Anna Maria Island Featured Properties


Properties Available 18 properties available
Banana Cabana by Anna Maria Island Accommodations Relax and unwind at Banana Cabana, a charming three-bedroom, two-bath vacation home just minutes from Holmes Beach’s powdery Gulf beaches! This beautifully furnished retreat features a private pool, bubbling hot tub, outdoor bar, and multiple outdoor lounge and dining areas, perfect for family fun
Banana Cabana
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (31)
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
C-View Florida
House
Bedrooms 5 bedrooms
Bathrooms 3 baths
HalfBathrooms 1 Half baths
Guests 10 guests
Rating 5 (1)
Jackie’s Cottage by Anna Maria Island Accommodations VRC18-000190Welcome to Jackie’s Cottage, a stunning one level canal front home with a private wet dock and dry dock, now showcasing recently updated interiors with modern furnishings and coastal decor. Just a block and a half from the pristine Gulf beaches, this four bedroom, three bath vacation
Jackie's Cottage
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (13)
Grande Haven by AMI LocalsVacation Rental License #VR18-000049 *Grande Haven is currently undergoing major renovations, bringing fresh upgrades and enhanced amenities to this already stunning home. New photos reflecting these exciting updates are coming soon.*Welcome to Grande Haven by AMI Locals, a newly refreshed and beautifully renovated seven-b
Grande Haven
House Pet Friendly
Bedrooms 7 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 16 guests
Rating 4.9 (24)
Sea Oats by Anna Maria Island Accommodations VRC16-000115 Welcome to Sea Oats by Anna Maria Island Accommodations, a stunning six bedroom, four and a half bathroom home designed for the ultimate island getaway. Located just four houses from the beach, this luxury retreat offers the perfect mix of coastal comfort and resort-style amenities. Families
Sea Oats
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 12 guests
Rating 5 (21)
Go with the Flow by Exclusive VacationsVacation Rental License #VR24-000026Welcome to Go with the Flow, an exceptional three-level luxury retreat offering five bedrooms and five and a half bathrooms, thoughtfully designed for an elevated Anna Maria Island getaway. Located just a short five-minute stroll to Anna Maria Beach, this newly built vacatio
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Go with the Flow
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (23)
Turtle Trax 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, one bath vacation rental offers a shared backyard pool surrounded by lush landscaping, outdoor seating, and a grill; perfect
Turtle Trax
Duplex
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (36)
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
Luna Sea
House Pet Friendly
Bedrooms 7 bedrooms
Bathrooms 7 baths
HalfBathrooms 1 Half baths
Guests 16 guests
Rating 5 (39)
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
Palm Cay 6
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (23)
Mermaid's Hideaway by Anna Maria Island Accommodations VRC16-000135 Experience coastal tranquility at Mermaid's Hideaway, a beautiful three bedroom vacation home just minutes from the finest beaches of Florida! Located two minutes from Holmes Beach and the trolley stop, this inviting retreat offers a backyard oasis with a private pool, sun lounge
Mermaid's Hideaway
Duplex
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (34)
Sand and Sea 109 A by Anna Maria Island Accommodations VR16-000422 Welcome to Sand and Sea 109 A, a charming two-bedroom, one-bath ground-level condo located just two houses from the beach. With the beach only a one-minute walk away and Pine Avenue’s shops and restaurants. This coastal retreat offers the perfect mix of comfort, convenience, and rel
Sand And Sea 109 A
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (20)
Santorini by Anna Maria Island Accommodations TPL24-000118, DWE5105266Welcome to Santorini, a charming two bedroom, one and a half-bath cottage that blends Greek-inspired style with Florida’s coastal charm. Just a three-minute walk to the white sands of Bradenton Beach, this cottage is ideally located near local restaurants, shops, and a trolley st
Santorini
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 5 guests
Rating 4.8 (7)

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