Family-friendly vacation rentals in Sunset Key

The stay here was great! Very clean, great location/on property amenities, and quick communication. Would definitely recommend to a friend!

Our unit was perfect for what we needed. It was stocked with everything we couldn’t bring with us in travel (chairs, towels, coolers, etc). The condo amenities were also everything we needed and the pool/on site beach were amazing. Our host was very proactive in communicating check-in details and offering support/recommendations whenever we needed it.

The Cigar House is great - we enjoyed the easy walkable access to all the amenities in the neighborhood, including bars, restaurants and the Zach Taylor park. The location is really the key here. The grounds are beautiful and the pool/hot tub were nice features. Would definitely stay again.

This was our first time in Key West. We wanted to stay a little tucked away from the downtown bustle. The complex is beautiful with great amenities. And it’s close enough to shopping, restaurants and bars! We definitely plan on booking the same place in the future!!

Amazing location and super clean. Beds were so comfy!!

Beautiful home that comfortably held our 6 person family of adults. Absolutely loved the pool, spa, and outdoor seating. Really nice kitchen and bathrooms. We used Marathon as home base and drove to Key Largo, Key West, etc. Always nice to return to the house and pool to relax!

nice and clean condo with private parking. great host.

10 out of 10 stay. Beautiful, serene property where we often felt we had the mangrove and key to ourselves. Several days were spent on a recurring rotation of kayaking, pool, hot tub, repeat. Perfect distance from Key West for adventuring there, but plenty on Cudjoe Key and Big Pine if you don't want to venture to the hustle and bustle. Sincerely hope to return!!

This house was a perfect spot for my partner and I and Cooper our pup. swam in the pool, sat in jacuzzi, paddle boarded ,kayaked, road the bikes, ect. we brought our boat down but unfortunately had a few issues with it so wasn't able to go out fishing as much as we'd liked. but there was plenty to do at and around this beautiful place. would definitely come back in the future:))

Four of us came to Marathon for 2 weeks of SCUBA diving. This home was exactly what we needed. Plenty of parking for 4 big cars and boat trailer - could have fit more. Pier for the boat was huge and well protected. We had 26' center console and we could have fit a second one in the space available. Fresh water hose by the boats. Great location for boating (no bridges, deep water). We basically were eating breakfast, diving all day, eating dinner, sleeping and repeat. Perfect venue for this (or fishing or any kind of boating trip). Note: 4 beds in 3 bedrooms was great (many 3 bedroom listings only have 3 beds). Some of the other reviewers have mentioned maintenance issues and I can see where they are coming from, but for us it was OK. Appliances worked well. Everything was clean. Overall great experience. Would come back definitely.

The space was a bit small however, our RV is a 23' travel trailer and fit nicely. A very quiet RV Park with an outstanding pool! :) Big Pine Key is a nicely centered Key that is only about 30 min from Key west. This is NOt an RV Resort....so don't expect paved camping sites or fire pits to cook smores. This is a area where the lots are owned by private owners who live there or rent their spaces out. Looks like a rough neighborhood when you first pull in but the people there are very friendly! The Key Deer are everywhere so if you have a dog, please make sure they are on a leash. We loved our stay and Jodi was an awesome host!!

This home was just what my family needed for our vacation! We all loved relaxing in the outdoor living room surrounded by greenery. We also enjoyed swimming in the pool and kayaking through the canals and Boot Key. We made most of our meals due to dietary restrictions, and the kitchen here was adequate. The location in Marathon is excellent! It was just a 5-minute walk to Sombrero Beach, so we never had to worry about parking. We could easily drive to all the activities we wanted to do in the area, too.

This place had everything we needed for a relaxing family vacation prior to the crazy Holiday season. we only had 6 people but it would easily accommodate more. Monica was responsive to any questions or concerns. The location was perfect. Easy access to sombrero Beach and Marathon amenities: bars, restaurants, and activities. we were able to experience a turtle release on Sombrero Beach from The Turtle Hospital. Highly recommend renting from Monica again and on Marathon Beach.

We had a wonderful stay for our annual family fishing trip. Lots of privacy with the corner lot which is a premium in Marathon. Great location and close to everything you need for your trip.

The RV lot was well landscaped making the space feel tropical. Access to bath and laundry facility were just a few steps from the lot.

The Airbnb had a great location. My husband enjoyed the local fishing, which was a block away. The Airbnb was clean and very comfortable. We also enjoyed the taco truck and Tiki bar located on the premises. The most important thing was that we could bring our dog Chloe and felt comfortable and safe. We will come back again to the cottage.

John is a fantastic communicator by keeping you informed of what to expect on your trip. We will definitely be coming back. We had a very relaxing week.

I stayed at the Truman Annex last year for the boat races and loved the location. I decided to rent from Wally this year due to his condo was more open and also had a 2nd bath! He was very responsive when I texted him, the house was very clean and everything was perfect, I highly recommend!

It was an awesome place! Beautiful, clean, and cozy! You can pull your boat right up to the dock! easy access threw the canal to the ocean and a couple of restraunts! pools nice! plenty of room for a big family! All of your amenities are nearby! Grocery store, restraunts, bars if your into that, gift shops and more!

We had an incredible stay at this beautiful home in Key West for my 40th birthday! From the moment we arrived, we felt welcomed and comfortable. The house was very comfortable, spacious, and well-appointed, making it the perfect place to relax and unwind. The pool and fountain were absolute highlights—such a peaceful oasis to cool off after a day of exploring. Another big plus was having a washer and dryer, especially for a week-long stay! The house was also fully equipped with everything needed to cook at our leisure, which made it feel like a true home away from home. The location couldn’t have been better—walkable to tons of great restaurants, bars, and stores, making it easy to experience the best of Key West without needing a car. We also had the pleasure of bringing our friends Jim and Patty along—Jim had never been on a plane before, and what a perfect place for his first flight! This trip was full of unforgettable memories, and we are so grateful for this wonderful home!

You won’t find a better set up than this with family. Playground, beach, pool , sidewalks for walking everywhere, and great kayaking area as well. And the owner makes sure his guests have all they need.

My husband and I thoroughly enjoyed our stay here and have already rebooked. Newly remodeled, private and walkable. Secure, pristine community with lovely grounds. Host was very helpful and prompt in responding.

Great location! The place was very clean! Best shower I've ever taken in a camper! We had hot water and great pressure! Lots of chickens and even baby chick's! So cute!

Place was nice and clean. We had a great time.