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 25 properties available
Highlights • 5-minute walk to the beach • Newly renovated • Private dock • Private pool • Outdoor shower North End Zen by Anna Maria Island Accommodations 112 Hammock Rd Anna Maria, FL 34216 VR16-000360 We warmly welcome you to North End Zen, a four bedroom and three bathroom escape! This stunning canal-front home is a haven for travelers in search
Hot HOT 55
North End Zen
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (28)
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 wal
Hot HOT 69
Acquaviva
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 6 guests
Rating 5 (11)
Highlights • Canal Front • 1-mile from the Beach • Private Pool and Hot Tub • Ping pong tableGypsy Sol by Anna Maria Island Accommodations 516 Loquat Dr Anna Maria, FL 34216 VR18-000034 Welcome to Gypsy Sol, a stunning canal-front vacation rental with a ping pong table, private hot tub, and pool less than a mile from the AMI City Pier and a
Hot HOT 46
Gypsy Sol
Anna Maria
Bedrooms 4 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (22)
Highlights • 2-minute walk to the beach • Private pool with in-ground spa • Waterslide • Private dock can accommodate up to 30ft boat • Brand-new putting green • BBQ grill • Backyard Tiki hut • Beach chairs and a beach cart • Dog friendly with approval and additional fee Tortuga Bay by AMI Locals 9405 Gulf Dr Anna Maria, Florida VR16-000460 Welco
Hot HOT 19
Tortuga Bay
Anna Maria Pet Friendly
Bedrooms 5 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (47)
Banyan Manor by Anna Maria Island Accommodations 219 Chilson Ave Anna Maria, FL 34216VR20-000064Welcome to Banyan Manor! This stunning four-bedroom, four-bath canal-front vacation rental on Anna Maria Island is a dream retreat. Just a five-minute walk from the pristine Gulf of Mexico and within easy reach of the north end's popular restaurants and
Hot HOT 68
Banyan Manor
Anna Maria
Bedrooms 4 BR
Bathrooms 4 BA
Guests 8 guests
Rating 5 (28)
Jackie’s Cottage by Anna Maria Island Accommodations Holmes Beach Canal Front Retreat with Dock VRC18-000190Welcome to Jackie’s Cottage, a stunning 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, this
Hot HOT 26
Jackie's Cottage
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (10)
Dancing with the Star by Anna Maria Island Accommodations 244 Willow Ave, Anna Maria, Florida Welcome to Dancing with the Star, a stunning 6-bedroom, 6-bathroom canal front home on beautiful Anna Maria Island. Designed for families of all shapes and sizes, this newly constructed gem blends upscale beach vibes with modern comforts. Located just an
Hot HOT 41
Dancing with the Star
Anna Maria Pet Friendly
Bedrooms 6 BR
Bathrooms 6 BA
Guests 8 guests
Rating 5 (1)
Highlights • Canal front home • Private pool • Washer and dryer • Dog friendly with host approval and $250 pet feeLove Shack by Anna Maria Island Accommodations 317 Tarpon St Anna Maria, FL 34216VR16-000399Welcome to Love Shack, an inviting canal-front home with a private pool less than a five-minute drive to Palmetto Ave Beach. This rental has th
Hot HOT 26
Love Shack
Anna Maria Pet Friendly
Bedrooms 3 BR
Bathrooms 3 BA
Guests 6 guests
Rating 5 (3)
The Curated Palm by Anna Maria Island Accommodations520 Kumquat Drive, Anna Maria, FLDiscover The Curated Palm, a stunning, spacious retreat perfect for group rentals, multi-family vacations, or extended stays with friends. This luxury 4-bedroom home offers an exceptional blend of comfort, style, and outdoor resort-style amenities. Located right on
Hot HOT 87
The Curated Palm
Anna Maria
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Honeywood House by Anna Maria Island Accommodations 243 Willow Ave Anna Maria, Florida Relaxation and adventure await you at Honeywood House, a canal-front vacation home with a private dock and a beautiful backyard with a pool, spa, and plenty of space for entertaining friends and family. This three-bedroom, four-bath home is located on Bimini Bay,
Hot HOT 142
Honeywood House
Anna Maria Pet Friendly
Bedrooms 3 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (8)
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 15
Aqua Bay
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (10)
Salty Soul by Anna Maria Island Accommodations Holmes Beach Vacation Home 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
Hot HOT 123
Salty Soul
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 4 guests
Rating 5 (3)

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