Anna Maria City Vacation Rentals
90 properties available
Our Place By The Sea by Anna Maria Island Accommodations VR16-000359 Welcome to Our Place By The Sea, a charming three bedrooms, two and a half bath vacation home on the peaceful north end of Anna Maria Island. Just a four-minute walk to Bean Point Beach, this ground-level retreat features a private pool, outdoor shower, and inviting indoor and out
C-View Florida by Anna Maria Island AccommodationsHome in Anna Maria, FloridaWelcome to C-View Florida, a recently refreshed five-bedroom, three and a half bath, ground floor vacation home located in the heart of Anna Maria. Designed for families and group getaways, this upscale island retreat offers a private pool, canal front living, and a walkab
Sand and Sea 113 B by Anna Maria Island Accommodations VR16-000423 Welcome to Sand and Sea 113 B, a cozy two-bedroom, one-bath ground-level condo just a one-minute walk from Anna Maria Beach and two blocks from Pine Avenue. Perfect for couples or small families, this Anna Maria Island accommodation offers a private patio, shared pool, and all the c
Little Pink Houses by Anna Maria Island Accommodations VR18-000136 Welcome to Little Pink Houses, a charming Anna Maria Island vacation home located just a short stroll from Bean Point Beach, one of the island’s most secluded and picturesque stretches of shoreline. Featuring three bedrooms and three bathrooms, including a private guest suite above
Triple Play by Anna Maria Island Accommodations VR16-000416 Welcome to Triple Play, a canal-front 3-bedroom, 3-bath vacation home where you can enjoy three perfect ways to relax: a short walk to the beach, a refreshing dip in your private pool and spa, or fishing and kayaking right from your own docks. Located just an 8-minute walk to Anna Maria Be
Pink Palm Bungalow by Anna Maria Island Accommodations VR16-000353 Welcome to Pink Palm Bungalow, a charming three bedroom, two bath vacation home on the north end of Anna Maria Island. With a sparkling saltwater pool surrounded by lush tropical gardens, this home is just a 5-minute walk to the Gulf beaches and close to Pine Avenue’s boutiques and
Social Nest by Anna Maria Island Accommodations Welcome to Social Nest, a charming three-bedroom, two-bath vacation home perfectly located on iconic Pine Avenue in the city of Anna Maria. This home is located directly above the popular Pizza Social shop right on Pine Avenue in the city of Anna Maria. This inviting island retreat features a private
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Buttonwood Cottage by AMI Locals Welcome to Buttonwood Cottage, a recently restored three bedroom, two bathrooms home full of Florida charm. Perfectly located on iconic Pine Avenue in Anna Maria and 10-minute walk to the Gulf. With a private heated pool, a pet-friendly policy, and easy access to island boutiques, restaurants, and attractions, this
North End Chic by Anna Maria Island Accommodations VR16-000361 Welcome to North End Chic, a stylish ground level vacation home with four bedrooms and three bathrooms in the north end of Anna Maria Island. Featuring a private pool with a waterfall, a putting green, and family friendly games, this home is perfect for friends and families looking for
Beach You To It by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR18-000150 Welcome to Beach You To It, a breezy three-bedroom, two-bath vacation home just a three-minute walk from Palmetto Avenue Beach. With a private pool, hot tub, and plenty of outdoor living space, this tropical retreat is perfect for families, friends, or couple
Villa La Concha by Anna Maria Island AccommodationsVR16-000446Welcome to Villa La Concha, a luxurious six-bedroom, four-and-a-half-bath vacation rental just a one minute from the white sands of Anna Maria beach! Perfect for large families or groups, this coastal retreat features a private pool and spa, game room, and multiple outdoor entertaining a
Welcome to A Wave From It All, a luxurious five-bedroom, six-and-a-half-bath vacation rental in the heart of Anna Maria Island. Just a short seven-minute walk to the island’s white-sand beaches and steps from the boutiques and eateries along Pine Avenue, this family-friendly retreat is ideal for large families and groups seeking comfort, fun, and r
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