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Drop Anchor

3.0 star property
Islamorada beach hotel with outdoor pool

Choose dates to view prices

Drop Anchor offers a relaxing beach vibe with an outdoor pool, sun loungers, and free bicycle rentals to explore the surrounding area. Enjoy paddleboards or motor boating activities while staying connected with in-room WiFi.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pet friendly
  • Free parking
  • Free WiFi
  • Connecting rooms available
  • Air conditioning

Main amenities (12)

  • Daily housekeeping
  • Private beach
  • Outdoor pool
  • Free use of bicycles
  • Beach umbrellas
  • Beach sun loungers
  • Beach towels
  • Business center
  • Coffee/tea in a common area
  • Air conditioning
  • Garden
  • Front-desk safe

Feel at home (6)

  • Connecting/adjoining rooms available
  • Private bathroom
  • Premium TV channels
  • Garden
  • Daily housekeeping
  • Coffee/tea maker
The current price is $140
$193 total
includes taxes & fees
Jul 12 - Jul 13

Room options

Available filters for rooms
Showing 11 of 11 rooms

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 WiFi

View all photos for Oceanfront Trailer

Oceanfront Trailer | Premium bedding, individually decorated, individually furnished

Oceanfront Trailer

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

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 WiFi

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 WiFi

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 WiFi

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 Twin Beds
  • Free WiFi

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 WiFi

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 WiFi

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

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

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 Twin Beds and 1 Queen Futon
  • Free WiFi

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
(1 review)
  • Resort view
  • 2 bedrooms
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed
  • Free WiFi

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The price is $129
$178 total
includes taxes & fees
Jul 12 - Jul 13
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About the neighborhood

Map
84959 Overseas Highway, 222, Islamorada, FL, 33036

What's nearby

  • Windley Key Fossil Reef Geological State Park - 6 min walk - 0.5 km
  • Hog Heaven - 7 min walk - 0.7 km
  • Theater of the Sea - 9 min walk - 0.8 km
  • Bud n' Mary's Dive Center - 8 min drive - 10.7 km
  • Anne's Beach - 18 min drive - 23.5 km

Getting around

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

Restaurants

  • ‪Hog Heaven - ‬7 min walk
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Wendy's - ‬4 min drive
  • ‪The Oceanview Inn & Sports Pub - ‬8 min walk
  • ‪Starbucks - ‬15 min walk

About this property

Drop Anchor

  • Situated by the ocean, Drop Anchor is a great choice for a stay in Islamorada. Guests can enjoy the outdoor pool, along with onsite kayaking. Other highlights at this Art Deco hotel include free bike rentals and a garden. Fellow travelers love the helpful staff.

At a glance

DONE

Hotel size

    • 18 rooms
    • Arranged over 2 floors
DONE

Arriving/Leaving

    • 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 time is 11 AM
    • Contactless check-out available
DONE

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
DONE

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 18
DONE

Children

    • No cribs (infant beds)
DONE

Pets

    • Pets allowed (dogs only)*
    • Service animals welcome
WIFI

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms
LOCAL_PARKING

Parking

    • Free onsite self parking
    • Onsite parking includes off-street options
DONE

Other information

    • Designated smoking areas

Property amenities

Food and drink

  • Coffee/tea in a common area
  • Barbecue grills

Traveling with children

  • Paddleboard on site

What to do

  • Kayaking
  • Motor boating
  • Paddleboard on site
  • Private beach nearby
  • Ecotours nearby
  • Hiking/biking trails nearby
  • Parasailing nearby
  • Scuba diving nearby
  • Scooter/moped rentals nearby

Working away

  • Business center

Services

  • Front desk (limited hours)
  • Wedding services
  • Free bicycle rentals
  • Beach sun loungers
  • Beach towels
  • Beach umbrellas
  • Pool loungers
  • Paddleboard on site

Facilities

  • 6 buildings/towers
  • Built in 1963
  • Safe-deposit box at front desk
  • Garden
  • Picnic area
  • An outdoor pool
  • Banquet hall
  • Dock
  • Walkway to water
  • Art Deco architecture

Accessibility

  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Stair-free path to entrance

Room amenities

Be entertained

  • Flat-screen television
  • Premium cable channels

Home comfort

  • Air conditioning
  • Ceiling fan
  • Coffee/tea maker
  • Iron/ironing board

Sleep well

  • Premium bedding

What to enjoy

  • Individually furnished and decorated

Freshen up

  • Private bathroom
  • Shower only
  • Free toiletries
  • Hair dryer
  • Towels

Stay connected

  • Free WiFi

More

  • Daily housekeeping
  • Connecting/adjoining rooms available

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
  • Resort fee: USD 35 per accommodation, per night
  • Resort fee inclusions:
    • Beach access
    • Beach loungers
    • Beach towels
    • Housekeeping
    • In-room coffee
    • Pool access

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of USD 26 per pet, per day

Pool, spa, & gym (if applicable)

  • Pool access available from 7:30 AM to 6:30 PM

Policies

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.
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.
This property does not have elevators.
Guests can rest easy knowing there's a carbon monoxide detector, a fire extinguisher, and a smoke detector on site.
This property accepts credit cards, debit cards and cash.
Credit cards accepted: Visa, Mastercard, American Express, Discover

Also known as

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Drop Anchor Resort Marina
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Drop Anchor Hotel
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Drop Anchor
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Drop Anchor Resort Marina
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Drop Anchor Hotel Islamorada

Frequently asked questions

Is there a pool at Drop Anchor?

Yes, there's an outdoor pool. Guests have pool access from 7:30 AM to 6:30 PM.

Are pets allowed at Drop Anchor?

Yes, dogs are welcome. There's a charge of USD 26 per pet, per day. Service animals are exempt from fees.

Is parking offered on site at Drop Anchor?

Yes, there's free self parking.

What are the check-in and check-out times at Drop Anchor?

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM. Check-out time is 11 AM. Contactless check-out is available.

What is there to do at Drop Anchor and nearby?

Have fun with onsite activities like kayaking, cycling, and motor boating. Additional recreation nearby includes ecotours. Enjoy a swim in the outdoor pool or use the hotel's other amenities, which include a picnic area and a garden.

What's the area around Drop Anchor like?

Drop Anchor is located on the waterfront, a short 4-minute walk from Windley Key Fossil Reef Geological State Park and 7 minutes' walk from Hog Heaven.

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Reviews

Drop Anchor Reviews

8.8

Excellent

9.0

Cleanliness

9.0

Location

9.0

Staff & service

8.4

Property conditions & facilities

Guest review summary

What guests liked

  • The pool area is clean, heated, and well-maintained, offering a lovely spot to relax and enjoy the surroundings. (27 reviews)
  • The beach area at this property offers a serene atmosphere, comfortable seating, and scenic views. (17 reviews)
  • The restaurant options near the property offer pleasant dining experiences with some establishments featuring outdoor seating and beautiful views. (9 reviews)
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From real guest reviews summarized by AI.

Popular mentions

Room
View
Service staff
Location
Ocean
Bed
Water
Kayaking
Beach
Restaurant

Reviews

Verified

10/10 Exceptional

Great location! Super cute every room is close to the water. Would stay here again for sure.
Jill, 3-night trip
Verified

10/10 Exceptional

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
vanessa, 2-night trip
Verified

10/10 Exceptional

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
Wendy, 4-night trip
Verified

10/10 Exceptional

Clean room, beautiful view and loved being able to walk out to the beach.
Brian, 1-night trip
Verified

10/10 Exceptional

Everything was clean and in good conditions
Ana, 2-night trip
Verified

10/10 Exceptional

The View was amazing!
Markee, 1-night trip
Verified

10/10 Exceptional

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 !
Erin, 1-night trip
Verified

10/10 Exceptional

We had a great room with a beautiful view of the beach in front of the ocean. Loved it!
Shaney E, 1-night trip
Verified

8/10 Very good

Great room and amazing view
Alberto, 1-night trip
Verified

10/10 Exceptional

Good times staying at the property. Great view out of the window.
Elena, 5-night trip
Verified

10/10 Exceptional

The ocean was right outside our door. The unit was very clean, very kept up and the quietness was amazing.
Linda, 2-night trip
Verified

10/10 Exceptional

We could see the ocean from the bed so we'd wake up, open the curtains and watch the sunrise from the bed! Amazing!
Cassie, 2-night trip
Verified

10/10 Exceptional

So clean. Great room. Near everything and so so clean. I would stay here again. The people at the drop anchor are super nice.
James, 3-night trip
Verified

10/10 Exceptional

Amazing and peaceful lady at front desk was amazing and friendly
Brook, 1-night trip
Verified

10/10 Exceptional

Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing!
Laura, 2-night trip
Verified

10/10 Exceptional

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.
Jeff, 2-night trip
Verified

4/10 Fair

This place needs an entire makeover. The staff were super nice and the views were beautiful. It’s in a great location but the rooms are run down. The free kayaks and bikes were in terrible condition and the pool was dirty and had many visible concrete holes on the bottom. The WiFi and ice machine were both not working and the water pressure was almost nonexistent.
Carol, 5-night trip
Verified

10/10 Exceptional

The room walked right out to water. Staff came around to ask if we needed anything. It was amazing!
Christy, 3-night trip
Verified

10/10 Exceptional

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.
Nina, 2-night trip
Verified

10/10 Exceptional

Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again.
Dianna, 1-night trip
Verified

10/10 Exceptional

Very excellent location for staying
Da, 1-night trip
Verified

10/10 Exceptional

Comfy bed! Pretty tiled shower!
Paula, 1-night trip
Verified

10/10 Exceptional

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☀️.
DeeDee, 1-night trip
Verified

10/10 Exceptional

Very nice place to stay and relax
Lumary, 1-night trip
Verified

10/10 Exceptional

Beautiful view!!!
Karen, 1-night trip