Anna Maria Island Rentals
159 properties available
High Tide Haven by Anna Maria Island Accommodations Welcome to High Tide Haven, a newly renovated three-bedroom, two-bathroom vacation home in the heart of Anna Maria City. Just two blocks from the Gulf beaches and steps from the boutiques and restaurants of Pine Avenue, this elevated villa offers a private heated pool, multiple balconies, and brig
Luna Sea by AMI Locals Vacation Rental License #TPL24-000005, DWE5105449Welcome to Luna Sea, a stunning brand new luxury vacation home just steps from the soft sands of Cortez Beach on Anna Maria Island! With seven bedrooms, seven and a half bathrooms, and high end finishes throughout, this spectacular retreat was designed for families and groups s
North End Zen by Anna Maria Island Accommodations 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 Maria Island accommodation blends mod
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
Sand and Sea 109 B by Anna Maria Island Accommodations VR16-000422 Welcome to Sand and Sea 109 B, a cozy two-bedroom, one-bath ground-level condo just a one-minute walk from Anna Maria Beach and only two blocks from Pine Avenue’s boutiques, restaurants, and galleries. With a private patio, access to a shared pool, and playful backyard games, this A
Gulf Shore Cottage by Anna Maria Island AccommodationsVR16-000101 Your dream beach vacation begins at Gulf Shore Cottage, a newly renovated four-bedroom, two-bathroom coastal retreat located just six houses from the pristine sands of the Gulf. With a private pool, foosball table, and pet-friendly policy, this charming cottage blends Old Florida cha
Welcome to Acquaviva, a stunning canal-front retreat that captures the essence of Anna Maria Island. This elegant three bedroom, three bath home offers a private dock for boating and wildlife watching, a sparkling pool, and a bonus game room. It's all just a short walk from the beach and the boutique-lined Pine Avenue. Whether you're looking for ad
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
The Palms 2 by Anna Maria Island Accommodations VRC16-000099Welcome to The Palms 2, a beautifully updated second-level condo just one block from the stunning sands of Holmes Beach! Perfect for families or small groups, this refreshing Anna Maria Island retreat features two bedrooms and two bathrooms, offering comfort and convenience for your island
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
Seaside Manor by Anna Maria Island Accommodations TPL21-000096, DWE5105083 Welcome to Seaside Manor, a beautifully updated 3-bedroom, 2-bathroom vacation home just a two-minute walk from the sugar-white sands of Bradenton Beach. With a private pool and spa, multiple living spaces, and a location steps from the free island trolley, this home is the
Peach Bellini by Anna Maria Island Accommodations Welcome to Peach Bellini, your perfect island getaway in Holmes Beach! This beautifully updated, coastal-inspired bungalow offers two bedrooms and two bathrooms just a short two-minute stroll from the Anna Maria Island beaches. Perfect for friends and families looking for a fun and relaxing escape,
