Anna Maria Island Kid friendly Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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! (105 reviews)
Families like: Private pool, kitchen, playground, near the beach
Awesome Place on Anna Maria Island
"Great house with private pool and hot tub! Has everything you need and more!"
Reviewed on 6 Jul 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 Cortez Beach and Coquina Beach are located nearby.
9.8/10 Exceptional! (239 reviews)
#1 on AMI
"Hands down best place on AMI that we’ve stayed so far. Super clean, easy check in/check out process, excellent location, great host. Will stay again."
Reviewed on 20 Jun 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.