Kid friendly Holidays in Anna Maria Island 2026

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10/10 Rating - A Pearl of a Beach Home- private pool & spa

Holmes Beach FL

5 min drive from Bean Point Beach

Stay at this family-friendly holiday home in Holmes Beach. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Bradenton Beach and Anna Maria Beach ...

Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

Holmes Beach FL

9 min drive from Bean Point Beach

Stay at this condo in Holmes Beach. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Bradenton Beach and Coquina Beach are located ...

10/10 Exceptional! (271 reviews)

"Just steps from the beach which was never crowded. We loved everything about our visit, especially the beach wagon and supplies as we couldn't bring any of that with us"

Reviewed on 11 Sept 2026

Boater's Dream! 1/2 Block from Beach- Private Boat Dock & 30' Pool.

Anna Maria FL

21 min walk from Bean Point Beach

Stay at this beach holiday home in Anna Maria. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Anna Maria Beach and Bean Point Beach ...

9.6/10 Exceptional! (32 reviews)

Perfect Vacation

"Our stay was perfect ! The house was beautifully decorated, clean and spacious. All your wants and needs were met . The host did not miss a thing . One of our best vacation with our family !! We would definitely go back and stay at the sunshine cottage. another"

Reviewed on 15 Apr 2025

See all 3,815 properties in Anna Maria Island

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.