Drop Anchor

3.0 star property

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Photo gallery for Drop Anchor

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pet-friendly
  • Housekeeping
  • Air conditioning
  • Parking included
  • Free WiFi

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

Resort View Queen Family Suite w/ Kitchen

  • Resort view
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

Oceanfront King Suite w/ Beach Walkout & Kitchen

  • Ocean view
  • Sleeps 4
  • 1 King Bed

Oceanfront Trailer

  • Sleeps 2
  • 1 Queen Bed

Ocean View Double Queen w/ Kitchen & Private Balcony

  • Sleeps 4
  • 2 Queen Beds

Oceanfront Queen Room

  • Ocean view
  • Sleeps 2
  • 1 Queen Bed

Resort View ADA King Room

  • Sleeps 2
  • 1 King Bed

Resort View Queen Room w/ Kitchen & Private Porch

  • Resort view
  • Sleeps 2
  • 1 Queen Bed

Resort View Family Suite w/ Kitchen

  • Resort view
  • Sleeps 6
  • 2 Queen Beds and 2 Twin Beds

Ocean View Double Queen Room

  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Oceanfront King Suite w/ Kitchen & Private Balcony

  • Beach view
  • Sleeps 4
  • 1 King Bed

Oceanfront Family Suite w/ Kitchen

  • Ocean view
  • Sleeps 6
  • 1 King Bed, 2 Twin Beds and 1 Queen Futon

Similar properties

About this property

Drop Anchor

Waterfront hotel with a nearby private beach and an outdoor pool
Along with an outdoor pool, this hotel has coffee/tea in a common area and a business center. Free WiFi in public areas and free self parking are also provided. Additionally, free use of bicycles, wedding services, and a garden are onsite. Limited housekeeping is available.
Drop Anchor offers 18 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include showers and complimentary toiletries. This Islamorada hotel provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.

Recreational amenities at the hotel include an outdoor pool and complimentary bicycles.

The recreational activities listed below are available either on site or nearby; fees may apply.

Our customers tell us they can't get enough of the helpful staff at Drop Anchor. During your stay, you're just a quick walk from Windley Key Fossil Reef Geological State Park. Enjoy features like free WiFi in public areas and free self parking, plus an outdoor pool.
  • Free WiFi
  • Free self parking
  • Take a swim in the outdoor pool
  • Amenities include a front-desk safe, a business center, and a vending machine
  • Onsite recreation includes complimentary bicycles, kayaking, and motor boating
  • Guests have great things to say about the clean accommodations and the helpful staff
  • Just a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village
  • Dogs welcome for a fee
A private beach is featured. Drop Anchor offers its guests an outdoor pool and complimentary bicycles. You'll find a business center 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.

Languages

English

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 available

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.
  • Cribs (infant beds) are not available.

Payment types at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
The front desk at this property is open daily from 8:00 AM - 8:00 PM.
Front desk staff will greet guests on arrival at the property.

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

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 619 out of 1000 reviews
Rating 8 - Good. 233 out of 1000 reviews
Rating 6 - Okay. 75 out of 1000 reviews
Rating 4 - Poor. 36 out of 1000 reviews
Rating 2 - Terrible. 37 out of 1000 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

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

10/10 Excellent

Steven

Stayed 1 night in Oct 2024

10/10 Excellent

Marybel

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Is a beutifull place to relax .
Stayed 1 night in Oct 2024

10/10 Excellent

Marybel

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beutifull hotel
Stayed 1 night in Oct 2024

10/10 Excellent

Phil

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love the location the property and views are amazing !
Stayed 2 nights in Oct 2024

10/10 Excellent

Lazaro

Travelled with family, Travelled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was excellent room very clean up-to-date. Pool very clean and entire area immaculate.
Stayed 2 nights in Sep 2024

8/10 Good

Mayra

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Kayaks and bikes come included with your stay! Staff was SUPER nice and helpful!
Stayed 1 night in Sep 2024