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Drop Anchor

3.0 star property
Travelers dive into water adventures or unwind poolside at this coastal retreat, with complimentary bikes available for exploring the surrounding attractions

Choose dates to view prices

Drop Anchor offers a laid-back beach vibe with an outdoor pool and comfy sun loungers. Free bike rentals help you explore, while paddleboards and motorboating cater to adventurers. In-room WiFi keeps everyone connected.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Business services
The current price is ฿6,580
฿8,490 total
includes taxes & fees
1 Mar - 2 Mar

Room options

Available filters for rooms
Showing 11 of 11 rooms

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

9.6 out of 10
Exceptional
(5 reviews)

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Flat-screen TV
Premium bedding
  • Sleeps 4
  • 2 Queen Beds

View all photos for Oceanfront Trailer

Oceanfront Trailer | Premium bedding, individually decorated, individually furnished

Oceanfront Trailer

8.0 out of 10
Very good
(8 reviews)

Highlights

Patio
Separate dining area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchenette
Full-sized fridge/freezer
  • 1 bedroom
  • 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

Highlights

Garden
Patio
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Fridge
Flat-screen TV
  • Garden view
  • Sleeps 2
  • 1 King Bed

View all photos for Oceanfront King Suite w/ Kitchen & Private Balcony

Premium bedding, individually decorated, individually furnished

Oceanfront King Suite w/ Kitchen & Private Balcony

10.0 out of 10
Exceptional
(20 reviews)

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchenette
Full-sized fridge/freezer
Flat-screen TV
  • Beach view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

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

8.8 out of 10
Excellent
(15 reviews)

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

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

7.4 out of 10
Good
(3 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
Separate bedroom
  • Resort view
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 2 Single Beds

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

9.6 out of 10
Exceptional
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
Separate bedroom
  • Resort view
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Oceanfront Queen Room

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

Oceanfront Queen Room

7.0 out of 10
Good
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Premium bedding
  • Ocean view
  • 1 bedroom
  • Sleeps 2
  • 1 Queen 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

9.6 out of 10
Exceptional
(12 reviews)

Highlights

Deck/patio
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
  • Ocean view
  • 1 bedroom
  • 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
2 bedrooms
  • Ocean view
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 2 Single Beds and 1 Queen Futon

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

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Kitchen
Full-sized fridge/freezer
Flat-screen TV
2 bedrooms
  • Resort view
  • 2 bedrooms
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed
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About the area

Located in Islamorada, Drop Anchor is on the waterfront. Hurricane Monument and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Windley Key Fossil Reef Geological State Park and San Pedro Underwater Archaeological Preserve State Park. Discover the area's water adventures with scuba diving and snorkelling nearby, or enjoy the great outdoors with ecotours and hiking/biking trails. Visit our Islamorada travel guide
Map
84959 Overseas Highway, 222, Islamorada, FL, 33036

What's nearby

  • Windley Key Fossil Reef Geological State Park
    Windley Key Fossil Reef Geological State Park
    6 min walk - 0.5 km
  • Theater of the Sea which includes a fountain and signage
    Theater of the Sea
    9 min walk - 0.8 km
  • Florida Keys Brewing Co. showing signage
    Florida Keys Brewing Co.
    9 min drive - 7.3 km
  • Islamorada_BudnMarysDiveCenter_6069243-0004
    Bud n' Mary's Dive Center
    14 min drive - 10.6 km
  • Anne\'s Beach featuring general coastal views
    Anne's Beach
    28 min drive - 22.8 km

Getting around

  • Miami International Airport (MIA)
    89 min drive

Restaurants

  • Tiki Bar
    18 min walk
  • Wahoo's Bar & Grill
    2 min drive
  • Hog Heaven
    7 min walk
  • Wendy's
    4 min drive
  • Bayside Gourmet of Islamorada
    3 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 paddleboarding and motor boating, at this hotel. Stay connected with free in-room WiFi.
Additional perks include:
  • An outdoor pool, along with sunloungers
  • Free self-parking
  • Free bike hire, barbecues and wedding services
  • Beach towels, a fish cleaning table and beach umbrellas
  • 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

Similar properties

Balcony view
Hadley Resort and Marina
  • On private beach
  • Pool
  • Breakfast included
  • Pet-friendly
7.6 out of 10, Good, 1,002 reviews
The price is ฿8,107
฿10,135 total
includes taxes & fees
3 Mar - 4 Mar
Hadley Resort and Marina
Compare similar properties

Property amenities

Internet

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

Parking and transport

  • Free self parking on site
  • Limited on-site self parking
  • 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

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

Special check-in instructions

The front desk is open daily from 8:00 AM - 8:00 PM
Front desk staffed during limited hours
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours)

Pets

Pets are allowed for an extra charge of USD 26 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 at the property

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 26 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 carbon monoxide detector, a fire extinguisher and a smoke detector
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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 27 Feb 2026, prices found for a 1-night stay for 2 adults at Drop Anchor on 1 Mar 2026 start from 6579.75, 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.

Is Drop Anchor pet-friendly?

Yes, dogs are allowed at this property. There's a fee of USD 26 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).

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Reviews

Drop Anchor Reviews

8.8

Excellent

9.0

Cleanliness

9.0

Location

9.2

Staff & service

8.4

Property conditions & facilities
Rating 10 - Excellent. 607 out of 1001 reviews
Rating 8 - Good. 230 out of 1001 reviews
Rating 6 - Okay. 80 out of 1001 reviews
Rating 4 - Poor. 43 out of 1001 reviews
Rating 2 - Terrible. 41 out of 1001 reviews

Reviews

10/10 Excellent

Brian

Liked: Cleanliness, property conditions & facilities
Clean room, beautiful view and loved being able to walk out to the beach.
Stayed 1 night in Jan 2026

10/10 Excellent

Erin

Liked: Cleanliness, amenities, property conditions & facilities
the staff was wonderful, the room was perfect, the location/view was awesome . the pool was wonderful. i am very very pleased with our stay !
Stayed 1 night in Jan 2026

8/10 Good

Alberto

Liked: Cleanliness, property conditions & facilities
Great room and amazing view
Stayed 1 night in Jan 2026

10/10 Excellent

Jeff

Liked: Cleanliness, property conditions & facilities
Staff member at front desk was friendly and courteous! Room was just what we wanted costal, cozy and clean. Coffee and a pastry or fruit at the office in the am would be a nice touch.
Stayed 2 nights in Jan 2026

10/10 Excellent

Christy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room walked right out to water. Staff came around to ask if we needed anything. It was amazing!
Stayed 3 nights in Jan 2026

10/10 Excellent

Laura

Liked: Cleanliness, amenities, property conditions & facilities
Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing!
Stayed 2 nights in Nov 2025

10/10 Excellent

DeeDee

Liked: Cleanliness, amenities, property conditions & facilities
The room was clean, property is nice, pool is really heated and lovely to get in and out. Most places lie about heating their pool this one is for real! Daniel in the office is super great! They have bikes and kayaks to use, that is included in your resort fee.( which is reasonable). Definitely be back☀️.
Stayed 1 night in Jan 2026

6/10 Okay

Raman

Liked: Cleanliness
Disliked: Amenities
Overpriced! No breakfast available and room was falling apart- needed maintenance. The only thing we liked was the location- beautiful view from balcony.
Stayed 1 night in Dec 2025

10/10 Excellent

Traci

Liked: Cleanliness, amenities, property conditions & facilities
The room was very clean and the staff was great. We didn’t cook. The kitchen was small but it would work if we needed it…full size appliances and a microwave. The place is right on the water. There isn’t a beach but they have sand and they rake it every morning. Pool is small but nice enough. A small place, never crowded while we were there even though it was fully booked. We enjoyed the hotel and Islamorada more than Key West…to crowded to enjoy.
Stayed 2 nights in Dec 2025

10/10 Excellent

Dianna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again.
Stayed 1 night in Sep 2025

10/10 Excellent

Paula

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Comfy bed! Pretty tiled shower!
Stayed 1 night in Oct 2025

10/10 Excellent

Greg

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a perfect little cottage and peace and quiet. Lots of Palm trees and perfect boat launch
Stayed 2 nights in Sep 2025

8/10 Good

Ariel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It is very convenient. It has fun and relaxing surroundings. Pet friendly. The dining places are a must.
Stayed 1 night in May 2025

10/10 Excellent

Karen

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful view!!!
Stayed 1 night in Aug 2025

8/10 Good

GALE

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

Nice place to stay

Great location clean rooms and private beach adds this to our list of places we will book again. Also affordable rates. Upper keys easily accessible and lots of things to do in the immediate area.
Stayed 2 nights in Jul 2025

8/10 Good

Jack

Liked: Cleanliness, amenities, property conditions & facilities
Clean and convenient
Stayed 2 nights in Jun 2025

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Always friendly and helpful staff. Private beach area is a major plus.
Stayed 1 night in May 2025

10/10 Excellent

Da

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

10/10 Excellent

Scott

Liked: Cleanliness, staff & service, property conditions & facilities
Small hotel, nice and quiet staff was great
Stayed 1 night in Jan 2025

8/10 Good

Verified traveller

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

Nice ocean views

Nice location with ocean views
Stayed 1 night in Apr 2025

10/10 Excellent

Morgan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I loved this property. My husband and I stayed here for a quick getaway and it was perfect. Super clean and the staff was very responsive. We utilized the complimentary kayaks which was a nice touch. Will be returning
Stayed 2 nights in Jun 2025

10/10 Excellent

Lumary

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

10/10 Excellent

Nicole

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place! We pretymuch had the placf to ourselves so it was really relaxing! Beautiful property as well and the pool was like bathwater!
Stayed 4 nights in Feb 2025

10/10 Excellent

Phil

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

jose

Liked: Staff & service, property conditions & facilities
This place had an amazing view and sunrise will most definitely me back to this place
Stayed 2 nights in Dec 2024