Drop Anchor offers a relaxing beach vibe with an outdoor pool, sun loungers, and free bicycle rentals to explore the surrounding area. Enjoy paddleboards or motor boating activities while staying connected with in-room WiFi.
Reviews
8.88.8 out of 10
Excellent
Popular amenities
Connecting rooms available
Pool
Pet-friendly
Air conditioning
Free parking
Free WiFi
Main amenities (12)
Daily housekeeping
Private beach
Outdoor pool
Free use of bicycles
Beach umbrellas
Beach sunloungers
Beach towels
Business centre
Coffee/tea in a common area
Air conditioning
Garden
Front desk safe
Feel at home (6)
Connecting/adjoining rooms available
Private bathroom
Premium TV channels
Garden
Daily housekeeping
Coffee/tea maker
Room options
Available filters for rooms
Showing 11 of 11 rooms
View all photos for Resort View Queen Family Suite w/ Kitchen
Resort View Queen Family Suite w/ Kitchen
10.010.0 out of 10
Exceptional
1 review
(1 review)
Highlights
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
2 bedrooms
2 bedrooms
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
9.69.6 out of 10
Exceptional
11 reviews
(11 reviews)
Highlights
Deck/patio
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
1 bedroom
Ocean view
Sleeps 4
1 King Bed
View all photos for Oceanfront Trailer
Oceanfront Trailer
8.08.0 out of 10
Very good
8 reviews
(8 reviews)
Highlights
Patio
Separate dining area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchenette
Full-sized fridge/freezer
1 bedroom
Sleeps 2
1 Queen Bed
View all photos for Ocean View Double Queen w/ Kitchen & Private Balcony
Windley Key Fossil Reef Geological State Park - 6 min walk - 0.5 km
Theater of the Sea - 9 min walk - 0.8 km
Founders Park - 4 min drive - 4.0 km
Islamorada County Park - 4 min drive - 4.3 km
Florida Keys Brewing Co. - 7 min drive - 7.3 km
Getting around
Miami International 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
Situated by the ocean, Drop Anchor is a great choice for a stay in Islamorada. Guests can enjoy the outdoor pool, along with on-site kayaking. Other highlights at this Art Deco hotel include free bike rentals and a garden. Fellow travellers love the helpful staff.
Languages
English
At a glance
DONE
Hotel size
18 rooms
Arranged over 2 floors
DONE
Arriving/Leaving
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 time is 11 AM
Contactless check-out
DONE
Special check-in instructions
The front desk is open daily from 8:00 AM - 8:00 PM
Front desk staffed during limited hours
DONE
Required at check-in
Credit card, debit card or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 18
DONE
Children
No cots (infant beds)
DONE
Pets
Pets allowed (dogs only)*
Service animals welcome
WIFI
Internet
Free WiFi in public areas
Free WiFi in rooms
LOCAL_PARKING
Parking
Free on-site self-parking
On-site parking includes off-street options
DONE
Other information
Designated smoking areas
Property amenities
Food and drink
Coffee/tea in a common area
Barbecue grills
Travelling with children
Paddleboard on-site
What to do
Kayaking
Motor boating
Paddleboard on-site
Private beach nearby
Ecotours nearby
Hiking/biking trails nearby
Parasailing nearby
Scuba-diving nearby
Scooter/moped hire nearby
Working away
Business centre
Services
Front desk (limited hours)
Wedding services
Free bike hire
Beach sunloungers
Beach towels
Beach umbrellas
Pool loungers
Paddleboard on-site
Facilities
6 buildings/towers
Built in 1963
Safe-deposit box at front desk
Garden
Picnic area
An outdoor pool
Banquet hall
Dock
Walkway to water
Art Deco architecture
Accessibility
Upper floors accessible by stairs only
Well-lit path to entrance
Step-free path to entrance
Room amenities
Be entertained
Flat-screen television
Premium cable channels
Home comfort
Air conditioning
Ceiling fan
Coffee/tea maker
Iron/ironing board
Sleep well
Premium bedding
What to enjoy
Individually furnished and decorated
Freshen up
Private bathroom
Shower only
Free toiletries
Hairdryer
Towels
Stay connected
Free WiFi
More
Daily housekeeping
Connecting/adjoining rooms available
Fees & policies
Mandatory fees
You'll be asked to pay the following charges by the property at check-in or checkout. Fees may include applicable taxes:
Resort fee: USD 35 per accommodation, per night
Resort fee inclusions:
Beach access
Beach loungers
Beach towels
Housekeeping
In-room coffee
Pool access
Pets
Service animals exempt from fees
Pets are allowed for an extra charge of USD 25 per pet, per day
Pool, spa, & gym (if applicable)
Pool access available from 7:30 AM to 6:30 PM
Policies
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room.
The property has connecting/adjoining rooms. These are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
This property does not have lifts.
Guests can rest easy knowing that there's a carbon monoxide detector, a fire extinguisher and a smoke detector on-site.
This property accepts credit cards, debit cards and cash.
Credit cards accepted: Visa, Mastercard, American Express, Discover
Also known as
Drop Anchor Resort Islamorada
Drop Anchor Resort
Drop Anchor Islamorada
Drop Anchor
Drop Anchor Hotel
Drop Anchor Islamorada
Drop Anchor Hotel Islamorada
Frequently asked questions
Is there a pool at Drop Anchor?
Yes, there's an outdoor pool. Guests have pool access from 7:30 AM to 6:30 PM.
Are pets allowed at Drop Anchor?
Yes, dogs are welcome. There's a charge of USD 25 per pet, per day. Service animals are exempt from fees.
Is parking offered on site at Drop Anchor?
Yes, there's free self parking.
What are the check-in and check-out times at Drop Anchor?
Check-in start time: 3:00 PM; check-in end time: 6:00 PM. Check-out time is 11 AM. Contactless check-out is available.
What is there to do at Drop Anchor and nearby?
Have fun with on-site activities such as kayaking, cycling and motor-boating. Additional recreation nearby includes ecotours. Enjoy a swim in the outdoor pool or use the hotel's other amenities, which include a picnic area and a garden.
What's the area around Drop Anchor like?
Drop Anchor is located on the waterfront, a short 4-minute walk from Windley Key Fossil Reef Geological State Park.
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Drop Anchor Reviews
Reviews
8.8
Excellent
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
9.0/10
Cleanliness
9.2/10
Staff & service
8.6/10
Amenities
8.4/10
Property conditions & facilities
8.6/10
Eco-friendliness
Popular mentions
Room
View
Service staff
Location
Ocean
Bed
Water
Kayaking
Restaurant
Beach
Reviews
10/10 Excellent
18 Jul 2025
This was our second stay in a month. Great location, beautiful property on the water. We love it here and cant wait to go back.
Travis
Travis, 2-night trip
8/10 Good
14 Jul 2025
Clean and convenient
Jack
Jack, 2-night trip
10/10 Excellent
4 Aug 2025
Love it!!
Silvia
Silvia, 1-night trip
8/10 Good
21 Jul 2025
It was that keys feeling that everyone looks for
Paolo
Paolo, 3-night trip
10/10 Excellent
9 Jul 2025
I loved this property. My husband and I stayed here for a quick getaway and it was perfect. Super clean and the staff was very responsive. We utilized the complimentary kayaks which was a nice touch. Will be returning
Morgan
Morgan, 2-night trip
8/10 Good
19 Jun 2025
The property was a throw back to old motels, charming…
Anthony
Anthony, 1-night trip
10/10 Excellent
8 Jun 2025
Very quiet , nice views , excellent costumer service.
Dixiana
Dixiana, 2-night trip
8/10 Good
19 Jun 2025
Quaint
David
David, 1-night trip
10/10 Excellent
3 Jul 2025
Compared to other choices in the area, I thought we ended with the best deal. We booked the ocean view king room, which is very spacious with sitting area and the view of the water is right there. Nice updated bathroom and a balcony overlooking the water too. Freshly painted inside and out - well kept grounds, loved sitting under one of several tiki umbrellas to enjoy that view and watch the boats. wished we were staying longer - but next time we will.
ellie
ellie, 1-night trip
10/10 Excellent
4 May 2025
Always friendly and helpful staff. Private beach area is a major plus.
Michael
Michael, 1-night trip
8/10 Good
5 May 2025
Nice ocean views
Nice location with ocean views
Verified traveller
1-night trip
6/10 Okay
7 Jul 2025
No parking and a little derty
Niurka
Niurka, 2-night trip
4/10 Poor
28 Jul 2025
The motel is quite old and run down. The king suite with walk out to the beach; isn’t really a walk out to the beach at all - instead you are facing the boat ramp. The futon is so uncomfortable that it shouldn’t be considered an option for an extra place to sleep. My kids couldn’t sleep all night which was also due to the neighboring room being very loud late into the night.
Tanya
Tanya, 1-night trip
6/10 Okay
7 Jul 2025
Wouldn't do it again
Cathy
Cathy, 1-night trip
10/10 Excellent
26 May 2025
The boat dock is a little rough to enter and exit especially on low tide.
hevelin
hevelin, 3-night trip
8/10 Good
9 Apr 2025
Really cute and quiet, rooms were clean and the premises are nice. It is not a beach location although is water front.
Morayma P.
Morayma P., 2-night trip
10/10 Excellent
8 Mar 2025
Great place! We pretymuch had the placf to ourselves so it was really relaxing! Beautiful property as well and the pool was like bathwater!
Nicole
Nicole, 4-night trip
10/10 Excellent
23 Apr 2025
Good price and clean
Great place. I enjoyed the beach area and how we could walk to a few good dive bars w live music. Very clean and included a kitchen snd good size shower. Only complaint would be the blinds did not close all the way and parking lot coyld see in at night.
Kim
Kim, 1-night trip
10/10 Excellent
15 Feb 2025
Great staff. Very clean and wonderful waterfront setting.
Tom
Tom, 2-night trip
10/10 Excellent
17 Feb 2025
It was very nice.
Judith
Judith, 2-night trip
8/10 Good
15 Mar 2025
Good location on the old highway, water pressure could use improvement.
PETER
PETER, 7-night trip
10/10 Excellent
27 Dec 2024
This place had an amazing view and sunrise will most definitely me back to this place
jose
jose, 2-night trip
10/10 Excellent
19 Aug 2024
Very excellent location for staying
Da
Da, 1-night trip
10/10 Excellent
10 Feb 2025
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!
Sarah
Sarah, 1-night trip
8/10 Good
4 May 2025
Air conditioner was inadequate. Probably why they had box fans in the rooms.