TOP 30 Best Waterfront vacations florida in Anna Maria, Florida

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.

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.

Island Real Estate Vacations on Anna Maria Island is a premier real estate and travel agency located at 3909 East Bay Drive in Holmes Beach, Florida. With a wide range of vacation rental properties available, they provide visitors with the perfect accommodations to enjoy all that this beautiful island has to offer. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious condo, Island Real Estate Vacations has something for everyone. Their knowledgeable staff is dedicated to ensuring a seamless and memorable vacation experience for all guests. Experience the beauty and tranquility of Anna Maria Island with Island Real Estate Vacations.

The Anna Maria Motel Resort is a charming lodging option located at 808 North Bay Boulevard in Anna Maria, Florida. This quaint resort offers comfortable accommodations in a picturesque setting, perfect for those looking to relax and unwind in the Sunshine State. With easy access to the beach and nearby attractions, guests can enjoy a peaceful and rejuvenating stay at this lovely resort. Experience the laid-back atmosphere and warm hospitality of Anna Maria Motel Resort during your next getaway to Florida.

Silver Surf Anna Maria Island is a charming lodging located at 1301 Gulf Drive North in Bradenton Beach, Florida. This cozy retreat offers a peaceful and relaxing atmosphere with stunning views of the Gulf of Mexico. The institution features comfortable and well-appointed rooms, perfect for a beach getaway or a romantic escape. Guests can enjoy amenities such as a swimming pool, free Wi-Fi, and easy access to the beach. Whether you're looking for a weekend retreat or an extended stay, Silver Surf Anna Maria Island provides a perfect home away from home on beautiful Anna Maria Island.

Vacation Anna Maria is a premier real estate and travel agency located at 107 Pine Avenue in Anna Maria, Florida. Specializing in luxurious vacation rentals and property management services, Vacation Anna Maria offers guests a wide array of stunning beachfront properties to choose from. Whether you're looking for a cozy beach cottage or a spacious waterfront villa, our dedicated team is committed to helping you find the perfect vacation rental for your stay on Anna Maria Island. With exceptional customer service and local expertise, Vacation Anna Maria is your go-to destination for a memorable and relaxing getaway in the beautiful Sunshine State.

Ocean Walk by Anna Maria Vacations is a premier real estate and travel agency located at 117 Willow Avenue in Anna Maria, Florida. This institution offers a wide range of vacation rental properties, from cozy beachfront cottages to luxurious waterfront villas. With unmatched customer service and attention to detail, Ocean Walk by Anna Maria Vacations ensures that every guest's stay is unforgettable. Whether you're looking for a relaxing beach getaway or an adventurous outdoor excursion, this agency has the perfect accommodation for you. Experience the beauty of Anna Maria Island with Ocean Walk by Anna Maria Vacations.

Mermaids Crossing Beach Vacation Rental on Anna Maria Island in Florida offers stunning vacation rental properties for visitors looking to enjoy a relaxing beach getaway. Situated at 207B 69th Street in Holmes Beach, this real estate and travel agency specializes in providing luxurious accommodations with breathtaking views of the Gulf of Mexico. Whether you're seeking a romantic escape or a fun-filled family vacation, Mermaids Crossing has the perfect rental for you. Experience the beauty of Anna Maria Island and make unforgettable memories at Mermaids Crossing Beach Vacation Rental.

Cortez Florida Vacations is a charming lodging institution located in the historic Cortez fishing village at 4507 125th Street West, Bradenton, Florida. Situated just over the bridge from Anna Maria Island, this waterfront property offers a tranquil escape with five beautifully restored 1936 cottages. Each cottage features modern amenities while maintaining its original charm, including fully equipped kitchens, televisions, Wi-Fi, and antique doors. Guests can relax in the private Courtyard, enjoy views of the bay, or host events in the 1,000 square-foot Boathouse event space. The property can accommodate up to 32 overnight guests and offers venue packages for up to 150 guests. Shopping, dining, museums, spas, and the famous white sand beaches of Anna Maria Island are all within walking or biking distance. Owners Heidi and John Banyas created Cortez Florida Vacations after designing their own fairytale wedding space in the village. They aim to provide excellent service and help guests create lasting memories in this piece of old Florida paradise. Whether you're looking for a quiet getaway or a venue for a special event, Cortez Florida Vacations has something for everyone.

Anna Maria Beach Vacations is a real estate and travel agency located at 787 North Shore Drive in Anna Maria, Florida, United States. Experience stunning sunsets and breathtaking views of the Gulf of Mexico from every room in this three-bedroom, two-bath ground level home. Handicap accessible with walk-in showers and no stairs to climb, this home offers easy access for all. Just four blocks from the Gulf Beach and two blocks from Tampa Bay Beach, this lovely island pool house features a mix of newer furnishings and vintage pieces. The kitchen is equipped with a coffee maker, microwave, and dishwasher. Situated directly at the water's edge in Northern Anna Maria Island, this beautiful 3 bedroom 2.5 bath home offers unforgettable views of Manatees and Dolphins playing in the crystal blue waters of Tampa Bay. All rentals are subject to 5.5% sales tax, 6.5% Manatee county tax, as well as cleaning and maintenance fees. Guests have praised their experience at Anna Maria Beach Vacations, mentioning the cleanliness, comfort, and fully stocked amenities of the home. The location on the island is perfect for relaxing and enjoying the beautiful surroundings. Whether watching the surf, sunsets, or lightning storms over the Gulf, guests have found their stay to be a wonderful and memorable experience.

Spirit Cruises Anna Maria Island is a premier travel agency located in Bradenton Beach, Florida. Situated on the stunning Anna Maria Island, this institution offers a wide range of cruise options for those looking to explore the beautiful waters of the Gulf Coast. Whether you're seeking a relaxing sunset cruise, a thrilling dolphin-watching excursion, or a romantic dinner cruise, Spirit Cruises has something for everyone. With experienced captains and top-notch service, visitors are guaranteed an unforgettable experience on the crystal-clear waters of Anna Maria Island. Book your cruise today and embark on a journey you'll never forget.

Welcome to Anna Maria Beach Store, your one-stop destination for all your beach essentials and more! Conveniently located at 99 Spring Avenue in the heart of Anna Maria, Florida, our store offers a delightful shopping experience for both locals and visitors alike. Discover a wide array of high-quality beachwear, accessories, and unique souvenirs that capture the essence of our beautiful coastal town. Whether you're looking for stylish swimwear, comfortable flip-flops, or that perfect memento to remember your trip, Anna Maria Beach Store has something for everyone. Stop by today and let our friendly staff help you find exactly what you need for a perfect day at the beach. We look forward to serving you at Anna Maria Beach Store, where sunshine and smiles are always in stock!

Welcome to Anna Maria Boat Company, your premier travel agency located at 12300 Manatee Avenue West, Bradenton, Florida. Nestled in the heart of the stunning Gulf Coast, we specialize in creating unforgettable aquatic adventures and bespoke travel experiences tailored to your desires. Whether you're seeking a serene day on the water, an exhilarating fishing expedition, or a unique island-hopping journey, our dedicated team is here to craft the perfect itinerary for you. With a passion for the sea and a commitment to exceptional service, Anna Maria Boat Company promises an unparalleled escape into the natural beauty of Florida's waterways. Discover the magic of the sea with us today!

Welcome to Michael Saunders & Company, your premier real estate agency located on the beautiful Anna Maria Island. Situated at 6000 Marina Drive, Holmes Beach, Florida, our office is perfectly positioned to serve the vibrant communities of Anna Maria Island and the surrounding areas. With a deep commitment to excellence and a passion for the local real estate market, our team of experienced professionals is dedicated to helping you find your dream home or investment property. At Michael Saunders & Company, we pride ourselves on our comprehensive knowledge of the Anna Maria Island real estate landscape. Whether you're buying, selling, or investing, we offer personalized services tailored to meet your unique needs and preferences. Our extensive portfolio includes a diverse range of properties, from charming beachfront cottages to luxurious waterfront estates, ensuring that we have something for everyone.

Welcome to Galletto Team at Island Real Estate of Anna Maria Island! Conveniently located at 6101 Marina Drive in the charming Holmes Beach, Florida, our dedicated team of real estate professionals is committed to helping you find your dream home or investment property on the beautiful Anna Maria Island. With years of local expertise and a passion for exceptional customer service, we specialize in a wide range of real estate services, including buying, selling, and property management. Our intimate knowledge of the island and its unique neighborhoods allows us to offer personalized guidance tailored to your specific needs and preferences. Whether you're looking for a cozy beach cottage, a luxurious waterfront estate, or a lucrative rental property, the Galletto Team is here to make your real estate journey smooth and successful.

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.

Bay Breeze Cottages is a charming lodging institution located at 617 North Bay Boulevard in Anna Maria, Florida. Nestled in the heart of this picturesque coastal town, the cottages offer a peaceful retreat just steps away from the stunning beaches of the Gulf of Mexico. Guests can enjoy cozy accommodations with modern amenities, a private patio or balcony, and access to a sparkling outdoor pool. Whether you're looking for a romantic getaway or a fun-filled family vacation, Bay Breeze Cottages provides the perfect setting for a memorable stay in beautiful Anna Maria.

Captain Fin's Sightseeing and Boat Tours is a popular tourist attraction and travel agency located at 1325 Gulf Drive South in Bradenton Beach, Florida, United States. Specializing in sunset cruises, dolphin excursions, sandbar trips, shelling adventures, and Egmont Key charters, Captain Fin's offers a unique way to explore the beautiful intercoastal waterways of Anna Maria, Longboat Key, and Sarasota Bay. With over 45 years of experience on the waters of Anna Maria Island and Tampa Bay, Captain Fin's ensures a memorable and enjoyable experience for all guests. Don't miss the opportunity to relax and watch the stunning sunset while sipping on your favorite beverage, or to collect shells along the secluded beaches of Egmont Key. Book your sightseeing and boat tour with Captain Fin's today for an unforgettable adventure on the waters of Florida's Gulf Coast.

Bean Point Fishing & Recreation Site is a popular tourist attraction located at 823 North Shore Drive in Anna Maria, Florida. This picturesque site offers a peaceful escape for visitors looking to enjoy a day of fishing or simply relax by the water. With stunning views of the Gulf of Mexico and plenty of opportunities for outdoor recreation, Bean Point is the perfect destination for nature lovers and fishing enthusiasts alike. Whether you're casting a line off the pier or taking a leisurely stroll along the sandy shoreline, this hidden gem is sure to provide a memorable experience for all who visit.

Blissful Bay at Bayside Bungalow is a charming lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This three-bedroom, two-bathroom condo is beautifully decorated with a beachy theme, perfect for a relaxing getaway. Situated just across the street from the Bay beach, guests can enjoy easy access to the water as well as nearby restaurants and boutiques. The open living space features comfortable seating and a rustic dining room table, while the kitchen is fully equipped with essential dishware and appliances. The primary bedroom offers a cozy king-sized bed and ensuite bathroom, while both guest rooms boast picturesque water views. The property also includes a resort-style heated swimming pool, BBQ area, and laundry room. With its convenient location and comfortable amenities, Blissful Bay at Bayside Bungalow is the perfect choice for a memorable stay on Anna Maria Island.

The Penthouses at Gulf Stream offer luxurious and spacious accommodations in the heart of Anna Maria, Florida. Located at 1501 Gulf Drive, this upscale lodging option provides stunning views of the Gulf of Mexico and easy access to the pristine beaches of the area. Each penthouse is elegantly furnished and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the convenience of nearby dining and shopping options, as well as outdoor activities such as fishing, kayaking, and beachcombing. Whether you're looking for a relaxing getaway or an adventurous vacation, the Penthouses at Gulf Stream are the perfect choice for your stay in Anna Maria.

Casa Sierra Rental is a reputable real estate agency located at 205 36th Street in Holmes Beach, Florida, United States. We specialize in providing top-notch rental properties for vacationers looking to experience the beauty of Anna Maria Island. Our team is dedicated to helping clients find the perfect rental home that fits their needs and budget. Whether you are looking for a cozy beach cottage or a luxurious waterfront villa, Casa Sierra Rental has a wide selection of properties to choose from. Contact us today to start planning your dream vacation on Anna Maria Island!

Island Investment Realty & Lifestyle Properties is a premier real estate agency located at 315 Pine Avenue in Anna Maria, Florida. Specializing in luxury properties, waterfront homes, and vacation rentals, our team of experienced agents is dedicated to helping clients find their dream home or investment property on the stunning islands of Florida. With a focus on providing personalized service and expert knowledge of the local market, Island Investment Realty & Lifestyle Properties is your go-to destination for all your real estate needs in the area. Contact us today to start your property search and discover the beauty of island living.

Lizzie Lu's Island Retreat is a premier real estate and travel agency located at 6000 Marina Drive in Holmes Beach, Florida. Our agency specializes in providing luxurious vacation rentals on the beautiful Anna Maria Island, offering guests a tranquil and unforgettable island experience. With a wide range of properties to choose from, ranging from cozy beachfront cottages to spacious waterfront villas, Lizzie Lu's Island Retreat is dedicated to providing top-notch accommodations and exceptional customer service. Whether you are looking for a relaxing getaway or a fun-filled family vacation, let Lizzie Lu's Island Retreat help you find the perfect rental for your stay in paradise.

AMI Locals is a premier real estate and travel agency located in Holmes Beach, Florida. Our team of dedicated professionals is committed to providing top-notch service in helping clients find their perfect vacation rental or dream home on Anna Maria Island. With a focus on personalized attention and local expertise, we strive to make the process of buying, selling, or renting property as seamless as possible. Whether you are looking for a beachfront villa or a cozy cottage, AMI Locals has the resources and knowledge to make your real estate dreams a reality. Contact us today at 3018 Avenue C to start your journey towards finding the perfect property in paradise.

Welcome to Bridge Street Pier, your premier destination for unforgettable experiences in Bradenton Beach, Florida. Nestled at the scenic address of 1-15 Laverne Drive, our iconic pier offers breathtaking views of the sparkling waters and vibrant sunsets that define the Gulf Coast. As a beloved tourist attraction, Bridge Street Pier invites visitors to immerse themselves in the beauty and charm of Florida’s natural landscape. Whether you're fishing, taking a leisurely stroll, or simply soaking in the serene atmosphere, Bridge Street Pier promises a delightful escape for all ages. Our location is perfect for capturing stunning photographs, enjoying a picnic, or spotting local wildlife. With convenient access to nearby shops, restaurants, and entertainment, Bridge Street Pier is a must-visit destination for anyone exploring the Bradenton Beach area.

Welcome to Pine Ave/Tarpon St Transit Station, your convenient gateway to exploring the charming island of Anna Maria, Florida. Located in the heart of this picturesque community, our transit station offers easy access to the island’s stunning beaches, vibrant local shops, and delightful dining experiences. Whether you’re a resident or a visitor, Pine Ave/Tarpon St is your starting point for seamless transportation around Anna Maria. Our station is designed to ensure a comfortable and efficient travel experience, with well-maintained facilities and helpful staff ready to assist you. Discover the beauty and charm of Anna Maria with ease from Pine Ave/Tarpon St Transit Station, where your journey begins.

Welcome to Safe Harbor Pier 77, your premier destination for boat storage and a unique shopping experience located at 12312 Manatee Avenue West in beautiful Bradenton, Florida. Nestled in a picturesque setting, our facility offers more than just storage; it provides a gateway to an unparalleled boating lifestyle and a vibrant community. At Safe Harbor Pier 77, we treat your boat with the utmost care and precision, ensuring it’s ready for your next adventure. As a valued Member of Safe Harbor, you gain access to an exclusive network of premium locations, amenities, and events, all designed to enhance your maritime experiences.

Welcome to Between The Tides, your premier destination for real estate and travel experiences in the heart of Florida's Gulf Coast. Nestled at 3721 116th Street West, Bradenton, Florida, our unique agency offers a blend of accommodation and adventure, perfect for those looking to explore the stunning beauty of Anna Maria Island, Bradenton, and the historic charm of Cortez. Discover the allure of coastal living with our charming 1 Bed/1 Bath property, thoughtfully designed to provide both comfort and convenience. With a Queen bed, Sofa Sleeper, child-size bunks, and a futon in the Lanai, this cozy retreat accommodates up to six guests. Enjoy the open layout with a work/desk area, a fully equipped kitchen, and a spacious Lanai that extends to a breezy back patio, creating a perfect space for relaxation.

Welcome to AMI Real Estate, your trusted partner in finding the perfect property in the beautiful Holmes Beach, Florida. Conveniently located at 5306 Holmes Boulevard, we specialize in offering personalized real estate services to meet your unique needs. Whether you're looking to buy, sell, or rent a property, our team of experienced agents is dedicated to providing exceptional service and expert guidance throughout your real estate journey. Our deep knowledge of the local market ensures that we can help you find the ideal home or investment property on Anna Maria Island and the surrounding areas. At AMI Real Estate, we pride ourselves on our commitment to integrity, professionalism, and customer satisfaction. Contact us today to explore the vibrant lifestyle and stunning properties that Holmes Beach has to offer. Let us help you make your real estate dreams a reality.