Anna Maria Island Waterfront Rentals
Waterfront Vacation Homes on Anna Maria Island...
Anna Maria Island is known for its beautiful beaches and family oriented atmosphere. We have a stellar selection of waterfront vacation rentals for you to choose from. Canalfronthomes are perfect for those families looking for some additional fun things to do as you can boat, paddleboard, or fish right from your own backyard. Bayfront vacation rentals, with the skyway bridge as their backdrop, offer unique views and an immersion into the surrounding nature.
29 properties available
Bayfront Paradise by AMI Locals 238 S Harbor Dr, Holmes Beach, FL VRC18-000090 Welcome to Bayfront Paradise by AMI Locals, a spectacular 5-bedroom, 4.5-bathroom canal-front luxury home offering panoramic views of the Bay. Located in a quiet residential area of Holmes Beach, this coastal retreat combines elegance, relaxation, and adventure. With a p
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
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
Palm Gables 110 by Anna Maria Vacations 110 36th St, Holmes Beach, FL 34217 VRC16-000126 Welcome to Palm Gables 110, a rare Gulf-front three-bedroom, two-bathroom condo perfectly situated in the heart of Holmes Beach on beautiful Anna Maria Island! With bold tropical decor, stunning panoramic views of the ocean, and a private balcony that puts you
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
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
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
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
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
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
Seaside Serenity by Anna Maria Island Accommodations 301 Bay Dr N, Bradenton Beach, FL 34217 Welcome to Seaside Serenity, a charming 2-bedroom, 1 bath bayfront cottage in Bradenton Beach. The elevated waterfront living space is perched directly on the bay with a private dock and panoramic sunrise views. This Florida-style home is perfect for guests
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
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