Anna Maria Island Vacation Rentals
225 properties available
Palmetto Paradise by Exclusive Vacations 107 Palmetto Ave, Anna Maria, Florida VR22-000061 Welcome to Palmetto Paradise, a coastal chic four bedroom, four and a half bath luxury beach home on the beach block in Anna Maria, just steps to the Gulf and a short walk to Pine Avenue boutiques, restaurants, and sweet shops. Designed for easy family stays,
Lady From the Sea by Anna Maria Island Accommodations 205 Iris St, Anna Maria, FL 34216 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 Pin
Palm Cay 2 by Anna Maria Island Accommodations3000 Gulf Dr Unit 2Bradenton Beach, FL 34217Welcome to Palm Cay 2, a charming 2-bedroom, 2-bath vacation condo located in the heart of Holmes Beach on Anna Maria Island. Just steps from the sugar-white sands of Manatee Beach and close to the lively Holmes Beach Town Center, this cozy retreat offers the
Buttonwood Cottage by AMI Locals 405 Pine Ave, Anna Maria, Florida 34216 Welcome to Buttonwood Cottage, a recently restored three bedroom, two bathrooms home full of Florida charm. Perfectly located on iconic Pine Avenue in Anna Maria and 10-minute walk to the Gulf. With a private heated pool, a pet-friendly policy, and easy access to island boutiq
Barefoot by the Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #3, Anna Maria, FL 34216VR18-000088Welcome to Barefoot by the Bay, a luxury ground-level villa offering one bedroom, two bathrooms, and a cozy den in a picturesque bayside setting! Located just across the street from beautiful Bay and within walking distance of the beach, re
Surf View by AMI Locals 209 54th St, Holmes Beach, FL 34217VRC18-000095Welcome to Surf View, an expansive eight bedroom, six bath luxury vacation home in Holmes Beach, perfect for large family gatherings, reunions, and group getaways. With a rooftop deck offering sweeping Gulf and Bay views, a resort style pool with waterslide and spa, and plenty o
Mermaid's Hideaway by Anna Maria Island Accommodations 7205 Gulf Dr, North Unit, Holmes Beach, FL 34217 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
Highlights• 5-minute walk to the beach • Spacious backyard with Pool and Spa• Pet Friendly• Tiki hut and bar area Island Life by AMI Locals108 78th St Holmes Beach VRC#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 yo
A Place in Paradise Unit A by Anna Maria Island Accommodations 218 Palmetto Ave, Unit A, Anna Maria, FL 34216 VR16-000529 Welcome to A Place in Paradise Unit A, a charming two-bedroom, two-bath duplex located just a short walk from the sugar-white beaches of Anna Maria Island. Perfect for families or small groups, this coastal cottage offers the id
Gone Gulfin’ by AMI Locals 9605 Gulf Drive, Anna Maria, Florida Welcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games li
Seaside Manor by Anna Maria Island Accommodations 106 8th St S, Bradenton Beach, FL 34217 Welcome to Seaside Manor, a beautifully updated 3-bedroom, 2-bathroom vacation home just a two-minute walk from the sugar-white sands of Bradenton Beach. With a private pool and spa, multiple living spaces, and a location steps from the free island trolley, th
Swell Life by AMI Locals 110 46th St, Holmes Beach, Florida VRC21-000150 Experience a slice of paradise at Swell Life, a custom-built 4-bedroom, 4-bathroom home located just steps from the stunning beaches of Anna Maria Island—no streets to cross! Perfect for families and groups seeking a memorable beach getaway, this beautifully designed home off
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