! Room was just what we wanted costal, cozy and clean. Coffee and a pastry or fruit at the office in the am would be a nice touch.
Stayed 2 nights in Jan 2026

8/10 Good

Joseph

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Very nice
Stayed 1 night in Jan 2026

4/10 Poor

Larry

Stayed 1 night in Jan 2026

10/10 Excellent

Nina

Liked: Cleanliness, staff & service, amenities
Great stay, better than I even expected from the pictures. Quiet, quaint little place right on the water. The edge is actually a dock, but it looks like it’s right on its own, private, wide beach! The internet was good - I had a half day of doing Zoom work calls and had no problems. It’s quiet, the bed and pillows were comfortable, and the coffee in the room was strong and good. Close to a couple restaurants within walking distance, one of which was dockside with outdoor seating that was so relaxing (Island Grill). Definitely would stay again.
Stayed 2 nights in Jan 2026

4/10 Poor

Joann

Traveled with group, Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
The room was not as discribed. I booked two rooms with balcony and my room did not have a balcony and was smaller that the room i booked for thmy second room. The scond room was larger and had a balcony. sencond room i booked for the cou
Stayed 7 nights in Jan 2026

10/10 Excellent

Christy

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room walked right out to water. Staff came around to ask if we needed anything. It was amazing!
Stayed 3 nights in Jan 2026

10/10 Excellent

Elena

Liked: Cleanliness, staff & service, amenities
Good times staying at the property. Great view out of the window.
Stayed 5 nights in Jan 2026

10/10 Excellent

DeeDee

Liked: Cleanliness, amenities, property conditions & facilities
The room was clean, property is nice, pool is really heated and lovely to get in and out. Most places lie about heating their pool this one is for real! Daniel in the office is super great! They have bikes and kayaks to use, that is included in your resort fee.( which is reasonable). Definitely be back☀️.
Stayed 1 night in Jan 2026

10/10 Excellent

Kelly

Great
Stayed 6 nights in Dec 2025

6/10 Okay

Penny

Stayed 1 night in Jan 2026

6/10 Okay

David

Stayed 1 night in Jan 2026

10/10 Excellent

William

Stayed 1 night in Jan 2026

10/10 Excellent

Isabella

Stayed 1 night in Dec 2025

4/10 Poor

Elena

The staff was very nice, but unfortunately that is not enough. The room was spacious but lacked storage. No dresser or nightstands available. Housekeeping was available only if requested during a guest's stay. The hot water was at most luke warm and only intermittently. The door of the room could not/lock properly, Ice machine broken;
Stayed 3 nights in Dec 2025

10/10 Excellent

Misty

Stayed 1 night in Dec 2025