See all properties

Drop Anchor

3.0 star property
Islamorada beach hotel with outdoor pool

Choose dates to view prices

Photo gallery for Drop Anchor

Beach/ocean view
Exterior
Beach/ocean view
Water view
Beach/ocean view
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

8.8 out of 10
Excellent

Popular amenities

  • Connecting rooms available
  • 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
The current price is S$388
includes taxes & fees
30 Mar - 31 Mar

Room options

Available filters for rooms
Showing 11 of 11 rooms

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

Premium bedding, individually decorated, individually furnished

Resort View Queen Family Suite w/ Kitchen

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/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

Premium bedding, individually decorated, individually furnished

Oceanfront King Suite w/ Beach Walkout & Kitchen

Highlights

Deck/patio
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Trailer

Premium bedding, individually decorated, individually furnished

Oceanfront Trailer

Highlights

Patio
Separate dining area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchenette
Full-sized fridge/freezer
  • Sleeps 2
  • 1 Queen Bed

View all photos for Ocean View Double Queen w/ Kitchen & Private Balcony

Premium bedding, individually decorated, individually furnished

Ocean View Double Queen w/ Kitchen & Private Balcony

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Flat-screen TV
Premium bedding
  • Sleeps 4
  • 2 Queen Beds

View all photos for Oceanfront Queen Room

Premium bedding, individually decorated, individually furnished

Oceanfront Queen Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Premium bedding
Ceiling fan
  • Ocean view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Resort View ADA King Room

Premium bedding, individually decorated, individually furnished

Resort View ADA King Room

Highlights

Garden
Patio
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Fridge
Flat-screen TV
  • Sleeps 2
  • 1 King Bed

View all photos for Resort View Queen Room w/ Kitchen & Private Porch

Premium bedding, individually decorated, individually furnished

Resort View Queen Room w/ Kitchen & Private Porch

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
Premium bedding
  • Resort view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Resort View Family Suite w/ Kitchen

Private kitchen

Resort View Family Suite w/ Kitchen

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
Separate bedroom
  • Resort view
  • Sleeps 6
  • 2 Queen Beds and 2 Single Beds

View all photos for Ocean View Double Queen Room

Premium bedding, individually decorated, individually furnished

Ocean View Double Queen Room

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Premium bedding
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

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

Premium bedding, individually decorated, individually furnished

Oceanfront King Suite w/ Kitchen & Private Balcony

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchenette
Full-sized fridge/freezer
Flat-screen TV
  • Beach view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Family Suite w/ Kitchen

Flat-screen TV

Oceanfront Family Suite w/ Kitchen

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
2 bedrooms
  • Ocean view
  • Sleeps 6
  • 1 King Bed, 2 Single Beds and 1 Queen Futon

Similar properties

Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

  • Pool
  • Pet-friendly
  • Air conditioning
  • 24/7 front desk
9.0 out of 10, Wonderful, 1,510 reviews
The price is S$466
includes taxes & fees
30 Mar - 31 Mar
Chesapeake Beach Resort
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

About the area

Map
84959 Overseas Highway, 222, Islamorada, FL, 33036

What's nearby

  • Windley Key Fossil Reef Geological State Park - 4 min walk - 0.4 km
  • Theater of the Sea - 7 min walk - 0.7 km
  • Islamorada County Park - 3 min drive - 3.1 km
  • Founders Park - 3 min drive - 3.0 km
  • Florida Keys Brewing Co. - 5 min drive - 5.8 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

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
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 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.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Drop Anchor Reviews

Reviews

8.8

Excellent

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

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, 1-night trip

8/10 Very good

Cute spot.
The front desk guy was so nice, really just a very friendly guy and I appreciate that. The room was a bit hot -the ac wasn’t working right, it was blowing but not cold air unfortunately. The room itself and bathroom were super cute, the bed and pillows were very comfy, it was nice and quiet and I rested very well other than being a little hot.
Nikki, 1-night trip

8/10 Very good

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.
Steven, 4-night trip

10/10 Exceptional

This place had an amazing view and sunrise will most definitely me back to this place
jose, 2-night trip

10/10 Exceptional

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, 1-night trip

10/10 Exceptional

Love the location the property and views are amazing !
Phil, 2-night trip

10/10 Exceptional

Beutifull hotel
Marybel, 1-night trip

10/10 Exceptional

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, 2-night trip

8/10 Very good

quant quiet and a decent location
Nice cute quiet place.
derek, 1-night trip

10/10 Exceptional

Is a beutifull place to relax .
Marybel, 1-night trip

10/10 Exceptional

Very excellent location for staying
Da, 1-night trip

10/10 Exceptional

Very quiet..comfortable pool was fabulous room had everything we needed..view of ocean was lovely..
Rhonda Mullins Brian, 5-night trip

10/10 Exceptional

Quiet and very clean room. Great location! Will be back!
Lisa, 1-night trip

10/10 Exceptional

Very nice place to stay and relax
Lumary, 1-night trip

6/10 Good

Pretty
Property was pretty but couch was full of sand and uncomfortable chairs were uncomfortable as well. No security at night
Michelle, 3-night trip

8/10 Very good

Amazing place! Beautiful area with great amenities. Only thing was really stiff beds. But if you like very firm mattresses…it’s a 5 star. That aside …we will definitely be back!!
Noreen, 2-night trip

10/10 Exceptional

Staff was excellent room very clean up-to-date. Pool very clean and entire area immaculate.
Lazaro, 2-night trip

8/10 Very good

Kayaks and bikes come included with your stay! Staff was SUPER nice and helpful!
Mayra, 1-night trip

6/10 Good

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.
3-night trip

10/10 Exceptional

Clean room had a pleasant visit at this property
Jose, 2-night trip

10/10 Exceptional

Great stay
Tyler, 2-night trip

8/10 Very good

The location was beautiful, rooms should be updated. My biggest complaint is a paid for two rooms, same price for both, but one was very much smaller than the other and no balcony in that same room either ?!?!
Craig, 1-night trip

10/10 Exceptional

Fun trip
Had a quick one night stay. Was super comfortable and amazing.
Jacob, 1-night trip

10/10 Exceptional

Beautiful property and accommodations with the hotel fee. My partner and I loved it. Definitely will be back.
Ilda, 1-night trip

6/10 Good

Nice place.pool was nice .no real beach but very pleasant.
lloyd, 1-night trip