Kid-friendly holiday rentals in Anna Maria

Had the absolute best stay here! Everything was perfect, from the interior design to the location. The pool was great with lots of privacy in the backyard. The house was spacious, each bedroom having a king and its own bathroom. My son loved that. We would love to stay here again!

This listing was comfortable and clean. We really enjoyed the pool! The beach was within 3 to 5 minutes and the wagon and chairs provided made it super easy. Also the umbrellas were a great asset. We were thankful to have the washer and dryer. We highly recommend this home for an enjoyable stay.

This was the perfect spot for a relaxing getaway with my best friends. The house was spotless and had everything we could possibly need. A major bonus was that each bedroom had its own bathroom—an absolute must for a girls’ trip! The shared living space offered beautiful views, and we were lucky enough to see dolphins swimming by every afternoon around 3:00 PM. We even left some cute floats for the next guests to enjoy while relaxing in the calm waters. I’ll definitely be bringing my family next time and hope this place is available when we return!

Amy's beautiful oasis on Anna Maria Island was the perfect spot for a relaxed, beach vacation! We had a mellow bachelorette party spent on the beach at Bean Point during the day and spent our evenings eating home-cooked dinners on the beautiful porch at Amy's before a nighttime pool dip to cool off. Can't recommend this spot enough!

This property was recently renovated and beautifully decorated. The living space was lovely. The kitchen was well appointed, and the beds were very comfortable and cozy. The swimming pool had fun amenities and waterfall. The pool area lighting made night swimming really enjoyable as well. The walk to the beach was very short and convenient. Randy, our host, was very kind, timely with all communications and extremely helpful when a few questions came up during our stay. This is a great place for a relaxing beach getaway.

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!

Fantastic stay at Cottage on Pine! Definitely will be back in the future. Location is great, walking distance to all popular restaurants/coffee. Short walk to the beach. House was very clean & as described. Overall, great vacation house to meet all yours needs. Host was responsive and provided helpful recommendations. Highly recommend!!

had a great stay! just as pictured! Location was perfect - 2 mins to the beach and restaurants!

We had a great time staying here. The hosts were so helpful and kind. I would definitely stay here again! 10/10 experience!

My Husband and I booked with Caroline last minute (Same day) and she was kind. The apartment was perfect. Kitchen had everything we need and Roku for TV. Very close to shopping and beach! We ran out of propane and they immediately replaced it. Very kind hearted. Thank again Caroline. We will definitely be back!

Amazing place, perfect to stay at for rays games since it’s so close. Great area, AC works like a charm, and super nice bathroom.

We had such a great weekend trip staying at this beautiful spot on Anna Maria Island. The location was perfect, just steps from both the beach and a pool, which was ideal for our two teenage girls. There was plenty to do in the area! The space was just right for the four of us. It was comfortable, clean, and well-organized with a charming island vibe that made it feel like a true getaway. Everything we needed was there, and the layout made it easy for everyone to relax and enjoy. Our host, Marc, was absolutely fantastic. He was responsive, helpful, and incredibly flexible with check-in and check-out, which made our trip even more stress-free. It’s not often you come across such a thoughtful and accommodating host. We truly enjoyed our stay and are already looking forward to coming back. We’ll definitely be reaching out to Marc again for future stays and recommendations. Highly recommend!

Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect—just steps from the beach with stunning views and peaceful surroundings. Cindy was incredibly responsive and welcoming. We’ll definitely be back—highly recommend

Great stay, responsive host, clean stay, quiet with no disturbing neighbors, lots of activities to do local.

Fawn was so good at communicating and accommodating us. We have been working with Danny and Brenda, too for many years. All of their places are clean and beautiful. Fawn was so kind to have a pack and play put in our room before we arrived. We give this place over 5 stars! Love working with these people because they make us feel like family!

My partner and I had a great time at Turners place! Very comfortable place in a safe, quiet, and private area. I would 100% come back and recommend to those looking to stay near the water! Had an amazing stay!

Location was perfect!!!! Being so close to the beaches AND having shopping and food options nearby was the best!! Colin was very communicative and even gave a proactive option for an extra night. Thank you for being accommodating and very responsive!

The condo was one of the best we’ve ever stayed at (and we’ve rented a lot!). Very clean and comfortable, and decorated nicely. Everything was provided. Nice location right across the street from the beach to see beautiful sunsets. And if we didn’t want to go to the beach, we could see the sunset perfectly right outside the front door! Great restaurants that we could walk to. Great vacation!!

This was a great place to rent from! It served my sister and i’s needs perfectly. It’s cool, clean, and comes equipped with the necessities. It was also great that they had beach umbrellas and chairs on hand for our use!

This was the most clean, most relaxing, most safe feeling place we've ever stayed in through Airbnb!! Thank you so much for such a wonderful experience. We would recommend 10/10 to anyone!!!!

As a mother traveling with kids, this place has everything you’re gonna need! Beautiful pool, cute put-put golf, beach towels, Sand toys, Sun shade, wagon, cooler, beach chairs. My girls played volleyball all week! Private houses on both sides of the unit… so it’s never crowded. We saw several manatees while swimming in the ocean and we got to witness loggerheads nesting at night! So if you’re looking for a truly relaxing vacation (for mom too) I highly recommend this unit and mostly, Heidi as a host!

Absolutely beautiful location right on the beach. Walkable to shops and restaurants. Loved the balcony and view from upstairs.

Jean & Mike's beach condo on Anna Maria Island was a wonderful get-away for us after a very long winter. We loved the beach decor and all the little things that made us feel welcome and comfortable. It had everything we needed for an awesome beach vacation - chairs, umbrella, towels and a cool beach cart to carry our stuff. The pristine beach was only about 300 steps away. The condo itself had everything we needed. The bed and couches were comfy; the master bath spacious; the kitchen well-equipped. We enjoyed eating on the screened porch that overlooked a small park and being able to walk to nearby stores and restaurants. We loved watching the sunset from "our" beach or at the AMI Beach Cafe down the beach while listening to live music. Jean was a great host. She responded quickly to our questions and had plenty of recommendations on things to do and places to eat. Jean & Mike's place is one of the best AirBnBs we've stayed at and will definitely consider it the next time we visit AMI.

We had a wonderful stay! The location can’t be any better! The condo was clean and well equipped. Communication was clear and fast. Very nice and quiet condo. My recommendation for those staying (lucky you!!) is to bring your breakfast and lunch (at least), because once there you won’t want to leave! You will be at walking distance from some restaurants and there is a nice beachfront restaurant and bar next door. Loved waking up and having my cup of coffee on the balcony and walking along the sea shore. What can I say, I would definitely be going back! The hosts are truly superhosts. Totally recommended. Thanks Dan and Crystal for sharing your space with us!