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Drop Anchor

3.0 star property
Islamorada beach hotel with outdoor pool

Choose dates to view prices

Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Oceanfront King Suite w/ Kitchen & Private Balcony | Terrace/patio
Oceanfront King Suite w/ Kitchen & Private Balcony | 1 bedroom, premium bedding, individually decorated
Exterior
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
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
  • Pet friendly
  • Pool
  • 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
The current price is $105
$153 total
includes taxes & fees
Nov 2 - Nov 3

Room options

Available filters for rooms
Showing 11 of 11 rooms

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

Ocean View Double Queen w/ Kitchen & Private Balcony | 1 bedroom, premium bedding, individually decorated

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

View all photos for Oceanfront Trailer

Oceanfront Trailer | 1 bedroom, premium bedding, individually decorated

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

View all photos for Resort View ADA King Room

Resort View ADA King Room | 1 bedroom, premium bedding, individually decorated

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

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

1 bedroom, premium bedding, individually decorated

Oceanfront King Suite w/ Kitchen & Private Balcony

10.0 out of 10
Exceptional
(19 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

View all photos for Ocean View Double Queen Room

Ocean View Double Queen Room | 1 bedroom, premium bedding, individually decorated

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

View all photos for Resort View Family Suite w/ Kitchen

Resort View Family Suite w/ Kitchen | Private kitchen | Coffee/tea maker

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

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

Resort View Queen Room w/ Kitchen & Private Porch | 1 bedroom, premium bedding, individually decorated

Resort View Queen Room w/ Kitchen & Private Porch

9.6 out of 10
Exceptional
(7 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

View all photos for Oceanfront Queen Room

Oceanfront Queen Room | 1 bedroom, premium bedding, individually decorated

Oceanfront Queen Room

Highlights

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

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

Oceanfront King Suite w/ Beach Walkout & Kitchen | 1 bedroom, premium bedding, individually decorated

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

View all photos for Oceanfront Family Suite w/ Kitchen

Flat-screen TV

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

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

Resort View Queen Family Suite w/ Kitchen | 1 bedroom, premium bedding, individually decorated

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

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includes taxes & fees
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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
  • ‪Hog Heaven - ‬7 min walk
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Starbucks - ‬15 min walk
  • ‪Whale Harbor Buffet - ‬2 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.

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

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

8.4/10

Property conditions & facilities

8.6/10

Eco-friendliness

Popular mentions

Room
View
Service staff
Location
Ocean
Bed
Water
Kayaking
Restaurant
Beach

Reviews

10/10 Exceptional

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

8/10 Very good

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

10/10 Exceptional

Very excellent location for staying
Da, 1-night trip

10/10 Exceptional

Parking could be better
John, 2-night trip

10/10 Exceptional

Love the location the property and views are amazing !
Phil, 2-night trip

10/10 Exceptional

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

10/10 Exceptional

It was very nice.
Judith, 2-night trip

6/10 Good

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

10/10 Exceptional

Very quiet..comfortable pool was fabulous room had everything we needed..view of ocean was lovely..
Rhonda Mullins Brian, 5-night trip

10/10 Exceptional

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 Exceptional

Small beach front resort with large, comfortable rooms, a beautiful pool, kayaks and SUPs for use, and wonderful location.
Melody, 2-night trip

10/10 Exceptional

Perfect boutique style hotel

This hotel is a real gem. Location is ideal, right on the water with a pool and very comfortable spots to take in the breathtaking views of the ocean. You truly feel like you are off the grid at this very tranquil spot. The staff is extremely kind, and they even let you borrow kayaks to explore.
Maria Fernanda, 1-night trip

8/10 Very good

Nice service and location.
David, 1-night trip

10/10 Exceptional

We had an excellent stay at Drop Anchor and will be coming back.
Michael, 3-night trip

10/10 Exceptional

The front desk staff was amazing!

6/10 Good

Nice place.pool was nice .no real beach but very pleasant.
lloyd, 1-night trip

10/10 Exceptional

The view were spectacular 😍
Christy, 1-night trip

10/10 Exceptional

Beautiful property and accommodations with the hotel fee. My partner and I loved it. Definitely will be back.
Ilda, 1-night trip

10/10 Exceptional

Classic Keys property with easy access to the ocean, nice waterfront area, great pool - views for miles. No frills, small bathroom, cold A/C, super friendly staff - all that you need.
Kyle, 2-night trip

10/10 Exceptional

Excellent!! Boat ramp on premises and swimming pool. Spacious room (at least the one we stayed in), plenty on parking space and close to everything.
Carlos, 1-night trip

8/10 Very good

Retro trailer

We stayed in the single wide retro trailer. Definitely added a unique experience. Old trailer in much need of updates but the views, property, and staff make up for what the trailer lacks.
Steven, 4-night trip

8/10 Very good

Amazing place! Beautiful area with great amenities. Only thing was really stiff beds. But if you like very firm mattresses…it’s a 5 star. That aside …we will definitely be back!!
Noreen, 2-night trip

10/10 Exceptional

A quiet peaceful spot right on the water you can toe your boat up at the front door love it
dean, 1-night trip

8/10 Very good

Enjoyed waterfront!
Tina, 1-night trip

10/10 Exceptional

We loved Drop Anchor! The property was perfect! The location, clean, quiet, beach, heated pool, tiki huts with adirondeck chairs and hammocks. Exactly, what we were looking for and thoroughly enjoyed.
Kathleen, 4-night trip