Drop Anchor

Property class: 3
Islamorada beach hotel with outdoor pool

Choose dates to view prices

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.

Reviews

8.6 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 $123
$174 total
includes taxes & fees
Oct 13 - Oct 14

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
(7 reviews)
  • Sleeps 4
  • 2 Queen Beds

View all photos for Oceanfront Trailer

A neatly made bed with white and pink linens, a wooden headboard, and a mirror on the wall.

Oceanfront Trailer

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

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

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
(22 reviews)
  • Beach view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

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
(17 reviews)
  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

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

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

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

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

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

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
(3 reviews)
  • Resort view
  • 2 bedrooms
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

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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 - 11.0 km
  • Anne's Beach - 18 min drive - 23.9 km

Getting around

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

Restaurants

  • ‪Hog Heaven - ‬7 min walk
  • ‪Lorelei Restaurant & Cabana Bar - ‬5 min drive
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Wendy's - ‬4 min drive
  • ‪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

Hotel size

    • 18 rooms
    • Arranged over 2 floors

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

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

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

Children

    • No cribs (infant beds)

Pets

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

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms

Parking

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

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 28 per pet, per day

Pool, spa, & gym (if applicable)

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

Policies

Extra-person charges may apply and vary depending on property policy.
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 Islamorada
Drop Anchor Resort
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Drop Anchor Resort Marina
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Drop Anchor Hotel
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Drop Anchor
Hotel Drop Anchor Islamorada
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Hotel Drop Anchor
Drop Anchor Islamorada
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 28 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

8.6

Excellent

9.0

Cleanliness

9.2

Location

9.0

Staff & service

8.4

Property conditions & facilities

Guest review summary

What guests liked

  • The pool was clean, heated, and lovely to use, with many guests enjoying it as a highlight of their stay. (27 reviews)
  • The property has a beautiful beach area with plenty of seating, shade, and hammocks, and a private beach is a major plus. (17 reviews)
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From real guest reviews summarized by AI.
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Popular mentions

Room
View
Service staff
Location
Ocean
Bed
Water
Kayaking
Restaurant
Beach

Reviews

Verified review

10/10 Exceptional

Very friendly staff and well maintained property with easy boat ramp
Verified review

10/10 Exceptional

A very cozy, small hotel in a quiet location by the sea. Perfect for a holiday with children. Highly recommended!
Verified review

10/10 Exceptional

Great stay for boaters! right on the water and easy to launch. The rooms were clean and had the essentials. The staff was super friendly and helpful.
Verified review

10/10 Exceptional

We were greeted by Daniel when we checked in. He was kind and very respectful with many recommendations in the area. Our unit was GREAT. Perfect views of the bay and the kitchen had everything we needed for a short stay.
Verified review

8/10 Very good

We could walk to hog heaven They had complementary bikes, paddle boards, and kayaks.
Verified review

8/10 Very good

This place was set in a beautiful location but you could not swim in the water - the swimming pool was a great substitute and well maintained. There were plenty of places to grill and enjoy the views on the property, and I loved that free bike rentals were included. The staff was very friendly and helpful - really satisfied there, but the standard of the rooms was average. Things were functional but there were several conveniences missing, like a towel rod in the bathroom, or unfinished walls in different parts of the villa. It was nice to be in walking distance to a couple of restaurants, an ice cream place, a pizza place, and a Starbucks.
Verified review

10/10 Exceptional

Great room. Staff was very helpful and kind. Enjoyed the beachfront
Verified review

10/10 Exceptional

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!
Verified review

10/10 Exceptional

Great location! Super cute every room is close to the water. Would stay here again for sure.
Verified review

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
Verified review

10/10 Exceptional

Clean room, beautiful view and loved being able to walk out to the beach.
Verified review

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
Verified review

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 !
Verified review

10/10 Exceptional

The View was amazing!
Verified review

10/10 Exceptional

Good times staying at the property. Great view out of the window.
Verified review

10/10 Exceptional

Everything was clean and in good conditions
Verified review

8/10 Very good

Great room and amazing view
Verified review

10/10 Exceptional

We had a great room with a beautiful view of the beach in front of the ocean. Loved it!
Verified review

10/10 Exceptional

The ocean was right outside our door. The unit was very clean, very kept up and the quietness was amazing.
Verified review

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.
Verified review

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!
Verified review

10/10 Exceptional

Amazing and peaceful lady at front desk was amazing and friendly
Verified review

10/10 Exceptional

The room wasn’t the most luxurious and needed work. The pool needs a reface as well, but the location and the boat ramp was great and we were able to get across to the sand bar in no time! The staff was helpful, the location is absolutely amazing, the scenery is amazing, and the convenience of launching there was a great perk! Definitely recommend if you want something laid back, a great view, and convenient. Definitely call before booking and let them know about your plans for launching! They’re a little sticky about this!
Verified review

10/10 Exceptional

Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing!
Verified review

10/10 Exceptional

Very excellent location for staying