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Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Brand new vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Modern bathroom with walk in shower * Small kitchenette with full size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Trolley stop across the street * Steps to the beach! * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, cart, and bicycles * Off-street parking for one

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Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

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The "Love shack" Bungalow

The "Love Shack" Bungalow is the Perfect Place for a Couples Getaway! It's also great for someone who is looking for a Nice Peaceful Relaxation Spot. Approx 1.5 Miles to the Beach. It's Very Secluded with a Privacy Fence Surrounding it. Beautifully Updated Inside with Granite Counters & Blue Colorful Epoxy Floors. Super-Fast Wi-Fi & 50" Smart TV with Free Movies & Apps. There's a Large Screened in Lanai with a Table, A Gas BBQ Grill, Washer & Dryer & a Big Fenced in Yard. We are Pet Friendly!

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New! Sunset Beach View/Trolley/Bridge Street!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

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Bay Breeze Cottages #2 (The Redfish)

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

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New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedroom, 3 Bathroom home plus loft is professionally decorated throughout, with state-of-the art quartz counter tops, JennAir professional stainless-steel appliances, wide plank wood tile floors, bead board ceilings. All bathrooms have basket weave marble and quartz counters and there is a Whirlpool Washer & Dryer. The house has everything necessary for a perfect beach vacation.

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Island in the Sun

WELCOME to "Island in the Sun" ... this newly renovated home on AMI offers charm, comfort, and luxury. Island in the Sun is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach and the popular restaurant - The Waterfront. The City Pier Bay Beach offers narrow white sand beaches, amazing views of the newly constructed City Pier, the Skyway Bridge and the boats traveling back and forth in Anna Maria Sound.

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Anna Maria Island 2-bed/2 bath (side A of duplex)

Island duplex - Side A only. Our home is great for both beach & AMI lovers who don't mind not having a pool. The unit is a 2 bedroom-2 full bath; and walkable to beach (3 blocks), Holmes Beach city center restaurants, bars and shops (3 blocks) and the free island trolley (1 block). Anna Maria Island is roughly 7 miles long and crazily enough divided into 3 cities: Bradenton Beach, Holmes Beach & Anna Maria; Holmes Beach is central.

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New! King Bed + Mins to Anna Maria Island Beaches!

🦩🦩Welcome to the FUNky Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island!

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Off Anna Maria Island ~10min to beach w/salt pool

Stay close to the beach and like a local at Off Anna Maria, a cozy, private guest suite attached to our home with separate entrance, saltwater pool, and shaded outdoor patio. Located ~10 mins from Anna Maria Island, 45 mins from Siesta Key, 1 hr from Tampa in a quiet suburban neighborhood. Your interior space is completely separate from ours. The pool and patio are shared with us. *Travel time estimates depend on traffic.

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'Walk on the Beach" heated pool North End AMI

Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool home is the perfect vacation retreat. The open concept fully equipped kitchen, dining, and living room offers plenty of space for the whole family. Take a 3 min walk to relax at the most beautiful Bean Point Beach or sit back and relax while taking in ocean views from the spacious second floor balcony.

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Turtle Cottage - Anna Maria Island

Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.

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ami skyview

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Manatee Harbour - heated pool, on the canal

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The Boathouse

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AMI Perfect Experience

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Calypso-an Anna Maria Island Oasis+Private Pool

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Private Luxurious Ground Level Home

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Anna Maria Chateau. Private Pool home

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Breezy Harbor AMI pool retreat near the Beach

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