1-2 Bedroom Anna Maria Vacation Rentals
Enjoy our selection of 1-2 bedroom Anna Maria Island rentals, perfect for a couples' or friends' getaway or small families! Prepare your meals in your kitchen and dining space, and splash the day away in the luxury of the on-site pool. Take part in nearby attractions and things to do near Holmes Beach and Bradnton Beach! Use our search filters below to find your ideal Anna Maria Island vacation rental.
Save money by avoiding third-party fees and get local support. Our team offers insider tips, exclusive deals, and a curated selection of vacation rentals for a stress-free Anna Maria Island getaway.
Benefits of a vacation rental vs a hotel?
Vacation rentals offer more space, privacy, and home-like amenities like full kitchens and private pools. They are ideal for families or extended stays and offer personalized experiences with fewer crowds.
How do you get to Anna Maria Island, FL?
Fly into Sarasota-Bradenton International Airport (SRQ), 30 minutes away, or Tampa International Airport (TPA), an hour away. To reach the island, rent a car, take a shuttle, or use rideshare services.
Frequently Asked Questions
Why Book Direct with Anna Maria Accommodations?Save money by avoiding third-party fees and get local support. Our team offers insider tips, exclusive deals, and a curated selection of vacation rentals for a stress-free Anna Maria Island getaway.
Benefits of a vacation rental vs a hotel?
Vacation rentals offer more space, privacy, and home-like amenities like full kitchens and private pools. They are ideal for families or extended stays and offer personalized experiences with fewer crowds.
How do you get to Anna Maria Island, FL?
Fly into Sarasota-Bradenton International Airport (SRQ), 30 minutes away, or Tampa International Airport (TPA), an hour away. To reach the island, rent a car, take a shuttle, or use rideshare services.
51 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
Palm Cay 6 by Anna Maria Island Accommodations 3000 Gulf Dr, Unit #6, Holmes Beach, 34217 VRC16-000127 Welcome to Palm Cay 6, a charming ground-level corner condo just a three-minute walk from the powdery sands of Holmes Beach! This one bedroom, one bath retreat features ocean-inspired decor, access to a shared heated pool, and a prime location i
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
Blue Lagoon 1 by Anna Maria Island Accommodations 6602 Holmes Blvd, Holmes Beach, FL 34217 VRC16-000166Welcome to Blue Lagoon 1, a charming vacation condo just a 4-minute walk from the white sands of Holmes Beach! Perfect for couples, friends, or small families, this condo offers one bedroom and one and a half bathrooms. Relax in the tropical commu
Little Dream by Anna Maria Accommodations 203 64th St, Unit B, Holmes Beach, FL 34217VRC16-000139Welcome to Little Dream! A charming one-bedroom, one-bath getaway just steps from the stunning Anna Maria Beaches! Located in a vibrant gated community, this cozy home offers easy access to beautiful beaches, local shops, and all the local favorite rest
Gulf Breeze Villa B by Anna Maria Island Accommodations 204 65th St, Unit B (East Unit), Holmes Beach, FL 34217 VRC16-000146 Escape to Gulf Breeze Villa B, a cozy one-bedroom, one-bathroom retreat just one block from the sparkling sands of Holmes Beach. Perfect for couples or small families, this charming ground-level villa features a private pool,
Coconuts Beachfront #112 by AMI Locals 100 73rd Street, Unit #112, Holmes Beach, FL 34217 VRC21-000175 Your dream beach vacation starts at Coconuts Beachfront #112, a stunning second-floor condo offering direct beach views from your private balcony! This one-bedroom, one-bath home provides easy access to pristine beaches, a shared pool with ample
Sunset Terrace 209 by Anna Maria Island Accommodations 2312 Gulf Drive, Unit #209, Bradenton Beach, FL 34217 TPL18-000456 Welcome to Sunset Terrace 209, a two-bedroom, two-bath beachfront condo in Bradenton Beach that’s perfect for couples or small families. This inviting Anna Maria Island accommodation features direct access to the sandy shorelin
Bo’s Beach Bungalow by Anna Maria Island Accommodations 306 N Shore Dr, Unit B, Anna Maria, FL 34216 Welcome to Bo’s Beach Bungalow, a two-bedroom, one-bath coastal villa in the heart of Anna Maria Island. This charming retreat is less than a five-minute walk from the soft white sands of Anna Maria City Beach and just a short stroll to Pine Avenue
Three Little Birds Cottage by Anna Maria Island Accommodations 308 56th St, Unit B, Holmes Beach, FL 34217 Welcome to Three Little Birds Cottage by Anna Maria Island Accommodations, a stylish two bedroom, two and a half bath modern retreat with a bonus loft, located just a five-minute walk from the pristine sands of Holmes Beach. Perfect for famili
Sun Daze by Anna Maria Island Accommodations 126 51st St, Unit B, Holmes Beach, FL 34217 VRC16-000103 Welcome to Sun Daze by Anna Maria Island Accommodations, a bright and inviting two-bedroom, two-bathroom villa perfectly located in the heart of Holmes Beach. This newly remodeled charming coastal retreat is just a three-minute walk to the beach an
Mermaid’s Retreat by Anna Maria Island Accommodations 104 29th St Unit 3, Holmes Beach, FL 34217 Welcome to Mermaid’s Retreat, a bright and inviting two-bedroom, one-bath Holmes Beach vacation rental by Anna Maria Island Accommodations, perfectly positioned just steps from the sugar-white sands of the Gulf of Mexico. This charming upper-level cond
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