Holiday planning
Spooky season
🎃
Halloween Week Stays in Holmes Beach (Anna Maria Island)
Halloween Week on the island means beach mornings and cozy evenings.
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 who want a warm-weather Halloween week.
Highlights
- *Warm days and easy nights during spooky season.
- *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 Halloween Week, start watching open dates about 6 to 10 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
Keep afternoons free for pool time and easy dinners.
Plan one day for shopping and snacks on Pine Avenue.
Plan by month
Helpful links
Plan a warm Halloween Week escape. Check open dates.