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

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 2102.2 sq m

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Barbecue grill
  • Kitchen

Explore the area

Map
Islamorada, FL
  • Florida Keys Brewing Co.
    ‪14 min walk‬
  • Bud n' Mary's Dive Center
    ‪4 min drive‬
  • Theater of the Sea
    ‪4 min drive‬
  • Marathon, FL (MTH-Florida Keys Marathon)
    ‪39 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 $25 per day 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 payable upon arrival and not included in VRBO reservation fees and can be discounted dependent on length of your stay. You will have a fun time!!

Property manager

Jackie

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
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.
Map
Islamorada, FL

What's nearby

  • Islamorada Brewery & Distillery - 8 min walk - 0.7 km
  • Florida Keys Brewing Co. - 14 min walk - 1.2 km
  • History of Diving Museum - 19 min walk - 1.6 km
  • Bud n' Mary's Dive Center - 4 min drive - 4.0 km
  • Theater of the Sea - 4 min drive - 4.3 km

Getting around

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

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬3 min walk
  • ‪Islamorada Fish Company - ‬17 min walk
  • ‪Square Grouper - ‬3 min drive
  • ‪Green Turtle Inn - ‬20 min walk
  • ‪Florida Keys Brewing Co. - ‬14 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.

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

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 111 out of 113 reviews
Rating 8 - Good. 1 out of 113 reviews
Rating 6 - Okay. 0 out of 113 reviews
Rating 4 - Poor. 0 out of 113 reviews
Rating 2 - Terrible. 1 out of 113 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Ariel W.

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

Delightful oasis

The cottage was roomy and super clean. There are several places to enjoy sitting outdoors and it was super easy to drop a kayak in and enjoy a paddle. The location couldn’t be more convenient, lots within walking and biking distance. Neighbors are around but the property is quite big and there are nice privacy barriers so while close to everything, it feels private. Jackie was lovely to work with, checked in and made sure everything was good at just the right times. This one is an easy decision, you’ll have a relaxed and delightful stay!
Stayed 4 nights in Feb 2025

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

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

Joe M.

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

Perfect Islamorada Escape

Lorelai is a perfect getaway spot that radiates Florida Keys charm. Surprisingly spacious and cozy at the same time with great water views, front row seats to legendary sunsets and a short stroll to waterfront dining with live music most nights. Our host, Jackie, made the stay seamless and the house is well-stocked with everything you'd need to enjoy yourself. Islamorada is a convenient location for a keys road trip adventure - Key West is just a couple hours away and our day trip there was awesome!
Stayed 5 nights in Oct 2024

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

Shawdi W.

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

Delightful cottage!!

We absolutely LOVED our stay at this delightful island cottage!! Location is perfect and private!! We enjoyed just sitting on the dock, watching the fish swim the canal, even saw a shark and sweet manatee!! Jackie was the kindest, most accommodating host. We would absolutely love to stay here again!! I would NOT recommend the Lorelei restaurant as they were rude and seemed hassled and annoyed to be there. However, I would HIGHLY recommend Papa Joes at little farther down…the service was the best we’ve experienced in the keys and the food equally as good!! Book this and stay as long as you can!!!
Stayed 4 nights in Sep 2024

10/10 Excellent

David B.

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

Great house and location!

Authentic well kept older fishing cottage on a large private lot. The Host was very attentive and helpful in every way. Could have stayed there forever. Highly recommended!
Stayed 5 nights in Sep 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

Angie L.

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

A Beautiful Islamorada Getaway

This property is as described. It is secluded and in close vicinity to shopping, restaurants and bars. The dock is well maintained & situated in such a way to be protective from boat wakes in Morada Bay. The house is adorable and very comfortable. The house is stocked with enough supplies that we didn't have to go buy the necessities. There were coffee pods, shampoo & body wash and laundry soap, etc. The host invited questions and conversation. We highly recommend and will rent again!!
Stayed 7 nights in Aug 2024

10/10 Excellent

Charlotte A.

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

Perfect Spot in the Keys!

Great communication with host. The location far exceeded our expectations and was in the heart of it all. The canal was crystal clear and made a perfect spot to spend winding down the day. I highly recommend this cozy house to anyone who wants to spend time in the fishing capitol of the keys.
Stayed 6 nights in Jul 2024

10/10 Excellent

Karla M.

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

Perfect getaway!

Such a beautiful property. Enjoyed all the wildlife! Wish we could have stayed longer. The home was perfect for the two of us. Very clean and open! Hope to go back soon. Owners were easy to communicate with.
Stayed 5 nights in Jun 2024

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

Amanda H.

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

30th Anniversary

My husband has wanted to fish Islamorada for years. We decided to celebrate our 30th and make his dream come true. This house was an absolute treat! We loved every minute of our time in Islamorada! This property is so convenient, quaint and comfortable. We just loved it! Jackie was wonderful to work with! We will be back!
Stayed 4 nights in Apr 2024

10/10 Excellent

John B.

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

Wow! Awesome everything…..

Location, location, location…….this place has it all. The amazing sunsets, great location for walking to restaurants and breweries, convenient for groceries and the house was perfect for just the two of us. The owner is the best with great communication too. We will definitely be back in the future.
Stayed 7 nights in Apr 2024

10/10 Excellent

Char & Bill S.

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

Booked again for next year!

The moment we pulled into this property we were in love. Brightly painted murals cover one side of the house and the fence behind. A picnic table sits between the back door and fence, a covered sitting area on the water side of the house, a small water side sitting deck and a large fish cleaning station and boat docking platform.
Stayed 10 nights in Mar 2024

10/10 Excellent

Brian G.

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

Our Florida chatue

Only one word … FANTASTIC 😊
Stayed 20 nights in Feb 2024

10/10 Excellent

Bryan B.

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

Stunning property

What a beautiful property! The house is very clean and open. Location is perfect- within walking distance to Lorelei for great food and music and sunsets. We loved how we were tucked in by the mangroves and directly on the water. We got to see a lot of marine life - the neighbors had the hose out for a local manatee one morning. Amenities are fantastic (yes an actual quality kitchen knife and great cookware) and everything in the listing is accurate. Jackie was a fantastic host and helpful with any recommendations in the keys. Very responsive and very friendly. Highly recommend!
Stayed 4 nights in Jan 2024

10/10 Excellent

MARY

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

LOVE THIS PLACE

This is the 3rd year in a row that I have rented this property during the first 2 weeks in Dec. It has everything one could want in a vacation rental. Lovely, well appointed, immaculate cottage & surrounding property. Furnished deck on the water ( the perfect place for morning coffee and evening cocktails).. The location is private and far enough off the Overseas Hwy to afford a quiet & peaceful stay yet convenient to everything needed for a great VRBO vacay; close enough so that you can walk to numerous great restaurants, shops, evening entertainment & all kinds of water recreation as well as more of the same within a short Uber, Lyft or Freebee drive so you can virtually park your car for the duration of the stay. I can't say enough great things about this property and it's wonderful hosts and can't wait to return for my 4th visit.
Stayed 14 nights in Dec 2023

10/10 Excellent

Jackie S., Fairhaven

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

Best relaxing place we’ve stayed in a long time!

To summarize…..my husband just asked when can we go back!
Stayed 7 nights in Nov 2023

10/10 Excellent

Verified traveller

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

Absolutely Wonderful!

The location is wonderful - quiet, private and made for relaxation. The cottage was very clean and had everything we needed. Owners are very easy to communicate with and recommended many great local spots. Highly recommend for a great get away!!
Stayed 7 nights in Nov 2023

10/10 Excellent

Joyce D., Egg Harbor Township, NJ

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

Second visit is even better!

Relaxed and refreshed, we left this cottage after a second stay and both agreed that it was even better than the first visit. Everything we needed with plenty of space for the two of us. Very clean, well thought out, this cottage is a charming nod to old Florida with all of the modern amenities to make our week exactly what we needed. Jackie is a great communicator! We’ll be back again!
Stayed 7 nights in Oct 2023

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

Brandi L.

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

A slice of the good life.

A very nice property tucked away from the main road . Great waterfront access for relaxing or boat activities . Many wonderfull restaurants within a short walking distance . A house with all the amenities you would expect . This rental is not one to be overlooked . We had a wonderfull time and hope to visit again !!!!
Stayed 6 nights in Oct 2023

8/10 Good

Tyler P.

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

Perfect Getaway

My wife and I were looking for a perfect getaway down in the keys and she stumbled upon this location. We looked at the pictures and said it’s the one! We couldn’t have asked for more. It was our own little private oasis where we could just relax and be in peace but were also short distance to various activities. Best part was the shaded private drive as we walked to a local restaurant. We will be back!
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

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