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.
48 properties available
Welcome 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 restaurants. Perfect for a romantic escape or a peaceful retreat in the heart of Anna Maria Island. E
Coconuts Beachfront #112 by AMI Locals Vacation Rental License #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 lounge chairs, and a sceni
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, relaxing outdoor spaces, and dog-friendly accommodations so everyone in your group can join the fun. Enjoy peaceful island l
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 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 community setting with access to a large, heated pool complete with a waterfall and tiki hut. Whether you wa
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 in the heart of Holmes Beach with dining, shopping, and outdoor activities. Perfect for couples or solo tr
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
Stormalong Bay by Anna Maria Island Accommodations Welcome to Stormalong Bay by Anna Maria Island Accommodations, a vibrant two bedroom, two and a half bath vacation home with a bonus room, just a five-minute walk from the pristine sands of Holmes Beach. Perfect for families and groups, this island retreat offers endless fun and comfort with a priv
Seabreeze D by Anna Maria Island Accommodations VRC16-000111Welcome to Seabreeze D, a charming two-bedroom, two-bath vacation condo perfectly situated in the heart of Holmes Beach on Anna Maria Island. This inviting second level retreat offers water views from the balcony, a bright open living area, and access to a refreshing community pool. Just a
Ob La Di Ob La Da by Anna Maria Island Accommodations Welcome to Ob La Di Ob La Da by Anna Maria Island Accommodations, a cheerful two-bedroom, two-bathroom ground-level retreat in the heart of Holmes Beach! This cozy bungalow radiates charm and good vibes, just like the iconic Beatles tune “life goes on.” Whether you’re sipping morning coffee on t
Sand and Sea 113 A by Anna Maria Island Accommodations VR16-000423 Welcome to Sand and Sea 113 A, a charming two-bedroom, one-bath ground-level condo just a one-minute walk from Anna Maria Beach and two blocks from Pine Avenue. With a private patio, outdoor shower, and access to a large shared pool, this Anna Maria Island accommodation is perfect f
The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations VRC20-000171Discover your ultimate beach vacation at The Twins Hideaway at Sun Plaza West, a beautifully updated two-bedroom, two-bath condo nestled directly in Holmes Beach on Anna Maria Island! Just steps from the stunning Gulf beaches, this oceanfront residence offers a per
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