Holiday planning
Summer kickoff
A Week Around Memorial Day Weekend on Anna Maria Island (Holmes Beach)
Memorial Day weekend marks the start of summer, and a full week lets you enjoy it without the rush.
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 trips that take in the holiday weekend.
Live calendar
Memorial Day Weekend: Monday, May 31, 2027
Booked: the week of Memorial Day Weekend is not open for a 7-night stay on the live calendar. The nearest open windows are Jul 12-24, 2027 and Aug 7-14, 2027.
In this rate period, the online booking needs a Saturday check-in; check-out can be any day, as long as the stay is at least 7 nights. For another arrival day, call the BeachRentals.Mobi office at 941-778-1979.
Highlights
- *Beach days and a private pool to start summer right.
- *Private saltwater pool. Pool heat is added to online bookings by default ($150 for a one-week stay; the office adjusts it for longer stays). You can decline it - just ask the office.
- *Direct beach access one house off the beach, with no road to cross.
- *Central Holmes Beach base, with Pine Avenue and Bridge Street an easy trolley ride or drive away.
- *One dog up to 35 lb is welcome with approval. The $150 per week pet fee is charged at booking.
Timing and open dates
For Memorial Day Weekend, start watching open dates about 8 to 12 weeks out.
Every stay is at least 7 nights, with check-in at 4 PM and checkout at 10 AM, so choose a week that includes Memorial Day.
Sample holiday rhythm
- -Arrival day: check in at 4 PM, stock the kitchen, and walk to the beach for sunset.
- -Holiday days: you are already settled in, so skip the holiday traffic and spend them on the beach, by the pool, and at dinner out.
- -Quieter days: slow mornings, pool afternoons, and a trolley ride to Anna Maria City or Bridge Street.
- -Last morning: one more swim and a 10 AM 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
More holiday weeks
Other holidays on the island, or every holiday week.
Start summer with a beach week. Browse open dates.