See all properties

Drop Anchor

3.0 star property

Choose dates to view prices

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

Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Exterior
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Ocean View Double Queen w/ Kitchen & Private Balcony | Premium bedding, individually decorated, individually furnished
Beach/ocean view

Reviews

8.8 out of 10

Excellent

Popular amenities

  • Pool
  • Housekeeping
    Housekeeping
  • Pet friendly
    Pet friendly
  • Parking included
    Parking included
  • Air conditioning
    Air conditioning
  • Free WiFi
    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
  • Rain Barrel Village
    3 min drive

Room options

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

Resort View Queen Family Suite w/ Kitchen | Premium bedding, individually decorated, individually furnished

Resort View Queen Family Suite w/ Kitchen

  • 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 | Premium bedding, individually decorated, individually furnished

Oceanfront King Suite w/ Beach Walkout & Kitchen

  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Trailer

Oceanfront Trailer | Premium bedding, individually decorated, individually furnished

Oceanfront Trailer

  • 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 | Premium bedding, individually decorated, individually furnished

Ocean View Double Queen w/ Kitchen & Private Balcony

  • Sleeps 4
  • 2 Queen Beds

View all photos for Oceanfront Queen Room

Oceanfront Queen Room | Premium bedding, individually decorated, individually furnished

Oceanfront Queen Room

  • Ocean view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Resort View ADA King Room

Resort View ADA King Room | Premium bedding, individually decorated, individually furnished

Resort View ADA King Room

  • 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 | Premium bedding, individually decorated, individually furnished

Resort View Queen Room w/ Kitchen & Private Porch

  • 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 | Coffee/tea maker

Resort View Family Suite w/ Kitchen

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

View all photos for Ocean View Double Queen Room

Ocean View Double Queen Room | Premium bedding, individually decorated, individually furnished

Ocean View Double Queen Room

  • 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

  • Beach view
  • Sleeps 4
  • 1 King Bed

View all photos for Oceanfront Family Suite w/ Kitchen

Flat-screen TV

Oceanfront Family Suite w/ Kitchen

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

Similar properties

Beach

Chesapeake Beach Resort

On private beach
Pool
Pet friendly
Air conditioning
4.5 out of 5, Wonderful, (1380)
The price is $179
per night
$251 total
includes taxes & fees
Dec 9 - Dec 10
Chesapeake Beach Resort

About the neighborhood

Islamorada

With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village. .This hotel is 1.9 mi (3 km) from Founders Park and 1.9 mi (3 km) from Islamorada County Park.

What's nearby

  • Windley Key Fossil Reef Geological State Park - 4 min walk - 0.3 miles
  • Theater of the Sea - 7 min walk - 0.4 miles
  • Islamorada County Park - 3 min drive - 1.9 miles
  • Founders Park - 3 min drive - 1.9 miles
  • History of Diving Museum - 3 min drive - 2.0 miles

Getting around

  • Miami Intl. 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

Art Deco hotel with a nearby private beach and an outdoor pool
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.

Make yourself at home in one of the 18 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.
Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. This Art Deco hotel also features complimentary wireless internet access, wedding services, and a picnic area.
Featured amenities include a business center, a safe deposit box at the front desk, and coffee/tea in a common area. Free self parking is available onsite.

Languages

English

Property amenities

Internet

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

Parking and transportation

  • 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 center

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 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 allowed for an extra charge of USD 25 per pet, per day
Service animals are welcome, and are exempt from fees
Welcoming dogs only

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • 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 have included all charges provided to us by the property.

Optional extras

  • Pet fee: USD 25 per pet, per day
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

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 fire extinguisher

We should mention

This property does not have elevators
Pool access available from 7:30 AM to 6:30 PM
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the 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. 632 out of 1010 reviews" "
Rating 8 - Good. 240 out of 1010 reviews" "
Rating 6 - Okay. 72 out of 1010 reviews" "
Rating 4 - Poor. 35 out of 1010 reviews" "
Rating 2 - Terrible. 31 out of 1010 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

Manul

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 2 nights in Aug 2024

6/10 Okay

Blas

Liked: Cleanliness, staff & service
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.
Stayed 2 nights in Aug 2024

8/10 Good

jorge

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Aug 2024

10/10 Excellent

Jesse

Stayed 2 nights in Aug 2024

10/10 Excellent

Da

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
Very excellent location for staying
Stayed 1 night in Aug 2024

10/10 Excellent

Kyle

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 2 nights in Jul 2024

10/10 Excellent

Jose

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room had a pleasant visit at this property
Stayed 2 nights in Aug 2024

10/10 Excellent

Lumary, Palm springs

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice place to stay and relax
Stayed 1 night in Aug 2024

8/10 Good

Greg, Jupiter

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Very good, motel style accommodation. Excellent office personnel. Easy walk to two restaurants.
Stayed 1 night in Aug 2024

10/10 Excellent

Klajdi

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

8/10 Good

Raysa

Liked: Cleanliness, staff & service, property conditions & facilities
No beach
Stayed 2 nights in Apr 2024

10/10 Excellent

Fernando

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

10/10 Excellent

Kellie

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Aug 2024

6/10 Okay

anastassija

Liked: Cleanliness
It’s nice and clean ,but the room was super tiny and after 6 pm is the reception closed.
Stayed 1 night in Aug 2024

10/10 Excellent

elieser

Stayed 1 night in Jul 2024

10/10 Excellent

Darrel

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 1 night in Jul 2024

10/10 Excellent

Peter

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 1 night in Jul 2024

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful and right on the water
Stayed 3 nights in Jun 2024

10/10 Excellent

Leslie, Tremont

Stayed 5 nights in Mar 2024

10/10 Excellent

Maryann

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2024

8/10 Good

Amanda

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was beautiful and well kept. The rooms were clean. The front desk staff, friendly and welcoming. There is a boat drop which is awesome and they are pet friendly.There is limited parking but there is grass area available to park when the lot is full. The only downfall to this place is the rooms retain moisture from the humidity, other than that this is a great little spot!
Stayed 1 night in Jul 2024

2/10 Terrible

Paolo

Stayed 1 night in Jul 2024

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Love this hotel!!
Stayed 2 nights in Jul 2024

8/10 Good

Rosemary

Stayed 3 nights in Jul 2024

8/10 Good

Katherine

Traveled with partner
Liked: Cleanliness, staff & service
Expectations are key. We needed a place we could launch our boat on a holiday weekend so we braved the reviews and booked a room. Pros and Cons listed below. Long read but I think good reviews are super important: Property - they do an amazing job of the keeping the grounds cleaned and manicured. We were there 5 days and of those days the pool didn’t have water 1 or 2 of them. Not a biggie for us bc we had our boat. Boat launch is banked odd so it’s not for the inexperienced. There is a fresh water hose right at the launch that is fantastic bc you can immediately rinse your boat and trailer. There’s a shaded fish cleaning station right at the launch as well. The bulkhead is really nice and a safe place to leave your boat. The Room: we were in Unit #1 which had a queen bed and small kitchen. The room was very nice, comfortable bed and upgraded bathroom. Water in pressure was great with plenty of hot water but we heard from our next door neighbors they had no water pressure and little hot water. Our AC left SO much this be desired. For a room as small as it was the window unit, had it been updated it would have been great. Instead it never dropped below 71 and the bathroom was too hot to stay in for long. Our neighbors who had no water pressure were freezing their AC worked so well. So it appears the rooms are hit and miss and for what we paid per night we should have had an AC that cooled that small space.
Stayed 5 nights in Jul 2024