WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei

Photo gallery for WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei

An aerial view of a coastal area with clear turquoise waters, a sandy beach, and a small settlement with buildings.
A room with a wooden ceiling, a large shark sculpture on a table, a framed bird artwork, and a dining area with chairs and a table.
A spacious living room with a ceiling fan, a black leather sofa, a coffee table, and a large window with sheer curtains.
A gravel pathway flanked by trees and statues, leading to a distant building.
A wooden dock with two blue Adirondack chairs, a white lamp post, and a view of the water and greenery.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Islamorada Brewery & Distillery
Sleeps 21 bedroom2 beds

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Islamorada, FL
  • Place, Lorelei Restaurant & Cabana Bar
    ‪3 min walk‬
  • Place, Islamorada Brewery & Distillery
    ‪6 min walk‬
  • Place, Keys History & Discovery Center
    ‪6 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪46 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Master

1 King Bed

Office 1

1 Single Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei

1940s Old Keys Fishing Cottage with dockage available. Large Waterfront property and walking distance to world famous Lorelei Cabana Bar & Restaurant as well as local breweries too ! This 1940s original Keys Fishing Cottage is not fancy, as the ad's photos show, but in great location and has everything you need for a great Islamorada getaway. We can arrange custom days of stay if you are booking a sunset/sandbar/fishing charter with our family. Enjoy the peace and privacy of the large, natural waters edge property with the convenience of being minutes away from some of the best dining and outdoor activities in the Florida Keys. Dockage is available on site for additional charge with free trailer storage. Relax in our 1940's "Old Florida Keys" style cottage which is updated while still maintaining its original look and feel ~ Original open beam ceilings and hard wood floors. Wi-Fi . Central air. King size bed in bedroom. There is one bath with original 1940s tile on walls, laundry area with full size washer and dryer. There is a second room that offers a desk for remote work and sitting area as well. We want you to enjoy your experience in the beautiful Florida Keys !! We are lifetime residents and our children born and raised here as well. This property is located conveniently within walking distance or at most ,less than half a mile to most Islamorada restaurants and local breweries. Kayak rentals and paddleboard rental is available for delivery to property. Great area for kayaking and paddle boarding. Launch right from water's edge of property. Please contact me prior to booking with any questions as I always want to make sure that the cottage is a good fit for prospective renters. Dockage is available at property for up to 35' boat for a fee of $50 per day with free trailer parking on premise payable upon arrival. No children please as the property is not fenced along the extensive water frontage and is not suitable. Thanks for checking out our listing :) If you book you will have a great time! *** Dockage Fee of $50 per day payable upon arrival and is NOT included in VRBO reservation fees and can be discounted dependent on length of your stay. You will have a fun time!! One Pet under 20 lbs welcome.. PLEASE ADD TO YOUR RESERVATION WHEN BOOKING. Thanks so much for liking our place ! :)

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House Rules

Check in after 3:00 PM
Check out before 10:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted
Please NO smoking !!
NO FISHING FROM DOCK
No swimming from dock. No diving or jumping from dock
No events at the property

Important information

You need to know

Property # 429859vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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

About the area

Islamorada

Located on the waterfront, this cottage is in Matecumbe, a neighbourhood in Islamorada. Hurricane Monument and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Windley Key Fossil Reef Geological State Park and San Pedro Underwater Archaeological Preserve State Park. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Discover the area's water adventures with kayaking, snorkelling and waterskiing nearby, or enjoy the great outdoors with cycling.
Map
Islamorada, FL

What's nearby

  • Lorelei Restaurant & Cabana Bar - 3 min walk - 0.3 km
  • Islamorada Brewery & Distillery - 6 min walk - 0.5 km
  • Keys History & Discovery Center - 6 min walk - 0.5 km
  • beach near Islamorada - 7 min walk - 0.7 km
  • Florida Keys Brewing Co. - 14 min walk - 1.2 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬3 min walk
  • ‪Hog Heaven - ‬6 min drive
  • ‪Lazy Days Restaurant - ‬4 min drive
  • ‪Wahoo's Bar & Grill - ‬3 min drive
  • ‪Islamorada Fish Company - ‬17 min walk

Frequently asked questions

Is WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much does it cost to stay at WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei?

As of 20 Aug, 2026, prices found for a 1-night stay for 2 adults at WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei on 11 Apr, 2027 start from S$1,837, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei?

On-site parking is available at the property.

What time is check-in at WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei?

Check-in begins at 3:00 PM.

What time is check-out at WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei?

Checkout is at 10:00 AM.

Where is WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei located?

Located in Matecumbe, this cottage is within a 10-minute walk of Lorelei Restaurant & Cabana Bar, Keys History & Discovery Center and Islamorada Brewery & Distillery. Matecumbe United Methodist Church and Florida Keys Brewing Co. are also within 15 minutes.

About the host

Hosted by Jackie

Host profile image

Why they chose this property

Great location in Islamorada ! Close to everything yet private as well.

What makes this property unique

Experience old Keys...... think Hemingway days and Key West style conch bungalow. .......that is what many of our guests say!

Languages:

English
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