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Drop Anchor

3.0 star property

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Photo gallery for Drop Anchor

A beachside patio with white furniture, palm trees, and a thatched umbrella.
A wooden boardwalk leading to a building with a brick wall and a white roof.
A beach with palm trees, a thatched umbrella, and lounge chairs.
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Oceanfront King Suite w/ Kitchen & Private Balcony | Terrace/patio

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Business services

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, Hog Heaven
    ‪7 min walk‬
  • Place, Theater of the Sea
    ‪9 min walk‬

Room options

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

A hotel room with two beds, a ceiling fan, and a view of the outdoors.

Ocean View Double Queen w/ Kitchen & Private Balcony

9.8 out of 10
Exceptional
(6 reviews)
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

View all photos for Oceanfront Trailer

Oceanfront Trailer | Premium bedding, iron/ironing board, free WiFi, individually decorated

Oceanfront Trailer

8.4 out of 10
Very good
(9 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Resort View ADA King Room

A bedroom with a bed, a desk with a microwave, a chair, and artwork on the walls.

Resort View ADA King Room

  • Garden view
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Oceanfront King Suite w/ Kitchen & Private Balcony

A hotel room with a bed, a blue sofa, a small table, a ceiling fan, a white nightstand, and a bathroom visible through an open door.

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 Wi-Fi

View all photos for Ocean View Double Queen Room

A room with two beds, teal walls, and artwork.

Ocean View Double Queen Room

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

View all photos for Resort View Family Suite w/ Kitchen

A modern kitchen with white cabinetry, a stainless steel oven, a microwave, and a white countertop.

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
  • Free Wi-Fi

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

A bedroom with a bed, bedside tables, a desk, and a chair.

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 Wi-Fi

View all photos for Oceanfront Queen Room

A bedroom with a bed, a teal door, a white wall, and a window.

Oceanfront Queen Room

  • Ocean view
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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

A bedroom with a large bed, a nightstand with a lamp, a painting of a starfish on the wall, and a window with blinds.

Oceanfront King Suite w/ Beach Walkout & Kitchen

9.0 out of 10
Wonderful
(16 reviews)
  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed
  • Free Wi-Fi

View all photos for Oceanfront Family Suite w/ Kitchen

A dining area with a green table and white chairs, a ceiling fan, a kitchen in the background, and a colorful painting on the wall.

Oceanfront Family Suite w/ Kitchen

  • Ocean view
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 2 Single Beds and 1 Queen Futon
  • Free Wi-Fi

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

A hotel room with a bed, a small round table, and a white door leading to a bathroom.

Resort View Queen Family Suite w/ Kitchen

10.0 out of 10
Exceptional
(2 reviews)
  • Resort view
  • 2 bedrooms
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed
  • Free Wi-Fi

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Balcony view
Hadley Resort and Marina
Matecumbe
  • On private beach
  • Pool
  • Breakfast included
  • Pet-friendly
3.8 out of 5, Good, 1,004 reviews
The price is CHF 118
includes taxes & fees
2 Aug - 3 Aug
Hadley Resort and Marina

About this property

Drop Anchor

Along with an outdoor pool, this hotel has coffee/tea in a common area and a business centre. Free WiFi in public areas and free self parking are also provided. Additionally, free use of bicycles, wedding services and a garden are on-site. Limited housekeeping is available.
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.

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 that 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 centre and a vending machine
  • On-site recreation includes complimentary bicycles, kayaking and motor boating
  • Guests have great things to say about the clean guestrooms and the helpful staff
  • Just a 4-minute walk from Windley Key Fossil Reef Geological State Park and 7 minutes on foot from Hog Heaven
  • 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 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.

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 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 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

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 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
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.

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. 615 out of 1001 reviews
Rating 8 - Good. 215 out of 1001 reviews
Rating 6 - Okay. 81 out of 1001 reviews
Rating 4 - Poor. 43 out of 1001 reviews
Rating 2 - Terrible. 47 out of 1001 reviews

9.0/10

Cleanliness

9.0/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Godfrey T

Quiet, great staff, plenty to do.
Stayed 4 nights in Apr 2026
Verified

8/10 Good

Ben

Liked: Staff & service, amenities, property conditions & facilities
Great for a two night stay in Islamorada!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Anna Marie

Liked: Staff & service, amenities, property conditions & facilities
What a wonderfully kitschy Florida Keys hotel! The property was beautifully manicured and well taken care of. Our room was clean and very comfortable. We can’t wait to book another stay!
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great room. Staff was very helpful and kind. Enjoyed the beachfront
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Jill

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location! Super cute every room is close to the water. Would stay here again for sure.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

vanessa

Liked: Cleanliness, staff & service, property conditions & facilities
We loved our stay and definitely will be back . Staff was great, hotel was clean and comfortable, the view amazing, great location. The only thing to improve is the water pressure when taking showers but everything else was fantastic .
Our view
From the pool
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Amber

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

10/10 Excellent

Wendy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very pleasantly surprised with the location and quality of this resort. The water view is available throughout the property and this resort is well taken care of. The pool was exceptionally clean and refreshing.
View from Room 16
Wonderful place to enjoy the night sky
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Miguel

Liked: Cleanliness, amenities, property conditions & facilities
Friendly staff, we checked in early to have access to the kayaks and pool, and they prioritized the room and contacted us early to pick up the keys. Great location and close to our beach destination, Islamorada Sandbar. Highly recommended stay.
Stayed 1 night in Feb 2026
Verified

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
Verified

10/10 Excellent

Ana

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was clean and in good conditions
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Erin

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
Verified

10/10 Excellent

MaryBeth

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

10/10 Excellent

Markee

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

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
Verified

10/10 Excellent

Shaney E

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a great room with a beautiful view of the beach in front of the ocean. Loved it!
Stayed 1 night in Mar 2026
Verified

8/10 Good

Alberto

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

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
Verified

10/10 Excellent

Chris

Liked: Cleanliness, staff & service, amenities
We were so lucky to find this little hidden gem in Islamorada. We needed a room for 1 night on our way back to Miami, but didn’t need all the frills. Drop Anchor was the perfect place for us.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Linda

Liked: Cleanliness, staff & service, property conditions & facilities
The ocean was right outside our door. The unit was very clean, very kept up and the quietness was amazing.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

John

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

10/10 Excellent

Cassie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We could see the ocean from the bed so we'd wake up, open the curtains and watch the sunrise from the bed! Amazing!
Stayed 2 nights in Mar 2026
Verified

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
Verified

10/10 Excellent

James

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
Verified

2/10 Terrible

Dzastina

Liked: Cleanliness, amenities, property conditions & facilities
We had some bugs issues, the place was very nice and clean.
Stayed 1 night in Feb 2026