Anna Maria Island Rentals


Properties Available 187 properties available
Water Colors by Anna Maria Island Accommodations VR18-000060 Welcome to Water Colors, a stunning four-bedroom, four-bath Anna Maria Island accommodation just a one-minute walk from the powdery white sands of Anna Maria Beach. Perfect for family getaways or group vacations, this coastal retreat combines luxury amenities with a relaxed, welcoming vib
Water Colors
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (43)
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
Social Nest
Cottage
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (62)
Hurricane House by Anna Maria Island Accommodations VR16-000396 Welcome to Hurricane House, a beautifully remodeled three-bedroom, three-bath beach retreat in the heart of Anna Maria Island. Just a three-minute walk to the beach access and the popular Pine Avenue shopping district. This single-level home combines modern coastal design with timeles
Hurricane House
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (46)
Shore's Nice by Anna Maria Island Accommodations VR21-000020 Experience your ultimate Florida escape at Shore's Nice, a charming two-bedroom, two-bath vacation home located just steps from Bayfront Park Beaches! Perfect for families or small groups seeking tranquility and coastal beauty, this bright retreat is less than three minutes from Pine A
Shore's Nice
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (28)
A Wave From It All by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR19-000058 / DWE5105449 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
A Wave From It All
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 6 baths
HalfBathrooms 1 Half baths
Guests 14 guests
Rating 5 (30)
Island Mojo by Anna Maria Island Accommodations VRC16-000143 Welcome to Island Mojo, a charming three bedroom, two bathroom ground-level home just eleven minutes from the Gulf. Perfectly located near parks, restaurants, shops, and the island trolley, this cozy coastal retreat features a private heated pool, relaxing hot tub, and multiple indoor and
Island Mojo
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (27)
Ohana by Anna Maria Island Accommodations Experience the perfect family vacation at Ohana, a stunning four-bedroom, three and a half bath home just a three-minute walk from the white sands and turquoise waters of Holmes Beach! This beautifully furnished home features a private pool shaded by graceful palms, an outdoor kitchen with a bar and grill,
Ohana
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (4)
Lady From the Sea by Anna Maria Island Accommodations VR18-000156 Welcome to Lady from the Sea, a coastal enchanted three bedroom, three and a half bathroom vacation home located on the coveted north end of Anna Maria Island! Just a six-minute stroll to the serene sands of Bean Point Beach and a short ride to Pine Avenue’s boutiques and cafes, this
Lady From The Sea
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (35)
Bayshores by Anna Maria Island Accommodations VRC18-000040 Welcome to Bayshores by Anna Maria Island Accommodations, a charming three-bedroom, three-bathroom canal front home in Holmes Beach that captures the nostalgic charm of Old Florida while offering all the comforts of modern coastal living. Perfectly situated along serene waterways and just a
Bayshores
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (27)
Hip Nautic by AMI Locals Vacation Rental License #VR22-000090 Welcome to Hip Nautic, a luxury four bedroom, four and a half bath beach retreat just steps from the beautiful bayside shores of Anna Maria Island. Perfectly situated near Pine Avenue’s shopping and dining, this modern, pet-friendly home offers upscale amenities including a private pool
Hip Nautic
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 4.9 (31)
Emerald Shores West by Anna Maria Island Accommodations Welcome to Emerald Shores West, a charming three-bedroom, two-bath coastal duplex just one minute from the white-sand beaches of Anna Maria Island. With beach views, a shared pool, and a private suite for extra privacy, this two-story home is ideal for families and friends seeking a relaxed is
Emerald Shores West
Duplex
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
Beach Retreat by Anna Maria Island Accommodations VRC16-000857 Welcome to Beach Retreat, a bright and spacious four-bedroom, three-bathroom vacation home just a short two-minute walk from Holmes Beach. This three-level coastal escape features an elevator, a private heated pool, and multiple balconies for enjoying the island's breeze. With room for
Beach Retreat (AMIA)
House
Bedrooms 4 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (15)

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