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8.8 / 10 Guest Rating

Drop Anchor

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

Drop Anchor - main view

About the Property

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!

Facilities & Amenities

Boat tours nearby
Paddleboard on site
Parasailing nearby
Free bicycles on site
Fish cleaning table
Free WiFi
Garden
Designated smoking area
Wheelchair accessible
Picnic area

Important Information

Check-in & Out

Check-in
Check-out11:00 AM

Property Notes

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.

Check Room Availability

1 night · 2 adults

No rooms available

We couldn't find any available rooms for these dates and guests. Try adjusting your search criteria.

Guest Reviews

8.8
Excellent154 verified reviews
AI Summary

Guests highly rate the beautiful location and frequently praise the friendly staff.

Categories

Cleanliness8.5
Service9.2
Location9.3
Room Quality8.2
Amenities8.8
Value for Money8.7
Food and Beverage8.8
Overall Experience9.0

Select topics to read reviews

Z
ZbigniewplPL
Verified booking
solo_traveller
Standard Room
Stayed in Jan 28, 2026

"Dobry przystanek w drodze do Key West"

7.0

Lokalizacja

Small room

Helpful?
M
MingousUS
Verified booking
extended_group
Standard Room
Stayed in Jan 23, 2026

"Exceptional"

10.0
Helpful?
L
LorrsineusUS
Verified booking
couple
Standard Room
Stayed in Jan 20, 2026

"Quiet relaxing"

8.0

Beautiful view

Wish they had a sofa to sit on in our room

Helpful?
M
MatildeusUS
Verified booking
extended_group
Standard Room
Stayed in Jan 19, 2026

"Too pricey for level of comfort offered..lack of transparency with final price adds insult injury"

3.0

Location & convenience to my activities

Mattress was too stiff/hard, uncomfortable 😣... Surprise upcharges on top of what I already paid..

Helpful?
H
HeatherusUS
Verified booking
couple
Standard Room
Stayed in Jan 19, 2026

"Only stay for the view everything else is mediocre"

1.0

The beach view

The beds were ROCK solid . The air conditioner leaked and the walls are paper thin

Helpful?
M
MaximilianptPT
Verified booking
solo_traveller
Standard Room
Stayed in Jan 19, 2026

"Amazing."

10.0

Location is great with an awesome pool right next to the sea.

All was great 10 stars

Helpful?
G
garyusUS
Verified booking
extended_group
Standard Room
Stayed in Jan 19, 2026

"hotel is fine , getting hit for $35 unexpected fee sucks ! buyer beware."

2.0

great location

staff only there 4-6pm so if you need anything (paddles for kayaks,etc,,) nobody to provide... Booking . com said their price would be the final....when you arrive the hotel adds 35$ to your bill. When i told them this was wrong they said they would reach out to booking . com but still charged me anyway...buyer beware !!!

Helpful?
E
EduardousUS
Verified booking
couple
Standard Room
Stayed in Jan 19, 2026

"Exceptional"

10.0

Perfecto for me

Helpful?
M
MaximilianptPT
Verified booking
solo_traveller
Standard Room
Stayed in Jan 19, 2026

"Great 10 stars."

10.0

Loved this place with the private pool right next to the sea and good parking.

Helpful?
M
MorganusUS
Verified booking
family_with_children
Standard Room
Stayed in Jan 19, 2026

"Exceptional"

10.0
Helpful?
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