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

11 min drive from Coquina 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 ...

10/10 Exceptional! (162 reviews)

Families like: Private pool, kitchen, playground, near the beach

Travelers say...

"We loved this clean, beautiful place!!! It literally had everything we needed! Towels, paper towels, TP, nice cookware and dinnerware, blankets, wagon, ample seating, and plenty of space to spread out or gather around for watching a movie or eat dinner! Loved the pool! The walk to the beach was easy ..."

Reviewed on 1 Aug 2026

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

Holmes Beach FL

8 min drive from Coquina 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! (268 reviews)

"We spent 4 nights and had a wonderful time. Weather was great, location is awesome, I wish we could have stayed the whole week but it was booked already! Met a few of the other vacationers on site and made lifelong memories and friends!!! Just got home today and looking when we can come again!"

Reviewed on 12 Aug 2026

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

Anna Maria FL

14 min drive from Coquina Beach

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

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 3,783 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.