Holiday planning
Long weekend
🥧
Thanksgiving Weekend Stays in Holmes Beach (Anna Maria Island)
If you only have the long weekend, keep the plan simple and beach-first.
Sandbox Beach House keeps the plan easy: private pool, beach access, and a cozy layout for small groups.
Best for
Best for short holiday getaways and post-dinner beach walks.
Highlights
- *A quick holiday reset with beach walks 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 Thanksgiving Weekend, start watching open dates about 8 to 12 weeks out.
If you can shift arrival by a day or two, a Thursday arrival can unlock more options.
Sample holiday rhythm
- -Day 1: arrive, settle in, and take a sunset walk on the beach.
- -Day 2: beach morning, pool reset, then dinner around Bridge Street.
- -Day 3: coffee on Pine Avenue, one more swim, easy checkout.
Local tips
Plan a morning beach walk, then relax poolside.
Wrap the day with an easy dinner near Bridge Street.
Plan by month
Helpful links
Plan a short Thanksgiving beach break. Check open dates.