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
37 properties available
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 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
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
Whim Sea by AMI Locals Vacation Rental License #STR23-00173 Welcome to Whim Sea, your luxurious top floor penthouse escape in the exclusive gated community of One Particular Harbor at Margaritaville! This stunning residence features two spacious primary suites, two bathrooms, and panoramic sunrise views over the marina and mangroves. A short drive
Welcome to Beach Isle, a beautiful two-bedroom, two-bath home just a short walk to the pristine Anna Maria Island beaches! This inviting beach retreat features a secluded backyard oasis with a private heated pool, spa, sun shelf, and tiki table, making it the perfect spot to unwind after days of sun and sand. Located near excellent restaurants, sho
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
Capri Condo D by Anna Maria Vacations Condo in Bradenton Beach, FloridaTPL21-000044 / CND5105467Welcome to Capri Condo D, a bright and inviting beachfront vacation rental perfectly positioned on the soft white sands of Bradenton Beach. With panoramic 180° water views, direct beach access, and a charming balcony ideal for watching the sun rise and s
Beachy Butterfly by Anna Maria Vacations Condo in Holmes Beach, Florida VRC24-000089Welcome to Beachy Butterfly, a charming two-bedroom, two-bath condo located in the heart of Holmes Beach on beautiful Anna Maria Island. Just a 8-minute walk to the pristine Gulf shoreline, this recently refreshed retreat offers guests access to a community pool, te
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 3 by Anna Maria VacationsVR16-000199Experience the relaxed elegance of Southern Breeze 3, a newly remodeled ground-level vacation home perfectly located just a short walk from Bean Point Beach and Bayfront Park. Situated at the tip of Anna Maria Island, this two-bedroom, one-bath retreat offers a stylish, family-friendly getaway wit
