The Sandbox Cottage

Holiday planning

Family holiday

🦃

Thanksgiving Stays in Holmes Beach (Anna Maria Island)

Thanksgiving feels lighter when the plan includes beach time and fresh air.

The Sandbox is a relaxed, dog-friendly home base with a heated pool and walk-to-beach access.

Best for

Best for families who want a warm-weather Thanksgiving.

Highlights

  • *A warm, beachy Thanksgiving with room to relax.
  • *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, start watching open dates about 10 to 14 weeks out.

If you can shift arrival by a day or two, a Saturday or Sunday 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

Keep Thanksgiving Day simple with a morning beach walk.

Use the pool for downtime after meals.

Plan by month

Helpful links

Make Thanksgiving sunny this year. Check open dates.

Check Availability