Family-friendly vacation rentals in Key Colony Beach

It was an unforgettable week in Maria and Johnny's house. The house was very clean and beautifully furnished. Each of our three children had their own room in which they felt very comfortable. Our bedroom had a large terrace where my wife could do yoga in the morning sun. The kitchen and living room were really well epuiped and terrace with the hot tub were just right for a relaxing family holiday. Nothing was missing. Communication with Johnny was easy and quick. He gave us great ideas for activities and restaurants in the area. Thank you for that. We can highly recommend Maria and Johnny's accommodation!

Our group of six adults loved our stay at One Particular Harbor! The property was beautiful and spacious! The pictures couldn’t do it justice. Our hosts were very helpful and attentive! We would definitely stay there again.

Our family of 5 enjoyed our stay on Duck Key! It was centrally located on the Keys to enjoy adventures on either side of us. The access to the Cabana Club was the best attribute of the rental. Our boys (ages 7, 8, & 10) wanted to go every day for the heated pool and beautiful beach access. We enjoyed the affordable drinks and food there, along with a safe and trusting community of people there.

Our stay was amazing. The staff that runs the condo very friendly always cleaning all the common areas. Peter kept the beach areas clean every morning. Very quiet we rented kayaks and paddle that out to the sandbar every day. It was beautiful.

Very well laid out house. Plenty of room for our large family vacation. House was well equipped for long stay. Short walk to club which has beach access. Host left the best key lime pie for us upon arrival. The only minor thing was listing said four bikes were included. Host advised bikes had not been included for some time. Would definitely stay again.

Just what we needed for winter break , loved having coffee in the morning on the canal, hammock very relaxing, liked the open living space.

Very beautiful place, quiet, so many things to do in such a short time. Loved it!!

This house was absolutely amazing! Our family had the best week here. The outside area was so nice and lots of room. We all enjoyed the pool. I loved to sit on the swing every morning and evening. The house was perfect, had everything we needed for our family of 6. It was walking distance to the cabana club that we very much enjoyed also. Lots of food options within a 15 min drive. We would absolutely love to come back and stay.

Great place and location. Close to lots of restaurants. Pool was really nice! Kitchen was fully stocked and nice that they provide paper towels/toilet paper/dishwasher detergent/etc. to get you started. Had a nice bottle of champagne waiting for us upon arrival as well.

5 of 5 stars!! The room was just as pictured and very clean. The taco truck steps away hit the spot after a 10-hour drive, and the bar was a nice bonus. Free fresh coffee in the mornings was a great touch. Room service caught us by surprise, but it was nice coming back to a clean space. Overall, we’d definitely stay again!

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:))

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.

The townhouse was in a beautiful location and was very clean. The kitchen was supplied with spices and some basic needs until you went grocery shopping. We had a very nice time and could sit on the back porch and look at the awesome view every minute of the day! There was a lovely pool on the property and anything we wanted to do was conveniently located to the property. We would love to come back!

Fish Camp was spotless and the owners and property management were very communicative leading up to our trip and once we arrived. No major issues - and if we reached out they responded right away. Beach chairs would have been a great addition for our stay.

Great stay and location. Chris was super helpful with check in and had great communication

The house was well equipped with all of the essentials. We had 8 adults and plenty of room. We did have to wash towels a few times, and buy more laundry soap, but the washer and dryer were conveniently located on the main level. The pool was smaller than what the pictures showed, but it perfectly suited our needs. All members of our party viewed the listing before we booked it and none of us realized it was a twin home. However, there is tons of privacy and the only times we noticed we had neighbors was when the shared dock was used. We had to buy a cooler (for poolside and the beach) and beach chairs. There were some pool floaters left behind, from previous guests that we used. The interior of the home is beautiful, with high ceilings and comfortable furniture. This is in a great location - close to grocery stores, restaurants and Sombrero beach! Monica was great to work with!

We are glad we stayed here and would definitely stay again. The house was spacious, clean, and in good shape. Our kids loved the twin beds and they also loved the pool which was clean and warm. The outdoor seating areas were a nice touch, and the house was well appointed. I was a little disappointed to learn I could not use the dock in front of the place (due to maintenance), but the marina staff was very friendly and made the courtesy dock available to us for the boat we rented nearby. Would definitely recommend for small families.

Absolutely perfect stay! The home had everything we could possibly need—thoughtfully stocked and super comfortable. The pool was a highlight—sparkling clean and just the right temperature. We couldn’t have asked for a better place to relax and unwind. Highly recommend and would definitely stay again!

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 unforgettable stay at Mary’s place! The house was spotless, cozy, and truly felt like a home away from home. We spent most of our time relaxing by the pool—it was so peaceful and quiet, the perfect setting for some much-needed downtime. The location was incredibly convenient, with grocery stores and great restaurants just minutes away. One of the most special moments of our trip happened here—we got engaged! I honestly couldn't have imagined a better place to celebrate such an important moment in our lives. If I had to suggest anything, the house could get a bit warm at times with the thermostat set at 72, but it wasn’t a deal breaker at all. Mary was amazing—super responsive, helpful, and kind. We would absolutely come back. Thank you for such a memorable experience!

It was a great place inside and out. We had drinks under the tiki hut where it was cooled by the tropical breeze. Being on the ground floor, we seniors never had to climb stairs and the grounds were very even. The dock area was in fair shape but watch out for the small coconuts dropping from the palm trees. The laundry room was good and the machines were very clean and large capacity. The barbecue grill was ok, but the propane unit was rusty and the flames were very inconsistent. We enjoyed ourselves at the Cabana Club where the pool was great and the food there was the best for lunches and drinks

We were extremely pleased with this amazing home. It was beautiful, soundproof, so clean and had extra towels, pool Towels, everything we needed but didn’t want to pack and take with us. We highly recommend Pineapple, and we will see you next April. So thrilled to have found an amazing host!! Thank you so much. Also, anytime we had a question, or we couldn’t figure something out, Chris the caretaker was there in MINUTES. Thank you again for helping us have a memorable vacation!!

We had a lovely week in the keys, and the location was perfect. The house was clean and looked exactly like the pictures. The beds were comfortable and the layout worked great for our family of 5. The views are peaceful and beautiful! The large pool was clean and a nice bonus. We rented a boat and conveniently docked it just outside the back door of John's townhouse. We'll be back again!! Thank you! -Sara & family

Great stay. We love this location! Comfortable couches and beautiful view. Only downside is how they want to charge fees for every minor question