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
48 properties available
Barefoot by the Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #3, Anna Maria, FL 34216VR18-000088Welcome 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, re
A Lil’ Nauti by Anna Maria Vacations457 62nd St, Holmes Beach, FL 34217VRC23-000061Welcome 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 H
Bayside Cutie at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #2, Anna Maria, FlVR18-000088Welcome 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
Shimmering Shores by Anna Maria Vacations5200 Gulf Dr Unit 102, Holmes Beach, FL 34217Welcome to Shimmering Shores, a recently refreshed 1-bedroom, 1-bath beachfront condo on Anna Maria Island. Nestled along the sugar-white sands of Holmes Beach, this elegant retreat features coastal-inspired decor, a king suite, a queen Murphy bed, and floor-to-ce
Whispering Waves West by Anna Maria Vacations 104 72nd Street Unit A, Holmes Beach, Florida 34217VRC16-000272Welcome 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 comfor
The Salty Perch at Runaway Bay by Anna Maria Vacations 1801 Gulf Dr, Unit 256, Bradenton Beach, FL 34217 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 cond
Whispering Waves East by Anna Maria Vacations 104 72nd Street Unit B, Holmes Beach, Florida 34217VRC16-000273Welcome 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 famil
Southern Breeze 5 by Anna Maria Vacations610 Rose St, Unit 5, Anna Maria, FL 34216VR16-000199Experience the relaxed coastal charm of Southern Breeze Number 5, a newly remodeled ground-level vacation home located at the end of Anna Maria Island! Just a short four-minute walk to Bean Point Beach, near Bayfront Park, this two-bedroom, one-bath retreat
Southern Breeze 3 by Anna Maria Vacations607 Fern Street, Unit 3, Anna Maria, FL 34126VR16-000199Experience 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
Southern Breeze 1 by Anna Maria Vacations607 Fern Street, Unit 1, Anna Maria, FL 34216VR16-000199Welcome 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
Coquina Beach Club Unit 204 by Anna Maria Vacations 1904 Gulf Drive North, Unit 204, Bradenton Beach, FL 34217 TPL19-000009 Experience the ultimate beachfront getaway at Coquina Beach Club Unit 204, a spacious two-bedroom, two-bathroom condo located in the heart of Bradenton Beach! Just steps from the pristine white sands of Anna Maria Island, thi
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