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Gulf of Mexico Fun for Families, Friends and Couples!

Whether you're looking for a romantic getaway for two or a family fun-filled adventure, Anna Maria Vacations has the place for you. Just off the coast of Florida, and overlooking the Gulf of Mexico, Anna Maria Island is a charming island destination with something for everyone. Anna Maria Vacations feature beachfront condos, bay-front rentals with docks, and large villas with a pool, ensuring you have your own ideal home-away-from-home. Large windows, full kitchens, and tall ceilings are sure to offer an undeniable sense of luxury to your stay. Spend the day shopping down popular Pine Avenue, relax on the famous Rod and Reel Pier looking out for friendly dolphins, or quench your sweet tooth with handmade donuts at Anna Maria Donuts. However you spend your time, you're sure to bring home memories that will last forever!

Beach
Family
Reunions
Nature
Fishing
Romantic
Ecotourism
Luxury
Honeymoon
Holiday
Island
Villas and Condos
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Rental pool at Anna Maria Vacations. Anna Maria Vacations offer a wide variety of vacation rentals of five bedrooms or more, perfect for hosting your next beachfront family reunion! Many of these vacation homes feature luxurious amenities like private swimming pools, lavish porches and patios, gourmet kitchens, games rooms and much more. Keep your family entertained with a day at the beach, or hit the waters of a deep sea fishing adventure. It's all right outside your door with Anna Maria Vacations!
The beach at Anna Maria Vacations. The beach at Anna Maria Vacations. Fishing at Anna Maria Vacations. The beach at Anna Maria Vacations. Relaxing on the beach at Anna Maria Vacations. The beach at Anna Maria Vacations. Sunset at Anna Maria Vacations. Take a stroll to the north end of Anna Maria Island via the beach as you collect seashells and enjoy the white sands. Rent a bike and explore all the unique flora and fauna of the area. Or, you can pack yourself a picnic and watch the sun set over the Gulf of Mexico. Enjoy the natural sights up close and personal; just make sure to bring your camera so you can bring a bit back home with you!
Fishing at Anna Maria Vacations. Sunset at Anna Maria Vacations. Rental pool at Anna Maria Vacations. Anna Maria Island, Brandenton Beach, and Holmes Beach all offer a variety of fishing expeditions for you to reel in that trophy catch during your stay with Anna Maria Vacations. Rod and Reel Pier and Anna Maria Island City Pier are both great spots for the fishermen in your group. Or contact Dolphin Dreams Charters to set up a deep sea fishing trip!
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Sunset at Anna Maria Vacations. Head to Anna Maria Island and get a first hand look at the beauty of this island! The views of the Gulf of Mexico alone will inspire you to do your part. Explore the island and learn what you can do to leave it a better place than when you arrived. Learn all about the marine life when you spend time on the famous Rod and Reel Pier. If you spend enough time, you might be able to spot a dolphin!
Rental living room at Anna Maria Vacations. Rental patio at Anna Maria Vacations. Rental living room at Anna Maria Vacations. Rental kitchen at Anna Maria Vacations. Rental bedroom at Anna Maria Vacations. Rental bathroom at Anna Maria Vacations. Luxury linens at Anna Maria Vacations. Rental kitchen at Anna Maria Vacations. Rental exterior at Anna Maria Vacations. Rental pool at Anna Maria Vacations. Rental kitchen at Anna Maria Vacations. Rental living room at Anna Maria Vacations. Rental bedroom at Anna Maria Vacations. Rental bathroom at Anna Maria Vacations. Rental bedroom at Anna Maria Vacations. The beach at Anna Maria Vacations. Rental pool at Anna Maria Vacations. Rental kitchen at Anna Maria Vacations. Rental living room at Anna Maria Vacations. Rental pool at Anna Maria Vacations. Rental kitchen at Anna Maria Vacations. Rental bedroom at Anna Maria Vacations. Rental pool at Anna Maria Vacations. Beach at Anna Maria Vacations. Couple at Anna Maria Vacations. Pets welcome at Anna Maria Vacations. Anna Maria Vacations feature luxury properties to choose from along the shores of the Gulf of Mexico. Enjoy waking up to the sunrise cresting over the water from your private balcony, or create family meals together in your fully-equipped kitchen. Bay-front properties with docks, or large villas with high ceilings, and sophisticated decor will make you feel like royalty. Indulge in the best on your next vacation!
Rental exterior at Anna Maria Vacations. Rental patio at Anna Maria Vacations. Luxury linens at Anna Maria Vacations. The beach at Anna Maria Vacations. Sunset on the beach at Anna Maria Vacations. The beach at Anna Maria Vacations. The beach at Anna Maria Vacations. Rental pool at Anna Maria Vacations. Rental living room at Anna Maria Vacations. The beach at Anna Maria Vacations. Couple at Anna Maria Vacations. Relax and let the wedding day stress melt away. Anna Maria Vacations will make sure you're in a beautiful and intimate condo with everything you need for a luxurious honeymoon. Private balconies overlooking the Gulf of Mexico, fully-equipped kitchens, plush mattresses, and flat-screen TVs keep you in, but then let the shopping, fishing, swimming, and fine dining get you out!
The beach at Anna Maria Vacations. Rental living room at Anna Maria Vacations. There is no better way to enjoy a holiday than white sandy beaches, fishing off the pier into the Gulf of Mexico, basking in the sun, shopping, and fine dining! The whole family will love the great weather and quality time together. Anna Maria Vacations condos are great for small and large families alike, with a villa option that has a private pool just for you!
Rental patio at Anna Maria Vacations. Rental pool at Anna Maria Vacations. Beach at Anna Maria Vacations. Couple at Anna Maria Vacations. Pets welcome at Anna Maria Vacations. Kayaking at Anna Maria Vacations. Beautiful Anna Maria Island welcomes you to an unforgettable beach vacation. Surrounded by the clear blue waves of the Gulf of Mexico and seemingly endless miles of white-sand shores, you can enjoy the soft beaches and cool ocean breeze to your heart's content. When you're not spending all your time on the water, make sure to visit the village of Anna Maria, which offers old-town charm and exceptional shopping and dining opportunities. After a long day, your luxury rental from Anna Maria Vacations offer everything you need to unwind in style!
Rental living room at Anna Maria Vacations. Anna Maria Vacations feature an exquisite collection of beachfront condos that everyone in your group will enjoy during your next trip to Florida. Many of these units feature direct access to the beach, screened-in porches or balconies, and plenty of space for your entire family. Make it a romantic getaway and ensure that your condo includes a Jacuzzi tub!
Amenities
Open Dates
  • All Year
Property Size
  • 227 units
Nearby City
  • Holmes Beach, Florida
Nearby Water
  • Gulf of Mexico
General
  • Bicycles
  • Swimming Pool
  • Flatscreen TV
  • Wireless Internet
Room
  • Air Conditioning
  • Alarm Clock
  • Balcony
  • Coffee Maker
  • Full Kitchen
  • Hot Tub
  • Microwave
  • Refrigerator
Activities
  • Photography
  • Shopping
  • Sightseeing
  • Swimming
  • Beach
  • Biking/Bicycling
  • Boating & Watercraft
  • Fishing Pier(s)
  • Golf Course
  • Hiking
  • Wildlife & Nature
  • Sailing
  • Saltwater Fishing
  • Snorkeling
Suitability
  • Children Welcome
  • Pet Friendly
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This property is ranked number 1 on Top Florida Beach Vacation Homes. Read about it here.

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