Anna Maria Island Vacation Rentals
197 properties available
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
Bayside Cutie at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #2, Anna Maria, FlVR18-000088Welcome to Bayside Cutie, a charming bayside retreat on Anna Maria Island! This one-bedroom, one-bath condo offers a cozy and stylish escape just across the street from the breathtaking Bay beaches. Enjoy your own private patio where you can sip coffee
Island Breeze by Anna Maria Island Accommodations 235 64th Street, Holmes Beach, FL 34217 VRC25-000031Experience the perfect beach retreat at Island Breeze, a stylish three-bedroom, two-bath townhome just a two-minute walk from Holmes Beach’s pristine Gulf beaches! Perfect for relaxation or adventure, this coastal gem offers a private screened in p
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
Costa Bella by Anna Maria Island Accommodations 10107 Gulf Dr, Anna Maria, FL 34216 Welcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and gr
AMI Breeze by AMI Locals 507 Spring Ave, Anna Maria, FL VR20-000022 Welcome to AMI Breeze! Tucked away in a relaxed neighborhood just minutes from the soft white sands of Anna Maria Beach, this two bedroom, two bath retreat is perfect for families, couples, or friends. With a private heated pool and spa surrounded by lush landscaping, plus styli
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
Seahorse Cove by Anna Maria Island Accommodations 312 64th Street, Holmes Beach, FL 34217VRC16-000109Welcome to Seahorse Cove, a vibrant two-story duplex just three blocks from the gorgeous Holmes Beach and steps from the free Anna Maria Island trolley! This four-bedroom, three-bath coastal retreat boasts recently updated interiors and decor that
Blissful Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #4, Anna Maria, FL 34216 VR18-000088 Welcome to Blissful Bay at Bayside Bungalow, a bright and beachy three bedroom, two bath condo perfectly located on the north end of Anna Maria Island! Just across the street from the Tampa Bay and near the islands pristine white-sand beaches, t
Go with the Flow by AMI Locals 311 Spring Ave, Anna Maria, FL 34216 VR24-000026Welcome to Go with the Flow, a stunning three-level luxury home offering five bedrooms and five and a half bathrooms, designed for beach lovers. Located just a five-minute walk to Anna Maria Beach, this brand new vacation retreat boasts a private pool, rooftop deck, and
The James by AMI Locals 608 Rose Street, Anna Maria, Florida Welcome to The James by AMI Locals, your ultimate North End beach getaway on Anna Maria Island. This brand-new four bedroom, four and a half bath luxury home is just a short six-minute walk from the island’s world-famous Gulf beaches and offers a rooftop deck with stunning Gulf views, a p
A Wave From It All by Anna Maria Island Accommodations 404 Spring Ave, Anna Maria, FL, 34216 VR19-000058 / 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 eate
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