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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pet-friendly
  • Housekeeping
  • Air conditioning
  • Parking included
  • Free WiFi
The current price is AU$358
includes taxes & fees
29 Apr - 30 Apr

Explore the area

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

Room options

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

Resort View Queen Family Suite w/ Kitchen | Private kitchen

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
Premium bedding
  • 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

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

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

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

Oceanfront Queen Room

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

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

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

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
Premium bedding
  • 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

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

Oceanfront King Suite w/ Kitchen & Private Balcony

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
Premium bedding
  • 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 - 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

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

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
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 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 28 Apr 2025, prices found for a 1-night stay for 2 adults at Drop Anchor on 29 Apr 2025 start from AU$303.46, 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. 621 out of 1002 reviews
Rating 8 - Good. 233 out of 1002 reviews
Rating 6 - Okay. 75 out of 1002 reviews
Rating 4 - Poor. 36 out of 1002 reviews
Rating 2 - Terrible. 37 out of 1002 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

6/10 Okay

Verified traveller

Disliked: Property conditions & facilities

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.
Stayed 3 nights in Jan 2025

10/10 Excellent

Scott

Liked: Cleanliness, staff & service, property conditions & facilities
Small hotel, nice and quiet staff was great
Stayed 1 night in Jan 2025

6/10 Okay

pedro. Jr, Indianapolis

Stayed 5 nights in Jan 2025

2/10 Terrible

Michael

Disliked: Staff & service, property conditions & facilities, room comfort

Resort fee my @ss

Stayed 1 night in Jan 2025

8/10 Good

Sean

Liked: Cleanliness, property conditions & facilities, room comfort
Stayed 1 night in Jan 2025

2/10 Terrible

Evelyn, Lake Ariel

Disliked: Cleanliness, property conditions & facilities
Stayed 3 nights in Jan 2025

10/10 Excellent

John

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good value for the money. Enjoyed using the kayaks and paddle boards. Friendly staff. Very good location on the water.
Stayed 2 nights in Jan 2025

10/10 Excellent

Howard

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean, friendly resort. Very personal attention. The room was terrific. Loved that we had an ocean view balcony and a kitchen and the beds were very comfortable. The staff was SO friendly and helpful. Did not like that bikes had to be returned by 5pm Apparently a drunk guest from some time ago got into an accident on bicycle. We did not have a car and that limited our early evening access to free and easy transport to dinner. Also... though it has a marina for boaters, the resort has no beach. It does have a great pool and free kayaks which we made great use of, but we came to the Keys for the beach and the clear water. We had to take a two mile bike ride (which was nice exercise) to a small local beach and a 45 minute Uber (expensive!) to a really large beach.
Stayed 5 nights in Jan 2025

10/10 Excellent

hilary

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

6/10 Okay

Michelle

Liked: Property conditions & facilities
Disliked: Room comfort

Pretty

Property was pretty but couch was full of sand and uncomfortable chairs were uncomfortable as well. No security at night
Stayed 3 nights in Jan 2025

10/10 Excellent

Tony

Stayed 4 nights in Dec 2024

10/10 Excellent

Maria Fernanda

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

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.
Stayed 1 night in Dec 2024

10/10 Excellent

Sara

I have stayed at drop anchor inn several times and will keep going back. It’s so typical of what the Florida Keys has to offer. I just love it there. I live in Fort Lauderdale and going down to the Keyes is the perfect getaway. I highly recommend drop anchor Inn.
Stayed 2 nights in Dec 2024

10/10 Excellent

Jami

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean. Nice beach area and friendly staff.
Stayed 1 night in Dec 2024

10/10 Excellent

Sonja

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Dec 2024

4/10 Poor

FABIO, NORTH MIAMI

Disliked: Property conditions & facilities
Our big problem was the room. It was small, the bed was too high, very uncomfortable, there was no ventilation or fan in the bathroom, completely overpriced. The bed is exposed in a way that I hate myself twice with it in the leg that I had to protect it with a towel, not to hate it during the night.
Stayed 2 nights in Dec 2024

10/10 Excellent

Ashley

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

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!
Stayed 2 nights in Dec 2024

10/10 Excellent

jose

Liked: Staff & service, property conditions & facilities
This place had an amazing view and sunrise will most definitely me back to this place
Stayed 2 nights in Dec 2024

8/10 Good

Craig

Travelled with family
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 ?!?!
Stayed 1 night in Dec 2024

8/10 Good

Noreen

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
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!!
Stayed 2 nights in Nov 2024

10/10 Excellent

Laurie

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Nov 2024

10/10 Excellent

Lisa

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quiet and very clean room. Great location! Will be back!
Stayed 1 night in Nov 2024

8/10 Good

Ronnie

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Nov 2024

8/10 Good

derek

Liked: Cleanliness, staff & service, room comfort

quant quiet and a decent location

Nice cute quiet place.
Stayed 1 night in Nov 2024

2/10 Terrible

LILIANA

Disliked: Cleanliness, staff & service, property conditions & facilities