Holiday planning
Winter escape
🌬️
Midwinter Break Stays in Holmes Beach (Anna Maria Island)
Midwinter is a great time to trade cold days for a week of beach sun.
Holmes Beach is central on the island, so day trips to Anna Maria City and Bradenton Beach stay easy.
Best for
Best for a winter week of warm afternoons and beach walks.
Highlights
- *A February week of warm afternoons and easy days.
- *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 Midwinter Break, 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 matches your midwinter break.
Sample holiday rhythm
- -Arrival day: stock the kitchen, then unwind by the pool.
- -Midweek: beach mornings, easy lunches, and sunset walks.
- -One day: trolley ride to Bridge Street for dinner and dessert.
- -Departure day: early beach stroll and a final pool dip.
Local tips
Plan a morning beach walk, then an afternoon swim; online bookings add pool heat automatically ($150 for one week).
End the day with a sunset stroll.
Plan by month
Helpful links
More holiday weeks
Other holidays on the island, or every holiday week.
New Year's Week in Holmes Beach: A 7-Night Stay Over the HolidaysA Week Around MLK Weekend on Anna Maria Island (Holmes Beach)A Week Around Presidents' Day Weekend on Anna Maria Island (Holmes Beach)Presidents' Week Stays in Holmes Beach (Anna Maria Island)A Week Around Valentine's Weekend on Anna Maria Island (Holmes Beach)Spring Break Stays in Holmes Beach (Anna Maria Island)
Plan a midwinter beach week. Browse open dates.