Anna Maria City Vacation Rentals

Located on the North side of Anna Maria Island, Anna Maria City is the perfect destination for those seeking beautiful beaches and a family-friendly atmosphere. This charming "Old Florida" town offers beautiful sunsets and is surrounded on all sides by a beautiful white sand coastline and the tranquil turquoise waters of the Gulf of Mexico. Bean Point Beach and City Pier Park are two of the main beach attractions in this lovely and quaint city. With dolphins, manatees, and other marine life all around, Anna Maria City is a nature and beach lovers paradise. Local food and attractions offer something for everyone in your family, with plenty of activities to keep everyone entertained. Please browse our selection of finely appointed Anna Maria Island vacation rentals offering modern amenities and decorations. Anna Maria Island Accommodations offers the perfect vacation home rentals for your next getaway to Anna Maria City.

Frequently Asked Questions

What is Anna Maria Island known for?
Pristine beaches, crystal-clear waters, a laid-back atmosphere, historic landmarks, fresh seafood, and water activities like fishing, kayaking, and paddleboarding.

How far is Anna Maria Island from Miami?
Approximately 200 miles northwest, about a 3.5 to 4-hour drive.

How far is Anna Maria Island from Clearwater?
Approximately 40 miles south of Clearwater, about 1 to 1.5 hours by car.

186 properties available

Sunset Terrace 209 by Anna Maria Island Accommodations TPL18-000456, CND5105493Welcome to Sunset Terrace 209, a two-bedroom, two-bath beachfront condo in Bradenton Beach that’s perfect for couples or small families. This inviting Anna Maria Island accommodation features direct access to the sandy shoreline, sweeping Gulf views, and a refreshing com

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Coconuts Beachfront #112 by AMI Locals Vacation Rental License #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 lounge chairs, and a sceni

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Coconuts Beachfront #112

Emerald Shores East by Anna Maria Island Accommodations Duplex in Anna Maria, FloridaWelcome to Emerald Shores East, a three-bedroom, two-bath coastal duplex just one minute from the sugar white sands of Anna Maria Island. With beach views, a shared backyard pool, and a private deck for soaking in the Gulf breeze, this home combines convenience, ch

Turtle Crawl by Anna Maria Island Accommodations VR16-000350Welcome to Turtle Trax, a cozy ground-level duplex tucked away in the peaceful north end of Anna Maria Island. Just a five-minute walk to the beach, this two-bedroom, two-bath vacation rental offers a shared backyard pool surrounded by lush landscaping, outdoor seating, and a grill, perfec

Welcome to Palm Cay 6, a charming ground-level corner condo just a three-minute walk from the powdery sands of Holmes Beach! This one bedroom, one bath retreat features ocean-inspired decor, access to a shared heated pool, and a prime location in the heart of Holmes Beach with dining, shopping, and outdoor activities. Perfect for couples or solo tr

AMI Breeze by AMI Locals Vacation Rental License #VR20-000022 Welcome to AMI Breeze! Tucked away in a relaxed neighborhood just minutes from the soft white sands of Anna Maria Beach, this two bedroom, two bath retreat is perfect for families, couples, or friends. With a private heated pool and spa surrounded by lush landscaping, plus stylish inte

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Seahorse Paradise by Anna Maria Island Accommodations VRC16-000108 Welcome to Seahorse Paradise by Anna Maria Island Accommodations, a charming three-bedroom, two-bathroom vacation home located just two and a half blocks from the soft white sands of Holmes Beach. This inviting island getaway blends Old Florida charm with modern amenities, offering

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Escape to Gulf Breeze Villa B, a cozy one-bedroom, one-bathroom retreat just one block from the sparkling sands of Holmes Beach. Perfect for couples or small families, this charming ground-level villa features a private pool, relaxing outdoor spaces, and dog-friendly accommodations so everyone in your group can join the fun. Enjoy peaceful island l

It’s a Jungle Out There by Anna Maria Island Accommodations VRC19-000173 Welcome to It’s a Jungle Out There by Anna Maria Island Accommodations, a breathtaking six bedroom, three and a half bath luxury retreat located in the heart of Holmes Beach, just a short stroll from the white sand shores of the Gulf. This stunning home combines elegance, comf

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It's a Jungle Out There

Banyan Manor by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR20-000064 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 seeking both rela

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Salty Margarita by AMI LocalsWelcome 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 breathtaking Gulf and sunset views. With vibrant

Sea Swept by Exclusive Vacations TPL22-000035, DWE5105473 Welcome to Sea Swept, part of our Exclusive Collection. This beachfront luxury home boasts ten-bedrooms, eight-and-a-half-baths with breathtaking Gulf views, private beach access, and resort-style amenities. Located just steps from the pristine beaches, this home offers a private pool and ho

EXCLUSIVE COLLECTION

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