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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Business services
The current price is NZ$327
includes taxes & fees
20 May - 21 May

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, 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

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

  • Garden view
  • 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
(21 reviews)
  • Beach view
  • 1 bedroom
  • 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
(16 reviews)
  • Ocean view
  • 1 bedroom
  • 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)
  • Resort view
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 2 Single 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
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Oceanfront Queen Room

Oceanfront Queen Room

Oceanfront Queen Room

7.0 out of 10
Good
(7 reviews)
  • Ocean view
  • 1 bedroom
  • 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
(12 reviews)
  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

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 Single 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)
  • Resort view
  • 2 bedrooms
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

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About the area

Islamorada

At Drop Anchor you'll be within a 5-minute walk of Windley Key Fossil Reef Geological State Park and 2.8 km (1.8 mi) from Rain Barrel Village. Highlights at this Art Deco hotel include a nearby private beach, an outdoor swimming pool and free self-parking. .Enjoy the pool loungers along with access to kayaking and motor boating. Additionally, you'll find free Wi-Fi in public areas, coffee/tea in a common area and free use of bicycles. .With a stay at this 3-property class Islamorada hotel, you'll be 3 km (1.9 mi) from Founders Park and 3.1 km (1.9 mi) 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 - 3 min drive - 4.0 km
  • Bud n' Mary's Dive Center - 8 min drive - 10.7 km
  • Baker's Cay Resort Beach - 19 min drive - 24.9 km

Getting around

  • Miami International Airport (MIA) - 89 min drive

Restaurants

  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Hog Heaven - ‬7 min walk
  • ‪Wendy's - ‬4 min drive
  • ‪Starbucks - ‬15 min walk
  • ‪Tiki Bar - ‬18 min walk

About this property

Drop Anchor

A private beach is featured. Drop Anchor offers its guests an outdoor pool and complimentary bicycles. You'll find a business centre 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.

  • 18 guestrooms or units
  • 2 levels
  • 6 buildings
  • Built in 1963
  • Beach lounge chairs
  • Towels for the beach
  • Umbrellas for the beach
  • Poolside lounge chairs
  • Business facilities
  • Coffee in lobby
  • Front desk (limited hours)
  • Front desk safe
  • Wedding services available
  • Garden
  • BBQ grill(s)
  • Outdoor picnic space
  • Smoking in designated areas
Drop Anchor offers 18 air-conditioned accommodations with coffee/tea makers and a hairdryer. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include a shower and complimentary toiletries. This Islamorada hotel provides complimentary wireless Internet access. Additionally, rooms include an iron/ironing board and a ceiling fan. Housekeeping is provided on a daily basis.

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  • Parking included
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Property amenities

Internet

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

Parking and transport

  • Free self parking on site
  • Limited on-site self parking
  • 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

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 26 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.
  • Cots (infant beds) are not available.

Payment types

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 26 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

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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. This property accepts Visa, Mastercard, American Express, Discover, debit cards and cash. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.

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

Frequently asked questions

Is parking available at Drop Anchor?

Yep, Drop Anchor has a free self car park.

How much does it cost to stay at Drop Anchor?

As of 19 May 2026, prices found for a 1-night stay for 2 adults at Drop Anchor on 20 May 2026 start from NZ$327, including 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.

Are there any beaches close to Drop Anchor?

The closest beach to Drop Anchor is Anne's Beach (18.4 km).

Does Drop Anchor have a pool?

Drop Anchor has an outdoor pool. Grab your bathers and lounge poolside while enjoying on a lounger. The pool is open 7:30 AM to 6:30 PM.

Is there a free airport shuttle available at Drop Anchor?

No, Drop Anchor does not offer an airport shuttle service.

What time are check-in & check-out at Drop Anchor?

Check-in begins at 3:00 PM. Check-out time is 11 AM.

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 607 out of 1000 reviews
Rating 8 - Good. 227 out of 1000 reviews
Rating 6 - Okay. 80 out of 1000 reviews
Rating 4 - Poor. 43 out of 1000 reviews
Rating 2 - Terrible. 43 out of 1000 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.4/10

Property conditions & facilities

Reviews

10/10 Excellent

Filip

Stayed 1 night in Feb 2026

8/10 Good

EMMA

Stayed 1 night in Feb 2026

10/10 Excellent

MaryBeth, Williamsburg

Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
Great staff
Stayed 2 nights in Feb 2026

4/10 Poor

Lisa

Pverpriced for dingy interior, musty smelling room
Stayed 2 nights in Feb 2026

10/10 Excellent

James

Travelled with family
Liked: Cleanliness, staff & service, amenities
So clean. Great room. Near everything and so so clean. I would stay here again. The people at the drop anchor are super nice.
Stayed 3 nights in Feb 2026

10/10 Excellent

Markee

Liked: Cleanliness, staff & service, amenities
The View was amazing!
Stayed 1 night in Feb 2026

4/10 Poor

Robert

Stayed 2 nights in Feb 2026

6/10 Okay

Ray

Stayed 2 nights in Jan 2026

4/10 Poor

Christopher

Travelled 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

Travelled 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 traveller
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

Travelled 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

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

4/10 Poor

Joanne

Travelled 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

Travelled 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

Travelled 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

Travelled 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

Travelled with partner, Travelled with group
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

Travelled 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