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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$617
includes taxes & fees
6 Apr - 7 Apr

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
(15 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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Exterior

Fisher Inn Resort & Marina

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  • Pool
  • Breakfast included
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4.1 out of 5, Very good, 1,000 reviews
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includes taxes & fees
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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
  • Bud n' Mary's Dive Center - 8 min drive - 10.7 km
  • Baker's Cay Resort Beach - 18 min drive - 22.9 km
  • Anne's Beach - 19 min drive - 23.2 km

Getting around

  • Miami International Airport (MIA) - 89 min drive

Restaurants

  • ‪Tiki Bar - ‬18 min walk
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Hog Heaven - ‬7 min walk
  • ‪Wendy's - ‬4 min drive
  • ‪Bayside Gourmet of Islamorada - ‬3 min drive

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.

Similar properties

Balcony view
Hadley Resort and Marina
Matecumbe
  • On private beach
  • Pool
  • Breakfast included
  • Pet-friendly
3.8 out of 5, Good, 1,000 reviews
The price is NZ$377
includes taxes & fees
20 Apr - 21 Apr
Hadley Resort and Marina

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 2 Apr 2026, prices found for a 1-night stay for 2 adults at Drop Anchor on 6 Apr 2026 start from NZ$617, 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. 604 out of 1000 reviews
Rating 8 - Good. 231 out of 1000 reviews
Rating 6 - Okay. 79 out of 1000 reviews
Rating 4 - Poor. 44 out of 1000 reviews
Rating 2 - Terrible. 42 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

Ron

The staff was personable, great location, having the bicycles and kayaks were a great touch
Stayed 3 nights in Dec 2025

6/10 Okay

Raman

Liked: Cleanliness
Disliked: Amenities
Overpriced! No breakfast available and room was falling apart- needed maintenance. The only thing we liked was the location- beautiful view from balcony.
Stayed 1 night in Dec 2025

10/10 Excellent

Brook

Travelled with family
Liked: Cleanliness, staff & service, amenities
Amazing and peaceful lady at front desk was amazing and friendly
Stayed 1 night in Dec 2025

10/10 Excellent

Traci

Travelled with family, Travelled with pets
Liked: Cleanliness, amenities, property conditions & facilities
The room was very clean and the staff was great. We didn’t cook. The kitchen was small but it would work if we needed it…full size appliances and a microwave. The place is right on the water. There isn’t a beach but they have sand and they rake it every morning. Pool is small but nice enough. A small place, never crowded while we were there even though it was fully booked. We enjoyed the hotel and Islamorada more than Key West…to crowded to enjoy.
Stayed 2 nights in Dec 2025

10/10 Excellent

miguel

Stayed 2 nights in Dec 2025

10/10 Excellent

Melissa

Liked: Cleanliness, amenities, property conditions & facilities
Staff was wonderful! Location and amenities were great! Room was clean and comfortable!
Stayed 4 nights in Nov 2025

10/10 Excellent

William

Stayed 2 nights in Dec 2025

10/10 Excellent

Laura, Gibsonton

Liked: Cleanliness, amenities, property conditions & facilities
Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing!
Stayed 2 nights in Nov 2025

8/10 Good

Dustin, Sartell

Travelled with family
The staff was very nice. Thanks
Stayed 1 night in Nov 2025

8/10 Good

fiona

Liked: Cleanliness
Spotless, simple room. Quiet, peaceful resort. Daniel (GM) was super helpful. Very pleasant stay. Very Dog friendly. Everyone chilled and relaxed — the Key vibe you look for! Enjoy!
Stayed 2 nights in Nov 2025

10/10 Excellent

John

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful … clean… great location!
Stayed 1 night in Nov 2025

10/10 Excellent

John

Stayed 2 nights in Nov 2025

10/10 Excellent

Robert

Stayed 1 night in Nov 2025

6/10 Okay

Robert

Liked: Cleanliness, staff & service
Toilet problem
Stayed 1 night in Nov 2025

10/10 Excellent

ANNIA

Quiet peaceful nice beds view kitchen 😍
Stayed 1 night in Oct 2025

2/10 Terrible

Thomas

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort
Due to a family emergency, my brother passed suddenly, we had to cancel the room. I was not refunded, even though I had insurance and documentation on why. Manager was rude and dismissive when i contacted them.
Stayed 2 nights in Jul 2025

10/10 Excellent

Thalia

Liked: Cleanliness
Great
Stayed 2 nights in Oct 2025

10/10 Excellent

Paula

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Comfy bed! Pretty tiled shower!
Stayed 1 night in Oct 2025

10/10 Excellent

Paula

Stayed 2 nights in Oct 2025

10/10 Excellent

Dianna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again.
Stayed 1 night in Sep 2025

10/10 Excellent

Natacha

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

10/10 Excellent

juan

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

10/10 Excellent

Greg

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a perfect little cottage and peace and quiet. Lots of Palm trees and perfect boat launch
Stayed 2 nights in Sep 2025

8/10 Good

Ariel

Travelled with family, Travelled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It is very convenient. It has fun and relaxing surroundings. Pet friendly. The dining places are a must.
Stayed 1 night in May 2025

10/10 Excellent

Manuel

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Sep 2025