Holiday planning
Summer kickoff
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Memorial Day Weekend Stays in Holmes Beach (Anna Maria Island)
Memorial Day Weekend marks the start of summer and pairs perfectly with beach time.
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 early summer escapes and long-weekend travelers.
Highlights
- *Beach days and a private pool to start summer right.
- *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 Weekend, start watching open dates about 6 to 10 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
Start with a beach morning, then use the pool to cool off.
Grab dinner on Bridge Street to end the day.
Plan by month
Helpful links
Start summer with a beach long weekend. Browse open dates.