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Drop Anchor

Property class: 3
3-star Art Deco hotel with private beach

Choose dates to view prices

Photo gallery for Drop Anchor

A beachside patio with white furniture, palm trees, and a thatched umbrella.
A pool area with lounge chairs and a sign indicating a drop-off zone.
A wooden boardwalk leading to a building with a brick wall and a white roof.
A beach with palm trees, a thatched umbrella, and lounge chairs.
A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

Reviews

8.6 out of 10
Excellent

Popular amenities

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

Explore the area

View in a map
84959 Overseas Highway, 222, Islamorada, FL, 33036
  • Place, Windley Key Fossil Reef Geological State Park
    ‪6 min walk‬
  • Place, Hog Heaven
    ‪7 min walk‬
  • Place, Theater of the Sea
    ‪9 min walk‬

Room options

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
(7 reviews)
  • Sleeps 4
  • 2 Queen Beds

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

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

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

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
(17 reviews)
  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

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

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

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

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

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

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
(3 reviews)
  • Resort view
  • 2 bedrooms
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

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About the area

Islamorada

Oceanside stay.Within a 10-minute walk of the hotel, you'll find Windley Key Fossil Reef Geological State Park and Hog Heaven. Rain Barrel Village and Founders Park are also within 3 miles (5 km).

What's nearby

  • Windley Key Fossil Reef Geological State Park - 6 min walk - 0.5 km
  • Hog Heaven - 7 min walk - 0.7 km
  • Theater of the Sea - 9 min walk - 0.8 km
  • Founders Park - 3 min drive - 4.0 km
  • Anne's Beach - 18 min drive - 23.9 km

Getting around

  • Miami Intl. Airport (MIA) - 98 min drive

Restaurants

  • ‪Hog Heaven - ‬7 min walk
  • ‪Lorelei Restaurant & Cabana Bar - ‬5 min drive
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Wendy's - ‬4 min drive
  • ‪Starbucks - ‬15 min walk

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.

Similar properties

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
Fisher Inn Resort & Marina
Islamorada
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
4.1 out of 5, Very good, 1,009 reviews
The price is CA $170
CA $238 total
includes taxes & fees
Oct 28 - Oct 29
Fisher Inn Resort & Marina

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
  • 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 - 6:00 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: USD 28 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

  • American Express
  • Discover
  • Mastercard
  • Visa

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 28 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

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

Frequently asked questions

How close is Drop Anchor to the airport?

Drop Anchor is 76.3 mi (98-min drive) away from the Miami Intl. Airport (MIA) airport, the closest popular airport to the property.

How much does it cost to stay at Drop Anchor?

As of Oct 21, 2026, prices found for a 1-night stay for 2 adults at Drop Anchor on Oct 22, 2026 start from CA $175, excluding 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.

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

8.6

Excellent

Rating 10 - Excellent. 606 out of 1001 reviews
Rating 8 - Good. 216 out of 1001 reviews
Rating 6 - Okay. 82 out of 1001 reviews
Rating 4 - Poor. 42 out of 1001 reviews
Rating 2 - Terrible. 55 out of 1001 reviews

9.0/10

Cleanliness

9.0/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We really enjoyed the laid back vibe, matched with the amenities and the location. We had a great stay!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fun place to stay - clean rooms , well maintained property with pool and sitting areas over looking the water.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A very cozy, small hotel in a quiet location by the sea. Perfect for a holiday with children. Highly recommended!
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay for boaters! right on the water and easy to launch. The rooms were clean and had the essentials. The staff was super friendly and helpful.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay for a few night fishing trip! I loved the outdoor area, felt like we were in the tropics. Our room was super spacious, we had the king walkout ocean view room. More of a studio apartment I’d say. This isn’t the four seasons, but perfect for what we were there for. If you’re looking for luxury- this isn’t it, but a great value and location for fishing!
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Quiet, great staff, plenty to do.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We were greeted by Daniel when we checked in. He was kind and very respectful with many recommendations in the area. Our unit was GREAT. Perfect views of the bay and the kitchen had everything we needed for a short stay.
Stayed 3 nights in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We could walk to hog heaven They had complementary bikes, paddle boards, and kayaks.
Stayed 1 night in Jun 2026
Verified review

8/10 Good

Liked: Staff & service, amenities, property conditions & facilities
Great for a two night stay in Islamorada!
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our room was comfortable and clean. The grounds and pool were really nice. The entire staff were awesome. It was really cool having the kayaks on the property. We had a great stay.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was phenomenal, any request I may have had it was promptly attended to it. The stay was a very great experience and I will become a regular. Thank you 🙏
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great room. Staff was very helpful and kind. Enjoyed the beachfront
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Staff & service, amenities, property conditions & facilities
What a wonderfully kitschy Florida Keys hotel! The property was beautifully manicured and well taken care of. Our room was clean and very comfortable. We can’t wait to book another stay!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities
Loved this place
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location! Super cute every room is close to the water. Would stay here again for sure.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service
Excellent
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
We loved our stay and definitely will be back . Staff was great, hotel was clean and comfortable, the view amazing, great location. The only thing to improve is the water pressure when taking showers but everything else was fantastic .
Our view
From the pool
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities
Clean room, beautiful view and loved being able to walk out to the beach.
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Friendly staff, we checked in early to have access to the kayaks and pool, and they prioritized the room and contacted us early to pick up the keys. Great location and close to our beach destination, Islamorada Sandbar. Highly recommended stay.
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very pleasantly surprised with the location and quality of this resort. The water view is available throughout the property and this resort is well taken care of. The pool was exceptionally clean and refreshing.
View from Room 16
Wonderful place to enjoy the night sky
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

The staff was personable, great location, having the bicycles and kayaks were a great touch
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful … clean… great location!
Stayed 1 night in Nov 2025
Verified review

6/10 Okay

Liked: Cleanliness
Disliked: Amenities
The entry doors locks make me nervous very outdated. Also, requesting room service should be easier. Finally, I called the number I was given six times and never got a response even when I was calling, because of illegal activity on the property. Housekeeper was very nice and rooms were very clean.
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
the staff was wonderful, the room was perfect, the location/view was awesome . the pool was wonderful. i am very very pleased with our stay !
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Great staff
Stayed 2 nights in Feb 2026