Anna Maria Island Canal Front Vacation Rentals

Canalfront Rentals on Anna Maria Island...

There are a handful of great canals and plenty of amazing canalfront homes on Anna Maria Island. Renting a home on a canal affords your family the opportunity to live like a local and experience the luxury of being able to walk right out your back door to enjoy a variety of watersports from fishing, to boating, or simply kayaking and paddle boarding. All of our canalfront homes have pools and some have hot tubs. Get ready to explore Anna Maria Island by water for an experience you won't forget.


Properties Available 23 properties available
Highlights • Canal front • 5-minute walk to the beach • Rooftop deck • Private pool with in-ground spa • Outdoor living space Aqua Bay by Anna Maria Vacations 217 North Harbor Drive Holmes Beach, Florida Welcome to Aqua Bay! This luxurious canal-front home has four bedrooms and three bathrooms, providing guests with a relaxing and top-notch getaway
Hot HOT 26
Aqua Bay
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (16)
Hammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd, Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Dreams! Escape to the peaceful island lifestyle at Hammock Dreams, a stunning canal-front home nestled in the heart of Anna Maria. With three bedrooms, two bathrooms, and a private pool, this tropical retreat is ideal for families
Hot HOT 47
Hammock Dreams
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (7)
Silver King by Anna Maria Island Accommodations 316 Tarpon St Anna Maria, FL 34216 VR16-000118 Welcome to Silver King, a canal-front home with stunning views just four blocks from the beach! The putting green in the front yard invites you to practice your short game or challenge your guests to a friendly competition. Your backyard oasis features a
Hot HOT 55
Silver King
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (16)
Coco Cottage by Anna Maria Island Accommodations 113 Los Cedros Dr., Anna Maria, Florida Welcome to Coco Cottage, your ideal family retreat located on a peaceful canal-front lot just four minutes from the white-sand beaches of Anna Maria Island. With three bedrooms plus a bonus room, a private heated pool, and easy access to Pine Avenue, this vibra
Hot HOT 31
Coco Cottage
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (4)
Our Tern by Anna Maria Island Accommodations111 Tern Dr, Anna Maria, Florida 34216VR22-000023Welcome to Our Tern, a gorgeous canal-front vacation home on the north end of Anna Maria Island! This three bedroom, three and a half bath retreat offers a private dock, sparkling pool and hot tub, and multiple outdoor living spaces, making it the perfect s
Hot HOT 36
Our Tern
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 6 guests
Rating 5 (13)
Salty Soul by Anna Maria Island Accommodations 26 Seaside Ct, Holmes Beach, FL Welcome to Salty Soul, your family’s canal-front island escape located in beautiful Holmes Beach on Anna Maria Island. With 2 spacious bedrooms, 2 ensuite bathrooms, and a private dock, this charming single-level retreat is perfect for families or small groups looking to
Hot HOT 32
Salty Soul
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 4 guests
Rating 5 (4)
Banyan Manor by Anna Maria Island Accommodations 219 Chilson Ave, Anna Maria, FL 34216 VR20-000064 Welcome to Banyan Manor, a stunning canal-front vacation rental on the north end of Anna Maria Island. With four bedrooms, four bathrooms, a private 50-foot dock, and a resort style backyard, this luxury retreat is perfect for families and groups seek
Hot HOT 47
Banyan Manor
Anna Maria
Bedrooms 4 BR
Bathrooms 4 BA
Guests 8 guests
Rating 5 (30)
The Curated Palm by Anna Maria Island Accommodations 520 Kumquat Drive, Anna Maria, Florida Welcome to The Curated Palm, a luxury four bedroom waterfront retreat on Anna Maria Island designed for group getaways, family vacations, and extended stays. Featuring a private saltwater pool with an oversized spa, a deep-water dock, and a gourmet kitchen,
Hot HOT 59
The Curated Palm
Anna Maria
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Sail Away by AMI Locals241 Willow Avenue, Anna Maria, Florida 34216VR19-000048Welcome to Sail Away, a spectacular six bedroom, six and a half bath canal-front luxury home in the heart of Anna Maria Island. With a private dock, a resort style pool with a swim up bar, and a rooftop deck showcasing stunning island views, this vacation rental is design
Hot HOT 27
Sail Away
Anna Maria
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (12)
Yacht Sea by Anna Maria Island Accommodations 50 N Shore Dr Anna Maria, FL 34216 VR21-000021 Welcome to Yacht Sea, a spectacular four bedroom, four and a half bath Canal front luxury home on the coveted north end of Anna Maria Island. Just a 5-minute stroll to the sugar-white sands of the Gulf, this pet-friendly retreat boasts a private dock, heat
Hot HOT 30
Yacht Sea
Anna Maria Pet Friendly
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (6)
Salty Seagull at Hunter’s Point by AMI Locals4321 Marina View Way, Cortez, FL 34215Enjoy an unforgettable island escape at Salty Seagull at Hunter’s Point, a brand-new canal-front vacation home just one mile from Anna Maria Island’s iconic beaches. This three bedroom, two and a half bath residence is located in an exclusive new sustainable communit
Hot HOT 17
Salty Seagull at Hunter's Point
Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Bathrooms 1 Half Bath
Guests 9 guests
Rating 5 (21)
Gypsy Sol by Anna Maria Island Accommodations 516 Loquat Dr, Anna Maria, FL, 34216 VR18-000034 Welcome to Gypsy Sol, a four bedroom, two bath canal-front vacation home with a private pool, hot tub, and ping pong table. Located less than a mile from Anna Maria Island Beach and the AMI City Pier, this home is perfect for families and friends looking
Hot HOT 74
Gypsy Sol
Anna Maria
Bedrooms 4 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (24)

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