expedia
See all properties

Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Drop Anchor

3 out of 5

Overview of Drop Anchor

Photo gallery

Property Grounds
Private beach nearby, beach umbrellas, motor boating
Private beach nearby, beach umbrellas, motor boating
Private beach nearby, beach umbrellas, motor boating
Outdoor pool, sun loungers

4.4/5 Excellent

Guests rated this property 4.5/5 for cleanliness.
Happy face icon
Our stay at drop anchor was truly perfect! The staff was so friendly. One of our motorcycles had a mechanical issue and the maintenance guy at the hotel actually helped us fix the problem. The grounds were so beautifully taken care of!!! I cant say enough about this place! Can wait to be back!

Popular amenities

  • Pool
  • Free WiFi
  • Parking included
  • Air Conditioning

Cleaning and safety practices

  • Cleaned with disinfectant
  • Hand sanitizer provided
  • Personal protective equipment

Explore the area

    Popular LocationWindley Key Fossil Reef Geological State Park4 min walk
    Popular LocationTheater of the Sea7 min walk
    Popular LocationFounders Park3 min drive
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Sign up, it's freeSign in

Choose dates to view prices

  • Family Suite, 1 Bedroom

    Photos of Family Suite, 1 Bedroom

    4.5/5 guest room rating

    Room amenities

    • Sleeps 6
    • 1 King Bed and 1 Twin Bed
    More detailsFamily Suite, 1 Bedroom

  • Oceanfront Trailer

    Photos of Oceanfront Trailer

    4.5/5 guest room rating

    Room amenities

    • Sleeps 2
    • 1 Queen Bed
    More detailsOceanfront Trailer

  • Standard Room, 1 Queen Bed

    Photos of Standard Room, 1 Queen Bed

    4.2/5 guest room rating

    Room amenities

    • Sleeps 2
    • 1 Queen Bed
    More detailsStandard Room, 1 Queen Bed

  • Deluxe Suite, 1 King Bed, Kitchenette, Oceanfront

    Photos of Deluxe Suite, 1 King Bed, Kitchenette, Oceanfront

    4.9/5 guest room rating

    Room amenities

    • Beach view
    • Sleeps 4
    • 1 King Bed
    More detailsDeluxe Suite, 1 King Bed, Kitchenette, Oceanfront

  • Standard Double Room

    Photos of Standard Double Room

    4.7/5 guest room rating

    Room amenities

    • Sleeps 4
    • 1 Queen Bed
    More detailsStandard Double Room

About this area

Islamorada

Located in Islamorada, Drop Anchor is near a private beach. Bud n' Mary's Dive Center and Bluefin Rock Harbor Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. Theater of the Sea and Laura Quinn Wild Bird Sanctuary are also worth visiting. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and ecotours.
Visit our Islamorada travel guide
View in a map
Map
Popular Location

What's nearby

  • Windley Key Fossil Reef Geological State Park - 4 min walk
  • Theater of the Sea - 7 min walk
  • Founders Park - 3 min drive
  • Hurricane Monument - 5 min drive
  • Bud n' Mary's Dive Center - 8 min drive

Getting around

  • Miami Intl. Airport (MIA) - 98 min drive

Restaurants

  • Hog Heaven Sports Bar & Grill — 5 min walk
  • Island Grill — 9 min walk
  • Bayside Gourmet — 3 min drive
  • Bitton Bistro Cafe — 4 min drive
  • Mangrove Mike's Cafe — 4 min drive

About this property

Drop Anchor

3-star Art Deco hotel, walk to Theater of the Sea
This smoke-free hotel features an outdoor pool, coffee/tea in a common area, and free newspapers. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and a picnic area are onsite. All rooms are individually decorated and offer free WiFi and ceiling fans. For a bit of entertainment, guests will find flat-screen TVs with cable channels, and other amenities include premium bedding and coffee makers. Limited housekeeping is available.
Drop Anchor offers 18 air-conditioned accommodations with safes and coffee/tea makers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include showers, complimentary toiletries, and hair dryers. This Islamorada hotel provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided on a limited basis.

Recreational amenities at the hotel include an outdoor pool.

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

Cleaning and safety practices

Enhanced cleanliness measures

Disinfectant is used to clean the property
High-touch surfaces are cleaned and disinfected
Sheets and towels are washed at 60°C/140°F or hotter
Follows industry sanitization guidelines of SafeStay (AHLA - USA)

Social distancing

Contactless check-out
Protective shields in place at main contact areas
Social distancing measures in place

Safety measures

Personal protective equipment worn by staff
Hand sanitizer provided
Individually-wrapped food options available for breakfast
This information is provided by our partners.

Property amenities

Internet

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

Parking and transportation

  • Free self parking on site

Food and drink

  • Coffee/tea in common area(s)

Things to do

  • 24-hour pool access
  • Motor boating
  • Outdoor pool

Family friendly

  • Outdoor pool

Conveniences

  • Free newspapers in lobby
  • No elevators
  • Vending machine

Guest services

  • Front desk (limited hours)
  • Housekeeping (limited)

Languages spoken

  • English

Outdoors

  • BBQ grill(s)
  • Beach umbrellas
  • Dock
  • Garden
  • Picnic area
  • Pool sun loungers

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Accessible bathroom
  • Assistive listening devices available
  • No elevator (single level property)
  • Roll-in shower

More

  • Smoke-free property

Room amenities

Bedroom

  • Air conditioning
  • Ceiling fan
  • Linens
  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Shower
  • Towels

Entertainment

  • Cable channels
  • Flat-screen TV
  • Premium channels

Food and drink

  • Coffee/tea maker

More

  • Connecting rooms available
  • Individually decorated
  • Individually furnished
  • Iron/ironing board
  • Safe

Policies

Check-in

Check-in from 3 PM - 9 PM
Minimum check-in age - 18

Check-out

Check-out before 11 AM

Special check-in instructions

The front desk is open daily from 9 AM - 9 PM
Front desk staff will greet guests on arrival

Access methods

Staffed front desk

Pets

Pets not allowed

Children and extra beds

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

Property payment types

Important information

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

We should mention

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

Can I cancel my reservation for free at Drop Anchor and receive a full refund?
Yes, Drop Anchor offers free cancellation on select room rates, because flexibility matters! Please refer to Drop Anchor cancellation policy on our site for more details about any exclusions or requirements.
Does Drop Anchor have a pool?
Yes, this property has an outdoor pool. Pool access is available 24 hours a day.
Is Drop Anchor pet-friendly?
No, pets are not allowed at this property.
How much is parking at Drop Anchor ?
Self parking is free at this property.
What time is check-in at Drop Anchor ?
Check-in is from 3 PM - 9 PM.
What time is check-out at Drop Anchor ?
Check-out is at 11 AM.
Where is Drop Anchor located?
Situated in Islamorada, this hotel is within a 10-minute walk of Windley Key Fossil Reef Geological State Park and Theater of the Sea. Founders Park and History of Diving Museum are also within 3 mi (5 km).
4.4
Excellent
5 - Excellent
551
4 - Good
300
3 - Okay
80
2 - Poor
30
1 - Terrible
9

4.5/5

Cleanliness

4.5/5

Staff & service

4.4/5

Amenities

4.3/5

Property conditions & facilities
Write a review

5/5 Excellent

Happy face iconLiked: Cleanliness, staff & service, property conditions & facilities, room comfort
Awesome stay at Drop Anchor
Our stay at drop anchor was truly perfect! The staff was so friendly. One of our motorcycles had a mechanical issue and the maintenance guy at the hotel actually helped us fix the problem. The grounds were so beautifully taken care of!!! I cant say enough about this place! Can wait to be back!
Stayed 3 nights in Nov 2020

5/5 Excellent

Happy face iconLiked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great Place to Chill!
Loved our stay at the Drop Anchor! We will definitely be back again. Such a beautiful setting.
Stayed 2 nights in Sep 2020

5/5 Excellent

Traveled with partner
Happy face iconLiked: Cleanliness, staff & service, amenities, property conditions & facilities
Drop Anchor is always fun. No hassle, great space; you can do your own thing. Done rooms also have a kitchen/fridge area. So if you want to cook or grill out, you can. Nice, quite and cozy.
Stayed 1 night in Aug 2020

5/5 Excellent

Happy face iconLiked: Cleanliness, staff & service, amenities, property conditions & facilities
My first time visiting the Keys and staying at Drop Anchor was the most amazing time I ever had! I stayed in the beach front trailer which I absolutely loved! The whole place was absolutely beautiful, relaxing, all of the staff was super accommodating and helpful! I barely left the hotel because you literally have your own little tropical paradise in your front yard! Zac is such a great person and goes above and beyond to take care of everyone! Thank you again and I will be back very soon!
Stayed 4 nights in Sep 2020

5/5 Excellent

Traveled with group
Happy face iconLiked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved Drop Anchor. It was a nice little stay for us & was all we needed. The small private beach & pool area was fantastic & we will definitely consider coming back here in the future.
Stayed 3 nights in Jul 2020

Stay in the know with the Expedia app

Get real-time notifications, view your trip details, and access mobile-only deals.

Text yourself a download link

By providing your number, you agree to receive a one-time automated text message with a link to get the app. Standard text message rates may apply.

Plan your next trip

Coconut Cove Resort and Marina

Conch On Inn Motel

Vacation Village at Parkway

Disney's All-Star Movies Resort

Pines & Palms Resort

La Siesta Resort & Marina

The Grove Resort & Water Park Orlando

Topsider Resort by Capital Vacations

Sands of Islamorada

Beach Front Studios in Daytona Beach

Pelican Cove Resort & Marina

Cheeca Lodge & Spa

Breezy Palms Resort

Hyatt Regency Orlando

Lookout Lodge Resort

Chesapeake Beach Resort

WaterCrest Condominiums 

Islander Resort

Creekside Inn Islamorada

Amara Cay Resort

La Jolla Resort

Fisher Inn Resort & Marina

Casa Morada

JW Marriott Orlando Grande Lakes

Postcard Inn Beach Resort & Marina

The Caribbean Resort

Bayside Townhomes and Boatslips

Sunset Inn

Angler's Reef Resort by KeysCaribbean

Hadley House Islamorada