Name: 2-night availability 5/21 & 6/18 -Private Boat Dock & 30' Pool. Steps from Beach
Rating: 9.6

Plan, book, travel with confidence
Better together
Save up to €900 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

BIG Fall Discounts! 10/10 Rating - A Pearl of a Beach Home- private pool & spa

Holmes Beach FL

5 min drive from Anna Maria Beach

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

10/10 Exceptional! (157 reviews)

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

Travellers say...

"This was one of the best vacation rentals we’ve ever stayed in. The home was exceptionally clean—something I rarely experience in a rental. The pool was even better than expected, and our grandkids had the best time enjoying it throughout our stay.The beds were very comfortable, the house was spacious, ..."

Reviewed on 21 Jun 2026

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

Holmes Beach FL

9 min drive from Anna Maria Beach

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

10/10 Exceptional! (259 reviews)

"We really enjoyed our stay at sea pirate Inn, nice and cozy quiet pool time anytime we want in the unit that we stayed in was very nice very clean and well equipped. Hope to be able to get the same place next year."

Reviewed on 6 Jun 2026

2-night availability 5/21 & 6/18 -Private Boat Dock & 30' Pool. Steps from Beach

Anna Maria FL

20 min walk from Anna Maria 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 3,729 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.