The Sandbox Cottage

Seasonal guide

No-car days

S

Walkable Season in Holmes Beach (Anna Maria Island)

Walkable season is all about leaving the car parked and exploring on foot.

A heated pool, walkable dining pockets, and a laid-back neighborhood keep the stay simple.

Best for

Best for travelers who want to park the car and walk.

Highlights

  • *Walk to the beach, coffee, and casual dining.
  • *Private heated pool for a calm reset between outings.
  • *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 walkable season travel, start watching open dates about 4 to 8 weeks out.

If you can shift arrival by a day or two, a Sunday check-in can open more options.

Sample stay rhythm

  • -Day 1: arrive, beach walk, and a relaxed dinner nearby.
  • -Day 2: beach morning, pool reset, and sunset on the Gulf.
  • -Day 3: coffee on Pine Avenue, last swim, checkout.

Local tips

Plan a morning coffee run on Pine Avenue.

Walk to the beach at sunset for the best light.

Plan by month

Helpful links

Plan a walkable island week. Browse open dates.

Check Availability