
Holiday planning
Winter week
A Week Around Presidents' Day Weekend on Anna Maria Island (Holmes Beach)
Presidents' Day weekend is a good excuse for a full winter week at the beach.
Holmes Beach is central on the island, so day trips to Anna Maria City and Bradenton Beach stay easy.
Best for
Best for couples and friends looking for a February week in the sun.
Live calendar
Presidents' Day Weekend: Monday, February 15, 2027
Booked: the week of Presidents' Day Weekend is not open for a 7-night stay on the live calendar. The nearest open windows are Nov 13-20, 2026 and Nov 30 - Dec 16, 2026.
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
- *Warm afternoons and a relaxed beach-town rhythm in the middle of winter.
- *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 Presidents' 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 the Presidents' Day holiday weekend.
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
Mix a beach morning with an afternoon on a rental bike or the trolley.
End the day with a quiet swim; online bookings include pool heat ($150 for one week).
Plan by month
Helpful links
More holiday weeks
Other holidays on the island, or every holiday week.
Lock in a week around Presidents' Day. Browse open dates now.