Anna Maria Island Kid friendly Holidays
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Top Kid friendly Anna Maria Island Hotels
Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa
Holmes Beach
Book a stay at this family-friendly vacation home in Holmes Beach. Enjoy free WiFi, private pools, and a garden. Popular attractions Anna Maria Beach and Bean ...
10/10 Exceptional! (108 reviews)
"We loved playing in the pool. Air condition worked great. Kitchen well stocked. Water pressure/showers were great. Vaulted ceilings made it feel even bigger. Our family of five would happily come back here. This Vrbo exceeded our expectations, and we would happily return."
Reviewed on 9 Aug. 2025
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
Holmes Beach
Stay at this condo in Holmes Beach. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Coquina Beach and Anna Maria Beach are located ...
10/10 Exceptional! (242 reviews)
"Absolutely loved this cottage, location, and visit to Anna Maria Island. The cottage itself fit all the needs of our family of 5 (including our 7, 5, and 3 year olds). It was well equipped, clean, and had plenty of beach and pool necessities. It’s literally across the street from the public beach ..."
Reviewed on 23 Jul. 2025
2-Night Stay Available June 3-5 w/ Private Pool & Dock!
Anna Maria
Book a stay at this beach vacation home in Anna Maria. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Anna Maria Beach and Bean Point ...
9.4/10 Exceptional! (26 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
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.