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Drop Anchor

Property class: 3

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Photo gallery for Drop Anchor

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Exterior
Water view
Oceanfront King Suite w/ Kitchen & Private Balcony | Premium bedding, individually decorated, individually furnished
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Business services

Explore the area

View in a map
84959 Overseas Highway, 222, Islamorada, FL, 33036
  • Place, Windley Key Fossil Reef Geological State Park
    ‪6 min walk‬
  • Place, Theater of the Sea
    ‪9 min walk‬
  • Place, Bud n' Mary's Dive Center
    ‪8 min drive‬

Room options

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)
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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

  • Garden view
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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
(21 reviews)
  • Beach view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed
  • Free Wi-Fi

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)
  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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)
  • Resort view
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 2 Single Beds
  • Free Wi-Fi

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)
  • Resort view
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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)
  • Ocean view
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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)
  • Ocean view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed
  • Free Wi-Fi

View all photos for Oceanfront Family Suite w/ Kitchen

Flat-screen TV

Oceanfront Family Suite w/ Kitchen

  • Ocean view
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 2 Single Beds and 1 Queen Futon
  • Free Wi-Fi

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)
  • Resort view
  • 2 bedrooms
  • Sleeps 6
  • 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed
  • Free Wi-Fi

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About this property

Drop Anchor

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, motor boating and kayaking
  • Guests have great things to say about the helpful staff and the clean guestrooms
  • 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.

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: USD 26 per pet, per day
  • Only dogs are allowed
    • Service animals are exempt from fees.

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 26 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 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
The front desk at this property is open daily from 8:00 AM - 8:00 PM.
Front desk staff will greet guests on arrival at the property.

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

Drop Anchor Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 609 out of 1004 reviews
Rating 8 - Good. 229 out of 1004 reviews
Rating 6 - Okay. 81 out of 1004 reviews
Rating 4 - Poor. 43 out of 1004 reviews
Rating 2 - Terrible. 42 out of 1004 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

8.4/10

Property conditions & facilities

Reviews

8/10 Good

Joseph

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Very nice
Stayed 1 night in Jan 2026

4/10 Poor

Larry

Stayed 1 night in Jan 2026

10/10 Excellent

Nina

Liked: Cleanliness, staff & service, amenities
Great stay, better than I even expected from the pictures. Quiet, quaint little place right on the water. The edge is actually a dock, but it looks like it’s right on its own, private, wide beach! The internet was good - I had a half day of doing Zoom work calls and had no problems. It’s quiet, the bed and pillows were comfortable, and the coffee in the room was strong and good. Close to a couple restaurants within walking distance, one of which was dockside with outdoor seating that was so relaxing (Island Grill). Definitely would stay again.
Stayed 2 nights in Jan 2026

4/10 Poor

Joann

Travelled with partner, Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
The room was not as discribed. I booked two rooms with balcony and my room did not have a balcony and was smaller that the room i booked for thmy second room. The scond room was larger and had a balcony. sencond room i booked for the cou
Stayed 7 nights in Jan 2026

10/10 Excellent

Christy

Travelled with partner
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

Elena

Liked: Cleanliness, staff & service, amenities
Good times staying at the property. Great view out of the window.
Stayed 5 nights in Jan 2026

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

10/10 Excellent

Kelly

Great
Stayed 6 nights in Dec 2025

6/10 Okay

Penny

Stayed 1 night in Jan 2026

6/10 Okay

David

Stayed 1 night in Jan 2026

10/10 Excellent

William

Stayed 1 night in Jan 2026

10/10 Excellent

Isabella

Stayed 1 night in Dec 2025

4/10 Poor

Elena

The staff was very nice, but unfortunately that is not enough. The room was spacious but lacked storage. No dresser or nightstands available. Housekeeping was available only if requested during a guest's stay. The hot water was at most luke warm and only intermittently. The door of the room could not/lock properly, Ice machine broken;
Stayed 3 nights in Dec 2025

10/10 Excellent

Misty

Stayed 1 night in Dec 2025

6/10 Okay

Ana

Stayed 1 night in Jan 2026

10/10 Excellent

Ron

The staff was personable, great location, having the bicycles and kayaks were a great touch
Stayed 3 nights in Dec 2025

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

Brook

Travelled with family
Liked: Cleanliness, staff & service, amenities
Amazing and peaceful lady at front desk was amazing and friendly
Stayed 1 night in Dec 2025

10/10 Excellent

Traci

Travelled with family, Travelled with pets
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

miguel

Stayed 2 nights in Dec 2025

10/10 Excellent

Melissa

Liked: Cleanliness, amenities, property conditions & facilities
Staff was wonderful! Location and amenities were great! Room was clean and comfortable!
Stayed 4 nights in Nov 2025

10/10 Excellent

William

Stayed 2 nights in Dec 2025

10/10 Excellent

Laura, Gibsonton

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

8/10 Good

Dustin, Sartell

Travelled with family
The staff was very nice. Thanks
Stayed 1 night in Nov 2025

8/10 Good

fiona

Liked: Cleanliness
Spotless, simple room. Quiet, peaceful resort. Daniel (GM) was super helpful. Very pleasant stay. Very Dog friendly. Everyone chilled and relaxed — the Key vibe you look for! Enjoy!
Stayed 2 nights in Nov 2025