Anna Maria Island 1 and 2 Bedroom Rentals

Perfect for couples and smaller family or friend groups.   Many of AMI Locals' available 1-2 bedroom rentals are located in resort-style properties, with shared pools and outdoor space.  This makes for an easy and fun vacation getaway, often without the normal nightly minimum requirements that larger rental homes may entail.   We also feature private 2 bedroom homes with no shared space so you can really rest and relax in peace.  Take a look at these charming options for your beach vacation and call us at 941-757-8226 if you have any questions about any of our properties!


Properties Available 39 properties available
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
Bayside Cutie at Bayside Bungalow
Villa Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (76)
Tradewinds Key West Style #9 by AMI Locals Vacation Rental License #TPL24-000119, CND5105469Welcome to Tradewinds Key West Style #9, a cozy 1-bedroom, 1-bathroom island escape located in the heart of Bradenton Beach on Anna Maria Island! Just a 3-minute stroll from the Gulf’s sugar-white sands, this adorable condo is perfect for couples seeking a p
Tradewinds Key West Style #9
Cottage
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (4)
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
Barefoot by the Bay at Bayside Bungalow
Villa Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (92)
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 scenic outdoor space perfect for relaxing, dining, and sunset watching. Located jus
Coconuts Beachfront #112
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (25)
Experience the ultimate beachfront escape at Water’s Edge 205, a beautifully renovated one-bedroom condo located directly on Anna Maria Island shores! Situated within a breathtaking beachfront complex, this unit offers partial ocean and pool views from a wall of sliding doors, a private oversized patio to unwind and listen to the waves, and a share
Water's Edge 205
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 4 guests
Rating 5 (8)
Welcome to Coconuts Poolside #115, a charming one-bedroom, one-bath condo perfectly situated just steps from Holmes Beach! This recently updated coastal retreat offers direct beach access, a community pool, and a screened-in lanai, ideal for couples or friends seeking a relaxing beachside escape. Located within walking distance of renowned restaura
Coconuts Poolside #115
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (39)
Welcome to Bay Cottage, a charming ground level waterfront duplex nestled along Bimini Bay in beautiful Anna Maria, Florida! This cozy one bedroom, one bath getaway is ideal for small groups, solo travelers, or couples seeking a peaceful escape from the water. Enjoy easy access to Bayfront Park and take a short walk to the quaint shops and dining a
Bay Cottage
Duplex Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (16)
Escape to Island Hideaway, a charming one-bedroom, one-bath home perfectly situated just a four-minute walk from Anna Maria Island’s stunning white sand beaches! This ground-level, fully accessible retreat boasts a private heated pool surrounded by lush tropical landscaping, making it an ideal romantic, small family, or solo escape. Enjoy a seclude
Island Hideaway
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (60)
Welcome to Coconuts Poolside #104! Enjoy the luxury of a dreamy one-bedroom, one-bathroom condo with direct access to the shared heated pool and just steps from the sands of Anna Maria Island beaches. Located in the heart of Holmes Beach, this modern ground-floor apartment combines cozy comfort, vibrant coastal decor, and ultimate convenience for y
Coconuts Poolside #104
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (45)
Sandy Pointe by AMI Locals VRC22-000111Welcome to Sandy Pointe, an adorable bayside condo just a 7-minute walk from Holmes Beach’s pristine sands and tranquil waters! Perfect for families or couples seeking a relaxing getaway, this two-bedroom, two-bathroom condo offers a private screened-in lanai, a refreshing shared pool, and a short walk to sho
Sandy Pointe
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (6)
Starfish Cove, B by AMI Locals Duplex in Holmes Beach, FLVRC21-000189Welcome to Starfish Cove, B, a charming beach-themed retreat in Holmes Beach! This two-bedroom, one-bath vacation home is ideal for small families seeking a cozy, functional escape just minutes from the shoreline. Located on Palm Drive, this home offers easy access to the Anna Mar
Starfish Cove, B
Duplex
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (4)
Salt and Sand at Hunter’s Point by AMI Locals Experience luxury and sustainability at Salt and Sand at Hunter’s Point, a brand new eco friendly community of single-family homes in Cortez! This magnificently designed coastal home features two bedrooms, two bathrooms, and high-end finishes throughout. Enjoy breathtaking canal views from the elevated
Salt and Sand at Hunter's Point
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Rating 5 (10)

Tell us what you're looking for and someone will contact you with available options.

I agree