The Sandbox Cottage

Holiday planning

Holiday escape

🎄

Christmas Stays in Holmes Beach (Anna Maria Island)

Christmas on the beach is simple, sunny, and stress-free.

Holmes Beach is central on the island, so day trips to Anna Maria City and Bradenton Beach stay easy.

Best for

Best for families who want a warm, relaxed holiday.

Highlights

  • *A warm Christmas with beach walks and quiet evenings.
  • *Private heated pool for off-beach time.
  • *Walk to the Gulf without crossing busy roads.
  • *Central Holmes Beach base near Pine Avenue and Bridge Street.
  • *Dog friendly for well-behaved pups 35 lbs or less.

Timing and open dates

For Christmas, start watching open dates about 12 to 16 weeks out.

If you can shift arrival by a day or two, a Saturday or Sunday check-in can unlock more options.

Sample holiday rhythm

  • -Arrival day: stock the kitchen, then unwind by the pool.
  • -Midweek: beach mornings, easy lunches, and sunset walks.
  • -One day: trolley ride to Bridge Street for dinner and dessert.
  • -Departure day: early beach stroll and a final pool dip.

Local tips

Start the morning with a beach walk before holiday meals.

Use the pool for a midday reset.

Plan by month

Helpful links

Plan a sunny Christmas on AMI. Browse open dates.

Check Availability