Vacation Rentals
168 properties available
Southern Breeze 5 by Anna Maria VacationsVR16-000199Experience the relaxed coastal charm of Southern Breeze Number 5, a newly remodeled ground-level vacation home located at the end of Anna Maria Island! Just a short four-minute walk to Bean Point Beach, near Bayfront Park, this two-bedroom, one-bath retreat offers a perfect blend of comfort, style
Capri Condo D by Anna Maria Vacations Condo in Bradenton Beach, FloridaTPL21-000044 / CND5105467Welcome to Capri Condo D, a bright and inviting beachfront vacation rental perfectly positioned on the soft white sands of Bradenton Beach. With panoramic 180° water views, direct beach access, and a charming balcony ideal for watching the sun rise and s
Midnight Gulf Resort A by Anna Maria VacationsWelcome to Midnight Gulf Resort A, a refreshed three-bedroom, two-bathroom coastal retreat in the heart of Bradenton Beach. Thoughtfully updated with professionally designed interiors and a rooftop balcony overlooking the island, this inviting vacation rental places guests just moments from the Gulf bea
Runaway Bay 273 by Anna Maria Vacations Condo in Bradenton Beach, FloridaTPL23-000155, CND5105467 Experience the perfect island escape at Runaway Bay 273, a charming two-bedroom, two-bath condo in Bradenton Beach, just a 4-minute walk from Cortez Beach and the soft sands of Anna Maria Island. This inviting Bradenton Beach vacation rental offers pea
Hawaiian Tide by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC17-000059 Escape to Hawaiian Tide, a bright and breezy three bedroom, two bathroom duplex home just a short stroll from the beach on Anna Maria Island. With a private pool, lush backyard, and prime location near the island trolley and top local dining, this charming retreat of
Seashore Castle by Anna Maria Vacations Duplex in Bradenton Beach, FL VPL20-000010One row from Gulf Drive, across the street from the Gulf of Mexico and direct beach access, Seashore Castle spoils you with truly exceptional Gulf and Bay views in nearly every room! The opulent bedrooms – THREE KINGS – each have GULF-VIEW BALCONIES. Your semi-private
Sea Esta by Anna Maria Vacations Home in Anna Maria, FL VPR22-000085Welcome to Sea Esta, a beautifully refreshed beach haven in the sought-after north end of Anna Maria Island. Just steps from the sugar-white sand and sparkling Gulf waters, this multi-level three-bedroom, two-bath home offers a spacious backyard, private outdoor seating, and a dog-
Beachy Butterfly by Anna Maria Vacations Condo in Holmes Beach, Florida VRC24-000089Welcome to Beachy Butterfly, a charming two-bedroom, two-bath condo located in the heart of Holmes Beach on beautiful Anna Maria Island. Just a 8-minute walk to the pristine Gulf shoreline, this recently refreshed retreat offers guests access to a community pool, te
The Beach Front by Anna Maria Vacations Condo in Holmes Beach, FloridaVRC16-000343Welcome to The Beach Front, a luxurious three-bedroom, two-bathroom beachfront condo offering spectacular views of Anna Maria Island! Located between Bradenton Beach and the historic fishing village of Cortez, this stunning property is perfect for families or groups s
Southern Breeze 1 by Anna Maria VacationsVR16-000199Welcome to Southern Breeze 1, a chic ground-level vacation retreat located on the North end of Anna Maria Island! Just a short four-minute walk from Bean Point Beach, near Bayfront Park, this two-bedroom, one-bath home offers an ideal spot for families and friends to relax, explore, and soak up th
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
Capri Condo A by Anna Maria VacationsVRC18-000064 / CND5105467Welcome to Capri Condo A, a stunning ground-level oceanfront getaway located directly on Bradenton Beach! With gorgeous Gulf views from the living area and primary bedroom, this classic Florida-style condo offers the perfect coastal retreat. Featuring three bedrooms and two bathrooms, a
