Save

Drop Anchor

3.0 star property
3-star Art Deco hotel with private beach

Choose dates to view prices

Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Family Suite, 2 Bedrooms, Ocean View | Exterior
Oceanfront King Suite w/ Kitchen & Private Balcony | Premium bedding, individually decorated, individually furnished
Lobby sitting area
Oceanfront King Suite w/ Kitchen & Private Balcony | Bathroom | Shower, free toiletries, hair dryer, towels

Reviews

8.8

Excellent

Popular amenities

  • Pool
  • Housekeeping
    HousekeepingHousekeeping
  • Pet friendly
    Pet friendlyPet friendly
  • Parking included
    Parking includedParking included
  • Air conditioning
    Air conditioningAir conditioning
  • Free WiFi
    Free WiFiFree WiFi

Explore the area

Map
84959 Overseas Highway, 222, Islamorada, FL, 33036
  • Popular LocationTheater of the Sea7 min walk
  • Popular LocationIslamorada County Park3 min drive
  • Popular LocationFounders Park3 min drive
  • AirportMiami, FL (MIA-Miami Intl.)89 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, (1368)
The price is $309
per night
$404 total
includes taxes & fees
Aug 10 - Aug 11
Chesapeake Beach Resort

About the neighborhood

Islamorada

Oceanside stay.Stay at this Islamorada hotel and you'll be within half a mile (1 km) of Windley Key Fossil Reef Geological State Park and 2 miles (3 km) of Rain Barrel Village. Founders Park and Islamorada County Park are also within 3 miles (5 km).

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
  • History of Diving Museum - 3 min drive

Getting around

  • Miami Intl. Airport (MIA) - 89 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬5 min drive
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Hog Heaven - ‬7 min walk
  • ‪Whale Harbor Restaurant Marina - ‬2 min drive
  • ‪The Whistle Stop - ‬4 min drive

About this property

Drop Anchor

3-star Art Deco hotel with private beach
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.

  • 18 guestrooms or units
  • 2 levels
  • 6 buildings
  • Built in 1963
  • Beach lounge chairs
  • Towels for the beach
  • Umbrellas for the beach
  • Poolside lounge chairs
  • Business facilities
  • Coffee in lobby
  • Front desk (limited hours)
  • Front-desk safe
  • Wedding services available
  • Garden
  • BBQ grill(s)
  • Outdoor picnic space
  • Newspapers in lobby (free)
  • Smoking in designated areas
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.

Languages

English

Property amenities

Family friendly

  • Outdoor pool

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

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

Entertainment

  • Flat-screen TV with premium cable channels

Bedroom

  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

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 staff will greet guests on arrival

Access methods

Staffed front desk

Pets

  • Pets: USD 25 per pet, per stay
  • 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.

Property payment types

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 stay
  • 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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, Discover, debit cards, and cash. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation. Contactless check-out is available.

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

Frequently asked questions

How close is Drop Anchor to the airport?

Drop Anchor is 76.1 mi (89-min drive) away from the Miami Intl. Airport (MIA) airport, the closest popular airport to the property.

How much does it cost to stay at Drop Anchor?

As of Jul 27, 2024, prices found for a 1-night stay for 2 adults at Drop Anchor on Jul 28, 2024 start from $163.9, excluding 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.

Does Drop Anchor have an airport shuttle?

Airport shuttle services are not available at Drop Anchor.

How close is Drop Anchor to the beach?

This hotel is 10.5 mi (14-min drive) from Sunset Drive Beach and 11.5 mi (16-min drive) from Anne's Beach. Don't forget your sunscreen!

Does Drop Anchor offer free breakfast?

Drop Anchor does not offer free breakfast.

Is there a casino at Drop Anchor?

No, there is no casino at this hotel.

What time is check-in at Drop Anchor?

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM.

Is there free parking at Drop Anchor?

This hotel offers free self parking.

Does Drop Anchor have a pool?

Drop Anchor features an outdoor pool. Guests can enjoy pool access from 7:30 AM to 6:30 PM.

Does Drop Anchor have a spa?

There are no spa services available at this hotel.

How close is Drop Anchor to downtown Islamorada?

Drop Anchor is 2.6 mi away from Islamorada.

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 625 out of 1003 reviews" "
Rating 8 - Good. 244 out of 1003 reviews" "
Rating 6 - Okay. 70 out of 1003 reviews" "
Rating 4 - Poor. 36 out of 1003 reviews" "
Rating 2 - Terrible. 28 out of 1003 reviews" "

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.6/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

10/10 Excellent

Lauren E.

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

10/10 Excellent

richard

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The trailer I stayed in with my wife it needs a better a/c unit
Stayed 4 nights in Apr 2024

10/10 Excellent

Cassandra

Liked: Cleanliness, staff & service, property conditions & facilities
Loved it
Stayed 1 night in Apr 2024

10/10 Excellent

Jennifer

Traveled with group, Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Highly recommended
This hotel is the cutest, coolest place located in a perfect area! We were able to use kayaks and paddle board free of charge, the room was clean.. we will return!
Stayed 1 night in Apr 2024

10/10 Excellent

BETTY

Traveled with partner
Location and property were amazing! Convenient to visit our favorite bars, restaurants and shopping locations in Islamorada The amenities sandy beach, palm trees, tiki umbrellas, pool just super beautiful!
Stayed 3 nights in Mar 2024

8/10 Good

Corene

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Super cute! It’s really more of a vacation rental than a hotel which I wish we would’ve realized before booking, but it was clean. The beds were not the most comfortable, and the sheets were polyester, but the price was right! Cute pool area. There is no swimming beach but you can take kayaks and paddle boards through the property - it’s super easy. The property itself is adorable, and very very well-maintained.
Stayed 4 nights in Mar 2024

8/10 Good

Robert W

Traveled with family
This is a nice old-style motel right off the main road in Isamorada. The property is nice, right on the water, but there is not a beach just a sea wall. Nice pool and views. There are also several good restaurants nearby. We were a bit disappointed in our room, we booked a queen ocean view. There was a queen bed and it did face the ocean, however, our room was very small….we’re talking a bed squeezed into alcove with about 6 inches on either side…..no other furniture except a chair. The bathroom was also RV sized. We managed to make it work since we didn’t spend much time in it but wasn’t easy getting ready for dinner, etc. we also did not get any maid service during our 5 day stay? Not sure if this is normal or you had to ask for it? We did see housekeeping personnel walking about so I know they had them. Overall, not a total bust but we wouldn’t return here.
Stayed 4 nights in Mar 2024

8/10 Good

Heather

Traveled with family
Liked: Cleanliness, staff & service
Courteous staff. Old 1960’s kitschy resort simply updated in the rooms, very clean. It was super convenient to have the kitchen in the double queen suite. The hot water was quite lacking and should be updated. We had fun using the paddle boards and kayaks (no extra charge), though they are very beat up and in need of some maintenance. Pool area was super clean and the pool warm and pleasant. Not luxurious, but a good value. Thank you!
Stayed 5 nights in Apr 2024

10/10 Excellent

Courtney

Liked: Cleanliness, staff & service, property conditions & facilities
Denise at the front desk was very accommodating!
Stayed 1 night in Apr 2024

8/10 Good

Jennifer, East Chester

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Mar 2024

10/10 Excellent

Brian

Liked: Cleanliness, staff & service, property conditions & facilities
Will be back
Stayed 8 nights in Mar 2024

4/10 Poor

Leah

Stayed 1 night in Mar 2024

10/10 Excellent

Paul

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
No review
Stayed 1 night in Mar 2024

10/10 Excellent

Stacie

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The grounds at Drop Anchor are immaculate! The beauty of the grounds and cleanliness of the rooms and common areas made this a 5-star stay. I really appreciated the ease of checking in late (we arrived at midnight-call ahead and they leave a key in a lockbox for you!) Super helpful friendly staff also made for a great stay. We walked to lunch and enjoyed biking on the quiet service road. I got the local paper and pool towels along with coffee in the lobby each AM.
Stayed 3 nights in Mar 2024

8/10 Good

Kathleen

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Very comfortable and clean. A little dated and expensive for one night. Check in is not till 3 and you have to pay a resort fee, mandatory, to use bikes and kayaks, but you can only use them till 5.
Stayed 1 night in Mar 2024

10/10 Excellent

Timothy

Liked: Cleanliness, staff & service
Clean rooms. Mattresses a bit dated and the place could use some pint but the staff and location and the added kitchen are super perks.
Stayed 1 night in Mar 2024

10/10 Excellent

Eliana

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
March 2024 vacation
It was a fantastic experience to stay at Drop Anchor. The staff is accommodating and friendly. I would go back and recommend the place. Drop Anchor faces east, so a beautiful sunrise can be enjoyed.
Stayed 1 night in Mar 2024

10/10 Excellent

Ryan

Stayed 1 night in Mar 2024

8/10 Good

David

Liked: Cleanliness, staff & service, property conditions & facilities
Nice service and location.
Stayed 1 night in Mar 2024

8/10 Good

Scott

Traveled with family
Liked: Cleanliness, staff & service, amenities
View and grounds are nice, building is showing its age and deferred maintenance issues are all around. Did not like the fact we were charged an extra $135 to use kayake and bike whether we used them or not.
Stayed 4 nights in Mar 2024

2/10 Terrible

Christopher, Island Park

Liked: Cleanliness, staff & service
Disliked: Property conditions & facilities
Stayed 3 nights in Mar 2024

2/10 Terrible

Carolyn

Stayed 2 nights in Mar 2024

10/10 Excellent

Sean

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great spot & clean
Stayed 1 night in Mar 2024

8/10 Good

Bob

Liked: Cleanliness, staff & service, amenities
I think the rate for room #18 should be a lot less than the rest of the units. Felt like I was staying in an alley until I walked around the motel to the other units. I understand that I was the last check in so I got it...but it should be less money than the others. Also...I like a hot shower in the morning. I ran the water for minutes and it only got luke warm.
Stayed 1 night in Mar 2024

6/10 Okay

Troy

Liked: Cleanliness, room comfort
Don’t be fooled by the pictures
Pictures sure make it look like this is “beach front” but there is not a beach. It is sand up to a sea wall. We booked this place specifically for water access and were disappointed to see it when we got there. Unfortunately it was a non-refundable stay so we paid more money than we would have plus a “resort fee” for stuff we did not use as we had travel to get actual beach access. Room was fine, kind of what we expected from an older property.
Stayed 2 nights in Mar 2024