Anna Maria Island Pet Friendly Rentals
64 properties available
Beach You To It by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR18-000150 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, or couple
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, relaxing outdoor spaces, and dog-friendly accommodations so everyone in your group can join the fun. Enjoy peaceful island l
Siena Sky by Anna Maria Island Accommodations Welcome to Siena Sky, a four-bedroom, four-bath luxury vacation home just steps from the beach. This stunning island getaway combines modern elegance with relaxed coastal comfort, featuring a rooftop deck with Gulf views, a heated pool and spa, and a prime location within walking distance of Pine Avenue
Bay Vista at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088 Welcome to Bay Vista at Bayside Bungalow, a three bedroom, two bath condo located in Anna Maria. With panoramic 180° water views, this coastal retreat offers front-row seats to dolphins, sailboats, and spectacular sunrises. Just steps from the Bayside beach and a short
Two Pina Coladas by Anna Maria Island Accommodations VRC16-000094 Welcome to Two Pina Coladas by Anna Maria Island Accommodations, a luxurious six bedroom, four and a half bath home just one block from the Gulf beaches of Holmes Beach. Designed for large families and groups, this coastal gem combines resort style amenities, peeks of the Gulf from t
Totally Beachin’ by AMI Locals Vacation Rental License #VPL20-000155, DWE5105909 Welcome to Totally Beachin’, a luxury beach home just seconds from the Anna Maria Sound and a short walk to Bradenton Beach’s sparkling beaches! This three-bedroom, three-bath home offers a private resort-style pool, an inviting in ground putting green, and plenty of
Welcome to Absolutely Anna, a charming two-bedroom, two-bathroom vacation home with a private pool, cabana lounge, and screened-in porch, just a two-minute walk to Bean Point Beach. This dog-friendly Anna Maria Island rental is the perfect mix of coastal comfort and fun extras like foosball, outdoor TV, and a beach wagon to make your island getaway
A Place in Paradise Unit B by Anna Maria Island Accommodations Duplex in Anna Maria, FloridaVacation Rental License #VR16-000529 Welcome to A Place in Paradise Unit B, a delightful two-bedroom, two-bath vacation home located just two blocks from the shimmering Gulf beaches. This cozy retreat is ideal for couples or small families looking to enjoy t
Ainsley Beach House by Anna Maria Island Accommodations VRC16-000185 Welcome to Ainsley Beach House, a charming three-bedroom, two-bath vacation home perfectly situated in the heart of Holmes Beach on Anna Maria Island. Just a five-minute stroll from the powder soft Gulf beaches, this inviting coastal retreat offers a private pool with a built-in t
The Black Pearl by Exclusive Vacations Vacation Rental License #VRC23-000114 Experience luxury and coastal elegance at The Black Pearl, part of our Exclusive Collection. This stunning black and white designed beach home offers a private black-bottom infinity edge pool and panoramic Gulf views. Located within walking distance of the pristine beaches
Private Palms by Anna Maria Island Accommodations VRC23-000027Welcome to Private Palms, a beautifully remodeled four-bedroom, two-bath coastal retreat just a 3-minute walk to Holmes Beach and close to the shops and dining of Holmes Beach Towne Center. This bright and stylish home features a private pool, relaxed outdoor living, and comfortable inte
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 eateries along Pine Avenue, this family-friendly retreat is ideal for large families and groups seeking comfort, fun, and r
