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Book your Anna Maria Island beach vacation for December 2026. Private pool, steps to the beach, and dog-friendly accommodations at Sandbox Beach House.
Escape the cold and enjoy perfect beach weather with temperatures in the 70s. Winter is ideal for peaceful beach walks, stunning sunsets, and exploring local restaurants without the summer crowds.
Comfortable 70-75°F days, cool evenings
Comfortable 70-75°F days, cool evenings - ideal for beach activities and outdoor relaxation.
Walk directly to the Gulf of Mexico without crossing busy roads. Your beach paradise awaits.
Heated pool in your own backyard - perfect for morning swims or evening relaxation.
Choose from 1 available week above, or view our full calendar to find the perfect dates for your Anna Maria Island vacation.