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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

T
Travis
Verified booking
friends
Standard Room
Stayed in Jul 18, 2025

"Exceptional"

10.0

This was our second stay in a month. Great location, beautiful property on the water. We love it here and cant wait to go back.

Helpful?
P
PrietousUS
Verified booking
young couple
Standard Room
Stayed in Jul 15, 2025

"Exceptional"

10.0
Helpful?
J
Jack
Verified booking
Standard Room
Stayed in Jul 14, 2025

"Excellent"

8.0

Clean and convenient

Helpful?
J
JohnusUS
Verified booking
family with young children
Standard Room
Stayed in Jul 12, 2025

"Very good"

8.0
Helpful?
J
John
Verified booking
partner
Standard Room
Stayed in Jul 11, 2025

"Exceptional"

10.0

Parking could be better

Helpful?
T
TranusUS
Verified booking
family with young children
Standard Room
Stayed in Jul 10, 2025

"Anchor Resort - Great place for families to stay in Islamorada while exploring Florida Keys"

10.0

Anchor Resort & Marina is definitely the best choice for every family in Islamorada. In the evening, you can enjoy the ocean breeze on a private beach or splash around in the pool watching the stars in one of the famous Florida keys at a very affordable price.

The front desk's 8AM-6PM hours may not be convenient for late check-ins, but the resort has managed to accommodate this. This doesn't prevent this place from being rated as top-notch.

Helpful?
M
Morgan
Verified booking
family
Standard Room
Stayed in Jul 9, 2025

"Exceptional"

10.0

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

Helpful?
W
WalkerusUS
Verified booking
family with young children
Standard Room
Stayed in Jul 8, 2025

"Excellent place and staff very friendly"

10.0

Everything! It was perfect

Helpful?
B
BettyusUS
Verified booking
young couple
Standard Room
Stayed in Jul 7, 2025

"We stayed for three nights total. We start out two nights we like to play so much we stayed for a third night."

10.0

It was very beautiful, quiet and right on the water

There’s nothing negative I can say about the property

Helpful?
N
Niurka
Verified booking
partner
Standard Room
Stayed in Jul 7, 2025

"Good"

6.0

No parking and a little derty

Helpful?
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