Kid-friendly holiday rentals in Summerland Key

We absolutely loved our stay! Our checkin was smooth and flexible. The home was squeaky clean, linens and beds were unbelievably soft and comfortable, and there were more supplies/ amenities in the home than listed. We felt right at home and would love to come back! Absolutely 5 star place!

We had a great stay! House was neat and tidy and in a great location.

We had a great long weekend at Alex house! You are provided with a starter kit, so you may need to buy extra supplies if planning to stay in at property. House vibes are very keywest. Winn Dixie very close and Bahia Honda state park was close by and beautiful to spend the day if looking for something to do. Keywest about 40 min drive, easy to get around. Had plenty of blankets, pillows and accommodated 10 of us— we did bring an air mattress which I would recommend as sofa beds are not the most comfortable. Has a beautiful backyard which we spent a lot of time on and yummy walkable restaurant. Plenty of parking. Host was very responsive and checked in with us to make sure check in was smooth.

Philip's listing described the place perfectly. Zero unexpected surprises and it had absolutely everything to make our vacation super enjoyable. When it comes to location, so much to do in under 30 minutes. Smack dab in the middle when it comes to driving to Marathon or Key West. It was also great to be able to keep a boat right outside and to have a marina as part of the park. Access to great places to fish are 15-30 minutes away.

Clean house, well decorated, great location and responsive hosts! It’s also a plus that they accept pets for a reasonable pet fee. Key Colony Beach is a great location and this is a lovely little home. Book with confidence!

Absolutely amazing place to stay! Dennis is amazing and had several great recommendations for us to eat and do! The dock out back was beautiful and we were even able to see manatees! The pool was a GREAT addition and my family wouldn’t have wanted to explore the Keys any other way! The neighbors are also friendly and great to talk to! Overall beautiful place! My family and I would stay again!

Place was sweet, kitchen and bathroom well stocked. We didn’t get an opportunity to try the pool or hot tub. 20 minutes to Key West!! We would stay there again.

Amazing views and ocean breeze! Modern and clean home which I appreciated. Only thing I could ask for but it’s strictly on my wishlist is an elevator. I was dealing with a knee injury so the steps were tough but worth it when you get to the balcony and enjoy that view! Couldn’t ask for a better stay and vacation in the Keys with my family!

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.

We always love staying here. Great location and very comfortable bed.

Our stay at Street Suite was enjoyable from the time we checked in to the time we left. We enjoyed people watching from the balcony overlooking Duval Street. The room was perfect for us -its seating is a tad different from the photo, with just one love seat and a bistro table and chairs. It still worked and did not make a difference to us since we spent such little time in the room. There is a golf cart, bicycle, and scooter place right across the street. A key lime and ice cream shop below for those late-night munchies. It's a perfect location for an airbnb. We are already planning our next visit!

Bella Vita was impeccable! It was exactly as described and like the pictures. Eric and Kelly were communicative and very prepared hosts. This was our best Airbnb experience thus far, and best stay out of many in Key West. We will be back to Bella Vita. Everything was perfect!

This is a secret little gem of a place to find! Quiet, perfect walking distance to everything! Very thankful I found this place. Everyone was friendly! The pool makes you feel like you’re in a tropical jungle. The setting is just right! I would recommend this place to everyone. We will definitely be back.

Conveniently located spot that is walking distance to Duval and all the nearby restaurants and sights!

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

Naomi was an amazing host, and always there if you need her! We had an unexpected situation arise during our trip and she had our back and was so helpful and accommodating. She is a genuinely kind person and this place is in the perfect location. Would love to stay with her again, and thank you for being so welcoming to our furry family members!

Our stay at the Penthouse over Duval St was absolutely amazing. Everything was perfect!!! Fully outfitted kitchen, spacious unit, all necessary components and then some. The balcony was so much fun to hang out on in the mornings, afternoons, and after going out on the town at night. Loved the master bedroom so much! Very cavernous, quiet, and dark - good for sleeping. Would definitely stay here again! Highly recommend this 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!

We recently stayed here with our family and absolutely loved it! The location was unbeatable — right on the harbor with stunning ocean views and easy access to the water. Mornings were peaceful and beautiful, and in the evenings we enjoyed live music from a nearby restaurant, which added such a fun, local vibe. Everything we needed was just a short walk away — restaurants, grocery stores, a tennis court, and a lovely park. We especially enjoyed evening walks together as a family — the area felt safe, vibrant, and welcoming. This stay was the perfect combination of relaxation, convenience, and charm. We’re already looking forward to coming back!

We had a wonderful visit in Key west. The place was very clean, close to everything. We enjoyed this place very much and would rent it again. Thank you so very much. Sue and Dave Hopper.

This listing was everything and more! The space was very clean, and provided all of the necessary amenities. As far as location…top tier. All the major attractions and beaches were a short 15 minute drive. Chris was responsive when I reached out. Truly a gem, and I would recommend this space again and again.

Absolutely perfect for a honeymoon getaway, quiet perfect amount of space for us, the set up was great with 2 bathrooms and a huge walkin closet, the couches were super comfy, the TV was big enough to see from across the room, we enjoyed everything about it. Got to meet some of the neighbors and they were all very welcoming and enjoyed talking to them. Scott had some great local recommendations and we enjoyed everything.

We stayed here for a week and it was such a blast, didn't want to leave! The beach is quiet and peaceful and there are plenty of restaurants nearby. The condo was very clean and nice too. Kim's instructions were very clear, and I never had to ask any questions. I'm hoping we will be back next year!

This was our 2nd stay at this place. We love all the resort has to offer and the location makes it easy to get to places in Marathon