Drop Anchor Resort & Marina

Resort, 3-star84959 Overseas Highway, Islamorada, FL, United StatesShow on map

You won’t be charged yet

Check-in from 3:00 PMCheck-out by 11:00 AM.
Exceptional locationGuests rate the location 9.5 out of 10, at 84959 Overseas Highway.
Free parkingThe property states parking on site is free for guests.

Oceanfront Resort with Outdoor Pool: Experience a tropical paradise at Drop Anchor Resort & Marina, located next to Windley Key Fossil Reef Geological State Park. Enjoy the ocean-side outdoor swimming pool and complimentary beach towels, kayaks, paddle-boards, and WiFi.

Comfortable Accommodations with Amenities: Each room at our resort features a microwave, refrigerator, coffee-making facilities, and a flat-screen TV for your convenience. Relax and unwind in a cozy setting with all the necessary amenities provided.

Convenient Facilities and Nearby Attractions: Take advantage of trailer parking, boat docking, barbecue facilities, outdoor dining areas, and hammocks during your stay. Explore nearby attractions like Theater of the Sea and Indian Key Historic Park just a short distance away.

Book your stay at Drop Anchor Resort & Marina for a memorable beachfront getaway!

What this place offers

WiFi available
Free WiFi
Parking
Free Parking
Non-smoking rooms
Air conditioning
Swimming pool
Business center
Heating
Family rooms

Rooms

7.8

Good

Rated 7.8 out of 10 by 465 guests who stayed here.

Cleanliness8.4
Service9.3
Location9.5
Rooms6.5
Amenities7.4
Value7.2
Food & drink7.8

Guests mention

Waterfront location with ocean views and easy beach/pool accessFriendly, helpful and welcoming staffClean, comfortable and well-sized rooms (some with full kitchens)Included recreational gear: kayaks, paddleboards and bikesPool and tiki/dining area, open seating areas and palapasRetro/old Florida charm and colorful decor

AdersonColombia
August 2026Solo traveller
Buen Hotel.
Cómodo. Fácil acceso. Con cocina. Frente al mar. Bonito clásico exterior.
No tiene atención 24/7 como un hotel. Es más bien un hospedaje tipo ABNB. Tiene recepción y atención en horario de oficina. Correspondió ingreso…
Damien ChiltonUnited Kingdom
August 2026Family
Basic but clean n comfy
Basic but clean comfy rooms good location free parking
AlexandraNL
August 2026Solo traveller
Fantastische locatie!
Hele vriendelijke en enthousiaste receptioniste
Uiterlijk accomodatie
Ruime kamer
Locatie is fantastisch!
De douche, nauwelijks warm water en als je dan met zn 4en moet dan is dat minder prettig
Geluid van de airco. Al…
RossUnited States
July 2026Solo traveller
I will visit again.
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.
RémyFrance
July 2026Family
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 .
ChantelUnited States
July 2026Solo traveller
Easy to check in, room was immaculate and comfortable, it was great!
It was laid back and comfy
We liked everything

Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated August 2026.

Where you’ll be

84959 Overseas Highway, Islamorada, FL, United States

Guests rate the location 9.5 out of 10 — exceptional.

Things to know

Cancellation

Each room shows its own terms before you pay.

Most rates can be cancelled free until a date shown on the room.

Non-refundable rates are marked as such.

House rules

Check-in from 3:00 PM until 08:00 PM

Check-out by 11:00 AM

Children welcome

No pets

Free parking on site

Non-smoking rooms available

Payment & property

Paid when you book, not at the desk.

Rates include the taxes and fees we can read.

The property may take a card at check-in for incidentals.

You must show a valid photo ID and credit card upon check-in. Please note that all special requests cannot be guaranteed and are subject to availability upon check-in. Additional charges may apply. If you expect to arrive outside reception opening hours, please inform Drop Anchor Resort and Marina in advance. Please note that boat docking is available for a fee. Contact the property for details.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation. In the event of an early departure, the property will charge you the full amount for your stay. A deposit may be required at the property.

What we’d check for you here

How many rooms they will hold at once, for how long, and on what terms.
That the step-free room is actually free on your dates, and whether it is a roll-in shower or a bath, which the listing never says.
The pet fee and any size limit, which is where these bookings usually come apart.
Whether there is room for a pickup, a trailer or a van, not just a car.
Whether the rate moves for your dates, and what it includes.
What the property actually charges at the desk on top of the rate.

Questions about Drop Anchor Resort & Marina

What time is check-in and check-out at Drop Anchor Resort & Marina?

Check-in is from 3:00 PM. Check-out is by 11:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.

Does Drop Anchor Resort & Marina allow pets?

No — the property states that pets are not allowed.

Is there parking at Drop Anchor Resort & Marina?

Yes — the property states that parking on site is free. Whether a space can be reserved in advance varies, so we check it against your dates.

Does Drop Anchor Resort & Marina have a pool?

Yes — a pool is listed among the property's facilities. Seasonal closures are common, so we'll confirm it's open for your dates.

Does Drop Anchor Resort & Marina have Wi-Fi?

Yes — internet access is listed among the property's facilities.

Can I book a block of rooms at Drop Anchor Resort & Marina?

The property lists meeting and banquet space, which usually means it handles group business — but how many rooms it will hold at once, for how long, and at what rate are set case by case and are not in any feed. Tell us the dates and the number of rooms and we'll get those terms from the property in writing before anything is charged.

Does Drop Anchor Resort & Marina have wheelchair accessible rooms?

The property lists step-free or accessible facilities. That flag is the one least able to settle the question: a hotel can carry it and still have a step at the entrance, or a bath rather than a roll-in shower, and it does not say whether the accessible room is free on your dates. Tell us what you need and we'll ask the property directly rather than reading you the flag.

How do I book Drop Anchor Resort & Marina?

Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.

Where is Drop Anchor Resort & Marina?

84959 Overseas Highway, Islamorada, FL.

Other places we book in Islamorada

Nothing to do with the booking above. The same market, priced the same way, for if this one is not it.

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