Anna Maria Island Rentals
197 properties available
Bo’s Beach Bungalow by Anna Maria Island Accommodations 306 N Shore Dr, Unit B, Anna Maria, FL 34216 Welcome to Bo’s Beach Bungalow, a two-bedroom, one-bath coastal villa in the heart of Anna Maria Island. This charming retreat is less than a five-minute walk from the soft white sands of Anna Maria City Beach and just a short stroll to Pine Avenue
Blue Lagoon 1 by Anna Maria Island Accommodations 6602 Holmes Blvd, Holmes Beach, FL 34217 VRC16-000166Welcome to Blue Lagoon 1, a charming vacation condo just a 4-minute walk from the white sands of Holmes Beach! Perfect for couples, friends, or small families, this condo offers one bedroom and one and a half bathrooms. Relax in the tropical commu
Our Place By The Sea by Anna Maria Island Accommodations 761 Jacaranda Rd, Anna Maria, FL 34216 VR16-000359 Welcome to Our Place By The Sea, a charming three bedrooms, two and a half bath vacation home on the peaceful north end of Anna Maria Island. Just a four-minute walk to Bean Point Beach, this ground-level retreat features a private pool, outd
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
Island Chic by Anna Maria Island Accommodations 212 67th St, Holmes Beach, FL 34217 Welcome to Island Chic by Anna Maria Island Accommodations, a newly remodeled four-bedroom, four-bath coastal retreat located just a three-minute walk from the sugar sands of Holmes Beach. This beautifully updated home blends modern luxury with island charm, offerin
Just Breathe by Exclusive Vacations 415 N Bay Blvd, Anna Maria, FL 34216 VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with
Palm Cay 6 by Anna Maria Island Accommodations 3000 Gulf Dr, Unit #6, Holmes Beach, 34217 VRC16-000127 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 i
Gulf Breeze Villa B by Anna Maria Island Accommodations 204 65th St, Unit B (East Unit), Holmes Beach, FL 34217 VRC16-000146 Escape to Gulf Breeze Villa B, a cozy one-bedroom, one-bathroom retreat just one block from the sparkling sands of Holmes Beach. Perfect for couples or small families, this charming ground-level villa features a private pool,
Shamrock Palms by Anna Maria Island Accommodations 415 Bay Palms Dr, Holmes Beach, FL 34217VRC16-000106Welcome to Shamrock Palms, a charming ground level Florida retreat just a short, less than a 10-minute walk from Holmes Beach shoreline. This spacious three-bedroom, two-bathroom home offers a relaxing outdoor oasis with a private pool, rejuvenati
Turtle Crawl by Anna Maria Island Accommodations 763 Jacaranda Rd, Unit B, Anna Maria, FL 34216VR16-000350Welcome 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, two-bath vacation rental offers a shared backyard pool surrounded by lush lan
Grande Haven by AMI Locals804 N Shore Drive, Anna Maria, Florida VR18-000049 Welcome to Grande Haven by AMI Locals, an exquisite seven bedroom, three bath Anna Maria Island vacation home located directly across the street from the public beach access to the island’s famous Bean Point. This luxurious coastal retreat offers elegant interiors, a resor
Anna Maria Guest House 317 by Anna Maria Island Accommodations 317 Pine Avenue, Anna Maria, FL 34216 Welcome to Anna Maria Guest House 317, a charming three-bedroom, two-bath beach cottage located right on Pine Avenue, just two and a half short blocks from the soft white sands of the Gulf beaches. With multiple balconies, cozy living spaces, and a
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