Holiday planning
Holiday week
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Winter Holiday Week Stays in Holmes Beach (Anna Maria Island)
Turn the holiday season into a full week of sunshine and beach walks.
Sandbox Beach House keeps the plan easy: private pool, beach access, and a cozy layout for small groups.
Best for
Best for families who want a full week of low-key holiday time.
Highlights
- *A full holiday week with warm days and relaxed nights.
- *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 Winter Holiday Week, start watching open dates about 12 to 16 weeks out.
If you can shift arrival by a day or two, a Saturday check-in can unlock more options.
Sample holiday rhythm
- -Arrival day: stock the kitchen, then unwind by the pool.
- -Midweek: beach mornings, easy lunches, and sunset walks.
- -One day: trolley ride to Bridge Street for dinner and dessert.
- -Departure day: early beach stroll and a final pool dip.
Local tips
Use the pool daily to keep everyone happy.
Mix beach time with one Pine Avenue afternoon.
Plan by month
Helpful links
Claim a Winter Holiday Week slot. Check open dates.