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

This beautiful hideaway was an absolute dream! The welcoming aqua pineapples and fish at the end of the driveway, gorgeous tropical artist murals, and well kept yard and docks with beautiful water views made us feel like locals throughout our 2 week stay on Islamorada. Plus, it’s a short 3 minute walk to the Lorelei so we had live music and island cocktails almost every night. We had visits from a manatee, long-legged shore birds, iguanas and parrot fish! This cozy keys cottage has everything we needed for a care free stay. The host thought of absolutely everything from kitchen and bath necessities, to beach chairs, towels and coolers. But it is also so close to Publix for food, and a short drive to all the best waterfront restaurants. Also, there’s plenty of closet space for a longer stay. We loved every minute!

Wonderful stay at the cottage! Host was very responsive, house was clean, spacious, comfortable. So fun to have breakfast out on the deck, saw 2 manatees! Nice location for walking around. We went to Lorelei's several times to eat and also listen to music.

Exceptionally clean and the most peaceful location. We loved reading on the dock every morning and walking to the nearby tiki bar. We would love to come back.

It’s our third time here and we absolutely love it.

If you want to experience the Old Florida style Keys, here’s the place! This home is from the 1940’s and has that same charm. So clean and the a/c and heat function top notch. ( I know because I’ve stayed here both when it was hot and cold ) The house is fully equipped with anything you could possibly need to enjoy your stay and plenty of room to dock your boat. The large yard is beautifully landscaped and full of wildlife. Including daily visits from manatees and wading birds. This is perfectly located in Islamorada and within walking distance of Lorelei, Keys History & Discovery Center and more!

We thoroughly enjoyed our stay at Jackie's place. This is a great place and location for a laid back vacation. It deserves 10 stars for all of the aspects of this property. Jackie has taken a lot of care and forethought in preparing this house for visitors. The property offers seclusion, a great tropical vibe, wildlife, and view. The house is comfortable and clean with extensive attention to essentials for a short stay. Jackie stayed in touch to make sure everything was to our satisfaction. It was a chilly week and she could not affect the weather, but otherwise we enjoyed our stay and her attention to our needs.

Host was extremely welcoming checked to make sure we would arrive before dark if not she offered to go and cut on the lights. House was adorable, super clean and so many cute touches like string lights on covered patio and timed solar lights that popped on at night great added touches! Location was convenient to restaurants and shops.

Great house and location

A truly wonderful place. Wouldn't change a thing. Jackie was great and took great care of managing everything to do with our stay at this rental!

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!

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!

Loved the house, the property, and the host. Great location. Can’t wait to return!

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!

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!!

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!

Great location and super host! Loved this place!

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.

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!

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!

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!

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.

My wife and I couldn’t have asked for a more perfect place to celebrate our 30th anniversary. From the moment we arrived, we were charmed by the classic 1940s Keys-style home—full of character, charm, and comfort. It’s beautifully maintained and tastefully decorated, with all the modern amenities while still preserving the old-Florida vibe we were hoping for.The location was ideal—peaceful, private, and with more than enough space between us and the neighbors to truly relax. The property was a dream for boating: easy water access, calm surroundings, and stunning views. We spent our days on the water and our evenings soaking in the quiet tropical atmosphere.Our hosts were absolutely wonderful—kind, responsive, and thoughtful. They clearly care deeply about the home and the experience of their guests. Every detail was well considered, from the local touches in the decor to the helpful area recommendations they provided.Islamorada itself is paradise, and staying here made it even more special. We made unforgettable memories and are already dreaming of coming back. If you’re looking for a quiet, beautiful, and authentic Keys experience, this is the place.

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!!!

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!

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.

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!

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!

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.

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!

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

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!!!

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!

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!!

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!!

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.