Holiday planning
Summer finale
🌞
Labor Day Weekend Stays in Holmes Beach (Anna Maria Island)
Labor Day Weekend is a great way to close out summer with sunshine.
Stay in central Holmes Beach with a private pool, a calm neighborhood feel, and easy access to Pine Avenue and Bridge Street.
Best for
Best for end-of-summer long weekends with beach time.
Highlights
- *Late-summer beach days with a calm island pace.
- *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 Labor Day Weekend, start watching open dates about 6 to 10 weeks out.
If you can shift arrival by a day or two, a Thursday or Friday 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
Take a morning beach walk, then cool off in the pool.
Head to Pine Avenue for an easy dinner plan.
Plan by month
Helpful links
Plan a Labor Day beach weekend. Browse open dates.