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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/ Beach Walkout & Kitchen | Private kitchen
Exterior
Exterior
Oceanfront King Suite w/ Kitchen & Private Balcony | Terrace/patio

Reviews

8.8 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

Ocean View Double Queen w/ Kitchen & Private Balcony

Ocean View Double Queen w/ Kitchen & Private Balcony

9.6 out of 10
Exceptional
(5 reviews)
  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

View all photos for Oceanfront Trailer

Oceanfront Trailer

Oceanfront Trailer

8.0 out of 10
Very good
(8 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Resort View ADA King Room

Resort View ADA King Room

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

Premium bedding, individually decorated, individually furnished

Oceanfront King Suite w/ Kitchen & Private Balcony

10.0 out of 10
Exceptional
(21 reviews)
  • Beach view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed
  • Free WiFi

View all photos for Ocean View Double Queen Room

Ocean View Double Queen Room

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

Resort View Family Suite w/ Kitchen | Private kitchen

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

Resort View Queen Room w/ Kitchen & Private Porch

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

Oceanfront Queen Room

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

Oceanfront King Suite w/ Beach Walkout & Kitchen

Oceanfront King Suite w/ Beach Walkout & Kitchen

9.6 out of 10
Exceptional
(14 reviews)
  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed
  • Free WiFi

View all photos for Oceanfront Family Suite w/ Kitchen

Flat-screen TV

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

Resort View Queen Family Suite w/ Kitchen

Resort View Queen Family Suite w/ Kitchen

10.0 out of 10
Exceptional
(1 review)
  • 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 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
  • Baker's Cay Resort Beach - 19 min drive - 24.9 km

Getting around

  • Miami Intl. Airport (MIA) - 89 min drive

Restaurants

  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Hog Heaven - ‬7 min walk
  • ‪Wendy's - ‬4 min drive
  • ‪Starbucks - ‬15 min walk
  • ‪Tiki Bar - ‬18 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.

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Balcony view
Hadley Resort and Marina
Matecumbe
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
3.8 out of 5, Good, 1,001 reviews
The price is CA $203
CA $275 total
includes taxes & fees
Jun 28 - Jun 29
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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
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours)

Pets

  • Pets: USD 26 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 26 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
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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
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Drop Anchor Hotel Islamorada

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.

How much does it cost to stay at Drop Anchor?

As of Jun 25, 2026, prices found for a 1-night stay for 2 adults at Drop Anchor on Jul 2, 2026 start from CA $200, 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

8.8

Excellent

Rating 10 - Excellent. 613 out of 1000 reviews
Rating 8 - Good. 219 out of 1000 reviews
Rating 6 - Okay. 79 out of 1000 reviews
Rating 4 - Poor. 43 out of 1000 reviews
Rating 2 - Terrible. 46 out of 1000 reviews

9.0/10

Cleanliness

9.0/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Jill

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

10/10 Excellent

Amber

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

10/10 Excellent

Wendy

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

10/10 Excellent

Miguel

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

10/10 Excellent

Brian

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

10/10 Excellent

MaryBeth

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

10/10 Excellent

Markee

Liked: Cleanliness, staff & service, amenities
The View was amazing!
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Shaney E

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a great room with a beautiful view of the beach in front of the ocean. Loved it!
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Erin

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

10/10 Excellent

Ron

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

8/10 Good

Alberto

Liked: Cleanliness, property conditions & facilities
Great room and amazing view
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Chris

Liked: Cleanliness, staff & service, amenities
We were so lucky to find this little hidden gem in Islamorada. We needed a room for 1 night on our way back to Miami, but didn’t need all the frills. Drop Anchor was the perfect place for us.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Linda

Liked: Cleanliness, staff & service, property conditions & facilities
The ocean was right outside our door. The unit was very clean, very kept up and the quietness was amazing.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Elena

Liked: Cleanliness, staff & service, amenities
Good times staying at the property. Great view out of the window.
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Cassie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We could see the ocean from the bed so we'd wake up, open the curtains and watch the sunrise from the bed! Amazing!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

James

Liked: Cleanliness, staff & service, amenities
So clean. Great room. Near everything and so so clean. I would stay here again. The people at the drop anchor are super nice.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

John

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

10/10 Excellent

Maria

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Daniel (office staff) was amazing. This is our second time back and won't be our last. Our room was just what we needed for 3 nights. Spacious and clean We loved being able to use the complimentary bikes. There are kayaks to use also but was too windy this trip. Pool was great The views from this resort are AMAZING.
Stayed 3 nights in Mar 2026
Verified

2/10 Terrible

Dzastina

Liked: Cleanliness, amenities, property conditions & facilities
We had some bugs issues, the place was very nice and clean.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Tony

Liked: Cleanliness, amenities, property conditions & facilities
My stay at Drop Harbor was excellent. The room was spotless and the location couldn’t have been better. I opened my door and the water was right there — absolutely beautiful. The front desk staff was very friendly and welcoming. Overall, a fantastic experience!
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Melissa

Liked: Cleanliness, amenities, property conditions & facilities
Staff was wonderful! Location and amenities were great! Room was clean and comfortable!
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Brook

Liked: Cleanliness, staff & service, amenities
Amazing and peaceful lady at front desk was amazing and friendly
Stayed 1 night in Dec 2025
Verified

8/10 Good

Alexander

Liked: Staff & service
Rooms are very small
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

dennis

Liked: Cleanliness, staff & service, property conditions & facilities
Not our room.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Laura

Liked: Cleanliness, amenities, property conditions & facilities
Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing!
Stayed 2 nights in Nov 2025