Kid-friendly vacation rentals in Key West

Eddie’s place was perfect for our family vacation! It was beautifully furnished and decorated. The house was clean and clutter free. There were plenty of linens and towels. The kitchen had everything you need and was well organized. The pool area was so relaxing. The location was incredibly convenient to grocery stores and activities as well as just a short walk to the beach which also had a park and great playground for kids. We hope to come back again soon!

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 and Anna, THANK YOU SO MUCH for hosting us at your home. 💖 We were very comfortable and you were luxury hosts!

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 stay at Ray's Home in Key Largo. The house is exactly as advertised - spacious, tastefully furnished, well air-conditioned, and fully equipped with all the essentials. The view over the harbour is stunning, with large shoals of fish and at one point eight Nurse Sharks visible from the balcony. Ray kindly provides fish food to attract even more marine life. Since the photos, he’s added a lovely jetty with chairs - perfect for relaxing in the evening sun and watching the boats go by. The location is ideal: only a 2-hour drive to Key West, an hour to Everglades National Park, and just 3 miles from John Pennekamp Coral Reef State Park, where you can hire canoes to explore the mangroves at a great price. Nearby are several supermarkets and a wide choice of restaurants. Peaceful, well-located, and full of thoughtful touches - this place was perfect.

Leila was very helpful and friendly. Made sure we were arrived and didn’t need anything. Place was very clean. Has everything you need in the kitchen. Comfortable. Stayed with another couple, plenty of space. Paddle boarded right off the dock. Great central location to enjoy all the keys. Would definitely recommend.

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 spot, super close to everything but never disturbed by late night noise. Balcony is awesome to have !

What a fabulous location right on Duval Street! Thomas Philip’s Suite Mischief was everything he described, and more. Based upon the great suggestions he gave us, we were able to find free street parking practically around the corner. Very convenient! The apartment was well-equipped, and had such charm. We own a house that is over 100 years old, so felt right at home here! Everything we wanted to visit was within walking distance, and at the end of the evening, we enjoyed a nightcap while sitting on the private balcony watching all of the Duval action below. It was absolutely delightful! The next day, we were transferring to another of his units, and Thomas Philip was very accommodating — arranging for the seamless transfer of our luggage to the new unit, which gave us more time to explore and enjoy the beauty that is Key West.

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!🤣

Our first time using Air B&B. My wife loved the experience and location. I liked not having to drive. Parked the car and walked everywhere. Would definitely book again. Thanks for being great hosts!

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.

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.

Great place near the ocean. Checking process was a bit complicated as you had to have one code to get into lockbox with physical keys and garage opener and second code for room but otherwise great stay.

Right next to Duval Street, easily walkable to major attractions, restaurants, bars.. Host was super responsive, friendly, and really worked with us on anything we needed.. Great place!

We enjoyed our stay! A little outside of the heart of Key West so it was very quiet. This place does have a unit above, luckily we were not bothered by any sort of upstairs noise. Would recommend!

Traci’s condo was great in every way! Everything was very clean and the view was amazing. We could enjoy watching the turquoise water and swaying palm trees from almost every room – both bedrooms, living room, kitchen, dining area, or relaxing on the large balcony. Some of the furniture is different in the photos, but my group agrees it is even better now than what you see. Having our own parking space in the garage was much appreciated, too. Traci responded quickly; clear check-in instructions. We would definitely stay here again.

This is a great place to stay when exploring the Keys. We enjoyed having a pool to come back to and appreciated the local restaurant recommendations.

This is a top notch airbnb. Excellent communication from the host, extremely clean, well stocked condo, generous supplies beautiful decor. We stayed 8 days in the condo and felt right at home. Loved the large pool. We caught many fish and cooked at the condo all but 2 evenings and had everything we needed to prepare meals. Really appreciated the assortment of coolers provided for day trips. Thank you again, John!

We had a great stay at Jennifer’s condo! It was clean, well-appointed, and had beautiful views of the harbor. The location was perfect—just a short drive to all that Key West has to offer. Jennifer was a proactive host and kept us well informed throughout our stay. Highly recommend!

Edward's place was incredibly inviting and has so much to offer! It was very well appointed with nice touches like quality kitchen items, plenty of clean towels, and a spacious layout. The beds were very comfy and the location was convenient and was within easy driving access to everything that Key West has to offer while being quiet and peaceful. I would most definitely stay there again!