Anna Maria Island to Bradenton Vacation Rentals

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Anna Maria Island and Bradenton Area Vacation Rentals By Owner

Welcome to the Anna Maria Island - Bradenton - Gulf Islands area, where pristine beaches and coastal charm invite you to unwind! Discover a variety of vacation rentals, from beachfront cottages to luxurious homes, and start your perfect beachside escape. From Anna Maria, Longboat Key and Bradenton areas start your search below!

Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach

Holmes Beach Vacation Rentals
3/BR 2/BA SLEEPS 6

Coveside Cottage

Holmes Beach Vacation Rentals
3/BR 2/BA SLEEPS 6

Seaside Escape

Bradenton Beach Vacation Rentals
7/BR 6/BA SLEEPS 16

Stormalong Bay

Holmes Beach Vacation Rentals
2/BR 2.5/BA SLEEPS 6

CREEKSIDE PALMS: 4 mi. to ANNA MARIA ISLAND, Sleeps 14, Heated Pool, Fishing, Kayak and Beach Gear!

Bradenton Vacation Rentals
4/BR 3/BA SLEEPS 14

New! Waterfront Views w/Private Heated Pool/Spa & Luxury Resort Amenities Sleeps 16

Anna Maria Vacation Rentals
6/BR 4/BA SLEEPS 16

Hip Nautic

Anna Maria Vacation Rentals
4/BR 4.5/BA SLEEPS 8

Alecassandra Vacation Villas - From $300 Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12

Bradenton Beach Vacation Rentals
4/BR 4/BA SLEEPS 12

Villa Sandpiper

Holmes Beach Vacation Rentals
3/BR 2.5/BA SLEEPS 6
Highlighted

Sirenia Beach House - We're Open! - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches

Anna Maria Vacation Rentals
4/BR 3/BA SLEEPS 10
Highlighted

Sirenia By The Sea - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach

Anna Maria Vacation Rentals
5/BR 5/BA SLEEPS 12

Large Heated Pool, 2 Master-Bedroom suites, Very Close to Gulf Beach

Anna Maria Vacation Rentals
4/BR 3.5/BA SLEEPS 8

Sunset Shores

Holmes Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Seaside Inn

Anna Maria Vacation Rentals
3/BR 2/BA SLEEPS 6

Starfish

Holmes Beach Vacation Rentals
3/BR 2.5/BA SLEEPS 6

A Coastal Paradise

Bradenton Vacation Rentals
3/BR 2/BA SLEEPS 7

Beach to Bay

Bradenton Beach Vacation Rentals
6/BR 5.5/BA SLEEPS 18

Sea Glass Villa

Holmes Beach Vacation Rentals
2/BR 1/BA SLEEPS 6

LaPlage 9

Holmes Beach Vacation Rentals
3/BR 2.5/BA SLEEPS 6

Paradise Bound

Anna Maria Vacation Rentals
4/BR 4/BA SLEEPS 8