Florida Property Finder › Sarasota & Manatee › Anna Maria Island
Sarasota & Manatee luxury homes
Anna Maria Island
Old Florida beach charm on a seven-mile island.
Luxury homes from $2M+
Living in Anna Maria Island
Anna Maria Island is a seven-mile barrier island on the Gulf with three small cities: Anna Maria at the north end, Holmes Beach in the middle and Bradenton Beach to the south. Height limits keep it low-rise, and most of the island still feels like the Florida of fifty years ago.
Luxury here means a newer elevated beach home a short walk to the sand, a canal-front home with a dock and boat lift, or a rare Gulf-front lot. Pine Avenue and Bridge Street give the island its walkable village centers, and the free island trolley runs end to end.
What people love
- Bean Point at the north tip, where the Gulf meets Tampa Bay
- Pine Avenue shops and dining, the City Pier and Bridge Street
- Canal homes with boat access to Tampa Bay and the Gulf
- Free island trolley, bikes and golf carts instead of traffic
- About 30 minutes to Sarasota Bradenton International Airport
Anna Maria Island market snapshot
Area: City of Anna Maria
Area: City of Holmes Beach
Area: City of Bradenton Beach
Source: Stellar MLS via MarketStats by ShowingTime. Rolling 12 months through October 2026, all property types. Data deemed reliable but not guaranteed. Figures cover all price points, not just luxury homes.
Before you buy in Anna Maria Island
I’m a licensed Florida broker, a licensed builder and a licensed insurance agent, so I look at every home the way a builder and an underwriter would before you write an offer. In Anna Maria Island, these are the things I check first.
My checklist here
- Elevation and flood zone. Newer homes are built up on pilings; older ground-level homes can cost far more to insure.
- Short-term rental rules differ between the three cities. Check them before you count on rental income.
- Seawall and dock condition on canal lots.
- Wind mitigation features (roof straps, impact windows) that lower insurance premiums.
Find your home in Anna Maria Island
Tell me your price range and must-haves. I’ll send hand-picked homes, including coming soon and pending ones, and set up private showings.