New Vacation Rentals on Anna Maria Island

June 29, 2026

New Vacation Rentals on Anna Maria Island

AMI Locals just welcomed four new homes to the family, from a North End luxury build to a water view condo just over the bridge in Bradenton. Vacationing like a local has always meant golf cart rides over rental cars, trolley stops over traffic, and the restaurants regulars actually go to, and these four homes drop you right into that rhythm. Everyone books fastest and cheapest, straight through AMI Locals!

Hardin Hideaway

Quick look: 5 BR / 5.5 BA · Anna Maria North End · Private pool, spa, rooftop deck

On Anna Maria’s quiet North End, Hardin Hideaway is brand-new construction and part of the Exclusive Vacations Collection within the AMI Locals portfolio. Five bedrooms and five and a half baths span three elevator-connected levels, with a private heated pool and spa, a rooftop deck with Gulf views, and a backyard putting green. Walk two blocks to Pine Avenue’s shops and restaurants like The Waterfront and The Donut Experiment, or five minutes to Anna Maria City Beach.

Book Hardin Hideaway direct →

Buddy Beach House

Quick look: 4 BR / 3 BA · Holmes Beach · Pet-friendly, 30-night minimum

Buddy Beach House brings four bedrooms and three baths to Holmes Beach, eight minutes from the beach and built for the long haul. It’s pet friendly with host approval, sets a 30-night minimum that makes it a snowbird favorite, and comes with a private pool and spa, an in-pool bar table, and covered outdoor dining. Pine Avenue and the free island trolley are both close by.

Book Buddy Beach House direct →

Mermaid Dreams

Quick look: 2 BR / 2 BA · Bradenton · Private heated pool

Just over the bridge in Bradenton, Mermaid Dreams is a two-bedroom, two-bath retreat with a private heated pool, minutes from Anna Maria Island’s Gulf beaches and the kayak trails of Robinson Preserve. A quieter, more affordable home base with the island still close at hand.

Book Mermaid Dreams direct →

Flip’n Fun

Quick look: 3 BR / 3 BA · One Particular Harbor, Bradenton · Water views, community pool

Inside the gated One Particular Harbor community, Flip’n Fun is a three-bedroom, three-bath condo with water views off a screened lanai, a community pool and splash pad, and beach access about a mile away on Anna Maria Island. Stay 30 nights or longer and you’ll unlock the exclusive Harbor Isle Beach Club, with its private beach, sky bar, and kayak launch.

Book Flip’n Fun direct →

Book Direct, Always

All four homes are open for booking now, and everything costs less when you book direct with AMI Locals! No third-party fees, just the local rate and a team that actually lives here. Browse AMI Locals’ Things to Do guide for more ways to fill the trip.