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
Daily housekeeping
Private beach
Outdoor pool
Free use of bicycles
Beach umbrellas
Beach sun loungers
Beach towels
Business center
Coffee/tea in a common area
Air conditioning
Garden
Front-desk safe
Feel at home
Connecting/adjoining rooms available
Private bathroom
Premium TV channels
Garden
Daily housekeeping
Coffee/tea maker
The current price is $298
$298
includes taxes & fees
$268 per night
Feb 12 - Feb 13
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
Highlights
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized refrigerator/freezer
Flat-screen TV
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
Highlights
Deck/patio
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized refrigerator/freezer
Flat-screen TV
Ocean view
Sleeps 4
1 King Bed
View all photos for Oceanfront Trailer
Oceanfront Trailer
Highlights
Patio
Separate dining area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchenette
Full-sized refrigerator/freezer
Sleeps 2
1 Queen Bed
View all photos for Ocean View Double Queen w/ Kitchen & Private Balcony
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
History of Diving Museum - 3 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
Situated by the ocean, Drop Anchor is a great choice for a stay in Islamorada. Guests can enjoy the outdoor pool, along with onsite kayaking. Other highlights at this Art Deco hotel include free bike rentals and a garden. Fellow travelers love the helpful staff.
Languages
English
At a glance
Hotel size
18 rooms
Arranged over 2 floors
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 available
Special check-in instructions
The front desk is open daily from 8:00 AM - 8:00 PM
Front desk staffed during limited hours
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
Children
No cribs (infant beds)
Pets
Pets allowed (dogs only)*
Service animals welcome
Internet
Free WiFi in public areas
Free WiFi in rooms
Parking
Free onsite self parking
Onsite parking includes off-street options
Other information
Designated smoking areas
Property amenities
Food and drink
Coffee/tea in a common area
Barbecue grills
Traveling 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 rentals nearby
Working away
Business center
Services
Front desk (limited hours)
Wedding services
Free bicycle rentals
Beach sun loungers
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
Stair-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
Hair dryer
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 check-out. 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
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
This property does not have elevators.
Guests can rest easy knowing there's a fire extinguisher on site.
This property accepts credit cards, debit cards and cash.
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
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 onsite activities like 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.
Reviews
8.8
Excellent
All reviews shown are from real guest experiences. Only travelers 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
8.6/10
Property conditions & facilities
8.6/10
Eco-friendliness
Reviews
10/10 Exceptional
Feb 10, 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
Verified Hotels.com guest review
6/10 Good
Jan 26, 2025
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.
Verified traveler
3-night trip
Verified Hotels.com guest review
2/10 Poor
Jan 25, 2025
Resort fee my @ss
Michael
Michael, 1-night trip
Verified Hotels.com guest review
8/10 Very Good
Jan 23, 2025
Sean
Sean, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
Jan 6, 2025
hilary
hilary, 2-night trip
Verified Hotels.com guest review
6/10 Good
Jan 6, 2025
Pretty
Property was pretty but couch was full of sand and uncomfortable chairs were uncomfortable as well. No security at night
Michelle
Michelle, 3-night trip
Verified Hotels.com guest review
10/10 Exceptional
Jan 2, 2025
Perfect boutique style hotel
This hotel is a real gem. Location is ideal, right on the water with a pool and very comfortable spots to take in the breathtaking views of the ocean. You truly feel like you are off the grid at this very tranquil spot. The staff is extremely kind, and they even let you borrow kayaks to explore.
Maria Fernanda
Maria Fernanda, 1-night family trip
Verified Hotels.com guest review
10/10 Exceptional
Dec 30, 2024
Sonja
Sonja, 1-night family trip
Verified Hotels.com guest review
10/10 Exceptional
Dec 29, 2024
Will be back
Beautiful view, spacious, clean rooms. Only stayed 2 nights as we were visiting family so we did not use the pool or resort activities offered but we will definitely be adding this property to our list for future stays!
Ashley
Ashley, 2-night family trip
Verified Hotels.com guest review
10/10 Exceptional
Dec 1, 2024
Laurie
Laurie, 1-night family trip
Verified Hotels.com guest review
8/10 Very Good
Nov 18, 2024
quant quiet and a decent location
Nice cute quiet place.
derek
derek, 1-night trip
Verified Hotels.com guest review
2/10 Poor
Nov 13, 2024
LILIANA
Verified Expedia guest review
10/10 Exceptional
Nov 9, 2024
Steven
Steven, 1-night trip
Verified Expedia guest review
10/10 Exceptional
Nov 2, 2024
Is a beutifull place to relax .
Marybel
Marybel, 1-night romance trip
Verified Expedia guest review
10/10 Exceptional
Oct 27, 2024
Beutifull hotel
Marybel
Marybel, 1-night romance trip
Verified Expedia guest review
10/10 Exceptional
Oct 27, 2024
Love the location the property and views are amazing !
Phil
Phil, 2-night romance trip
Verified Expedia guest review
10/10 Exceptional
Oct 23, 2024
Staff was excellent room very clean up-to-date. Pool very clean and entire area immaculate.
Lazaro
Lazaro, 2-night family trip
Verified Expedia guest review
8/10 Very Good
Oct 21, 2024
Kayaks and bikes come included with your stay! Staff was SUPER nice and helpful!
Mayra
Mayra, 1-night family trip
Verified Expedia guest review
2/10 Poor
Oct 20, 2024
Kim
Kim, 1-night trip
Verified Expedia guest review
10/10 Exceptional
Oct 17, 2024
Very quiet..comfortable pool was fabulous room had everything we needed..view of ocean was lovely..
Rhonda Mullins Brian
Rhonda Mullins Brian, 5-night romance trip
Verified Expedia guest review
8/10 Very Good
Oct 7, 2024
Janelle
Janelle, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
Oct 6, 2024
William
William, 1-night trip
Verified Expedia guest review
10/10 Exceptional
Oct 5, 2024
Fun trip
Had a quick one night stay. Was super comfortable and amazing.
Jacob
Jacob, 1-night trip
Verified Hotels.com guest review
10/10 Exceptional
Oct 4, 2024
Beautiful property and accommodations with the hotel fee. My partner and I loved it. Definitely will be back.