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Drop Anchor

3.0 star property
Art Deco hotel with private beach and outdoor pool
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
Beach/ocean view
Beach/ocean view

Reviews

8.8 out of 10

Excellent

Popular amenities

  • Pet-friendly
  • Housekeeping
  • Air conditioning
  • Parking included
  • Free WiFi
The price is AU$286
includes taxes & fees
23 Dec - 24 Dec

Room options

Available filters for rooms
Showing 11 of 11 rooms

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

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

Premium bedding, individually decorated, individually furnished

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
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

On private beach
Pool
Pet-friendly
Air conditioning
9.0 out of 10, Wonderful, (1386)
The price is AU$523
includes taxes & fees
5 Jan - 6 Jan 2025
Chesapeake Beach Resort
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About the area

Map
84959 Overseas Highway, 222, Islamorada, FL, 33036

What's nearby

  • Windley Key Fossil Reef Geological State Park - 4 min walk
  • Theater of the Sea - 7 min walk
  • Islamorada County Park - 3 min drive
  • Founders Park - 3 min drive
  • Florida Keys Brewing Co. - 5 min drive

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

Hotel by the ocean
Drop Anchor provides amenities, such as a garden and a business centre. Active travellers can enjoy amenities, such as motor boating and paddleboarding, at this hotel. Stay connected with free in-room WiFi.
Additional perks include:
  • An outdoor pool with sunloungers
  • Free self-parking
  • Free bike hire, coffee/tea in reception and beach umbrellas
  • A banquet hall, a vending machine and a dock
  • Guest reviews give top marks for the helpful staff
Room features
All rooms are individually furnished, and boast comforts such as premium bedding and air conditioning, as well as thoughtful touches such as free WiFi. Guest reviews highly rate the cleanliness rooms at the property.
Extra amenities include:
  • Bathrooms with showers and free toiletries
  • Flat-screen TVs with premium channels
  • Coffee/tea makers, ceiling fans and daily housekeeping

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

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 are 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.
Cots (infant beds) are not available

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 any lifts
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

Frequently asked questions

Does Drop Anchor have a pool?

Yes, this property has an outdoor pool. Pool access is from 7:30 AM to 6:30 PM.

How much does it cost to stay at Drop Anchor?

As of 22 Dec 2024, prices found for a 1-night stay for 2 adults at Drop Anchor on 23 Dec 2024 start from AU$229.85, 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.

Is Drop Anchor pet-friendly?

Yes, dogs are allowed at this property. There's a fee of USD 25 per pet, per day. Service animals are exempt from fees.

How much is parking at Drop Anchor?

Self-parking is free at this property.

What time is check-in at Drop Anchor?

Check-in start time: 3:00 PM; check-in end time: 6:00 PM. Late check-in is available during limited hours.

What time is check-out at Drop Anchor?

Checkout is at 11 AM.

Where is Drop Anchor located?

Situated on the waterfront, this hotel is 0.2 mi (0.4 km) from Windley Key Fossil Reef Geological State Park and within 3 miles (5 km) of Rain Barrel Village and Founders Park. Islamorada County Park and History of Diving Museum are also within 3 miles (5 km).

Reviews

8.8

Excellent

Rating 10 - Excellent. 625 out of 1001 reviews" "
Rating 8 - Good. 239 out of 1001 reviews" "
Rating 6 - Okay. 71 out of 1001 reviews" "
Rating 4 - Poor. 35 out of 1001 reviews" "
Rating 2 - Terrible. 31 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

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

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

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

2/10 Terrible

Kim

Stayed 1 night in Sep 2024

10/10 Excellent

Rhonda Mullins Brian

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very quiet..comfortable pool was fabulous room had everything we needed..view of ocean was lovely..
Stayed 5 nights in Oct 2024

10/10 Excellent

William

Stayed 1 night in Aug 2024

10/10 Excellent

Ilda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property and accommodations with the hotel fee. My partner and I loved it. Definitely will be back.
Stayed 1 night in Sep 2024

10/10 Excellent

Sharyn

Stayed 1 night in Sep 2024

6/10 Okay

Jessica

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

Liked: Cleanliness, staff & service, property conditions & facilities
.
Stayed 1 night in Sep 2024

10/10 Excellent

Carlos

Travelled with family
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

Stayed 2 nights in Sep 2024

10/10 Excellent

Leigh

Stayed 2 nights in Aug 2024

8/10 Good

Alfredo

Stayed 1 night in Aug 2024

10/10 Excellent

Aurelio

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Sep 2024

8/10 Good

Steven

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Sep 2024

6/10 Okay

lloyd

Travelled with family
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