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Drop Anchor

3.0 star property
Waterfront hotel with private beach and outdoor pool

Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Property grounds
Oceanfront King Suite w/ Kitchen & Private Balcony
Oceanfront King Suite w/ Kitchen & Private Balcony

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Pet-friendly
  • Housekeeping
  • Air conditioning
  • Parking included
  • Free WiFi
The current price is NZ$268
includes taxes & fees
6 July - 7 July

Explore the area

Map
84959 Overseas Highway, 222, Islamorada, FL, 33036
  • Windley Key Fossil Reef Geological State Park
    ‪6 min walk‬
  • Theater of the Sea
    ‪9 min walk‬
  • Islamorada County Park
    ‪4 min drive‬

Room options

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
Ceiling fan
  • 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

Oceanfront King Suite w/ Beach Walkout & Kitchen

9.8 out of 10
Exceptional
(8 reviews)

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

Oceanfront Trailer

Oceanfront Trailer

8.0 out of 10
Very good
(8 reviews)

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

Ocean View Double Queen w/ Kitchen & Private Balcony

Ocean View Double Queen w/ Kitchen & Private Balcony

9.6 out of 10
Exceptional
(5 reviews)

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

Oceanfront Queen Room

Oceanfront Queen Room

Highlights

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

View all photos for Resort View ADA King Room

Resort View ADA King Room

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

Resort View Queen Room w/ Kitchen & Private Porch

Resort View Queen Room w/ Kitchen & Private Porch

9.4 out of 10
Exceptional
(6 reviews)

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

Resort View Family Suite w/ Kitchen | Private kitchen

Resort View Family Suite w/ Kitchen

7.4 out of 10
Good
(3 reviews)

Highlights

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

View all photos for Ocean View Double Queen Room

Ocean View Double Queen Room

Ocean View Double Queen Room

9.4 out of 10
Exceptional
(12 reviews)

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

1 bedroom, premium bedding, individually decorated

Oceanfront King Suite w/ Kitchen & Private Balcony

10.0 out of 10
Exceptional
(18 reviews)

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
Ceiling fan
  • Ocean view
  • Sleeps 6
  • 1 King Bed, 2 Single Beds and 1 Queen Futon

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About the area

Islamorada

At Drop Anchor you'll be within a 5-minute walk of Windley Key Fossil Reef Geological State Park and 2.8 km (1.8 mi) from Rain Barrel Village. Highlights at this Art Deco hotel include a nearby private beach, an outdoor swimming pool and free self-parking. .Enjoy the pool loungers along with access to kayaking and motor boating. Additionally, you'll find free Wi-Fi in public areas, coffee/tea in a common area and free use of bicycles. .With a stay at this 3-property class Islamorada hotel, you'll be 3 km (1.9 mi) from Founders Park and 3.1 km (1.9 mi) from Islamorada County Park.

What's nearby

  • 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

Waterfront hotel with private beach and outdoor pool
A private beach is featured. Drop Anchor offers its guests an outdoor pool and complimentary bicycles. You'll find a business centre 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 a hairdryer. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include a shower and complimentary toiletries. This Islamorada hotel provides complimentary wireless Internet access. Additionally, rooms include an iron/ironing board and a ceiling fan. Housekeeping is provided on a daily basis.

Languages

English

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • 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

Family friendly

  • Outdoor pool

Conveniences

  • Limited-hour front desk
  • Safe at front desk
  • Vending machine

Guest services

  • Housekeeping (daily)
  • Wedding services

Business services

  • Business centre

Outdoors

  • Barbecue grill
  • Beach loungers
  • Beach towels
  • Beach umbrellas
  • Dock
  • Garden
  • On the waterfront
  • Picnic area
  • Pool loungers

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

More

  • 2 floors
  • 6 buildings
  • Art Deco architecture
  • Banquet hall
  • Built in 1963
  • Designated smoking areas

Room amenities

Bedroom

  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • Flat-screen TV with premium cable channels

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

Special check-in instructions

The front desk is open daily from 8:00 AM - 8:00 PM
Front desk staffed during limited hours

Access methods

Front desk (limited hours)

Pets

  • Pets: USD 25 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.
  • Cots (infant beds) are not available.

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 25 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 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
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 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. 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 all 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
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 parking available at Drop Anchor?

Yep, Drop Anchor has a free self car park.

How much does it cost to stay at Drop Anchor?

As of 3 Jul 2025, prices found for a 1-night stay for 2 adults at Drop Anchor on 6 Jul 2025 start from NZ$210.81, including 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.

Are there any beaches close to Drop Anchor?

The closest beach to Drop Anchor is Anne's Beach (18.4 km).

Does Drop Anchor have a pool?

Drop Anchor has an outdoor pool. Grab your bathers and lounge poolside while enjoying on a lounger. The pool is open 7:30 AM to 6:30 PM.

Is there a free airport shuttle available at Drop Anchor?

No, Drop Anchor does not offer an airport shuttle service.

What time are check-in & check-out at Drop Anchor?

Check-in begins at 3:00 PM. Check-out time is 11 AM.

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 614 out of 1001 reviews
Rating 8 - Good. 238 out of 1001 reviews
Rating 6 - Okay. 75 out of 1001 reviews
Rating 4 - Poor. 36 out of 1001 reviews
Rating 2 - Terrible. 38 out of 1001 reviews

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 Good

Richard

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Apr 2025

10/10 Excellent

Dustin

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Mar 2025

10/10 Excellent

Charlee

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
On the third night of our 3-night stay and wishing we could stay forever! We splurged on a direct ocean front room and it is worth every penny. This place is by no means fancy but it is old Florida at its finest: cozy, chill, unpretentious. Add in a heated pool and a drip (not pod!!) coffeemaker and all boxes have been checked. As with most of the upper keys there is no true walkout sandy beach but you can use the kayak ramp to get in an ocean swim. Note mucky bottom so mann up or wear swim shoes! Received lovely service from Daniel at front desk and housekeeper could not have been kinder. DROP ANCHOR IS A GEM
Stayed 2 nights in Mar 2025

10/10 Excellent

Douglas

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2025

8/10 Good

Nikki

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.
Stayed 1 night in Mar 2025

10/10 Excellent

Jennifer

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Mar 2025

10/10 Excellent

Jamie

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Mar 2025

6/10 Okay

Vanessa

Disliked: Staff & service, property conditions & facilities
My boyfriend and I stayed here one night on Saturday, March 8th. The property was okay...but not anywhere near worth $400 for the night..even on a Saturday during spring break. Biggest issue was the old TV in the room - the screen died after 15mins of use. It came back on after 5minutes, and then died again promptly after that.. I let the office know, and the next day they called me saying "the TV is perfectly fine." So, they don't believe their guests when they say something is wrong. No refund either. So if you stay in Room 16, beware that the old TV dies after 15 minutes of being on.
Stayed 1 night in Mar 2025

2/10 Terrible

Armando

Stayed 2 nights in Mar 2025

8/10 Good

PETER

Liked: Cleanliness, staff & service, property conditions & facilities
Good location on the old highway, water pressure could use improvement.
Stayed 7 nights in Mar 2025

8/10 Good

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Disappointing. Not as pictured. It’s not really a beach and you can’t get in the water from property. It’s on a sea wall. Very clean. Bathroom was tiny and futon/couch very uncomfortable as a couch.
Stayed 1 night in Mar 2025

10/10 Excellent

Terri

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Mar 2025

8/10 Good

Cynthia

Liked: Cleanliness, staff & service
Stayed 1 night in Jan 2025

10/10 Excellent

Deney

Liked: Cleanliness, staff & service, property conditions & facilities
Hood
Stayed 1 night in Mar 2025

10/10 Excellent

Nicole

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place! We pretymuch had the placf to ourselves so it was really relaxing! Beautiful property as well and the pool was like bathwater!
Stayed 4 nights in Feb 2025

10/10 Excellent

Ivis

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2025

10/10 Excellent

stephanie ann

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Feb 2025

4/10 Poor

Adinarayan

Travelled with family
Liked: Cleanliness, property conditions & facilities, room comfort
Disliked: Staff & service
Stayed 5 nights in Dec 2024

2/10 Terrible

Amanda

Travelled with family, Travelled with family and small children, Travelled with pets, Travelled with partner, Travelled with group
Air conditioners are fully of mold, blowing directly into your face in bed. I refused to let me family stay there. Checked out as fast as I checked in. Still have not received a refund from Expedia or the property for the resort and pet fee.
Stayed 3 nights in Feb 2025

10/10 Excellent

Yadira

Stayed 1 night in Feb 2025

8/10 Good

Timothy

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Feb 2025

8/10 Good

Steven

Liked: Cleanliness, staff & service, room comfort

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.
Stayed 4 nights in Feb 2025

10/10 Excellent

Angela

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Feb 2025

10/10 Excellent

Judith

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was very nice.
Stayed 2 nights in Jan 2025

10/10 Excellent

Tom

Liked: Cleanliness, staff & service, property conditions & facilities
Great staff. Very clean and wonderful waterfront setting.
Stayed 2 nights in Feb 2025