Holiday planning
School break
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Presidents' Week Stays in Holmes Beach (Anna Maria Island)
Presidents' Week is ideal for families who want warm weather without peak summer crowds.
Sandbox Beach House is a boutique 2BR/1.5BA in Holmes Beach with a heated pool and a short walk to the Gulf.
Best for
Best for families traveling during school break weeks.
Highlights
- *A full week of sun and simple family routines.
- *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 Presidents' Week, start watching open dates about 10 to 14 weeks out.
If you can shift arrival by a day or two, a Saturday arrival 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
Build in pool breaks between beach time to keep the week easy.
Plan one afternoon at Bridge Street for dinner and dessert.
Plan by month
Helpful links
Plan Presidents' Week early. Check open dates now.