See all properties

Drop Anchor

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

Choose dates to view prices

Photo gallery for Drop Anchor

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pet-friendly
  • Housekeeping
  • Air conditioning
  • Parking included
  • 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
  • Rain Barrel Village
    ‪3 min drive‬

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, (1407)
The price is CA $887
per night
CA $1,078 total
includes taxes & fees
7 Mar - 8 Mar
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
  • Florida Keys Brewing Co. - 5 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
Drop Anchor Resort Islamorada
Drop Anchor Hotel Islamorada
Drop Anchor Hotel
Drop Anchor Islamorada
Hotel Drop Anchor Islamorada
Islamorada Drop Anchor Hotel
Hotel Drop Anchor
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
Drop Anchor Islamorada
Drop Anchor Hotel Islamorada

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 627 out of 1001 reviews
Rating 8 - Good. 231 out of 1001 reviews
Rating 6 - Okay. 74 out of 1001 reviews
Rating 4 - Poor. 36 out of 1001 reviews
Rating 2 - Terrible. 33 out of 1001 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.6/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

8/10 Good

Ronnie

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

8/10 Good

derek

Liked: Cleanliness, staff & service, room comfort
quant quiet and a decent location
Nice cute quiet place.
Stayed 1 night in Nov 2024

2/10 Terrible

LILIANA

Disliked: Cleanliness, staff & service, property conditions & facilities

10/10 Excellent

Steven

Stayed 1 night in Oct 2024

10/10 Excellent

Marybel

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Is a beutifull place to relax .
Stayed 1 night in Oct 2024

10/10 Excellent

Marybel

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beutifull hotel
Stayed 1 night in Oct 2024

10/10 Excellent

Phil

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love the location the property and views are amazing !
Stayed 2 nights in Oct 2024

10/10 Excellent

Lazaro

Travelled with family, Travelled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was excellent room very clean up-to-date. Pool very clean and entire area immaculate.
Stayed 2 nights in Sep 2024

8/10 Good

Mayra

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Kayaks and bikes come included with your stay! Staff was SUPER nice and helpful!
Stayed 1 night in Sep 2024

2/10 Terrible

Kim

Stayed 1 night in Sep 2024

10/10 Excellent

Rhonda Mullins Brian

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very quiet..comfortable pool was fabulous room had everything we needed..view of ocean was lovely..
Stayed 5 nights in Oct 2024

8/10 Good

Janelle

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Oct 2024

10/10 Excellent

William

Stayed 1 night in Aug 2024

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