Kid-friendly holiday rentals in Longboat Key

The house was a good size for what we needed! The pool was perfect for the kids. Lots of amenities and space for the kids to play. The outdoor shower was perfect for beach days! The only issue noted was that the cleaning team was there until at 3p, but when she seen we had arrived, she promptly gathered her things and hurried off. We told her to take her time, but she insisted she was done. This is a great place for families and keeps you away from the hustle and bustle of bean point, which I like!

I came down with 2 friends for a moms getaway and we had a wonderful time. This sweet little house is perfect and we will definitely be back. Amy is so nice and accommodating. The house was very clean and convenient to everything we wanted to do. Can’t wait to visit again.

Cozy spot. Peaceful surroundings. Easy to walk to the beach or a few local restaurants. Nice pool and responsive hosts.

Beautiful home and surrounding area, Pristine home in brand new condition. Expertly furnished, lots to do for teenagers, they loved the ice bath! Well stocked kitchen. The host was very responsive and helpful would definitely recommend this location and home. Happy vacationing.

We had the most wonderful 5 days here. House and pool were amazing. Heated outdoor shower was great for after the beach. Beach is less than a 5minute walk away. We walked there several times at sunset and got beautiful photos. restaurants and shopping near by. we will definitely be back!

The place was great. Very comfortable. Lot's of seating inside and out. Pool is well maintained and was just the right temperature. The pool is small, so mainly good for relaxing and talking or for kids to play in. Not really something you can do laps in. 5 minute walk to a beautiful beach and 20 minute walk along the beach to restaurants and shops. Great fishing in the area.

This place was absolutely perfect for our vacation in Sarasota. The host Landon, had been extremely responsive and the amenities they provided were top notch (from the pool to the mini golf, the beach gear, the coffee machine and all). Will definitely recommend this place to anyone looking for a family getaway to Sarasota.

Great place to stay !! The house is beautiful, it’s in a great location and I love the pool area, I had so much fun with my friends on this trip and we’re planning to come back !!

We had a great stay at Lisa’s. It was well stocked and had everything we needed for a great stay. Would definitely recommend!

Nick and Jess were wonderful hosts. Responsive to questions. Provided beach amenities. Clean and modern home. Great location as well. 10/10.

We enjoyed everything about the condo and the area! Was clean and directly looked over the ocean!

Peter and Pearl are awesome hosts! The Peaceful Retreat feels welcoming and cheerful, with very comfortable furnishings. These hosts have thought of everything! The location is great too, whether you walk or drive. We were in Sarasota to attend graduation at RCAD and the location was perfect!

We had a wonderful stay at Anubuy’s place! The home was spotless, cozy, and had everything we needed for a comfortable and relaxing visit. Anubuy was a fantastic host—friendly, responsive, and thoughtful throughout our stay. They made sure we felt right at home, and their attention to detail really stood out. The location was perfect—peaceful, yet conveniently close to everything we wanted to explore. We truly appreciated the warm hospitality and would absolutely stay here again. Highly recommend!

Outstanding host and place, definitely will book it again. Perfect location, peaceful environment. One block from ocean.

My husband and I stayed two nights at Serenity of the Manatee. We really enjoyed this beautiful, peaceful, and cozy place that is only 30 to 35 minutes from beaches. The place was clean, comfortable, and had everything we needed; however, a small stove will be a great addition for longer stays. We would definitely stay here again.

Lovely place. Small but perfect for 2 people. Nice cold ac and good water pressure in the shower.

My husband and I really enjoyed our vacation at the wonderful apartment of Lauren and Mario, the place is so clean and cozy. Also, few minutes away from the beach and we drove few times to South Lido Key Beach Park which was so quiet and clean (highly recommend). We definitely will come back 💕

Scott’s place was very nice for a weekend. The location is perfect. The accès to the beach was fast. Scott’s place was very clean and looks exactly like the pictures . Very responsive for any questions or help. Recommended

This place was just what we needed for some rest and relaxation. Everything was exactly as listed. Extremely clean and well supplied with towels and all your kitchen needs. The views from our balcony and the sounds of the ocean were priceless. If you’re looking to get away from it all and disconnect, this is the place!! You will not be disappointed.

My wife and I spontaneously booked a last-minute getaway at Colin’s condo, and we couldn’t be happier with our decision. The condo was beautiful—just steps from the beach—and the view from the porch was absolutely stunning. We loved that beach chairs and umbrellas were included, which made our three days of relaxing by the ocean even more enjoyable. The location was great, with restaurants just a short drive away. I also took advantage of a well-equipped workout area just down the street, which was a nice bonus. The bed was very comfortable, and we made good use of the full-sized fridge during our stay. Colin was incredibly responsive and proactive in his communication, checking in frequently to ensure everything was going smoothly. The resort itself was spotless, and the staff were all warm and welcoming. It was the perfect short escape—we’d definitely come back!

We had a lovely stay at 42 Gulf Blvd IRB! The house is comfortable, the beach area is peaceful and beautiful, and the location is perfect for a relaxing getaway. While we did experience a couple of issues during our stay, we truly appreciate how responsive and caring the management team was. They took our concerns seriously and handled the situation with professionalism and kindness. Their communication made all the difference. We would absolutely stay here again and highly recommend it to others looking for a laid-back and enjoyable beach experience!

We throughly enjoyed our stay. Beautiful condo. Furniture is very nice. The bed was hudge and very comfortable. Had more towels than we needed. That is unusual for airbnbs. Bathroom is awsome. The kitchen was well equipped. We had everything we needed. The view is outstanding. The best thing is it doesn't smell like a stale beach condo. Will go back next year if possible.

Dan & Crystal's place was exactly as described. Steps from the beach and very well kept. Had a chance to meet Dan and he was extremely pleasant and nice to speak with. The beach was never crowded and the condo is in a great location. We will be back for sure. Thank you both. - Wayne and Chris

It was a very clean and modern unit. Two very comfortable queen size beds. Fantastic views of the beach and sunsets from the balcony. Great parking and easily accessible elevator or stairs. Very quiet, not many people around. Felt like we had the pool and beach area to ourselves. Great lounge chairs for use on the beach the unit had two umbrellas for our personal use. Publix supermarket 2 miles away was very convenient as well as many great restaurants and shopping. Roman was easy to communicate with and responded immediately. Highly recommenced.