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Drop Anchor

3.0 star property
3-star Art Deco hotel with private beach

Choose dates to view prices

your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Exterior
Beach/ocean view
Beach/ocean view

Reviews

8.8 out of 10

Excellent

Popular amenities

  • Housekeeping
  • Pet-friendly
  • Parking included
  • Air conditioning
  • Free WiFi

Explore the area

Map
84959 Overseas Highway, 222, Islamorada, FL, 33036
  • Windley Key Fossil Reef Geological State Park
    4 min walk
  • Theater of the Sea
    7 min walk
  • Hog Heaven
    7 min walk
  • Hog Heaven Sports Bar & Grill
    7 min walk

Room options

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

Resort View Queen Family Suite w/ Kitchen

Resort View Queen Family Suite w/ Kitchen

  • Resort view
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

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

Oceanfront King Suite w/ Beach Walkout & Kitchen

Oceanfront King Suite w/ Beach Walkout & Kitchen

  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Trailer

Oceanfront Trailer

Oceanfront Trailer

  • Sleeps 2
  • 1 Queen Bed

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

Ocean View Double Queen w/ Kitchen & Private Balcony

Ocean View Double Queen w/ Kitchen & Private Balcony

  • Sleeps 4
  • 2 Queen Beds

View all photos for Oceanfront Queen Room

Oceanfront Queen Room

Oceanfront Queen Room

  • Ocean view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Resort View ADA King Room

Resort View ADA King Room

Resort View ADA King Room

  • Sleeps 2
  • 1 King Bed

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

Resort View Queen Room w/ Kitchen & Private Porch

Resort View Queen Room w/ Kitchen & Private Porch

  • Resort view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Resort View Family Suite w/ Kitchen

Resort View Family Suite w/ Kitchen | Private kitchen

Resort View Family Suite w/ Kitchen

  • Resort view
  • Sleeps 6
  • 2 Queen Beds and 2 Twin Beds

View all photos for Ocean View Double Queen Room

Ocean View Double Queen Room

Ocean View Double Queen Room

  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

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

Premium bedding, individually decorated, individually furnished

Oceanfront King Suite w/ Kitchen & Private Balcony

  • Beach view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Family Suite w/ Kitchen

Flat-screen TV

Oceanfront Family Suite w/ Kitchen

  • Ocean view
  • Sleeps 6
  • 1 King Bed, 2 Twin Beds and 1 Queen Futon

Similar properties

Beach

Chesapeake Beach Resort

On private beach
Pool
Pet-friendly
Air conditioning
4.5 out of 5, Wonderful, (1389)
The price is CA $560
per night
CA $702 total
includes taxes & fees
17 Jan - 18 Jan
Chesapeake Beach Resort

About the area

Islamorada

Oceanside stay.Stay at this Islamorada hotel and you'll be within half a mile (1 km) of Windley Key Fossil Reef Geological State Park and 2 miles (3 km) of Rain Barrel Village. Founders Park and Islamorada County Park are also within 3 miles (5 km).

What's nearby

  • Windley Key Fossil Reef Geological State Park - 4 min walk
  • Theater of the Sea - 7 min walk
  • Islamorada County Park - 3 min drive
  • Founders Park - 3 min drive
  • History of Diving Museum - 3 min drive

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
  • ‪Whale Harbor Restaurant Marina - ‬2 min drive
  • ‪Islamorada Beer Company - ‬4 min drive

About this property

Drop Anchor

3-star Art Deco hotel with private beach
A private beach is featured. Drop Anchor offers its guests an outdoor pool and complimentary bicycles. You'll find a business center on site.

WiFi is free in public spaces. Barbecue grills, a vending machine, and a garden are also featured at Drop Anchor. Free self parking is available.

Smoking is allowed in designated areas at this 3-star Islamorada hotel.

  • 18 guestrooms or units
  • 2 levels
  • 6 buildings
  • Built in 1963
  • Beach lounge chairs
  • Towels for the beach
  • Umbrellas for the beach
  • Poolside lounge chairs
  • Business facilities
  • Coffee in lobby
  • Front desk (limited hours)
  • Front-desk safe
  • Wedding services available
  • Garden
  • BBQ grill(s)
  • Outdoor picnic space
  • Smoking in designated areas
Drop Anchor offers 18 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include showers and complimentary toiletries. This Islamorada hotel provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.

Languages

English

Property amenities

Family friendly

  • Outdoor pool

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/tea in common area(s)

Things to do

  • Free bicycle rentals
  • Kayaking
  • Motor boating
  • Outdoor pool
  • Paddleboards on site

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • This property does not have elevators
  • Stair-free path to entrance
  • Upper floors accessible by stairs only
  • Well-lit path to entrance

Room amenities

Entertainment

  • Cable channels
  • Flat-screen TV
  • Premium channels

Bedroom

  • Air conditioning
  • Bed sheets
  • Ceiling fan
  • Premium bedding

Bathroom

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

Food and drink

  • Coffee/tea maker

More

  • Connecting rooms available
  • Individually decorated
  • Individually furnished
  • 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

Access methods

Front desk (limited hours)

Pets

  • Pets: USD 25 per pet, per day
  • Only dogs are allowed
  • Service animals are exempt from fees

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

Guests will be asked to pay the following charges at the property:

  • 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've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet fee: USD 25 per pet, per day
  • Service animals are exempt from fees

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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 fire extinguisher
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, Discover, debit cards, and cash. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

We should mention

  • Pool access available from 7:30 AM to 6:30 PM.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.

Property is 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 Resort Marina
Drop Anchor Hotel Islamorada
Drop Anchor Hotel
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Drop Anchor
Hotel Drop Anchor Islamorada
Islamorada Drop Anchor Hotel
Hotel Drop Anchor
Drop Anchor Islamorada
Drop Anchor Resort Marina
Drop Anchor Hotel
Drop Anchor Islamorada
Drop Anchor Hotel Islamorada

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 626 out of 1002 reviews" "
Rating 8 - Good. 238 out of 1002 reviews" "
Rating 6 - Okay. 71 out of 1002 reviews" "
Rating 4 - Poor. 36 out of 1002 reviews" "
Rating 2 - Terrible. 31 out of 1002 reviews" "

9.0/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.6/10

Property conditions & facilities

8.6/10

Eco-friendliness

Reviews

10/10 Excellent

Jacob

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Fun trip
Had a quick one night stay. Was super comfortable and amazing.
Stayed 1 night in Oct 2024

10/10 Excellent

Ilda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property and accommodations with the hotel fee. My partner and I loved it. Definitely will be back.
Stayed 1 night in Sep 2024

10/10 Excellent

Sharyn

Stayed 1 night in Sep 2024

6/10 Okay

Jessica

Liked: Staff & service
We booked this hotel for 1 night while at the Keys to avoid driving back to Miami after boating all day. The price and location were great. We loved the convenience of the 2nd bedroom kitchen area was nice and spacious. The outside area is pleasant and nice water view. My only complaint was the bathroom. Terrible shower, not very clean, bad shower, very outdated and uncomfortable. The bathroom needs remodeling like yesterday. Other than that I would recommend this place for a short stay, not long.
Stayed 1 night in Sep 2024

8/10 Good

Michael

Liked: Cleanliness, staff & service, property conditions & facilities
.
Stayed 1 night in Sep 2024

10/10 Excellent

Carlos

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Jul 2024

10/10 Excellent

John

Stayed 2 nights in Sep 2024

10/10 Excellent

Leigh

Stayed 2 nights in Aug 2024

8/10 Good

Alfredo

Stayed 1 night in Aug 2024

10/10 Excellent

Aurelio

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Sep 2024

8/10 Good

Steven

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Sep 2024

6/10 Okay

lloyd

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice place.pool was nice .no real beach but very pleasant.
Stayed 1 night in Sep 2024

4/10 Poor

jeffrey

Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
No hot water had to leave early and no parking
Stayed 4 nights in Aug 2024

10/10 Excellent

esteban

Travelled with family and small children
Liked: Cleanliness, amenities, property conditions & facilities
Disliked: Staff & service
The lady who works in the office where you check in is very rude and arrogant. The place is beautiful and very nice.
Stayed 1 night in Sep 2024

6/10 Okay

Blas

Liked: Cleanliness, staff & service
There was a $75 charge for “resort” facilities,i.e., kayak and bicycle use, which I was told was non waivable, which as senior citizens we did not have any use for. Had it been a non refundable reservation we would have gone someplace else. Live and learn.
Stayed 2 nights in Aug 2024

8/10 Good

jorge

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Aug 2024

10/10 Excellent

Jesse

Stayed 2 nights in Aug 2024

10/10 Excellent

Da

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
Very excellent location for staying
Stayed 1 night in Aug 2024

10/10 Excellent

Kyle

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 2 nights in Jul 2024

10/10 Excellent

Jose

Travelled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room had a pleasant visit at this property
Stayed 2 nights in Aug 2024

10/10 Excellent

Lumary, Palm springs

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice place to stay and relax
Stayed 1 night in Aug 2024

8/10 Good

Greg, Jupiter

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Very good, motel style accommodation. Excellent office personnel. Easy walk to two restaurants.
Stayed 1 night in Aug 2024

10/10 Excellent

Klajdi

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Aug 2024

8/10 Good

Raysa

Liked: Cleanliness, staff & service, property conditions & facilities
No beach
Stayed 2 nights in Apr 2024

10/10 Excellent

Fernando

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2024