Best Airbnb Anna Maria Island, Florida Rentals

Dreaming about a trip to Anna Maria Island, Florida?

Save time on your Airbnb Anna Maria Island, Florida rental search, including our recommendations for best Anna Maria Island, Florida Airbnb choices.

We searched every Anna Maria Island, Florida neighborhood for the best Airbnb rentals in Anna Maria Island, Florida…so you wouldn't have to! In this comprehensive Anna Maria Island, Florida vacation rentals guide, we only recommend the best Anna Maria Island, Florida Airbnb deals.

The properties we show here were selected based on a combination of the following factors: the number of Airbnb reviews of the property itself, the quality of the host, the location, and its relative comparison to other Anna Maria Island, Florida Airbnb rentals.

Map

Take a dip in the pool to the sound of the waves with the beach right by the property. This stunning home not only comes with the perfect location but also has the perfect view. Enjoy this bright and breezy beach house with a luxury nautical style with a barbecue and back deck facing the white sand beach.

Map

Teals and aquas, seashells and sea stars; this whimsical Anna Maria bungalow is the perfect place to feel the seaside vibes both inside and out. With only 2 blocks to the beach, keep your Florida trip upbeat with this colorful home with a private pool, poolside bar, and a yard worthy of a barbecue.

Map

Crystal blue waters and a sunny patio greet you in this waterfront home with a quaint modern style. From tons of deck space to a luxury jetted tub, bring your boat down to South Florida and discover why they call it the Sunshine State with this stunning property full of comfort and amenities.

Map

With one of the largest yards in this list, give your family a space to run and a private pool on top of that with this luxury rental within a few short minutes of the beach. Featuring a breezy resort-like tropical style, try out only the best the island has to offer with this home with hardwood floors and a private deck.

Map

From high end furnishings to a designer kids' room, Experience Anna Maria Island like never before with this modern piece of luxury. With a private and heated crystal blue pool to boot, treat yourself to this stunning home with a sleek contemporary style and a gorgeous sunroom.

Map

Wake up to the sound of the waves and the sight of the sea stretching into the horizon. This stunning malibu-style beach house sits right besides miles of white sand and is perfect for a cosmopolitan Anna Maria getaway. Featuring a classic resort-like style and tons of natural light, enjoy this home which comes with a fully stocked kitchen and a private pool.

Map

From Kissimmee to Miami, this Anna Maria bungalow is as Florida as you can get while still feeling all the comforts of a modern getaway. Complete with a private patio and pool, surround yourself with lush vegetation fill your trip with peace and quiet with this listing that includes a fully stocked kitchen and outdoor shower for quick runs to the beach just a few minutes away.

Map

Sitting on the tip of Anna Maria Island, this Bean Point home features a living space with a dynamic layout perfect for island breeze. Complete with a private pool, enjoy this listing with a near beachside location and a game room.

Map

Just a straight 1-minute walk from the beach, stay close to the actious with this oasis of comfort with a back yard filled with luscious tropical vegetation. Swim in the pool and play some ping pong in this home with a mild-toned seaside style fitting for its ideal island setting.

Map

Enjoy some fruit down by the swim up pool table and surround yourself with a lush tropical setting with this stucco beach house full of sun and serenity. Treat your family to a summer vacation made just for them with this home with a dedicated kids' room, tons of space, and some free wine for mom and dad.

Map

Hidden among the trees and palms lies this renovated bungalow with a back yard that's to die for. with posh teal shaded seating area and a private heated pool, don’t miss out on this stunning modern home with a fully stocked kitchen and a dining room full of sun.

Map

Set on a gorgeous lawn with a pool just begging for a swim, this 3-story house just minutes from the beach has the best view on the island for sunsets. Filled with light floral tones that are easy on the eyes, experience peak Anna Maria style with this home with a stunning master bedroom and a second-floor deck ideal for meals in the fresh air.

Map

Have the best barbecue night ever under fairy lights and the stars with this stunning home with an equally noteworthy back yard. Complete with a private pool and fully stocked kitchen, enjoy this property with a clean and easy style that brings life to any Anna Maria trip.

Map

Adorable in pastel shades of pink and blue, keep your day bright and lively with this 2-bedroom rental that comes with a dreamscape of a private pool. Complete with an army of bikes and golf courts, turn your Anna Maria Island adventure into a breeze with this stunning home with essentials perfect for beach time fun. The space comes with an outdoor grill and tiki bar as well as a Ping-Pong table and even essentials for fishing.

Map

Chill in the jacuzzi and let this teal toned house do all the work in giving you a relaxing beach trip. Adorned with a floral tropical style, play some foosball, or have a barbecue in this home with tons of space and a fully stocked kitchen to boot.

Map

Crank up the turntable and Soak up the sun from your own heated saltwater pool surrounded by lush tropical vegetation. This home comes with a classic South Florida design but has all the comforts of home - perfect for families or friends especially with white sand beaches just 2 minutes away.

Map

This duplex features a classic modern style perfect for families on the go in Anna Maria. Below is a spacious common area fit for 10 or more and comes well equipped with a heated pool and jacuzzi as well as a grill.

Map

With walls and trees surrounding all sides, keep your Anna Maria trip private and secluded with this Bean Point cottage. With your own crystal-clear pool and matching sun loungers, sit back and relax with this home that also comes with a fully stocked kitchen and outdoor seating.

Map

An artful mix of oranges and teals come together in this modern beachside apartment with a vintage style. Perfect for families, give yourself a world of comfort and great amenities with this home that comes with a screened porch and access to a tennis court.

Map

Tea on wicker chairs with the sun shining on your feet is just one way to enjoy this private slice of tropical paradise. Featuring a muted pastel layout and a chill back yard with private pool, make the most out of Anna Maria with this home that comes with a fully stocked kitchen, outdoor seating, and even beach essentials.

Map

Take the comforts of suburbia with you with this Anna Maria beach house with the classic taste of home. from the wide-open layout to the high-end beddings, sit on the lap of classic American luxury with this listing that also comes with a private yard and pool.

Map

Relax under the shade of the cabana or on the leather couch with some TV in this adorable villa with a comfy modern style. Complete with a pool and patio, join more than a hundred former guests, and experience this 5-star home with a fully stocked kitchen and beach essentials.

Map

Sweet and simple, this Anna Maria cottage is less than a minute from the white sand beach and is perfect for kids and pets alike. Complete with board games and beach toys, treat your kids to the best summer trip possible with this quaint home that comes with a fully stocked kitchen and a private deck to enjoy the island breeze.

Map

Don't let the size fool you as this cozy cottage is perfect for couples seeking a weekend away with the ocean waves. From the classic open-layout interior to the shaded outdoor seating ripe with fresh air, don't miss out on this keeper of a home with a fully stocked kitchen and even an outdoor grill.

Map

Littered with seafaring trinkets and sea-themed knick knacks, this contemporary apartment gives off a warm personality that pairs well with the beach scene. Complete with a deck with outdoor seating, enjoy this breezy home with a fully stocked kitchen and a leather reclining couch.

Map

Hardwood floors and an open layout give this private community cottage a breezy tropical style. From the resort-style accents to the dynamic use of space, sit back and relax by the white sand in this home with a fully stocked kitchen and free kayaks with every rental.

Map

Watch the beach sunset from the comfort of your own front yard with this adorable property only steps away from the surf and sand. Nestled between Bradenton Public Beach and the bridge that connects to the mainland, stay close to all the action with this listing that comes inclusive of free parking and a fully stocked kitchen.

Map

Rest your feet and sip some tea out on the deck and be so close to the sea you could practically smell the salt in the air. this Bradenton Beach home offers spectacular sunsets and a world of comfort. Included is an open layout and a fully stocked kitchen.

Map

Facing the gulf, this beachfront apartment offers pristine views of the coast with an outdoor breakfast nook to enjoy it from. Filled with a sleek modern style, Discover Anna Maria Island with this home that comes with a fully stocked kitchen and access to tons of great amenities.

Map

With the cheapest price on this list, treat yourself to a cheeky Anna Maria trip with this guest suite that's sure to take the burden from your mind and pocket. Flush with a whimsical seaside style, enjoy this ocean-themed home with a fully stocked kitchen and hot tub as well as many amenities for rent.