Anna Maria Island, Florida
309 properties available
Indulge in a lavish escape in a 2-bedroom, 2-bath beach condo that is specially designed to accommodate up to 6 guests. Experience the awe-inspiring beauty of the Gulf of Mexico's emerald waters and the stunning powdery white sand beaches. Begin your day with a hot cup of coffee or a refreshing glass of juice on your very own screened-in lanai, env
Holmes Beach awaits you and your family at this cozy condo! With features like a private pool and a location near some of Florida's finest beaches, you're sure to create some amazing memories on Anna Maria Island.
Wake up and walk over to the beach to start your day soft sands and warm Gulf waves are only two blocks away. Anna Maria Island featur
Find your happy place at this beautiful beach condo on Anna Maria Island, featuring access to a shared pool and a wonderful location just steps from the beach!
Located at the quiet Water's Edge complex in Holmes Beach, this condo makes it easy to spend your days basking in the chaise lounges by the pool with a view of the ocean. There is space to
Two balconies, two patios, and plenty of ocean views to enjoy! This townhouse is all set up for a family or group to enjoy a little haven by the shore. Enjoy the view of the beach while having dinner on the furnished balcony. Everything tastes better when its cooked in the galleystyle full kitchen. If you have remote work or schooling to finish bef
Chase sunsets and island vibes at this lovely beach house on Anna Maria Island. Offering a private heated pool, dogfriendly attitude, and access to a beach nearby, this house will ease you into vacation mode in no time!
Located just over half a mile from the beach at City Park and a free trolley ride to anywhere else on the island, convenience is
This bright family duplex is located just one block from the Bimini Bay inlets and is a fiveminute walk from beach access, making it the perfect place to spend a sunny vacation with the people you love! This home configuration is a combination of two suites, each with its own kitchen, so it's an ideal situation for extended families and groups of f
Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped with everything you need to make a quick snac
Please note that this home only allows minimum night stays of 30 nights or longer. This is enforced by the HOA and we cannot make any exceptions.
Come enjoy this familyfriendly condo that puts you right in the heart of the Holmes Beach action! This updated poolview home boasts room for the whole family, shared pool access, and a seaside location t
This luxury townhome is the perfect place for your next beach vacation. The property is on a private reserve and has all the amenities for a memorable holiday for families, couples, and friends.
After a fun day of activities, return to your retreat to relax and unwind. The interior boasts lots of natural light, and is spacious, providing plenty o
Avast ye! This grand, waterfront 5BR/3.5BA Spanish Colonial Revival style contemporary private home on Holmes Beach house is A Pirate’s Dream! Immerse yourself in the lore of piracy and the island history of Anna Maria. Relax by the dock (accommodates vessels up to 35 ft), drop your kayak, paddleboard, and fishing line, set sail, or look into boat
This property has a 7night stay requirement. However, select properties have the flexibility for shorter stays.
Luxury is yours when you stay at this villa on Anna Maria Island, with a private pool in a tranquil courtyard, and the sandy Gulf beaches a quick walk away! This villa has an identical neighbor, which can be rented together to accommoda
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, and when you are ready to get out you are moments away from anything that sparks your interest. Your dream tropical getaway awaits on Anna Maria Island, Florida! Located on the Gulf of Mexico, less than 1-hour from Tampa or Sarasota
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