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Drop Anchor

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

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Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Oceanfront King Suite w/ Kitchen & Private Balcony | 1 bedroom, premium bedding, individually decorated
Property grounds
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Oceanfront King Suite w/ Kitchen & Private Balcony | 1 bedroom, premium bedding, individually decorated

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
    ‪6 min walk‬
  • Theater of the Sea
    ‪9 min walk‬
  • Founders Park
    ‪4 min drive‬

Room options

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

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

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 | 1 bedroom, premium bedding, individually decorated

Oceanfront King Suite w/ Beach Walkout & Kitchen

  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Trailer

Oceanfront Trailer | 1 bedroom, premium bedding, individually decorated

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 | 1 bedroom, premium bedding, individually decorated

Ocean View Double Queen w/ Kitchen & Private Balcony

  • Sleeps 4
  • 2 Queen Beds

View all photos for Oceanfront Queen Room

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

Oceanfront Queen Room

  • Ocean view
  • 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

  • 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 | 1 bedroom, premium bedding, individually decorated

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 | Coffee/tea maker

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 | 1 bedroom, premium bedding, individually decorated

Ocean View Double Queen Room

  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

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

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

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

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About the neighborhood

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 - 6 min walk - 0.4 miles
  • Theater of the Sea - 9 min walk - 0.5 miles
  • Founders Park - 4 min drive - 2.5 miles
  • Islamorada County Park - 4 min drive - 2.7 miles
  • Florida Keys Brewing Co. - 7 min drive - 4.6 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
  • ‪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

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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 and tea in common areas

Things to do

  • Free bicycle rentals
  • Kayaking
  • Motor boating
  • Outdoor pool
  • Paddleboard

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

Room amenities

Entertainment

  • Flat-screen TV with premium cable channels

Bedroom

  • Premium bedding

Bathroom

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

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

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 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
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 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. 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

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Drop Anchor Islamorada
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Frequently asked questions

How close is Drop Anchor to the airport?

Drop Anchor is 76.1 mi (89-min drive) away from the Miami Intl. Airport (MIA) airport, the closest popular airport to the property.

Does Drop Anchor have an airport shuttle?

Airport shuttle services are not available at Drop Anchor.

How close is Drop Anchor to the beach?

This hotel is 10.5 mi (14-min drive) from Sunset Drive Beach and 11.5 mi (16-min drive) from Anne's Beach. Don't forget your sunscreen!

Does Drop Anchor offer free breakfast?

Drop Anchor does not offer free breakfast.

Is there a casino at Drop Anchor?

No, there is no casino at this hotel.

What time is check-in at Drop Anchor?

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM.

Is there free parking at Drop Anchor?

This hotel offers free self parking.

Does Drop Anchor have a pool?

Drop Anchor features an outdoor pool. Guests can enjoy pool access from 7:30 AM to 6:30 PM.

Does Drop Anchor have a spa?

There are no spa services available at this hotel.

How close is Drop Anchor to downtown Islamorada?

Drop Anchor is 2.6 mi away from Islamorada.

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 617 out of 1000 reviews
Rating 8 - Good. 235 out of 1000 reviews
Rating 6 - Okay. 75 out of 1000 reviews
Rating 4 - Poor. 36 out of 1000 reviews
Rating 2 - Terrible. 37 out of 1000 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

8/10 Good

TIMOTHY, ORLANDO

Stayed 1 night in May 2025

10/10 Excellent

Ivis

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2025

10/10 Excellent

stephanie ann

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Feb 2025

4/10 Poor

Adinarayan

Traveled with family
Liked: Cleanliness, property conditions & facilities, room comfort
Disliked: Staff & service
Stayed 5 nights in Dec 2024

2/10 Terrible

Amanda

Traveled with family and small children, Traveled with group, Traveled with partner, Traveled with pets, Traveled with family
Air conditioners are fully of mold, blowing directly into your face in bed. I refused to let me family stay there. Checked out as fast as I checked in. Still have not received a refund from Expedia or the property for the resort and pet fee.
Stayed 3 nights in Feb 2025

10/10 Excellent

Yadira

Stayed 1 night in Feb 2025

8/10 Good

Timothy

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Feb 2025

8/10 Good

Steven

Liked: Cleanliness, staff & service, room comfort

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.
Stayed 4 nights in Feb 2025

10/10 Excellent

Angela

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Feb 2025

10/10 Excellent

Judith

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was very nice.
Stayed 2 nights in Jan 2025

10/10 Excellent

Tom

Liked: Cleanliness, staff & service, property conditions & facilities
Great staff. Very clean and wonderful waterfront setting.
Stayed 2 nights in Feb 2025

6/10 Okay

Chris

Traveled with partner
Disliked: Cleanliness, staff & service, property conditions & facilities
I felt like an employee having to get fresh towels, cleaning the room and bathroom, delivering dirty towels, asking and finding staff for coffee packets, and toiletries. Noisy room with very early traffic noise, and an air conditioning unit in the bedroom closet that was absolutely filthy with dust and as loud as the traffic. No staff on the premises in the evening. If you needed help you had to call. No phone in the room, so cell phone needed to be charged for any emergency.
Stayed 7 nights in Jan 2025

2/10 Terrible

Delisa

Disliked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jan 2025

10/10 Excellent

Sarah

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Awesome spot! Beautiful location!

Wonderful ocean front spot! Clean, comfortable bed and linens, great balcony and view, friendly staff! Loved the paddle boards and heated pool. Grounds have hammocks, games and loungers on the beach. Incredible sunrise and sunset, good location and easy to access. Can’t wait to stay again!
Stayed 1 night in Feb 2025

8/10 Good

Kurt

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
No hot water. Otherwise all nice. No beach. No fishing pier. Great view though. Nice pool. Not crowed.
Stayed 6 nights in Feb 2025

6/10 Okay

Dale billing

Stayed 1 night in Feb 2025

6/10 Okay

Verified traveler

Disliked: Property conditions & facilities

Not worth it

Not what I expected. Expensive for a run-down motel pretending to be a three-star hotel with “resort” amenities. Everything felt like it was done with minimal effort. Staff was helpful enough but definitely, again, with minimal effort. Do not recommend.
Stayed 3 nights in Jan 2025

10/10 Excellent

Scott

Liked: Cleanliness, staff & service, property conditions & facilities
Small hotel, nice and quiet staff was great
Stayed 1 night in Jan 2025

6/10 Okay

pedro. Jr, Indianapolis

Stayed 5 nights in Jan 2025

2/10 Terrible

Michael

Disliked: Staff & service, property conditions & facilities, room comfort

Resort fee my @ss

Stayed 1 night in Jan 2025

8/10 Good

Sean

Liked: Cleanliness, property conditions & facilities, room comfort
Stayed 1 night in Jan 2025

2/10 Terrible

Evelyn, Lake Ariel

Disliked: Cleanliness, property conditions & facilities
Stayed 3 nights in Jan 2025

10/10 Excellent

John

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good value for the money. Enjoyed using the kayaks and paddle boards. Friendly staff. Very good location on the water.
Stayed 2 nights in Jan 2025

10/10 Excellent

Howard

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean, friendly resort. Very personal attention. The room was terrific. Loved that we had an ocean view balcony and a kitchen and the beds were very comfortable. The staff was SO friendly and helpful. Did not like that bikes had to be returned by 5pm Apparently a drunk guest from some time ago got into an accident on bicycle. We did not have a car and that limited our early evening access to free and easy transport to dinner. Also... though it has a marina for boaters, the resort has no beach. It does have a great pool and free kayaks which we made great use of, but we came to the Keys for the beach and the clear water. We had to take a two mile bike ride (which was nice exercise) to a small local beach and a 45 minute Uber (expensive!) to a really large beach.
Stayed 5 nights in Jan 2025

10/10 Excellent

hilary

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jan 2025