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184 properties available
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
A Place in Paradise Unit B by Anna Maria Island Accommodations Duplex in Anna Maria, FloridaVacation Rental License #VR16-000529 Welcome to A Place in Paradise Unit B, a delightful two-bedroom, two-bath vacation home located just two blocks from the shimmering Gulf beaches. This cozy retreat is ideal for couples or small families looking to enjoy t
White Pelican House by Anna Maria Island AccommodationsTPL25-000071, DWE5105082Welcome to White Pelican House, a spacious waterfront retreat in Bradenton Beach with 3 bedrooms, a bonus sleeping room, and 2.5 bathrooms. Perfectly positioned along the Intracoastal Waterway with its own dock, a private pool and spa, and breathtaking water views from n
Coconut Breeze Estate by Anna Maria Island Accommodations Home in Anna Maria, FloridaEscape to Coconut Breeze Estate, your ultimate four-bedroom, four-bathroom retreat on Anna Maria Island! Nestled on the highly desirable northern end, this stunning home is just a five-minute walk from the pristine beaches at Bean Point. Located near Pine Avenue’s
Experience the relaxed charm of Anna Maria Island at Anna Maria Guest House 212. Located just one and a half blocks from the warm Gulf waters and beaches, this cozy and inviting three-bedroom, two-bath vacation home offers the perfect island escape. Situated above a local business in the heart of Anna Maria, this home combines community charm with
Casa Allegria by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000015 Welcome to Casa Allegria, a charming three-bedroom, two-bath vacation home located just a five-minute walk from Anna Maria Island’s stunning Gulf beaches. This stylish retreat offers modern comfort, a private sparkling pool, and easy access to local attractio
Highlights• 5-minute walk to the beach • Spacious backyard with Pool and Spa• Pet Friendly• Tiki hut and bar area Island Life by AMI LocalsVRC#18-000083Welcome to Island Life, a fully renovated and updated vacation home with three bedrooms and two bathrooms. A private backyard tiki bar, a hot tub, and a heated pool await you at this ground-level An
Sand Castle by Anna Maria Island Accommodations VRC19-000022 Welcome to Sand Castle by Anna Maria Island Accommodations, a bright five bedroom, three and a half bath vacation home in beautiful Holmes Beach. Perfect for families and groups, this island getaway offers the best of Anna Maria Island accommodations. A peaceful neighborhood setting just
Retreat Royale by Anna Maria Accommodations VRC19-000265 Welcome to Retreat Royale, a beautifully styled 2-bedroom, 2-bathroom island home nestled in a quiet neighborhood of Holmes Beach on Anna Maria Island! Designed for serenity and long-term stays, this charming retreat features a lush garden oasis, a sparkling private pool, and a tranquil outdo
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
Bikini So Tiny by AMI Locals Welcome to Bikini So Tiny, a charming one bedroom, one bath pet-friendly vacation rental that captures the character of historic Anna Maria Island with modern comforts. Located right on lively Pine Avenue, you’ll be just a five-minute walk to the beach and steps from boutique shops, local eateries, and island attraction
Bayfront Paradise by AMI Locals Vacation Rental License #VRC18-000090 Welcome to Bayfront Paradise by AMI Locals, a spectacular 5-bedroom, 4.5-bathroom canal-front luxury home offering panoramic views of the Bay. Located in a quiet residential area of Holmes Beach, this coastal retreat combines elegance, relaxation, and adventure. With a private do
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