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Book your Anna Maria Island beach vacation for May 2026. Private pool, steps to the beach, and dog-friendly accommodations at Sandbox Beach House.
Spring brings warm sunshine, calm Gulf waters, and blooming island beauty. Perfect for families, couples, and anyone seeking the ideal beach vacation before summer heat arrives.
Warm 75-85°F with gentle breezes
Warm 75-85°F with gentle breezes - 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.