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 21 properties available
Coco Cottage by Anna Maria Island Accommodations 113 Los Cedros Dr, Anna Maria, FL, 34216 Welcome to Coco Cottage, a welcoming 3 bedroom, 3 bath canal-front home designed for easy island living. Located just a 4-minute walk to Anna Maria Beach and moments from the shops and restaurants along Pine Avenue, this relaxing getaway blends coastal comfort
Hot HOT 34
Coco Cottage
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (4)
Jackie’s Cottage by Anna Maria Island Accommodations 209 N Harbor Dr, Holmes Beach, FL, 34217VRC18-000190Welcome to Jackie’s Cottage, a stunning one level canal front home with a private wet dock and dry dock, now showcasing recently updated interiors with modern furnishings and coastal decor. Just a block and a half from the pristine Gulf beaches
Hot HOT 34
Jackie's Cottage
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (10)
Shell We Dance by Anna Maria Island Accommodations 224 Chilson Ave, Anna Maria, FL 34216Experience the pinnacle of luxury on Anna Maria Island at Shell We Dance, part of our Exclusive Collection. This canal-front estate boasts six lavish bedrooms and six and a half bathrooms! Featuring a private pool, spa, rooftop deck with sweeping water views, an
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EXCLUSIVE COLLECTION
Shell We Dance
Anna Maria Pet Friendly
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (6)
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 33
Gypsy Sol
Anna Maria
Bedrooms 4 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (24)
Lavender Lagoon by Anna Maria Island Accommodations 123 Crescent Dr, Anna Maria, FL 34216VR22-000006Welcome to Lavender Lagoon, a beautiful canal front three-bedroom, two-bath vacation home tucked in the heart of Anna Maria. This waterfront retreat offers a private pool and spa, screened lanai, a backyard putting green, and a private dock ideal fo
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Lavender Lagoon
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (12)
Periwinkle Place by Exclusive Vacations 226 Periwinkle Plaza, Anna Maria, FL 34216 VR25-000004 Indulge in the ultimate luxury beach home at Periwinkle Place, part of our Exclusive Collection. This stunning estate in the heart of Anna Maria offers six spacious bedrooms and six and a half bathrooms. Just a five-minute walk from the pristine shoreline
EXCLUSIVE COLLECTION EXCLUSIVE COLLECTION
EXCLUSIVE COLLECTION
Periwinkle Place
Anna Maria Pet Friendly
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (1)
Triple Play by Anna Maria Island Accommodations 313 Iris Street, Anna Maria, Florida VR16-000416 Welcome to Triple Play, a canal-front 3-bedroom, 3-bath vacation home where you can enjoy three perfect ways to relax: a short walk to the beach, a refreshing dip in your private pool and spa, or fishing and kayaking right from your own docks. Located j
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Triple Play
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 6 guests
Rating 5 (30)
Sail Away by AMI Locals 241 Willow Avenue, Anna Maria, Florida 34216 VR19-000048 Welcome 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 des
Hot HOT 17
Sail Away
Anna Maria
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (12)
Silver King by Anna Maria Island Accommodations 316 Tarpon Street, Anna Maria, FL 34216 VR16-000118 Welcome to Silver King, a stunning four-bedroom, three-bathroom canal-front vacation home with a bonus bunk room, rooftop deck, and a backyard designed for endless fun. Located just four blocks from the Gulf beaches and three blocks from the charming
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Silver King
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (17)
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 43
Our Tern
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 6 guests
Rating 5 (15)
Honeywood House by Anna Maria Island Accommodations 243 Willow Ave, Anna Maria, FL 34216 Welcome to Honeywood House, a canal-front three-bedroom, four-bath vacation home with a private dock, pool, and spa. Located on scenic Bimini Bay, this pet-friendly retreat offers direct access to Tampa Bay by boat and is just a short ten-minute walk to the Gul
Hot HOT 30
Honeywood House
Anna Maria Pet Friendly
Bedrooms 3 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (10)
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 two spacious bedrooms, two ensuite bathrooms, and a private dock, this charming single-level retreat is perfect for families or small groups lookin
Hot HOT 41
Salty Soul
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 4 guests
Rating 5 (4)

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