Hotels of Earth

Drop Anchor

★★★ 84959 Overseas Highway, 222, Islamorada, Florida, 33036, Islamorada, US

8.8 guest rating· 154 reviews

About this hotel

Escape to paradise at Drop Anchor, where stunning waterfront views meet exceptional comfort.

Private Beach & Outdoor Pool

Bask in the sun on our exclusive private beach or take a refreshing dip in the outdoor pool, perfect for a relaxing day under the Florida sun.

Modern Comforts

Our 18 air-conditioned rooms are designed with your comfort in mind, featuring flat-screen televisions, complimentary Wi-Fi, and coffee/tea makers to start your day right.

Business & Leisure Amenities

Take advantage of our convenient business center and enjoy free self-parking. Whether you're here for leisure or work, we cater to all your needs with attentive services and a charming picnic area.

Don’t miss your chance to experience all that Drop Anchor has to offer—book your stay with us today!

Rooms & rates

Oceanfront Trailer

Sleeps 2 · Queen Bed

  • Air conditioning
  • Private bathroom
  • Kitchenette
  • Coffee/tea maker
  • Free WiFi

Resort View Queen Family Suite w/ Kitchen

Sleeps 6 · Queen Bed, Double bed, Sofa bed

  • Air conditioning
  • Private bathroom
  • Kitchen
  • Coffee/tea maker
  • Free WiFi

Resort View Family Suite w/ Kitchen

Sleeps 6 · 2× Queen Bed, 2× Twin bed

  • Air conditioning
  • Private bathroom
  • Kitchen
  • Coffee/tea maker
  • Free WiFi

Oceanfront Queen Room

Sleeps 2 · Queen Bed

  • Air conditioning
  • Private bathroom
  • Coffee/tea maker
  • Free WiFi
  • Shower

Resort View Queen Room w/ Kitchen & Private Porch

Sleeps 2 · Queen Bed

  • Air conditioning
  • Private bathroom
  • Kitchen
  • Coffee/tea maker
  • Free WiFi

Oceanfront King Suite w/ Kitchen & Private Balcony

Sleeps 4 · King bed

  • Air conditioning
  • Private bathroom
  • Kitchenette
  • Coffee/tea maker
  • Free WiFi

Resort View ADA King Room

Sleeps 2 · King bed

  • Air conditioning
  • Private bathroom
  • Coffee/tea maker
  • Free WiFi
  • Shower

Ocean View Double Queen w/ Kitchen & Private Balcony

Sleeps 4 · 2× Queen Bed

  • Air conditioning
  • Private bathroom
  • Kitchen
  • Coffee/tea maker
  • Free WiFi

Ocean View Double Queen Room

Sleeps 4 · 2× Queen Bed

  • Air conditioning
  • Private bathroom
  • Coffee/tea maker
  • Free WiFi
  • Shower

Oceanfront King Suite w/ Beach Walkout & Kitchen

Sleeps 4 · King bed

  • Air conditioning
  • Private bathroom
  • Kitchen
  • Coffee/tea maker
  • Free WiFi

Amenities

  • Free WiFi
  • Pool sun loungers
  • Free self parking
  • Beach sun loungers
  • Beach towels
  • Beach umbrellas
  • Private beach nearby
  • Front desk (limited hours)
  • Safe-deposit box at front desk
  • Banquet hall
  • Boat tours nearby
  • Designated smoking area
  • Dock
  • Ecotours nearby
Show all 35 amenities
  • Fish cleaning table
  • Fishing nearby
  • Free bicycles on site
  • Garden
  • Hiking/biking trails nearby
  • Marina nearby
  • Motor boating on site
  • Paddleboard on site
  • Parasailing nearby
  • Picnic area
  • Sailing nearby
  • Scooter/moped rentals nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Stair-free path to entrance
  • Swimming nearby
  • Upper floors accessible by stairs only
  • Walkway to water
  • Wedding services
  • Well-lit path to entrance
  • Wheelchair accessible

Location

© OpenStreetMap contributors

84959 Overseas Highway, 222, Islamorada, Florida, 33036, Islamorada, US

Check-in
from 03:00 PM to 06:00 PM
Check-out
until 11:00 AM

What guests say8.8154 reviews

+ Beautiful location+ Friendly staff+ Clean grounds+ Affordable ratesOld and run-down facilitiesHot water issuesNoisy neighbors
Cleanliness8.5
Service9.2
Location9.3
Room Quality8.2
Amenities8.8
Value for Money8.7

I will visit again.

8.0

Room was clean and tidy. They also have kayaks, paddleboards and bikes you can use and is included with your stay.

Ice machine was not working.

Ross · US · 2026-07-17

Guest review

9.0

Hébergement de plein pied avec accès et une vue magnifique de la piscine qui domine la mer . Une cuisine bien aménager.

Manque de chaîne proposer sur la télévision et une wifi avec peu de réserve .

Rémy · FR · 2026-07-11

Easy to check in, room was immaculate and comfortable, it was great!

10.0

It was laid back and comfy

We liked everything

Chantel · US · 2026-07-11

What a perfect place to stay in older, but nicely remodeled, keys style hotel

10.0

The property is comprised of a few separate buildings with most of the rooms oceanfront. It has great facilities including a boat ramp and dock with direct ocean access. There is also a pool with large tiki hut for dining, and huge open area with palapas and Adirondack chairs for sitting oceanfront. They have bikes, kayaks and games around the large open spaces. Our room was really well sized, clean and very comfortable with an oceanfront balcony, king bed and full kitchen. The best part is the people that work there, they are some of the kindest and most helpful people you hope to find, but seldom do. A special shout out to Donna! What a wonderful lady; helpful, kind and always a huge smile. Really, everyone was great.

Pam · US · 2026-07-09

Enjoyable and friendly. Fair value for holiday weekend.

8.0

Clean, location and facilities

Rooms can use some updating and cosmetic repairs on room amenities

ira · US · 2026-07-06

Good to know

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.

Contactless check-out is available.

Pets

Service animals are exempt from fees/restrictions

Children and extra beds

No rollaway/extra beds available

Check-in & Check-out

Contactless check-out is available

Accessibility

No elevators

Pets

Pets allowed

General

Professional property host/manager

Children and extra beds

No cribs (infant beds) available

Pets

Only dogs are allowed

Pets

Service animals are allowed