Anna Maria Island Featured Properties

Our Anna Maria Island Featured Properties showcase all of the best amenities and locations in Anna Maria Island and nearby Bradenton, Florida. Many offer a private pool or a rooftop deck, are close to the beaches, and have beautifully comfortable interiors that will ensure you enjoy every moment of your vacation! Our expert Reservations team is on standby to answer any questions, so please feel free to call us at 941-779-0733.


Properties Available 16 properties available
Gypsy Sol by Anna Maria Island Accommodations 516 Loquat Dr, Anna Maria, FL, 34216 VR18-000034 Welcome to Gypsy Sol, your ultimate Anna Maria Island escape! This four bedroom, two bath canal front vacation home is packed with fun and relaxation, featuring a private pool, hot tub, and ping pong table for endless entertainment. Just a short stroll f
Gypsy Sol
Anna Maria
Bedrooms 4 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (27)
Our Tern by Anna Maria Island Accommodations 111 Tern Dr, Anna Maria, Florida 34216 VR22-000023 Welcome to Our Tern, a gorgeous canal front vacation home on the north end of Anna Maria Island! This three bedroom, three and a half bath retreat offers a private dock, sparkling pool and hot tub, and multiple outdoor living spaces, making it the perfec
Hot HOT 12
Our Tern
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 6 guests
Rating 5 (18)
Beach Cottage by Anna Maria Island Accommodations 211 71st St, Holmes Beach, FL 34217 VRC16-000178 Welcome to Beach Cottage, a charming ground-level vacation home in Holmes Beach, just a 3-minute walk to the white sands of the Gulf beaches. With four bedrooms, three bathrooms, and a private pool and spa, this coastal retreat is ideal for families a
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Beach Cottage
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (40)
Beach You To It by Anna Maria Island Accommodations 206 Palm Avenue, Anna Maria, FL 34216 VR18-000150 Welcome to Beach You To It, a breezy three-bedroom, two-bath vacation home just a three-minute walk from Palmetto Avenue Beach. With a private pool, hot tub, and plenty of outdoor living space, this tropical retreat is perfect for families, friends
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Beach You To It
Anna Maria Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (57)
Just Beachy by AMI Locals 211 65th St, Holmes Beach, Florida 34217 VRC19-000141 Welcome to Just Beachy by AMI Locals, a beautifully designed 6-bedroom, 4.5-bath luxury beach home just a 2-minute walk from the Gulf shores of Anna Maria Island. Nestled in the heart of Holmes Beach, this coastal chic retreat blends elegant design with family-friendly
Just Beachy
Holmes Beach Pet Friendly
Bedrooms 6 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (34)
North End Zen by Anna Maria Island Accommodations 112 Hammock Rd, Anna Maria, FL 34216 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
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North End Zen
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (28)
Periwinkle Place by Exclusive Vacations 226 Periwinkle Plaza, Anna Maria, FL 34216 VR25-000004 Indulge in the ultimate luxury beach home at Periwinkle Place, part of our Exclusive Collection. This stunning estate in the heart of Anna Maria offers six spacious bedrooms and six and a half bathrooms. Just a five-minute walk from the pristine shoreline
EXCLUSIVE COLLECTION EXCLUSIVE COLLECTION
EXCLUSIVE COLLECTION
Periwinkle Place
Anna Maria Pet Friendly
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (2)
Island Mojo by Anna Maria Island Accommodations 312 58th St, Holmes Beach, FL 34217 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, relax
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Island Mojo
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (24)
Called in Sic by Anna Maria Island Accommodations 813 Jacaranda Rd, Anna Maria, Florida 34216 VR18-000103 Welcome to Called in Sic, a stunning and newly renovated four bedroom, three bath luxury vacation home located just one block from Bean Point Beach access on the peaceful north end of Anna Maria Island! With a private heated pool and spa, rooft
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Called In Sic
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (48)
Margarita-Ville by Anna Maria Island Accommodations 121 46th Street, Holmes Beach, FL 34217VRC16-000136Experience the ultimate island escape at Margarita-Ville, a stunning six-bedroom, four and a half bath vacation home designed for large families or groups seeking a memorable getaway! Just a two-minute walk from the beach, this beautifully landsca
Hot HOT 23
Margarita-Ville
Holmes Beach
Bedrooms 6 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (21)
SeaLuxe by Anna Maria Island Accommodations 222 Willow Ave, Anna Maria, FL 34216 VR19-000031 Welcome to SeaLuxe, a luxury four-bedroom, four full bath, and two half bath vacation home located just a block and a half from the Gulf beaches at the end of Willow Avenue. Designed for families and groups who love both comfort and fun, this coastal retrea
SeaLuxe
Anna Maria
Bedrooms 4 BR
Bathrooms 5 BA
Guests 8 guests
Rating 5 (13)
Santorini by Anna Maria Island Accommodations 111 9th St. N, Bradenton Beach, FL, 34217 Welcome 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
Santorini
Bradenton Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 1 BA
Bathrooms 1 Half Bath
Guests 5 guests
Rating 5 (5)

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