Holiday planning
Early summer
☀️
Memorial Day Week Stays in Holmes Beach (Anna Maria Island)
Stretch Memorial Day into a full week of sun and easy routines.
The Sandbox is a relaxed, dog-friendly home base with a heated pool and walk-to-beach access.
Best for
Best for travelers who want a full week to ease into summer.
Highlights
- *A full week to settle into summer beach rhythms.
- *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 Memorial Day Week, 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 to break up beach days.
Keep evening plans flexible with poolside downtime.
Plan by month
Helpful links
Book a Memorial Day Week on AMI. Check open dates now.