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 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
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
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 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 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
Island Sunset by Anna Maria Vacations Condo in Bradenton Beach, FloridaVPL22-000095 / CND5105467Escape to Island Sunset, a stunning beachfront condo offering two bedrooms, two bathrooms, and direct beach access! Located in scenic Bradenton Beach, this third-floor residence boasts breathtaking views from a screened-in balcony, a shared pool, and cl
Southern Breeze 6 by Anna Maria VacationsVR16-000199Experience laid-back Florida charm at Southern Breeze 6, a newly remodeled ground-floor vacation home ideally located just a four-minute walk from the Golf beaches of Anna Maria Island! This two-bedroom, one-bath retreat offers a perfect blend of comfort, style, and outdoor fun, making it an excel
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
Southern Breeze 1 by Anna Maria VacationsVR16-000199Welcome to Southern Breeze 1, a chic ground-level vacation retreat located on the North end of Anna Maria Island! Just a short four-minute walk from Bean Point Beach, near Bayfront Park, this two-bedroom, one-bath home offers an ideal spot for families and friends to relax, explore, and soak up th
Sunset Terrace 104 by Anna Maria Vacations Condo in Bradenton Beach, FloridaVRC18-000065 / CND5105467 Welcome to Sunset Terrace 104, a beautiful beachfront condo perfect for your Anna Maria Island family vacation! This two-bedroom, two-bath retreat offers comfort, privacy, and a prime location just steps from Bradenton Beach, with direct beach acc
Bay Breezes at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088Welcome to Bay Breezes at Bayside Bungalow, a charming Anna Maria Island vacation rental offering two bedrooms, one bathroom, and a resort-style experience just steps from the beautiful bay and minutes to Anna Maria beaches! This delightful coastal retreat features a
