The Sandbox Cottage

Holiday planning

Easy getaway

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Father's Day Weekend Stays in Holmes Beach (Anna Maria Island)

Father's Day Weekend is made for beach time and simple meals.

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

Best for

Best for low-key family weekends with time outdoors.

Highlights

  • *A relaxed outdoor weekend with beach and pool time.
  • *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 Father's Day Weekend, start watching open dates about 5 to 8 weeks out.

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

Sample holiday rhythm

  • -Day 1: check in early, pool time, and a simple dinner in.
  • -Day 2: beach morning, nap or pool break, sunset walk.
  • -Day 3: pancakes, quick beach visit, and head out.

Local tips

Spend the morning on the beach, then grill or order takeout.

Catch a sunset walk to end the day.

Plan by month

Helpful links

Make Father's Day simple and sunny. Browse open dates.

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