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Drop Anchor

Property class: 3

Choose dates to view prices

Drop Anchor provides amenities like a garden and a business center. Active travelers can enjoy amenities like motor boating and paddleboards at this hotel. Stay connected with free in-room WiFi.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services

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

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
  • 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
(22 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

9.0 out of 10
Wonderful
(16 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
(2 reviews)
  • Resort view
  • 2 bedrooms
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed
  • Free WiFi

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About the neighborhood

Located in Islamorada, Drop Anchor is on the waterfront. Hurricane Monument and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Windley Key Fossil Reef Geological State Park and San Pedro Underwater Archaeological Preserve State Park. Ready for a night out? Consider Hog Heaven and Lorelei Restaurant & Cabana Bar. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with hiking/biking trails and ecotours. Visit our Islamorada travel guide
Map
84959 Overseas Highway, 222, Islamorada, FL, 33036

What's nearby

  • A small green leaf growing on a rough, textured surface.
    Windley Key Fossil Reef Geological State Park
    6 min walk - 0.4 miles
  • A waterfall at SeaWorld, with text reading "I eat the sea" and "Marine Mammal Park, Islamorada, Florida".
    Theater of the Sea
    9 min walk - 0.5 miles
  • A sandy beach with green vegetation and a calm sea.
    Anne's Beach
    18 min drive - 14.9 miles
  • Hog Heaven
    7 min walk - 0.4 miles
  • Robbie’s of Islamorada
    12 min drive - 9.9 miles

Getting around

  • Miami Intl. Airport (MIA)
    89 min drive

Restaurants

  • Lorelei Restaurant & Cabana Bar
    5 min drive
  • Hog Heaven
    7 min walk
  • Wahoo's Bar & Grill
    2 min drive
  • Islamorada Fish Company
    6 min drive
  • Tiki Bar
    18 min walk

About this property

Drop Anchor

  • Hotel by the ocean
  • Drop Anchor provides amenities like a garden and a business center. Active travelers can enjoy amenities like motor boating and paddleboards at this hotel. Stay connected with free in-room WiFi.
  • Additional perks include:
    • An outdoor pool along with sun loungers
    • Free self parking
    • Free bicycle rentals, a paddleboard on site, and a banquet hall
    • A dock, barbecue grills, and a fish cleaning table
    • Guest reviews say great things about the helpful staff
  • Room features
  • All guestrooms are individually furnished, and feature comforts such as premium bedding and air conditioning, as well as thoughtful touches like free WiFi. Guest reviews highly rate the clean rooms at the property.
  • Other amenities include:
    • Bathrooms with showers and free toiletries
    • Flat-screen TVs with premium channels
    • Coffee/tea makers, ceiling fans, and daily housekeeping

Similar properties

Exterior
Fisher Inn Resort & Marina
Islamorada
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
8.2 out of 10, Very Good, 1,006 reviews
$139 nightly
The price is $156
Sep 15 - Sep 16
Total with taxes and fees
Fisher Inn Resort & Marina
Compare similar properties

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • 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 center

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 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

Access methods

Front desk (limited hours)

Pets

Pets allowed for an extra charge of USD 26 per pet, per day
Service animals are welcome, and are exempt from fees
Welcoming dogs only

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • 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 have included all charges provided to us by the property.

Optional extras

  • Pet fee: USD 26 per pet, per day
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

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, 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

We should mention

This property does not have elevators
Pool access available from 7:30 AM to 6:30 PM
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

Frequently asked questions

Does Drop Anchor have a pool?

Yes, this property has an outdoor pool. Pool access is from 7:30 AM–6:30 PM.

How much does it cost to stay at Drop Anchor?

As of Aug 18, 2026, prices found for a 1-night stay for 2 adults at Drop Anchor on Aug 19, 2026 start from $153, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Drop Anchor pet-friendly?

Yes, dogs are allowed at this property. There's a fee of USD 26 per pet, per day. Service animals are exempt from fees.

How much is parking?

Self parking is free at this property.

What time is check-in at Drop Anchor?

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM. Late check-in is available during limited hours.

What time is check-out at Drop Anchor?

Check-out is at 11 AM.

Where is Drop Anchor located?

Situated on the waterfront, this hotel is within a 10-minute walk of Windley Key Fossil Reef Geological State Park and Hog Heaven. Rain Barrel Village and Founders Park are also within 3 mi (5 km).

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