Private pool home rentals across mainland Bradenton and on Anna Maria Island, minutes from Holmes Beach, Cortez and the bridge to Longboat Key. Room for the whole group, a heated screened pool that belongs to your stay alone, fenced yards, and a kitchen worth cooking in. You book here rather than through a listing site, which is what keeps the price where it is.

Looking for more space and a place that feels like your own? Our vacation homes in Bradenton and on Anna Maria Island give a group room to spread out, cook together, and slow down after a day at the beach. Most have a private heated pool, a fenced yard the kids and the dog can use, and a short drive to the white-sand beaches.

Browse the available pool homes and beach houses below, from small coastal cottages to roomy retreats near Holmes Beach, Cortez, and Longboat Key. Every listing shows live availability, and the rate you see is the rate you pay: cleaning fee and Florida lodging tax are itemized before you confirm, with nothing added at the last step.

Most of these houses are on the mainland. If you already know which side of town you want, start with West Bradenton for the shops and the short run to the bridges, or Northwest Bradenton for lakefront lots and quiet cul-de-sacs.