Key West vacation rentals

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

As always, Michael’s place was spotless, perfectly stocked and just as pictured. We come back here annually to fish at Sugarloaf Marina and are always satisfied. Michaels house is in the perfect location, with the best sunsets, an amazing dock and pool, and the house is always stocked and we're able to relax for another day of tarpon fishing.

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!

Yohan y Anna, MUCHÍSIMAS GRACIAS por hospedarnos en su casa 💖 Estuvimos muy cómodos y ustedes fueron anfitriones de lujo!

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!

Wonderful location, quiet community, and the property manager was amazing with communication. The home was absolutely beautiful, a great outdoor space, clean and cozy. Definitely would recommend!!

Wir waren zu fünft im Haus und haben uns sofort wohl gefühlt. Es war alles super sauber. Die Lage direkt am Wasser war wie erwartet überwältigend. Es war alles vorhanden, was gebraucht wird. Die Küche und Terrasse waren sehr groß und die Matratzen waren sehr bequem. Nach Key West fährt man ca. 30 Minuten. Check-in und Check-out sowie Kontaktaufnahme waren völlig unproblematisch. Wir kommen wieder!

Very nice condo in key colony beach, affordable, great stay for a family. Clean rooms, nice pool, nice private beach area, will bring family down again.

Great place with awesome location. Unfortunately I broke my ankle 2 days before our trip so my husband had to carry me on his back up the stairs to get in. I would definitely stay again but without the broken ankle next time!🤣

Excellent location for old town Key West. Comfortable and clean apartment. Host was very helpful and responsive for local advice.

This airbnb was perfectly located and equipped with everything we needed. We loved it and would definitely stay again.

Great spot, Everett was easy to get ahold of and we were able to check in early by messaging them.

I will definitely be back and book this location!

This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.

It doesn't get much better than this condo. Located right on the ocean, it offers privacy while being conveniently close to all the excitement of Key West without the hustle and bustle. The condo was immaculate upon our arrival, and the amazing views lived up to the photos. The balcony was perfect for mid-afternoon naps with the soothing sounds of the wind in the palm trees and the gentle ocean waves right below. Jenna was incredibly responsive both before and during our stay. This is where we want to be the next time we visit Key West.

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.

I stay with my family of six and it wash very confortable. The place is in the marina and have acces for kayak, boat, charter rentals for a reasonable price. The place is pet friendly and i will go back to enjoy the sunset.

First time staying on a houseboat and it surely was a great experience! Beautiful views and comfy cozy space! Hosts were very friendly and welcoming and available with any questions we had. Thanks for a lovely experience!

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!!

Location is great, as we enjoy the Stock Island marina area. Houseboat is as described and it was nice to have my coffee up top in the mornings. The only thing I would say is to keep in mind that the plumbing is marine/RV style and there’s an odor that comes with that—just bring some air freshener and you’ll forget about it.

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!