Drop Anchor

3.0 star property
Islamorada beach hotel with outdoor pool

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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 | 1 bedroom, premium bedding, individually decorated
Oceanfront King Suite w/ Kitchen & Private Balcony | Terrace/patio
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

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

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
$160 nightly
The total price is $176
Aug 21 - Aug 22
Total includes taxes and fees

Room options

Available filters for rooms
Showing 11 of 11 rooms

Resort View Queen Family Suite w/ Kitchen

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized refrigerator/freezer
Flat-screen TV
2 bedrooms
  • 2 bedrooms
  • Resort view
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

Oceanfront King Suite w/ Beach Walkout & Kitchen

9.6 out of 10
Exceptional
(11 reviews)

Highlights

Deck/patio
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized refrigerator/freezer
Flat-screen TV
  • 1 bedroom
  • Ocean view
  • Sleeps 4
  • 1 King Bed

Oceanfront Trailer

8.0 out of 10
Very good
(8 reviews)

Highlights

Patio
Separate dining area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchenette
Full-sized refrigerator/freezer
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

Ocean View Double Queen w/ Kitchen & Private Balcony

9.6 out of 10
Exceptional
(5 reviews)

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Flat-screen TV
Separate bedroom
  • Sleeps 4
  • 2 Queen Beds

Oceanfront Queen Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Premium bedding
  • Ocean view
  • Sleeps 2
  • 1 Queen Bed

Resort View ADA King Room

Highlights

Patio
Yard
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Refrigerator
Flat-screen TV
  • Sleeps 2
  • 1 King Bed

Resort View Queen Room w/ Kitchen & Private Porch

9.4 out of 10
Exceptional
(6 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized refrigerator/freezer
Flat-screen TV
Separate bedroom
  • Resort view
  • Sleeps 2
  • 1 Queen Bed

Resort View Family Suite w/ Kitchen

7.4 out of 10
Good
(3 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized refrigerator/freezer
Flat-screen TV
Separate bedroom
  • 1 bedroom
  • Resort view
  • Sleeps 6
  • 2 Queen Beds and 2 Twin Beds

Ocean View Double Queen Room

8.8 out of 10
Excellent
(15 reviews)

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Oceanfront King Suite w/ Kitchen & Private Balcony

10.0 out of 10
Exceptional
(18 reviews)

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchenette
Full-sized refrigerator/freezer
Flat-screen TV
  • 1 bedroom
  • Beach view
  • Sleeps 4
  • 1 King Bed

Oceanfront Family Suite w/ Kitchen

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized refrigerator/freezer
Flat-screen TV
2 bedrooms
  • 2 bedrooms
  • Ocean view
  • Sleeps 6
  • 1 King Bed, 2 Twin Beds and 1 Queen Futon

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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
  • Theater of the Sea - 9 min walk - 0.8 km
  • Founders Park - 4 min drive - 4.0 km
  • Islamorada County Park - 4 min drive - 4.3 km
  • Florida Keys Brewing Co. - 7 min drive - 7.3 km

Getting around

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

Restaurants

  • ‪Tiki Bar - ‬18 min walk
  • ‪Wendy's - ‬4 min drive
  • ‪Whale Harbor Restaurant Marina - ‬2 min drive
  • ‪Starbucks - ‬15 min walk
  • ‪Islamorada Beer Company - ‬4 min drive

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.

Languages

English

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
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 25 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 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 25 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.

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Drop Anchor Reviews

Reviews

8.8

Excellent

9.0/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.6/10

Property conditions & facilities

8.6/10

Eco-friendliness

Popular mentions

Room
View
Service staff
Location
Ocean
Bed
Water
Kayaking
Beach
Restaurant

Reviews

10/10 Excellent

Beautiful and quiet place!
Ninoslav, 1-night trip

10/10 Excellent

This place was great! Was a spur of the moment decision to stay here and we haven’t regretted it. Beautiful view and 2 restaurants within walking distance to property.
Lisa, 1-night trip

8/10 Good

The property was well maintained. The staff was excellent.
Raul, 3-night trip

10/10 Excellent

This was our second stay in a month. Great location, beautiful property on the water. We love it here and cant wait to go back.
View from the dock.
Travis, 2-night trip

8/10 Good

Clean and convenient
Jack, 2-night trip

10/10 Excellent

Love it!!
Silvia, 1-night trip

8/10 Good

The property was a throw back to old motels, charming…
Anthony, 1-night trip

10/10 Excellent

I loved this property. My husband and I stayed here for a quick getaway and it was perfect. Super clean and the staff was very responsive. We utilized the complimentary kayaks which was a nice touch. Will be returning
Morgan, 2-night trip

8/10 Good

It was that keys feeling that everyone looks for
Paolo, 3-night trip

10/10 Excellent

Very quiet , nice views , excellent costumer service.
Dixiana, 2-night trip

8/10 Good

Quaint
David, 1-night trip

10/10 Excellent

Compared to other choices in the area, I thought we ended with the best deal. We booked the ocean view king room, which is very spacious with sitting area and the view of the water is right there. Nice updated bathroom and a balcony overlooking the water too. Freshly painted inside and out - well kept grounds, loved sitting under one of several tiki umbrellas to enjoy that view and watch the boats. wished we were staying longer - but next time we will.
ellie, 1-night trip

10/10 Excellent

Always friendly and helpful staff. Private beach area is a major plus.
Michael, 1-night trip

8/10 Good

Nice ocean views

Nice location with ocean views
1-night trip

6/10 Okay

No parking and a little derty
Niurka, 2-night trip

4/10 Poor

The motel is quite old and run down. The king suite with walk out to the beach; isn’t really a walk out to the beach at all - instead you are facing the boat ramp. The futon is so uncomfortable that it shouldn’t be considered an option for an extra place to sleep. My kids couldn’t sleep all night which was also due to the neighboring room being very loud late into the night.
Tanya, 1-night trip

6/10 Okay

Wouldn't do it again
Cathy, 1-night trip

10/10 Excellent

The boat dock is a little rough to enter and exit especially on low tide.
hevelin, 3-night trip

8/10 Good

Really cute and quiet, rooms were clean and the premises are nice. It is not a beach location although is water front.
Morayma P., 2-night trip

10/10 Excellent

Great place! We pretymuch had the placf to ourselves so it was really relaxing! Beautiful property as well and the pool was like bathwater!
Nicole, 4-night trip

10/10 Excellent

Good price and clean

Great place. I enjoyed the beach area and how we could walk to a few good dive bars w live music. Very clean and included a kitchen snd good size shower. Only complaint would be the blinds did not close all the way and parking lot coyld see in at night.
Kim, 1-night trip

10/10 Excellent

Great staff. Very clean and wonderful waterfront setting.
Tom, 2-night trip

10/10 Excellent

It was very nice.
Judith, 2-night trip

10/10 Excellent

Very excellent location for staying
Da, 1-night trip

10/10 Excellent

This place had an amazing view and sunrise will most definitely me back to this place
jose, 2-night trip