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
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)
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
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Honeywood House
Anna Maria Pet Friendly
Bedrooms 3 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (10)
Gypsy Sol by Anna Maria Island Accommodations 516 Loquat Dr, Anna Maria, FL, 34216 VR18-000034 Welcome to Gypsy Sol, your ultimate Anna Maria Island escape! This four bedroom, two bath canal front vacation home is packed with fun and relaxation, featuring a private pool, hot tub, and ping pong table for endless entertainment. Just a short stroll f
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Gypsy Sol
Anna Maria
Bedrooms 4 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (24)
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
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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 117
The Curated Palm
Anna Maria
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (5)
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)
Salty Seagull at Hunter’s Point by AMI Locals 4321 Marina View Way, Cortez, FL 34215 Enjoy 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 commun
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Salty Seagull at Hunter's Point
Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Bathrooms 1 Half Bath
Guests 9 guests
Rating 5 (26)
Our Tern by Anna Maria Island Accommodations 111 Tern Dr, Anna Maria, Florida 34216 VR22-000023 Welcome 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 perfec
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Our Tern
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 6 guests
Rating 5 (15)
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
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Aqua Bay
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (16)
Bayshores by Anna Maria Island Accommodations 228 S Harbor Dr, Holmes Beach, FL 34217 VRC18-000040 Welcome to Bayshores by Anna Maria Island Accommodations, a charming three-bedroom, three-bathroom canal front home in Holmes Beach that captures the nostalgic charm of Old Florida while offering all the comforts of modern coastal living. Perfectly si
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Bayshores
Holmes Beach
Bedrooms 3 BR
Bathrooms 3 BA
Guests 6 guests
Rating 5 (38)
Dolphin Daze by Anna Maria Island Accommodations Holmes Beach Canalfront Home with Pool VRC20-000147Welcome to Dolphin Daze, a stunning canal front vacation home with a dock and private heated pool, just a thirteen-minute walk from Holmes Beach! This spacious three-bedroom, four-bath getaway sleeps up to six guests. Perfect for families and friends
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Dolphin Daze
Holmes Beach
Bedrooms 3 BR
Bathrooms 4 BA
Guests 6 guests
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 46
Acquaviva
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 6 guests
Rating 5 (11)

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