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
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 home 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 seekin
Hot HOT 70
Banyan Manor
Anna Maria
Bedrooms 4 BR
Bathrooms 4 BA
Guests 8 guests
Rating 4.9 (31)
The Curated Palm by Anna Maria Island Accommodations 520 Kumquat Drive, Anna Maria, FL 34216 Welcome to The Curated Palm, a four bedroom, four and a half bath luxury canal-front home designed for multi-family vacations, group getaways, and extended stays. This stunning retreat offers resort-style outdoor living with a private saltwater pool, oversi
Hot HOT 65
The Curated Palm
Anna Maria
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (3)
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 39
Coco Cottage
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (4)
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
Hot HOT 46
Silver King
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (17)
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 30
Hammock Dreams
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (8)
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 47
Salty Soul
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 4 guests
Rating 5 (4)
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
Hot HOT 34
Lavender Lagoon
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (12)
Acquaviva by Anna Maria Island Accommodations 310 Tarpon St, Anna Maria, Florida Welcome to Acquaviva, a stunning canal-front retreat that captures the essence of Anna Maria Island. This elegant three bedroom, three bath home offers a private dock for boating and wildlife watching, a sparkling pool, and a bonus game room. It's all just a short walk
Hot HOT 41
Acquaviva
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 6 guests
Rating 5 (11)
North End Zen by Anna Maria Island Accommodations 112 Hammock Rd, Anna Maria, FL 34216 VR16-000360 Welcome to North End Zen, a newly renovated four-bedroom, three-bath canal front retreat just a five-minute walk to Anna Maria Beach and steps from Pine Avenue’s boutique shops, cafes, and waterfront dining. Perfect for families and groups, this Anna
Hot HOT 40
North End Zen
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (28)
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 36
Gypsy Sol
Anna Maria
Bedrooms 4 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (24)
Highlights • Canal front with private dock• Less than a 10-minute walk to the beach• Private pool with in-ground spa• Poolside bar• ElevatorBayshores by Anna Maria Island Accommodations228 S Harbor DrHolmes Beach, FL 34217VRC18-000040Step into a slice of Old Florida at Bayshores, a charming three-bedroom, three-bathroom canal front retreat nestled
Hot HOT 26
Bayshores
Holmes Beach
Bedrooms 3 BR
Bathrooms 3 BA
Guests 6 guests
Rating 5 (38)
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 31
Jackie's Cottage
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (10)

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