Search Holiday Homes in Anna Maria

"We had an unforgettable stay at the Blue House on Anna Maria Island! From the moment we arrived, everything felt perfect. The house was incredibly well-equipped—the kitchen had everything we needed, and the accommodations were comfortable, clean, and welcoming. But the real highlight? The pool! Our kids (5 and 8) spent hours splashing around, and it was the perfect way to relax after beach time.The location couldn’t be better—amazing tacos and pizza just across the street, which made dinners easy and delicious. And the walks to the beach? Absolutely hilarious and full of energy with our two little boys leading the charge. It was such a joy watching them experience the island life.A special thank you to our host. I accidentally left behind a cup from a trip years ago that holds a lot of sentimental value, and not only did he find it, he shipped it back to me. That gesture meant so, so much. You don’t come across that kind of kindness often.We truly can’t say enough good things about this place. It’s not just a vacation rental—it’s a memory-maker. We’ll definitely be back!"

"My family loved everything about this house! It’s much bigger inside than you would think. Very spacious and clean. I accidentally left my work cell phone there when I checked out so I reached out to the owner. He went above and beyond to help get it shipped back to me. I’ll definitely stay here again!"

"Cute beach home close to Bean Pointe! This was our second time staying at this property. This home was perfect before, but has only gotten better with recent renovations after the hurricane in '24. The property is exceptionally clean and functional. You will love the pool and one of our favorite spots was the screened in lanai! The owners are incredibly responsive and they have a great team that manages their property!"

"My family and I had a great stay! Plenty of room for the 9 of us. Within walking distance of the beaches, shops and restaurants. The owner was very responsive and made sure we had everything we needed!’"

"Stayed 4 nights and overall it was fantastic! Roomy, a great patio area and the backyard is literally the beach. Private parking for 4 cars was a great benefit. And for us dog lovers, being able our precious pooch was a huge plus! Highly recommend for your next beach trip…you won’t be disappointed. "

"This stay was so memorable and great for us! The home was cozy and sparkling clean. There were no needs not met - it was so well appointed. The pool was our favorite part with our little ones. All the extras that Dan and Goose provide make you feel so at ease. We can’t say enough good things about this place, you’ve got to experience it for yourself! The golf cart was the cherry on top."

"The bungalow is cute and cozy and had everything we needed."

"Beautiful home and perfect for our family! We loved the location we loved the pool and kitchen had everything we needed. Master bath was awesome! Wish we had more time to enjoy the house and AMI!"

"Excellent location, around a 4 to 5 minute walk to the beach! And right around the corner from Pine! Great space indoors as well, nice kitchen and everything was well appointed "