Vacation Rentals


Properties Available 217 properties available
Avalon by AMI Locals Vacation Rental License #VRC18-000082 Welcome to Avalon by AMI Locals, a luxury 4-bedroom, 3.5-bathroom coastal home just steps from the white sands of Holmes Beach on Anna Maria Island. Perfect for families or groups seeking a refined retreat, Avalon offers breathtaking Gulf views, high end finishes, and elegant details throug
Avalon
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 4.9 (66)
The Renata at Hunter’s Point by AMI Locals Experience the perfect blend of eco-luxury and modern comfort at The Renata, a brand-new home nestled in the heart of Hunter’s Point! This stunning three bedroom, two and half bath retreat features a private pool, elevated balcony with water views, and an elevator for effortless access. Surrounded by natu
The Renata at Hunter's Point
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 7 guests
Rating 5 (4)
Paradise on Pine by AMI Locals Vacation Rental License #VR20-000052 Welcome to Paradise on Pine, a spectacular four bedroom, three and a half bath waterfront vacation home located in the heart of Anna Maria Island. Featuring a private pool, boat dock, and elevator access, this home offers the perfect blend of island luxury and laid-back charm. Just
Paradise on Pine
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
HalfBathrooms 1 Half baths
Guests 10 guests
Rating 5 (65)
Emerald Shores by Anna Maria Island Accommodations Home in Anna Maria, FloridaWelcome to Emerald Shores, a six-bedroom, four-bath duplex vacation rental just one minute from the Gulf beaches of Anna Maria Island. Perfect for large families and groups, this property offers two separate units with identical floor plans, each featuring three bedrooms,
Emerald Shores
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4 (2)
Dock of the Bay by AMI Locals Vacation Rental License #VR16-000039 Welcome to Dock of the Bay, a stunning waterfront duplex located on beautiful Bimini Bay in Anna Maria! Perfect for families and groups, this exclusive rental offers the entire duplex, Bay Cottage and Bay Haven, providing privacy and space for large gatherings. Enjoy breathtaking w
Dock of the Bay
Duplex Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Blue Oasis West by AMI Locals VRC21-000103 Welcome to Blue Oasis West, a newly remodeled ground-level duplex just a 6-minute walk to Anna Maria Island’s beautiful beaches. This three bedroom, three bath vacation rental features a private saltwater pool with spa, stylish coastal decor, and an ideal location near the island trolley stop. Whether rela
Blue Oasis West
Duplex
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (16)
Island Paradise #4 by AMI Locals Vacation Rental License #VPR16-000350 Welcome to Island Paradise #4, a stunning two-bedroom, two-bath beachfront condo that embodies island living! Situated just steps from Holmes Beach’s white sandy beaches, this premium property offers panoramic Gulf views, breathtaking sunsets, and direct beach access. Located
Island Paradise #4
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (20)
Sweet Melissa’s Beach House by AMI Locals Vacation Rental License #VR19-000057 Welcome to Sweet Melissa’s Beach House, a cheerful and welcoming three-bedroom, three-bath retreat ideally located just across the street from the bay. With a private pool, vibrant coastal interiors, and a separate guest suite, this island gem is perfect for families or
Sweet Melissa's Beach House
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (48)
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 (42)
Welcome to 81A by Exclusive Vacations, a design-forward luxury retreat inspired by the iconic architecture of Florida’s 30A and thoughtfully reimagined for Anna Maria Island. Located just two blocks from the beach and Pine Avenue, this five-bedroom, five-and-a-half-bath home offers a seamless blend of refined Mediterranean style, resort-level ameni
EXCLUSIVE COLLECTION EXCLUSIVE COLLECTION
81A
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (2)
Low Tide by AMI Locals Anna Maria Island Beachfront Cottage with Pool and Trolley Access VR21-000077Welcome to Low Tide, a charming beachfront bungalow just steps from Anna Maria Island’s turquoise waters and white sandy beaches. This cozy two-bedroom, one-bath home offers mesmerizing ocean views from the front patio, a fully equipped kitchen, and
Low Tide
Duplex
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (45)
Marbella Villa 2 by AMI Locals Vacation Rental License #VRC20-000162, CND5105469Treat yourself and your loved ones to an unforgettable coastal retreat at Marbella Villa 2, a luxurious three-bedroom, two-bathroom beachfront condo on Anna Maria Island! Located on the second floor with direct beach access, this residence offers breathtaking ocean view
Marbella Villa 2
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)