Connect with Top-Rated Vacation Rental Agencies in Anna Maria!

Once Upon a Beach is a boutique luxury vacation rental and property management company that offers intimate island experiences with five-star care and attention to detail in one of the most beautifully quaint beach towns on earth. We provide a range of vacation rental homes, from cottages to luxury homes, in Anna Maria Island. Our team is dedicated to providing exceptional guest experiences from booking through departure. Whether you're looking for an intimate escape for two or bringing the entire extended family, we ensure a meticulously cared-for home with unique thoughtful amenities and carefully crafted concierge-style island information. Our guests can enjoy relaxed luxury in one of our pristine vacation rental homes, just steps to the pristine sugary sand beaches and gin-clear waters of our island paradise. Write the next chapter of your vacation story with us and make memories that will last a lifetime.

Sirenia By The Sea is a luxurious vacation rental business offering resort-style luxury waterfront rentals on Anna Maria Island. We provide personalized vacation planning ideas and direct bookings of water sport rentals, activities, and unique things to do. Our mission is to create a luxurious tropical ambiance where vacation memories are cherished. We look forward to assisting you in planning your luxury vacation rental that fits your dream.

AHH SEA BREEZE is a Gulf Front vacation home located on Anna Maria's North Shore Drive with magnificent panoramic views of the Gulf of Mexico. The spacious 3-bedroom, 2-bath home is tastefully furnished and well-maintained, offering all the comforts of home. Enjoy the convenience of being steps away from the beach, where you can fish, watch beautiful sunsets and dolphins/manatees play. Amenities include Wi-Fi, central heat and air conditioning, ceiling fans, washer and dryer, microwave, dishwasher, refrigerator with ice maker, cable TV, BBQ grill, and more. Whether you're looking for a romantic getaway or a family vacation, AHH SEA BREEZE is sure to be a VACATION IN PARADISE!

Anna Maria Island Accommodations is a vacation rental company that offers a selection of 200+ premium vacation homes on Anna Maria Island, Holmes Beach, and Bradenton Beach. With a focus on customer service, they provide thorough inspections, 24/7 guest services, and personalized recommendations to ensure a seamless guest experience. Whether you're looking for an amazing waterfront location, a stunning private pool, or a more casual setting, their variety of accommodations is sure to create the ultimate beach vacation experience.

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