Anna Maria Island 1 – 2 Bedroom Vacation Rentals
Anna Maria Island has some of the most beautiful beaches and some of the best rental properties on the Gulf Coast. Below you will find our Anna Maria Island one and two-bedroom vacation rentals that are perfect for a romantic getaway or a small family vacation. Browse all of our inventory, if you can’t find what you are looking for, be sure to explore the rest of our Anna Maria Island vacation rental options. Below are some things our one and two-bedroom rentals offer.
- Free Wifi
- Spacious Homes and Condos
- Beautiful Gulf Views
- Clean and Sanitized Properties
41 properties available
Bright, breezy, and effortlessly warm – welcome to The Salty Perch – thoughtfully outfitted to be the backdrop to your favorite vacation memories. Designed for romantic escapes and small family getaways, this inviting one-bedroom, one-bath condo features a king bed in the primary suite and memory foam queen sleeper in the living room. Located steps
Welcome to Whispering Waves East, your tranquil Gulf front retreat in Holmes Beach! Nestled at the end of a quiet street, this duplex offers direct beach access, stunning water views, and a cozy atmosphere perfect for couples or small families. Featuring one bedroom, one bathroom, and a charcoal grill, this duplex provides modern comforts creating
Welcome to Barefoot by the Bay, a luxury ground-level villa offering one bedroom, two bathrooms, and a cozy den in a picturesque bayside setting! Located just across the street from beautiful Bay and within walking distance of the beach, restaurants and boutique shops, this charming villa combines laid-back coastal style with modern convenience. Re
Bayside Cutie at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088Welcome to Bayside Cutie, a charming bayside retreat on Anna Maria Island! This one-bedroom, one-bath condo offers a cozy and stylish escape just across the street from the breathtaking Bay beaches. Enjoy your own private patio where you can sip coffee or cocktails
Welcome to Whispering Waves West, a charming duplex just steps from Holmes Beach’s powdery Gulf sands! This cozy one-bedroom, one-bath oceanfront retreat offers direct beach access, outdoor dining options, a charcoal grill, and modern comforts, perfect for relaxing, enjoying spectacular sunsets, and creating unforgettable memories. Whether explorin
Welcome to A Lil’ Nauti, a charming ground level home nestled in the heart of Anna Maria Island! This recently updated one-bedroom, one-bath retreat offers a cozy atmosphere combined with outdoor adventures just steps from the bay and a short, 4-minute bike ride to Holmes Beach. Perfect for couples or small families. Enjoy a peaceful seaside escape
Blue Oasis by Anna Maria Vacations Holmes Beach Beachfront Retreat with Pool and Den VRC18-000117Welcome to Blue Oasis, a newly renovated coastal retreat just a short stroll from Holmes Beach and the shimmering Gulf of Mexico! This ground-level, two-bedroom, two-bath home features a versatile den for extra sleeping or lounging, along with a private
Southern Breeze 4 by Anna Maria Vacations VR16-000199Experience the charming coastal vibe of Southern Breeze 4, a newly renovated ground-level vacation home located on the north end of Anna Maria Island! Just a short four-minute walk to Bean Point Beach, near Bayfront Park, this two-bedroom, one-bath retreat offers a perfect getaway for families o
Tropical Terrace 3 by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000286 Welcome to Tropical Terrace 3, a beautifully updated two-bedroom, two-bath condo located just a two-minute stroll from the pristine beaches of Anna Maria Island! This coastal haven features stylish decor, balcony access, and all the comforts needed for a memorab
Sun Plaza West Unit 110 by Anna Maria Vacations Holmes Beach Beachside Condo VRC17-000125 Experience Island life at Sun Plaza West Unit 110, a charming beachfront condo nestled in Holmes Beach! This two-bedroom, two-bath home provides everything your family needs for a memorable beach vacation, with direct access to the most beautiful white sandy
Anna Maria Island Club 20 by Anna Maria Vacations VPR18-000068 / CND5105467 Welcome to Anna Maria Island Club 20, a charming beachfront condo with direct access to the sugar-white sands in Bradenton Beach! This two-bedroom, two-bath vacation home offers stunning water views and a spacious balcony where you can enjoy Gulf breezes and sunsets. Perfe
Shell Cove by Anna Maria Vacations Condo in Bradenton Beach, FL VRC22-000100 / CND5105467Experience True Beachfront — Newly Renovated, Offering Access to Anna Maria Island’s Most Coveted Views. Wake every day to the sound of the sea at Shell Cove, a beautifully updated two-bedroom, one and a half-bath condo with the beach at your doorstep. Thi
