TOP 30 Private beachfront getaways in Anna Maria, Florida

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Anna Maria Island Getaway is a premier real estate and travel agency located in Bradenton Beach, Florida. Our dedicated team is committed to helping you find the perfect getaway on the beautiful Anna Maria Island. Whether you're looking for a beachfront vacation rental, a cozy cottage, or a luxurious villa, we have a wide selection of properties to choose from. Our experienced staff is here to assist you every step of the way, from booking your accommodation to planning your itinerary. Come experience the beauty and tranquility of Anna Maria Island with us at Anna Maria Island Getaway.

Anchor Down Real Estate & Rentals on Anna Maria Island offers top Bradenton & Anna Maria Island vacation rentals. Located at 9801 Gulf Drive in Anna Maria, Florida, this institution serves as a lodging, real estate, and travel agency. With a "No Worry Guest Guarantee" from reservation to check-out, Anchor Down Vacation Rentals provides the finest homes on the Florida Gulf Coast. Guests can enjoy spacious accommodations, beautiful outdoor areas, and excellent customer service. Whether you're looking for a family gathering, a romantic getaway, or a relaxing vacation, Anchor Down Vacation Rentals has the perfect property for you. Book today and experience the beauty of Anna Maria Island with Anchor Down!

Anna Maria Island Vacation Rentals is a premier real estate and travel agency located at 601 Gulf Drive North in Bradenton Beach, Florida. Specializing in luxury vacation rentals on the stunning Anna Maria Island, this agency offers a wide range of accommodations to suit every traveler's needs. From beachfront condos to cozy cottages, guests can expect top-notch service and amenities during their stay. Whether you're looking for a romantic getaway or a family-friendly retreat, Anna Maria Island Vacation Rentals has the perfect property for your next vacation. Experience the beauty and charm of Florida's Gulf Coast with a stay at one of their exceptional rental properties.

The Beach Club at Anna Maria by RVA is a luxurious beachfront lodging destination located at 2201 Gulf Drive North in Bradenton Beach, Florida. This institution offers a variety of rental properties including condos, villas, and private homes, perfect for a relaxing vacation or a romantic getaway. With stunning views of the Gulf of Mexico, guests can enjoy direct beach access, a heated pool, and a variety of amenities to enhance their stay. Whether you are looking for a weekend retreat or a longer stay, The Beach Club at Anna Maria by RVA is the perfect choice for your next beach vacation. Contact their real estate and travel agency to book your stay today.

Birds Nest Apartments on Anna Maria Island is a charming vacation rental located at 403 Gulf Drive South in Bradenton Beach, Florida. This cozy lodging option offers a peaceful retreat for guests looking to unwind and relax in a beautiful beachfront setting. The apartments are well-appointed and feature all the amenities needed for a comfortable stay, including fully equipped kitchens, spacious living areas, and private balconies with stunning views of the Gulf of Mexico. With its convenient location near the beach and various attractions, Birds Nest Apartments is the perfect choice for a memorable getaway on Anna Maria Island.

OHasis Getaway is a real estate and travel agency located at 211 Elm Avenue in Anna Maria, Florida, United States. Just steps away from the stunning Gulf side beaches of Anna Maria Island, our locations are perfect for a relaxing escape. We take pride in providing Midwestern care to ensure your OHasis Getaway is prepared for you to simply enjoy island life. Our properties offer luxurious comfort in soothing island style, allowing you to unwind and recharge. With beautiful sunrises and sunsets, lush flora, and soft sugar sand beaches, you'll feel like you're in paradise. Enjoy amenities such as private pools, outdoor grills, entertainment systems, and fully stocked kitchens with Starbucks coffee beans provided.

Once Upon A Beach Vacation Rentals is a charming real estate agency located at 411 Pine Avenue in the beautiful beach town of Anna Maria, Florida. Our agency specializes in providing top-notch vacation rental properties for visitors looking to experience the ultimate beach getaway. Whether you're seeking a cozy beachfront cottage or a luxurious seaside villa, our dedicated team is here to help you find the perfect accommodations for your dream vacation. With our convenient location and personalized service, Once Upon A Beach Vacation Rentals is your go-to destination for a memorable and relaxing beach vacation in sunny Florida.

MI Happy Place Island Resort is a charming lodging located at 301 42nd Street, Holmes Beach, Florida, United States. Our resort offers a full size pool that is heated and chilled as needed to ensure a great vacation experience. Whether you are planning a family reunion, a romantic beach wedding, a corporate function, or just a fun getaway, our resort is the ideal setting for all occasions. The recently renovated and remodeled units at MI Happy Place Island Resort offer casual elegance and a beachy, fun decor that welcomes you to relax in style. Each unit comes with a full kitchen, luxurious bath linens, and incredibly comfortable beds. You can choose to spend your days lounging by the pool and having a barbecue, both of which are included with your stay.

Bay Breezes at Bayside Bungalow is a charming lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This vacation retreat offers two bedrooms and one bathroom, tastefully decorated in a coastal theme for a perfect beach getaway. Guests can enjoy a private patio with stunning water views across the bay, as well as a shared pool, BBQ area, and easy access to both Gulf and Bay beaches. The interior features a relaxing seating area with a large TV, a well-equipped kitchen, and comfortable bedrooms with premium mattresses. The resort-style heated swimming pool and outdoor living spaces provide ample opportunities for relaxation and enjoyment. With a maximum of one car allowed for parking and pet-friendly accommodations, Bay Breezes at Bayside Bungalow is the ideal choice for a memorable vacation experience in Bradenton Beach, Florida.

Villa #3 Seahorse is a charming lodging establishment located at 3605 Gulf Drive in Holmes Beach, Florida, United States. This cozy villa offers a relaxing tropical atmosphere with stunning views of the Gulf of Mexico. Guests can enjoy a peaceful getaway with easy access to the beach, as well as nearby dining and shopping options. The villa features comfortable accommodations, a fully equipped kitchen, and a private outdoor patio for guests to unwind and soak up the sunshine. Whether you're looking for a romantic retreat or a family vacation, Villa #3 Seahorse is the perfect destination for a memorable stay on Anna Maria Island.

LaPlage 5 is a luxurious beachfront resort located at 6422 Gulf Drive in Holmes Beach, Florida, United States. This stunning property offers guests a perfect blend of relaxation and sophistication, with spacious accommodations and top-notch amenities. Enjoy breathtaking views of the Gulf of Mexico from your private balcony, take a dip in the sparkling pool, or unwind on the pristine sandy beach just steps away. Indulge in gourmet dining options, rejuvenate at the spa, or explore the charming shops and restaurants in the area. LaPlage 5 is the ultimate destination for a memorable beach getaway on Anna Maria Island.

SeaBreeze Vacation LLC is a full-service real estate and travel agency located at 5372 Gulf Drive in Holmes Beach, Florida, United States. Our Reservation Specialists are available 9 AM-Midnight EST, 7 days a week to help you find the perfect vacation home on Anna Maria Island. We offer a variety of homes for couples, families, and large groups, with amenities such as pet-friendly options, properties with docks, and golf cart rentals for easy island exploration. When you book directly with SeaBreeze Vacation, you can enjoy the best rates with no hidden fees. Our flexible cancellation policy allows you to cancel bookings up to 14 days before check-in and receive a refund. Our staff, who are either island locals or longtime transplants, are always available to assist with any needs or maintenance during your stay.

Lazy Palm Cottage is a little piece of paradise located in Holmes Beach on Anna Maria Island, Florida. This classic 1930's beach cottage has been beautifully renovated to offer all the modern comforts needed for a fabulous vacation. With 3 bedrooms and 2 baths, the split floor plan comfortably sleeps 6 guests. The cottage is bright and spacious, with over 1500 sq ft of indoor living space and an additional 380 sq ft of covered outdoor porches. Guests can enjoy the large open living area, lower family room leading to the private pool, and another sitting room off the kitchen. The fully equipped kitchen features dual sinks, an extra refrigerator for drinks, and an ice maker. Outside, guests can relax by the heated private pool, on the poolside patio with chaise lounges, or under the covered patio with ceiling fans. An outdoor shower and propane gas grill are also available for guests to use.

Blue Turtle Cottage is a charming vacation rental located on Anna Maria Island in Holmes Beach, Florida. Just a minute walk to the beautiful white sandy beaches, this cottage offers a perfect tropical escape. The fully equipped kitchen, cozy living room, and private bedrooms ensure a comfortable stay for guests. The private backyard features a sparkling pool, outdoor dining area, and BBQ grill for relaxing evenings. With easy access to the beach and nearby amenities, guests can enjoy the laid-back atmosphere of Anna Maria Island. The property also offers personalized service and assistance to make your stay memorable. Whether you're looking for adventure or relaxation, Blue Turtle Cottage is the perfect destination year-round. Explore the island, dine at local restaurants, or simply unwind by the pool - the choice is yours. Book your stay at Blue Turtle Cottage for a truly unforgettable vacation experience on Anna Maria Island.

Pelican Bay Vacation Rental Home is a charming and spacious accommodation located in Anna Maria, Florida, United States. This beautiful home offers guests a relaxing and comfortable stay with all the amenities needed for a perfect vacation. With a prime location just a short walk from the beach, guests can enjoy stunning views of the Gulf of Mexico and easy access to the sand and surf. The home features modern furnishings, a fully equipped kitchen, and a private pool for guests to enjoy. Whether you're looking for a family getaway or a romantic retreat, Pelican Bay Vacation Rental Home is the perfect place to relax and unwind in Anna Maria.

Fun Boat Tours is a travel agency located at 1265 Old Stickney Point Road in Sarasota, Florida, United States. We offer a variety of boat tours, including sunset cruises, dolphin watching, private charters, and custom tours. Our tours depart from both Siesta Key Marina and Anna Maria's Keyes Marina, providing you with the opportunity to explore the beautiful waters of the area. Whether you're looking to relax and watch dolphins play, enjoy a stunning sunset, or customize your own adventure, Fun Boat Tours has something for everyone. Join us for an unforgettable experience on the water!