See all properties

Drop Anchor

3.0 star property
Islamorada beach hotel with outdoor pool

Choose dates to view prices

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Drop Anchor

Beach/ocean view
Exterior
Water view
Premium bedding, individually decorated, individually furnished
Beach/ocean view

Reviews

8.8 out of 10

Excellent

Popular amenities

  • Connecting rooms available
  • Pool
  • Pet-friendly
  • Free parking
  • Air conditioning
  • Free WiFi
Main amenities
  • 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
  • Connecting/adjoining rooms available
  • Private bathroom
  • Premium TV channels
  • Garden
  • Daily housekeeping
  • Coffee/tea maker
The price is S$489
includes taxes & fees
8 Dec - 9 Dec

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
Ceiling fan
  • 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
Ceiling fan
Premium bedding
  • 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

Patio
Garden
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
Ceiling fan
  • 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
Ceiling fan
  • 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, (1487)
The price is S$282
includes taxes & fees
12 Dec - 13 Dec
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
  • History of Diving Museum - 3 min drive - 3.2 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

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

Restrictions related to your trip

  • Check COVID-19 restrictions

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 cots (infant beds)

Pets

  • Pets allowed (dogs only)*
  • Service animals welcome

Internet

  • Free WiFi in public areas
  • Free WiFi in rooms

Parking

  • Free on-site self-parking
  • On-site parking includes off-street options

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 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 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.

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

8/10 Very good

quant quiet and a decent location
Nice cute quiet place.
derek, 1-night trip
Verified Hotels.com guest review

8/10 Very good

Janelle, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Fun trip
Had a quick one night stay. Was super comfortable and amazing.
Jacob, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

John, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Aurelio, 1-night business trip
Verified Hotels.com guest review

8/10 Very good

Steven, 3-night trip
Verified Hotels.com guest review

10/10 Exceptional

Loved the Old Florida feel, the 50s style styling that has been kept in great condition and updated. Not a lot of rooms in the Hotel so it was quiet with lots of room at the pool. Staff was very helpful\friendly and we really enjoyed our stay. Beautiful view and hotel. Only thing that needed some attention were the bicycles that were provided in the resort fee. If your going to add a mandatory fee bicycles (kayaks, paddleboards) then be sure they are maintained. All the bicycle tires were low, seats would not adjust and most of the bolts that held things like handlebars were loose. Actually not safe.
Manul, 2-night trip with friends
Verified Orbitz guest review

6/10 Good

There was a $75 charge for “resort” facilities,i.e., kayak and bicycle use, which I was told was non waivable, which as senior citizens we did not have any use for. Had it been a non refundable reservation we would have gone someplace else. Live and learn.
Blas, 2-night trip
Verified Expedia guest review

8/10 Very good

jorge, 2-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Jesse, 2-night trip
Verified Expedia guest review

10/10 Exceptional

Very excellent location for staying
Da, 1-night romance trip
Verified Expedia guest review

10/10 Exceptional

Classic Keys property with easy access to the ocean, nice waterfront area, great pool - views for miles. No frills, small bathroom, cold A/C, super friendly staff - all that you need.
Kyle, 2-night family trip
Verified Expedia guest review

10/10 Exceptional

Clean room had a pleasant visit at this property
Jose, 2-night family trip
Verified Expedia guest review

10/10 Exceptional

Very nice place to stay and relax
Lumary, 1-night romance trip
Verified Expedia guest review

8/10 Very good

Very good, motel style accommodation. Excellent office personnel. Easy walk to two restaurants.
Greg, 1-night family trip
Verified Expedia guest review

10/10 Exceptional

Klajdi, 2-night trip
Verified Expedia guest review

8/10 Very good

No beach
Raysa, 2-night trip
Verified Expedia guest review

10/10 Exceptional

Fernando, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Kellie, 3-night family trip
Verified Hotels.com guest review

6/10 Good

It’s nice and clean ,but the room was super tiny and after 6 pm is the reception closed.
anastassija, 1-night trip
Verified Expedia guest review

10/10 Exceptional

elieser, 1-night trip
Verified Expedia guest review

10/10 Exceptional

Great location! Really well manicured property with a great view of the ocean. Great communication from the staff which made after hours check-in a breeze!
Darrel, 1-night romance trip
Verified Expedia guest review

10/10 Exceptional

Old Florida vibe was adorable
We enjoyed our 1 night stay at Drop Anchor. It has an Old Florida vibe and is adorable small resort type motel. Loved the chairs under palapa with water view. No ice machine available - coffee in room only. Beds were comfortable and ac worked great.
Peter, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Beautiful and right on the water
Jason, 3-night trip
Verified Expedia guest review

10/10 Exceptional

Leslie, 5-night trip
Verified Travelocity guest review