Anna Maria Island Rentals with a Water view

Wake up to stunning water views with our Anna Maria Island rentals! Whether you're looking for a beachfront escape with direct access to sugar-white sands, a waterfront retreat where you can watch breathtaking sunsets, or a canal-front home perfect for boating and fishing, we have the ideal vacation rental for you. Enjoy the soothing sound of waves, dine on your private balcony overlooking the water, and experience the perfect coastal getaway. Book your dream Anna Maria Island waterfront rental today and make unforgettable memories by the sea!


Properties Available 69 properties available
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)
What A Catch by Anna Maria Island Accommodations 2408 Avenue C, Bradenton Beach, FL 34217 Welcome to What A Catch by Anna Maria Island Accommodations, an exceptional seven bedroom, seven and a half bath luxury home just a 2-minute walk from the beach. With a private pool, rooftop deck with Gulf views, and plenty of space to relax and entertain, thi
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What A Catch
Bradenton Beach
Bedrooms 7 BR
Bathrooms 7 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (10)
Salty Margarita by AMI Locals106 81st St Holmes Beach, Florida 34217Welcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaki
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Salty Margarita
Holmes Beach Pet Friendly
Bedrooms 4 BR
Bathrooms 5 BA
Guests 8 guests
Rating 5 (1)
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
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North End Zen
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (28)
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)
Twin Dolphins Cottage by Anna Maria Island Accommodations 520 Spring Ave Unit C, Anna Maria, FL 34216 Welcome to Twin Dolphins Cottage, a two-bedroom, one-bath ground-level retreat in the heart of Anna Maria. Recently updated with modern comforts while preserving Old Florida charm, this cozy cottage is perfect for couples or small families. Just a
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Twin Dolphins Cottage
Anna Maria
Bedrooms 2 BR
Bathrooms 1 BA
Guests 4 guests
Rating 4.9 (12)
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
EXCLUSIVE COLLECTION EXCLUSIVE COLLECTION
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)
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
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Seaside Serenity
Bradenton Beach
Bedrooms 2 BR
Bathrooms 1 BA
Guests 7 guests
Rating 5 (16)
Highlights• Beachfront • Outdoor kitchen area• Pool and hot tub• Private beach access• ElevatorTarpon Lookout by Anna Maria Island Accommodations2302 Gulf Dr NBradenton Beach, FL 34217TPL18-000468The ultimate beachfront vacation awaits you at Tarpon Lookout, a luxury five-bedroom and five-and-a-half bathroom getaway with private beach access, a gul
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Tarpon Lookout
Bradenton Beach
Bedrooms 5 BR
Bathrooms 5 BA
Bathrooms 1 Half Bath
Guests 10 guests
Rating 5 (43)
Coconuts Beachfront #112 by AMI Locals 100 73rd Street, Unit #112, Holmes Beach, FL 34217 VRC21-000175 Your dream beach vacation starts at Coconuts Beachfront #112, a stunning second-floor condo offering direct beach views from your private balcony! This one-bedroom, one-bath home provides easy access to pristine beaches, a shared pool with ample
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Coconuts Beachfront #112
Holmes Beach
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (15)
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
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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
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Lavender Lagoon
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (12)

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