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

Waterfront cottage with kitchen and patio

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

Exterior
open water views from dock
Enjoy the view !
Living room. Original open beam ceiling and floors.
Conch style living room

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 21100 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill
  • Kitchen

Explore the area

View in a map
Islamorada, FL
  • Place, Islamorada Brewery & Distillery
    ‪6 min walk‬
  • Place, Florida Keys Brewing Co.
    ‪14 min walk‬
  • Place, History of Diving Museum
    ‪2 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)

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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Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
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

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

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. Discover the area's water adventures with kayaking, snorkelling and waterskiing nearby, or enjoy the great outdoors with cycling.
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Map
Islamorada, FL

What's nearby

  • Keys History & Discovery Center - 5 min walk - 0.4 km
  • Islamorada Brewery & Distillery - 6 min walk - 0.5 km
  • Matecumbe United Methodist Church - 9 min walk - 0.8 km
  • Florida Keys Brewing Co. - 14 min walk - 1.2 km
  • History of Diving Museum - 2 min drive - 2.0 km

Getting around

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

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬3 min walk
  • ‪Wendy's - ‬4 min walk
  • ‪Islamorada Fish Company - ‬17 min walk
  • ‪The Trading Post - ‬9 min walk
  • ‪Bayside Gourmet of Islamorada - ‬13 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 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 Keys History & Discovery Center, Islamorada Brewery & Distillery and Matecumbe United Methodist Church. Florida Keys Brewing Co. and MoradaWay Arts & Cultural District are also within 1 mile (2 km).

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 127 out of 129 reviews
Rating 8 - Good. 1 out of 129 reviews
Rating 6 - Okay. 0 out of 129 reviews
Rating 4 - Poor. 0 out of 129 reviews
Rating 2 - Terrible. 1 out of 129 reviews

Reviews

10/10 Excellent

Hannah M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very welcoming and sent recommendations prior to our trip. Loved the home, it was a great location and could tell it was really clean!
Stayed 5 nights in Oct 2025

10/10 Excellent

Frede A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the house, the property, and the host. Great location. Can’t wait to return!
Stayed 4 nights in Oct 2025

10/10 Excellent

Renea K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and super host! Loved this place!
Stayed 4 nights in Aug 2025

10/10 Excellent

Janice H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Jackie is wonderful to work with and the property is as advertised. It is in a beautiful location on the gulf with a private dock. It has a nice kitchen and was very clean. We had a great time!
Stayed 7 nights in Oct 2025

10/10 Excellent

Denise A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent time in Islamorada! Home was perfect! Clean home with all the necessities included! Owner, Jackie, was very attentive and a pleasure to work with. We were able to ride our bikes to local restaurants, bars and shops. Highly recommend!
Stayed 7 nights in Oct 2025

10/10 Excellent

Cheryl H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean, comfortable cottage. We loved the access to the water and enjoyed the wildlife. The location was convenient to restaurants, shopping, and local attractions. Thank you Jackie! We so enjoyed our vacation!
Stayed 6 nights in Sep 2025

10/10 Excellent

Debbie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Islamorada Stay

We had such a wonderful time during our short stay in Islamorada. Over the years we have been to Islamorada many times and have stayed at many different places, and this was by far our favorite! Very relaxing and spectacular sunsets!
Stayed 4 nights in Jul 2025

10/10 Excellent

Amanda E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was an amazing gem we found! If you are looking to spend time in Islamarada, this was a perfect adorable little home! We were close to everything and the home was private and right off the water. We were able to walk to a cool restaurant and bar as well as boarding a boat to snorkel and go out to Islamarada s sand bar. The kitchen was stocked, the home was clean and the communication amazing from the owner. We will definitely be back!! Thank you for a well needed getaway!!
Stayed 4 nights in Sep 2025

10/10 Excellent

Deborah C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect little hideaway

This house was perfect for our week getaway. Jackie has stocked the house with everything you will need during your stay. The house is very clean and well taken care of. I love that is away from the highway, it's very quiet and peaceful. We loved to sit outside and watch the sunset in the evening. We will definitely go back!
Stayed 5 nights in Jul 2025

10/10 Excellent

Tracy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed for a week and wished we could have stayed longer! We loved the house, location and Jackie was great with communication. We paddle-board, so we could easily drop our boards in the water and reach some great areas. We could walk to restaurants, brewery, grocery store and museums, only a few times did we drive and then it was only a few miles to what we needed. House was awesome! Hopefully the next time we are in the area it is available. We would not hesitate to book again.
Stayed 7 nights in Aug 2025

10/10 Excellent

Chase M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, Clean, Communication

We have a lovely stay and plan to book again! This booking is a great value and we were delighted they allow small dogs! The house is immaculate- right on the water with a dock, was very clean, well maintained, and has everything you could need for a stay (grill, cooking supplies, extra blankets, etc). Jackie the host was incredibly sweet and responsive. Thanks for everything, be back soon!
Stayed 7 nights in Jun 2025

10/10 Excellent

Darlene K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday getaway

I wish I could give the property and Jackie the host a 10 star review. Everything was exactly as described. We had to cut our stay a little short because of our dog having separation anxiety at the dog sitters. Kitchen well stocked with coffee, spices,oil etc. Will definitely stay here again next time we are in the Keys. Fishing was great, Turtle Hospital worthy of a visit and a plethora of fantastic restaurants . Best VRBO experience we have ever had.
Stayed 4 nights in Jul 2025

10/10 Excellent

Ed R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fishing/get away

was a fishing trip for me my wife was working, the house was awesome and sunsets incredible. Walking distance to many places and short drive to all the hot spots. Jackie and Timothy could not have been better host and good people. Definitely will return!!!
Stayed 6 nights in May 2025

10/10 Excellent

Mike T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Perfect vacation spot. Quaint and charming house with all the basic amenities needed for my wife and I to relax and bike to all the local spots. Very quiet and private.
Stayed 5 nights in Dec 2024

10/10 Excellent

Cathy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

anniversary getaway

We had a great time during our stay, communication with the owner was easy, the house was spotless on arrival, exactly what we were looking for - beachy Florida home, the yard was very large, and set back from the quiet street. We saw many reef fish in the water at the edge of the property! there are 2 docks, plenty of parking space, and an easy short walk to Lorelei restaurant- great food and drinks! Walking distance to many other things also. We would love to stay here again!
Stayed 6 nights in May 2025

10/10 Excellent

Andrea D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dream Rental

There are no words that can express how wonderful is this house. Immaculate! Communication with Jackie is almost instantaneous. We loved the landscaping and the views from the patio and piers. Enjoying the sunsets every night added to our pleasure. We will definitely be back.
Stayed 6 nights in Apr 2025

10/10 Excellent

Bobby P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean and comfy

The house and property is very beautiful with privacy and plenty of nature. The location is great with lots to do close by. The house has everything you need to enjoy a peaceful vacation
Stayed 4 nights in Oct 2024

10/10 Excellent

Stephanie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect stay

Solo traveler, great location (walking distance to Lorelei’s). Quiet, nice dock for watching the sunset. Everything I needed for a weekend to reset. Will definitely stay here again!!
Stayed 5 nights in Aug 2024

10/10 Excellent

Cindy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful in Paradise!

This place was great. It was very quiet and peaceful. It was so pleasant sitting outside and enjoying the beautiful surroundings. Jackie's home was very clean and she was on top of everything. Thank you for sharing your home!
Stayed 7 nights in Feb 2025

10/10 Excellent

Gerard L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation getaway!!

Enjoy your property very much. Loved the location!!!
Stayed 4 nights in Apr 2024

10/10 Excellent

Cardiff S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location and dockage

Excellent location, plenty of parking and dockage for trailers and boats. Very nice quaint setup in the middle of Islamorada.
Stayed 8 nights in Dec 2020

10/10 Excellent

Cheryl R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome stay

Place was super clean and perfect for what we were looking for. The dock had tons of fish to enjoy and we even had a family a 5 manatees come hangout for a while!
Stayed 5 nights in Jul 2022

10/10 Excellent

Jennifer J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent!

Great location, cute cottage and very accessible to activities and restaurants. Would definitely book again!
Stayed 4 nights in Oct 2023

10/10 Excellent

Bill S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Couldn't have been more pleased, great accommodations, great location.

Property was well maintained both inside and out. Very cozy but yet spacious. Looking forward to returning sometime in the near future.
Stayed 4 nights in Sep 2023

10/10 Excellent

Kyle H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place and amazing location

House was perfect and plenty of room for boat/trailer parking. Will definitely be back in the future.
Stayed 3 nights in Aug 2022

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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