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
36 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 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
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
Sunny Side Up by Anna Maria Vacations Bradenton Beach Beachside DuplexVRC16-000153 / DWE5105831Discover Sunny Side Up, a vibrant and inviting retreat nestled in the heart of Bradenton Beach, just three minutes from Anna Maria Island’s white sandy beaches. This spacious two-bedroom, two-bath duplex offers a relaxed island vibe with a private outdoor
Gulf Shores #106 by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000081 Welcome to Gulf Shores #106, a beautiful two-bedroom, two-bath beachfront condo perfectly positioned in the heart of Holmes Beach on Anna Maria Island. Enjoy direct beach access and a screened-in balcony with stunning views of the Gulf of Mexico, where you can watc
Salty Dog by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC17-000089 Escape to Salty Dog, a cozy and cheerful two-bedroom, one-bath duplex just a two-minute walk from Holmes Beach! This inviting retreat offers a private heated saltwater pool, dog-friendly policy, and all the essentials for a relaxing beach getaway. Perfect for small fa
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
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
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
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
