Vacation Rentals
152 properties available
Calypso Cottage by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000622Your island vacation starts at Calypso Cottage, a Mediterranean-inspired escape just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This three-bedroom, three-bath home offers a private pool with a spa, a ping pong table, and tropical outd
Gulf Sands #102 by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000363 Welcome to Gulf Sands #102, a charming 2-bedroom, 2-bath beachfront condo offering private Gulf access, sweeping coastal views, and an ideal location in the heart of Holmes Beach. Perfect for families and couples, guests will enjoy direct access to the white sand sh
Coastal Sunset of Sunset Cove by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000346 Escape to Coastal Sunset, a stunning three-bedroom, two and a half-bath beachfront corner unit condo in Holmes Beach! This luxurious top-floor residence offers breathtaking views from your private balcony and access to a community pool and BBQ area.
Aqua Cove by Anna Maria Vacations Home in Anna Maria, FL VR16-000429 Welcome to Aqua Cove by Anna Maria Vacations, a beautiful canal-front vacation rental featuring 4 bedrooms and 3.5 bathrooms in the heart of Anna Maria Island, Florida. Perfect for families who love boating and beach adventures, this home offers a private pool with spa, boat dock,
Tiki Sunrise by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC19-000045Welcome to Tiki Sunrise, a delightful retreat just steps from Holmes Beach! This charming two-bedroom, two-bath duplex offers the perfect blend of relaxation and island fun, with a tropically landscaped shared backyard featuring a swimming pool, outdoor seating, and a
Welcome to A Lil’ Nauti, a charming ground level home nestled in the heart of Anna Maria Island! This recently updated one-bedroom, one-bath retreat offers a cozy atmosphere combined with outdoor adventures just steps from the bay and a short, 4-minute bike ride to Holmes Beach. Perfect for couples or small families. Enjoy a peaceful seaside escape
Sugar Plum Beach West by Anna Maria Vacations Home in Anna Maria, FL VRC18-000058Welcome to Sugar Plum Beach West, a stunning, modern vacation duplex located just five houses from Anna Maria Island Beach! This beautifully decorated three bedroom, two bath home offers a shared backyard, featuring a sparkling pool, lounge chairs, a Pergola with a din
Starfish by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000247 Experience the best of Anna Maria Island at Starfish, a stunning three-bedroom, two and a half bath home located just one house away from Holmes Beach! Perfect for families or friends, this charming beachside retreat offers quick access to the beach for endless days of su
Shell Cove by Anna Maria Vacations Condo in Bradenton Beach, FL VRC22-000100 / CND5105467Experience True Beachfront — Newly Renovated, Offering Access to Anna Maria Island’s Most Coveted Views. Wake every day to the sound of the sea at Shell Cove, a beautifully updated two-bedroom, one and a half-bath condo with the beach at your doorstep. Thi
Sugar Plum Beach by Anna Maria Vacations Home in Anna Maria, FL VRC18-000058 Welcome to Sugar Plum Beach, your perfect family and friends retreat just five houses from the sugar-white sands of Anna Maria Island’s Gulf beaches. This colorful 6-bedroom, 4-bathroom vacation duplex offers two fully furnished living spaces, making it ideal for large gro
Dolphin House by Anna Maria Vacations Duplex in Holmes Beach, FloridaVRC16-000338Experience the tropical charm and luxury of Dolphin House, a beautiful three-bedroom, two-and-a-half-bath townhome just a six-minute walk from the beach in Holmes Beach! This stunning home features a brand-new sparkling pool with a gorgeous waterfall, a covered patio w
