Vacation rentals in Key West

The hosts were very responsive and accommodating to our needs. The pool was great and the place was pristine!

Wish we could’ve stayed longer. It was a perfect home!

What an amazing place! My wife and I have stayed in Airbnb properties all over the world, and this was one of our favorites. Exactly as described. Very clean, safe, and comfortable. The location and layout of the property is absolutely perfect and private. This was our first time to Islamorada and this place made it an even better experience. We had a manatee sighting and the deck over the water was my favorite part. Perfect place to have a drink and watch the sunset. If you are planning a trip to the keys, do yourself a favor and stay here.

I had a wonderful stay at this Airbnb! The home was perfect for our occasion—just as advertised, and even more charming in person. The vibrant and inviting colors gave the space a warm, welcoming feel. There was a slight delay with check-in, but our host, John, responded quickly and resolved the issue right away, which we really appreciated. We also took full advantage of the amenities, which added to the overall experience. Everything was clean, comfortable, and well thought out. I would definitely stay here again and highly recommend it to others!

We brought another couple with us. Had a relaxing enjoyable time. Felt like home. Definitely be back. Thank you

This was, by far, the best Airbnb I’ve ever stayed at, and I’ve been at Airbnb’s since 2012. It was the perfect place for our honeymoon stay, very VERY easy walk to Duval (under 2 minutes to Sloppy Joe’s). Seriously, this place is IT.

Everything was perfect! I loved the screened in front porch! We spent a lot of time out there and the back was so peaceful for watching the sun come up with my morning cup of coffee. The staff at the resort were super friendly and helpful and I notice security was constantly driving around which made it feel safe and taken care of. Everyone at the resort looked so happy and relaxed! The pool!!! I didn’t want to leave and it has great hours! We were able to explore the area and still had time to go swimming at the pool…under the stars! It was a wonderful experience. Plan to some time go back and plan the whole trip staying there!

Jennys cottage was all that we expected and more, everything was catered for and more.Beach chairs,kayaks and parasol all available. little touches like being welcomed with beers and key lime was great. The cottage is well kept and we would definitely recommend staying here . The swimming pool is quiet and was nice to relax at after a full day out and about. Hopefully one day we will return Thanks again Paul and Family

The house was very clean and inviting upon arrival. Nice location short drive to great restaurants and local grocery stores also less than 5min walk to the beach. Mr Eddie responded in a timely manner when we had questions. All in all we had a great time and very much enjoyed our stay! Thanks Mr Eddie

Everything was great. We enjoyed the pool, pickleball, and the water. The house was perfect for the area. Definitely recommend!

Cheryl’s place is in the perfect location in the heart of Islamorada. Listening to the live music on the back deck to wind down every night was an added plus! Cheryl was super accommodating & definitely thinks about bettering her guests’ stay. Couldn’t recommend this place more!

We were very comfortable at the home during our week stay. Great place to stay if you need room to park a boat trailer. Quiet very nice safe neighborhood.

The house was clean and a great option for traveling as a large group. It was away from the bustle of Key West, but still easy to get around, and the restaurants nearby are delicious.

The house was exactly as pictured and in a very peaceful community. The beds were comfortable, as was the couch (two of our group opted to sleep on the couch itself instead of pulling out the sleeper sofa, and said it was pretty comfy!). Several of our group enjoyed using the bikes at night, and while we didn’t use the kayaks, it’s nice they were available. We didn’t get to do everything we hoped to do on our trip to Keys, but we plan to stay here again someday when we come back!

We had a wonderful time staying at Tim’s place! He was an excellent host who was always available if I had a question. The house is in a beautiful location. We enjoyed sitting on and fishing off the dock. The house had everything we needed for a fantastic stay and a very enjoyable vacation. I can’t say enough good things about our experience at the home. We were able to meet Tim and he was a lovely host. Thank you for a great vacation! We hope to come back in the future!

We really enjoyed this home in Marathon. Sitting by the canal for morning coffee, swimming in the pool on a hot afternoon, having dinner on the covered porch, or plying corn hole on the roof… it was all super enjoyable. Andy even dropped off some wonderful bagels one morning! The location is super close to all that Marathon has to offer. We would recommend this home to anyone

Amazing! Loved this unique experience, you get a chance to disconnect from the outside world and relax with the ocean breeze. 10/10 experience would 100% do again!

Wonderful night! Only a few bugs around dusk that left by nightfall. Lots of planes took off from 5-7 PM, but again they stopped by nighttime and not sure that it happens every day. The boat itself was perfect, exactly as described!

Joseph is an excellent host! Very responsive, proactive, and provides great local tips. We thoroughly enjoyed this unique stay with great fishing and close proximity to restaurants. The houseboat had everything we needed including beautiful sunset views.

We stayed in two smaller house boats while we were there before brads. Rectangular shaped single stories with a flat roof area for lounging. They were beautiful.. but unstable, uncomfortable, limited in space, no hot water, had to shower 200 yards away, awful mosquitos, no reliable internet, lack of kitchen ability, I’m 32 my wife is 30 and our son was five months. Pretty looking, but miserable. Especially if wind wasn’t below 5mph. Not to mention the toilets had problems on both! When we got to brads house boat Holly Cow! What a difference. What a relief. Multiple rooms, comfortable beds, no issues with hot water or internet or kitchen. The space was excessive. Very comfortable. Needed some TLC inside but overall it was fantastic. Everything worked like a real 2br 3ba home. I will book this boat everytime as long as it lives. Private marina, quiet, great neighboring boats. Private outdoor waterfront recreational areas. 100% best key west experience I’ve had and I go every year.

Bill and Wendy are friendly and helpful with suggestions about bike rentals and local restaurants. The quiet neighborhood and beautiful views provide a peaceful respite from our busy lives. The kitchen is well equipped with cooking utensils and the stove sports a grill and gas burners. Two sinks and commodes separated by the shower gave us our own private dressing areas in the bathroom . The back “porch” area is perfect for watching the sun set over the water and offers immediate access for snorkeling. The sliding glass doors in the bedroom afford a beautiful view of the stars in the night sky. This was our first experience on a houseboat but it won’t be our last! Thank you Bill and Wendy for spoiling us!

The Baycation was amazing! Heidi is an excellent host, she met us at the boat the first night as there are some housekeeping things to go through. It is a boat after all! The space was perfect for the two of us. Great decor and it had everything we needed for cooking our fresh caught fish! We took the paddle boards out to the island and great to see some great wildlife! The Old Tav has the best eggplant parm and the Cuban cafe has amazing coffee and pastries! A bonus for us was getting to meet the local dock kitty, Sasha! 😻 such a sweet girl! It was so cool to sit on the beck deck and watch the mullet, tarpon and barracuda! We highly recommend Heidi’s place!!

Very nice experience on a houseboat! The place was clean and well equipped for a houseboat. The upper deck was a great place for an evening glass of wine and a morning coffee. Close enough to all the action in Key West. Very comfortable!

Our second, and certainly not last, stay with Sergey. We’ve stayed many places, but this is by far our favorite. Sergey is the best! He is always available by text and ready to help with anything we need. He truly wants his guests to be happy and comfortable. The houseboat is amazing! It is comfortable and clean and makes you feel right at home! We enjoy kayaking in the mangroves, snorkeling around the boat, and sunsets on the roof. The view is incredible and Cow Key is peaceful. We even saw a manatee on this trip! Thank you, Sergey, for another great trip!