Family-friendly vacation rentals in Sugarloaf Key

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.

We had a great stay! The place was clean, comfortable, and had everything we needed. The location was perfect, and communication with the host was smooth and easy. Would definitely stay here again, highly recommended!

Everything was as expected from the description and the pictures. Comfy beds. TVs are older and not many apps available to stream other than Netflix. Overall it was a great location and we had a great time. The poolside restaurant is open now so that was a bonus I wasn’t expecting after reading the previous reviews.

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!!

place was great. Definitely would come again. Deborah was a great host very helpful

The Mariners Club was an excellent stay, Fernando’s property was extremely comfortable, clean and well appointed. The surrounding grounds, pools, marina and beach area were the best. Fernando was very responsive and informative making our check in and stay process work flawlessly, most appreciated, will stay again in the future, thanks for making our quick vacation a banner stay, all the best

A Perfect Getaway! Our stay at this fabulous Airbnb was nothing short of amazing! The house was beautiful, clean, and offered breathtaking panoramic views of the open water. Waking up to the sunrise over the water was absolutely unforgettable. Brad, our host, was fantastic—super responsible, quick to respond, and incredibly easy to communicate with. He made the entire experience smooth and enjoyable from start to finish. The location was ideal for anyone who loves peace, nature, and especially fishing. We had plenty of opportunities to fish right from the property, which was a huge bonus. Highly recommend this place to anyone looking for a relaxing waterfront escape. We can't wait to come back!.

We enjoyed our stay at Keith's place. The kitchen was well stocked except for having only one hand towel which we had to wash a few times. We loved being able to make coffee every morning and sip it on the patio, there is a drip coffee maker and plenty of filters. We purchased coffee and other food at Winn Dixie which is a very short drive, less than 5 minutes. The view from the balcony is even nicer than the photos. Traffic was congested at times because of road construction so we had to leave ourselves extra time to get to places. There were a lot of activities we did like scuba diving, snorkeling, kayaking, shopping, etc and Keith's place was in a great location to do everything we wanted and a short drive to many restaurants. Keith gave good recommendations for things to do and places to eat. The Roku TV was nice, easy to watch anything we wanted and also to stream Netflix, etc. If in the keys, we would definitely book Keith's place again.

We had a wonderful stay at Casa Serendipity. The house was exactly as in the pictures and description. It had plenty of space for the 4 of us. The location was great- quiet area but within walking distance of restaurants and shops. Last Key Realty provided clear, thorough information ahead of time. Our contact at Last Key (Brian) was friendly and responsive. I recommend Last Key if you are looking for a place to stay in Key West.

It is a great place just a little tight getting the camper in The neighbors are all very friendly and helpful

We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!

Plenty of room for all the family and their families. We enjoyed all the backyard amenities with pool, kyacks, boat dockage and fish cleaning station. There was sufficient seating for everyone and a great area to hangout. The only things we struggled with was TVs didn’t work properly in some of the rooms, no washcloths or kitchen towels available. With that being said, we will definitely consider renting Ryan’s place again in the future!

Fantastic place for a home base while the beautiful keys. Close enough to key west for an upbeat day, very quiet in the evening. If anything, I’d say I was expecting less from the description and was very surprised at how nice this place is. I would stay here again in a heartbeat!

We really enjoyed our stay with Key Lime sailing club! We especially appreciated the easy access to water activities and created life long memories kayaking in the beautiful surroundings. The hosts are kind, helpful and made our stay more memorable!

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!

The Grouper house was fabulous. I stayed there with my wife and kids for a week. Everything about this place was top notch. From booking to check in and check out. Her staff is nothing short of superb. Sean makes sure every need or question is answered promptly. The best place I have ever stayed. Highly recommend.

We had an amazing time at Peggy and Jim's condo! Great location on the southern side of Key West not far from the airport. Walking distance to some amazing breakfast spots and Cuban-inspired coffee shops. Also just a short Uber ride to Duvall street and pretty much any major attraction you would want to see in Key West. The condo was perfect for a family of four with a great pool and ocean views and beaches within walking distance. The host was excellent at communicating before and during the trip. Would definitely stay here again. A+!

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.

Beautiful home with amazing access to amenities

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.

Wonderful place to stay and great location for multiple key adventures throughout your stay. My family and I enjoyed the stay. We will definitely stay with little torch cottages again!

Despite rain and windy weather the first part of the week, we had a relaxing and fun time. Really loved the tiki in the backyard, and watching manatee and tarpon in the canal. The home was lovingly decorated with personal artwork and clean. The hosts were very accommodating and quickly responded to questions. We also liked that we could walk to restaurants, and the grocery stores were also nearby.

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!

The location is great, the quality of the boat and everything was also great. The charter experience was very cool as well. Just ensure you are able to check in before 5pm as it can cause issues.