Drop Anchor

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Dates

January 2025

February 2025

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

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

Overview
Rooms
Location
Policies

Excellent

Popular amenities

Pool

Pet-friendly

Housekeeping

Air conditioning

Parking included

Free WiFi

Explore the area

84959 Overseas Highway, 222, Islamorada, FL, 33036

Windley Key Fossil Reef Geological State Park
4 min walk
Theater of the Sea
7 min walk
Hog Heaven
7 min walk
Hog Heaven Sports Bar & Grill
7 min walk

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 Single Beds

Ocean View Double Queen Room

Ocean view
Sleeps 4
2 Queen Beds

Premium bedding, individually decorated, individually furnished

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 Single Beds and 1 Queen Futon

Similar properties

On private beach

Pool

Pet-friendly

Air conditioning

for 1 night

includes taxes & fees

14 Jan - 15 Jan

About this property

Art Deco hotel with private beach and outdoor pool

Along with an outdoor pool, this hotel has coffee/tea in a common area and a business centre. Free WiFi in public areas and free self parking are also provided. Additionally, free use of bicycles, wedding services and a garden are on-site. Limited housekeeping is available.

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.

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 that 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 centre and a vending machine
On-site recreation includes complimentary bicycles, kayaking and motor boating
Guests have great things to say about the clean guestrooms 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 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.

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

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

Children and extra beds

Children are welcome.

Rollaway/extra beds are not available.

Cots (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 fire extinguisher

The front desk at this property is open daily from 8:00 AM - 8:00 PM.
Front desk staff will greet guests on arrival.

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

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Drop Anchor 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

10/10 Excellent

Sharyn

25 Sept 2024

Stayed 1 night in Sep 2024

6/10 Okay

Jessica

25 Sept 2024

Liked: Staff & service

We booked this hotel for 1 night while at the Keys to avoid driving back to Miami after boating all day. The price and location were great. We loved the convenience of the 2nd bedroom kitchen area was nice and spacious. The outside area is pleasant and nice water view. My only complaint was the bathroom. Terrible shower, not very clean, bad shower, very outdated and uncomfortable. The bathroom needs remodeling like yesterday. Other than that I would recommend this place for a short stay, not long.

Stayed 1 night in Sep 2024

8/10 Good

Michael

23 Sept 2024

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

Stayed 1 night in Sep 2024

10/10 Excellent

Carlos

Travelled with family

22 Sept 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Excellent!! Boat ramp on premises and swimming pool. Spacious room (at least the one we stayed in), plenty on parking space and close to everything.

Stayed 1 night in Jul 2024

10/10 Excellent

John

15 Sept 2024

Stayed 2 nights in Sep 2024

10/10 Excellent

Leigh

12 Sept 2024

Stayed 2 nights in Aug 2024

8/10 Good

Alfredo

10 Sept 2024

Stayed 1 night in Aug 2024

10/10 Excellent

Aurelio

Business traveller

9 Sept 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 1 night in Sep 2024

8/10 Good

Steven

8 Sept 2024

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

Stayed 3 nights in Sep 2024

6/10 Okay

lloyd

Travelled with family

6 Sept 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Nice place.pool was nice .no real beach but very pleasant.

Stayed 1 night in Sep 2024

4/10 Poor

jeffrey

5 Sept 2024

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

Disliked: Amenities

No hot water had to leave early and no parking

Stayed 4 nights in Aug 2024

10/10 Excellent

esteban

Travelled with family and small children

3 Sept 2024

Liked: Cleanliness, amenities, property conditions & facilities

Disliked: Staff & service

The lady who works in the office where you check in is very rude and arrogant. The place is beautiful and very nice.

Stayed 1 night in Sep 2024

10/10 Excellent

Manul

Travelled with group

25 Aug 2024

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

20 Aug 2024

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

Travelled with family

19 Aug 2024

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

Stayed 2 nights in Aug 2024

10/10 Excellent

Jesse

19 Aug 2024

Stayed 2 nights in Aug 2024

10/10 Excellent

Da

Travelled with partner

19 Aug 2024

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

Disliked: Amenities

Very excellent location for staying

Stayed 1 night in Aug 2024

10/10 Excellent

Kyle

Travelled with family

18 Aug 2024

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