TOP 30 Vacations for all 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.

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.

Sunrise Garden Resort on Anna Maria Island by Vacasa is a charming lodging option located at 512 Spring Avenue in Anna Maria, Florida, United States. Whether you are planning a romantic getaway, a family vacation, or a solo retreat, this resort offers a variety of vacation rentals to suit your needs. Guests can enjoy the convenience of internet access in 16 of the vacation rentals, allowing them to stay connected during their stay. Additionally, pet owners can bring their furry friends along, as 16 of the homes at Sunrise Garden Resort are dog-friendly (be sure to check individual listings for any restrictions).

Welcome to Compass Hotel Anna Maria Sound, your personal slice of paradise located at 12324 Manatee Avenue West in Bradenton, Florida. This boutique hotel brings the easy, breezy fun of Margaritaville resorts to the beautiful Anna Maria Island, just a short drive from Sarasota Bradenton International Airport. With 123 gorgeously appointed rooms overlooking a marina and Neal Preserve, this seaside destination is the perfect home base for exploring the Florida Gulf. Enjoy complimentary breakfast buffets, delicious dining, and an attentive team that will make you feel right at home in paradise. Whether you're visiting IMG Academy, Premier Sports Campus, or attending a wedding at The Beach House, Sandbar, or Palma Sola Botanical Gardens, Compass Hotel Anna Maria Sound is the ideal year-round destination.

The Pelican Post at Anna Maria Island Inn is a charming lodging located at 202 1st Street North in Bradenton Beach, Florida. This cozy inn offers comfortable accommodations and a peaceful atmosphere for guests looking to unwind and relax. With its convenient location near the beach and various attractions, The Pelican Post is the perfect choice for a memorable stay on Anna Maria Island. Whether you're seeking a romantic getaway or a family vacation, this welcoming inn provides all the comforts and amenities you need for a pleasant stay in sunny Florida.

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.

Anna Maria Life Vacation Rentals is a real estate and travel agency located at 9908 Gulf Drive in Anna Maria, Florida, United States. Your beach house is waiting for you at Anna Maria Island Vacation Rentals! Escape the hustle and bustle of everyday life and unwind on this beautiful island that offers endless activities and stunning beaches. With the convenient free island trolley service, exploring all that Anna Maria Island has to offer is a breeze. Whether you want to relax on the beach or try thrilling water sports like parasailing, this island has something for everyone. Guests have praised Anna Maria Life Vacation Rentals for their professionalism and excellent customer service. They make vacation planning easy and stress-free, ensuring that your stay on Anna Maria Island is unforgettable. By booking directly with Anna Maria Life Vacation Rentals, you can avoid third-party booking fees and receive personalized recommendations for your trip. The knowledgeable team at Anna Maria Life Vacation Rentals is always available to answer any questions and help you make the most of your vacation experience.

Cindy Quinn PA is a renowned real estate professional at Sato Real Estate, located on Anna Maria Island in Florida. With over 25 years of experience, Cindy is consistently ranked in the top 1% of Florida Realtors and holds prestigious designations such as the Million Dollar GUILD and Certified Luxury Home Marketing Specialist. Her strong work ethic, integrity, and passion for helping clients achieve their real estate goals have earned her a stellar reputation in the industry. Specializing in the Anna Maria Island and Bradenton communities, Cindy is well-connected and has a deep understanding of the local market trends, schools, and political issues that impact real estate. She is committed to providing superior client service with attention to detail, urgency, and a reputation for quality and kindness that clients can rely on.

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.

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.

Mike Norman Realty on Anna Maria Island is a reputable real estate and travel agency located at 3101 Gulf Drive in Holmes Beach, Florida. Specializing in vacation rentals, property sales, and property management services, this institution is dedicated to helping clients find their perfect slice of paradise on the stunning Anna Maria Island. With a team of experienced agents and a deep knowledge of the local market, Mike Norman Realty offers personalized assistance and top-notch customer service. Whether you are looking to buy, sell, or rent a property on Anna Maria Island, this agency is your go-to destination for all your real estate needs.

Vacasa Anna Maria is a real estate and travel agency located at 3004 Avenue C in Holmes Beach, Florida, United States. Specializing in vacation rentals on Anna Maria Island, they offer a variety of homes for every getaway. With 65 pet-friendly properties, you can bring your furry friend along for the trip. Additionally, 199 of their rentals have internet access, allowing you to stay connected during your stay. The professional housekeeping team ensures that each home is clean and stocked with amenities, so all you have to do is relax and enjoy your vacation. Whether you're looking for a beachfront bungalow or a cozy cottage, Vacasa Anna Maria has the perfect place for your stay on Anna Maria Island.

Located at 304 63rd Street in Holmes Beach, Florida, the Tarpon House on Anna Maria Island is not your average vacation rental. This institution, which combines elements of a real estate agency and a travel agency, offers a truly luxurious experience for guests. Boasting one of the largest private pools and hot tubs on the island, the Tarpon House is a backyard oasis like no other. The property is filled with entertainment options, including a ping pong table, foosball table, putting green, pool basketball hoop, and a Tiki Hut stocked with games and toys for all ages. Designed and furnished by Judy C. Whitlock, this vacation home features 4 bedroom en-suites, including 3 King beds and a bunk room for the kids. The kitchen is fully equipped with all the appliances you could need, and there are two separate dining areas, a large island/living area, and even a gaming room for added fun. With plenty of space for large families and groups, the Tarpon House is the perfect choice for a multigenerational vacation.

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.

Calico Anna Maria Island is a premier real estate and travel agency located in Holmes Beach, Florida. Situated at the address 4001 5th Avenue, this institution specializes in helping clients find their perfect vacation rental or dream home on the beautiful Anna Maria Island. With a team of knowledgeable and experienced agents, Calico offers personalized services to meet the unique needs of each client. Whether you are looking for a beachfront property, a cozy cottage, or a luxury villa, Calico Anna Maria Island is your go-to destination for all things real estate and travel on this picturesque island.

Wagner Realty, Anna Maria Island Rentals & Property Management is a reputable real estate agency located at 2217 Gulf Drive North, Bradenton Beach, Florida, United States. Our expert rental team is dedicated to assisting you with all your vacation needs, offering a selection of private homes, beachfront condos, and more. With over 35 years of combined vacation rental experience, you can trust us to help you find the perfect property for your stay. Contact us at (941) 778.2246 to start planning your dream vacation. Follow us on social media for exclusive real estate news and stunning property listings in Bradenton Beach and the surrounding areas. Meet our team: Cindy Simmons, Lisa Varano, and Terri Liss.

Anna Maria Yacht Charters LLC is a premier travel agency located at 4208 129th Street West, Cortez, Florida, United States. Known as the region's most reliable and fun boat charters, they offer an unforgettable experience cruising the waters from Anna Maria Island to Sarasota Bay. With a maximum capacity of 6 passengers, their yacht certified boat provides ample room and comfortable seating for guests to enjoy a variety of activities. From dolphin tours with occasional manatee sightings to island hopping adventures, Anna Maria Yacht Charters LLC offers a customizable experience tailored to enhance your time on the water. Guests can enjoy snorkeling at Egmont Key, exploring Passage Key's pristine waters, and relaxing on the beautiful beaches of Jew Fish Key.

Welcome to Anna Maria General Store, your one-stop destination for all your needs on beautiful Anna Maria Island. Nestled at 307 Pine Avenue, Anna Maria, Florida, our charming store offers a delightful blend of convenience and local charm. Whether you're a resident or a visitor, you'll find an array of essentials and unique finds to enhance your island experience. Our store proudly stocks a wide selection of groceries, fresh produce, and everyday essentials to keep your pantry well-stocked. We also feature a curated collection of locally-made products, souvenirs, and beach accessories, making it easy to find the perfect memento of your time on the island.

Welcome to Island Tides Vacation Rental, your premier destination for unforgettable getaways on the stunning Gulf Coast. Located at 1110 Via De Luna Drive, Pensacola Beach, Florida, our business combines the expertise of a real estate and travel agency to offer you the finest selection of vacation properties. Whether you're seeking a serene escape or a family adventure, we have the perfect accommodations to suit your needs. Explore our diverse portfolio of 33 meticulously curated properties, each offering unique experiences and luxurious amenities. From the pet-friendly charm of Aloha by the Sea, with its breathtaking views and wrap-around porch, to the opulence of Aqua Palms, featuring a private heated pool and spacious lawn, your ideal vacation home awaits.

Welcome to CrossFit Anna Maria, your go-to destination for fitness and health on beautiful Anna Maria Island. Conveniently located at 5602 Marina Drive, Holmes Beach, Florida, our gym is easily accessible for all Holmes Beach residents and visitors. At CrossFit Anna Maria, we believe that every body is unique, and our mission is to help you find a fitness routine that works for YOU. Our expert coaches, with 13 years of experience, are dedicated to making your workouts both effective and fun, ensuring that no two sessions are ever the same.

Welcome to Anna Maria Life Real Estate, your premier resource for all things Anna Maria Island. Located at 9908 Gulf Drive, Anna Maria, Florida, we specialize in connecting clients with the finest properties on this enchanting island. Whether you're buying your first home, looking for an investment property, or selling, we are here to ensure a seamless and fulfilling real estate journey. Anna Maria Island is a unique blend of breathtaking beauty and coastal charm, featuring pristine beaches, vibrant sunsets, and a relaxing pace of life. Our comprehensive listings include charming coastal cottages, modern estates, and beachfront properties, each reflecting the island's enchanting essence. We understand that buying a property here is more than just a transaction; it's about embracing a lifestyle.

Welcome to Green Real Estate-Anna Maria, your trusted partner in finding the perfect home and unforgettable travel experiences on the beautiful Anna Maria Island. Conveniently located at 9906 Gulf Drive, Anna Maria, Florida, our unique blend of real estate and travel services offers a comprehensive approach to island living and exploration. As a premier real estate agency, we specialize in helping you discover your dream property, whether it's a charming beachfront cottage, a luxurious coastal estate, or a cozy vacation rental. Our team of experienced and dedicated real estate professionals is committed to providing personalized service, ensuring that you find the perfect home that fits your lifestyle and needs.

AMI Paddleboard & Kayak Adventures is a store and travel agency located at 12378 Manatee Avenue West in Bradenton, Florida. Specializing in paddleboard and kayak rentals on Anna Maria Island, our expert guide Andrew will take you on a tour through the wild Florida mangroves. Whether you're a first-timer or experienced paddler, we have boards to suit all riders. Join us for a relaxing paddleboard or kayak tour with friends and family, or book a private paddleboard party or corporate adventure trip. Our goal is to provide the best service and products in town, ensuring everyone has a great time on the water. Don't miss out on the opportunity to explore the beautiful waters of Anna Maria Island with AMI Paddleboard & Kayak Adventures!

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.

Umbrella Beach Resort is a charming lodging establishment located at 3805 Gulf Drive in Holmes Beach, Florida, United States. Nestled along the pristine shores of the Gulf of Mexico, this resort offers guests a tranquil and relaxing beachfront getaway. With spacious and well-appointed accommodations, stunning ocean views, and a range of amenities including a pool, beach access, and on-site dining options, Umbrella Beach Resort is the perfect destination for those seeking a peaceful escape by the sea. Whether you're looking to unwind on the beach, explore the local attractions, or simply soak up the sun, this resort provides a welcoming and comfortable retreat for all travelers.

Located at 2710 Gulf Drive North in Holmes Beach, Florida, Cedar Cove Resort & Cottages offers a perfect blend of boutique beachfront luxury and classic "Old Florida" charm. Surrounded by lush coconut palms and vibrant orchids, this resort provides a tranquil setting for guests to relax and unwind. With 19 unique beachside suites, studios, and Key West-style cottages, each offering modern amenities and services, guests can truly embrace the laid-back island lifestyle. Guests rave about the friendly staff, pristine private beach, and convenient access to local restaurants and shops. The resort's location on Anna Maria Island allows for easy exploration of the seven miles of sun-kissed sand and turquoise waters along the Gulf of Mexico. The Anna Maria Island Trolley offers free transportation around the island, making it simple for guests to discover all that this beautiful destination has to offer.

Beach Blossom Studio is a charming clothing store located at 505 Pine Avenue in Anna Maria, Florida. This quaint shop offers a curated collection of stylish beachwear, resort wear, and accessories for women of all ages. With a focus on quality fabrics, unique designs, and affordable prices, Beach Blossom Studio is the perfect destination for fashion-forward shoppers looking to update their vacation wardrobe. Whether you're looking for a trendy swimsuit, a chic cover-up, or a statement accessory to complete your outfit, you'll find it all at Beach Blossom Studio. Visit us today and experience the laid-back elegance of coastal fashion at its finest.

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.

Suncoast Cleaning Errand Services, LLC is a family owned and operated business located at 1505 North Knollwood Drive in Bradenton, Florida. We specialize in Residential, Vacation, Commercial Cleaning, Property Management, and Errand Services. Our goal is to make life more enjoyable for our clients by taking care of tasks they don't have time for or simply don't want to do. We serve Sarasota, Bradenton, Lakewood Ranch, Longboat Key, and Anna Maria Island. Our team is licensed, insured, and all employees undergo level 2 background checks for your peace of mind. Let us handle the cleaning and errands so you can focus on what truly matters.

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.