The Sandbox Cottage

Holiday planning

Weeklong stay

🍁

Thanksgiving Week Stays in Holmes Beach (Anna Maria Island)

A full Thanksgiving Week gives you space to unwind before and after the holiday.

A heated pool, walkable dining pockets, and a laid-back neighborhood keep holiday trips simple.

Best for

Best for families who want a full holiday week on the beach.

Highlights

  • *A full week to relax, cook, and enjoy the beach.
  • *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 Thanksgiving Week, start watching open dates about 12 to 16 weeks out.

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

Sample holiday rhythm

  • -Arrival day: groceries, quick beach walk, and a calm pool dip.
  • -Midweek: slow mornings, beach time, and a sunset dinner out.
  • -One day: explore Anna Maria City or Bradenton Beach by trolley.
  • -Last day: sunrise stroll, pack up, and head home refreshed.

Local tips

Plan a Pine Avenue afternoon for coffee and browsing.

Keep evenings easy with pool time and a simple meal.

Plan by month

Helpful links

Secure a Thanksgiving Week stay early. Browse open dates.

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