Holiday planning
School break
🍂
Fall Break Stays in Holmes Beach (Anna Maria Island)
Fall Break offers warm weather and a calmer island feel.
Holmes Beach is central on the island, so day trips to Anna Maria City and Bradenton Beach stay easy.
Best for
Best for families looking for warm fall travel.
Highlights
- *Warm fall days with less crowded beaches.
- *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 Fall Break, start watching open dates about 8 to 12 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
Add a Pine Avenue afternoon between beach days.
Keep evenings simple with pool time and an early dinner.
Plan by month
Helpful links
Plan a Fall Break week early. Browse open dates.