TOP 30 Relaxing beach vacation in Holmes Beach, Florida

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AMI Adventures Boat Tours is a travel agency located at 5325 Marina Drive in Holmes Beach, Florida, United States. We offer a variety of exciting activities such as Dolphin tours, Sunset Cruises, Fishing Charters, Parasailing, Banana boat rides, Jet ski Rentals and tours, and more. Owned and Operated by true Anna Maria Island Natives, we are dedicated to providing you with the best experiences our home has to offer. In addition to our regular tours and activities, we now offer Comedy Tours every Friday night for a unique and entertaining experience. Whether you're looking for a relaxing sunset cruise or a fast-paced banana boat ride, we have something for everyone in the family to enjoy. Book your adventure with AMI Adventures Boat Tours for a vacation that you'll never forget!

Nessie Tours is a reputable travel agency located at 312 57th Street in Holmes Beach, Florida. We specialize in providing unforgettable guided tours and excursions to various destinations in the United States and beyond. Our experienced team of travel experts is dedicated to creating customized itineraries that cater to the unique interests and preferences of our clients. Whether you're looking for a relaxing beach getaway, an adventurous hiking expedition, or a cultural exploration, Nessie Tours has the perfect trip for you. Book your next vacation with us and let us turn your travel dreams into reality.

Flip Flops Sailing is a premier travel agency located at 5325 Marina Drive in Holmes Beach, Florida. Specializing in sailing adventures, our experienced team is dedicated to providing unforgettable experiences on the open waters of the Gulf Coast. Whether you're looking for a relaxing sunset cruise or an exhilarating day of sailing, we offer a variety of customizable packages to suit your preferences. Join us at Flip Flops Sailing for a truly unique and memorable maritime experience.

Fly AMI is a premier travel agency located at 6398 Marina Drive in Holmes Beach, Florida. Specializing in luxury travel experiences to the beautiful Anna Maria Island, our team of expert travel agents are dedicated to creating unforgettable vacations for our clients. Whether you're looking for a relaxing beach getaway or an action-packed adventure, Fly AMI will tailor a personalized itinerary to meet your every need. Book your dream vacation with Fly AMI and let us take care of all the details, so you can focus on making memories that will last a lifetime.

Island Hoppers Boat Tours offers private boat tours and dolphin tours on Anna Maria Island, located at 752 Manatee Avenue West in Holmes Beach, Florida. Embark on a memorable adventure with experienced guides who will take you on a journey to discover the beauty of the Gulf Coast. Enjoy the stunning views and wildlife sightings as you cruise through the crystal-clear waters. Whether you're looking for a relaxing day on the water or an exciting dolphin watching experience, Island Hoppers Boat Tours has something for everyone. Book your tour today and create lasting memories with your loved ones.

The Casitas Coral Reef is a real estate and travel agency located at 1123 Crescent Street in Sarasota, Florida, United States. Specializing in Florida Beach House Rentals in Sarasota and Holmes Beach, the agency offers luxurious accommodations for up to 12 guests at The Casitas at Siesta Key and a beautiful retreat for 6 at The Tree House at Anna Maria Island in Holmes Beach. With stunning views and easy access to the number 1 beach in the USA, guests can expect a relaxing vacation packed with all the amenities they need. Established in 2018, The Casitas Coral Reef takes pride in providing comfortable and well-maintained vacation rentals for guests to enjoy. During the pandemic, the agency follows strict state guidelines regarding COVID-19 to ensure a safe and sanitized environment for guests. Whether it's a weekend getaway or a week-long vacation, The Casitas Coral Reef is dedicated to making your dream vacation a reality.

Anna Maria Charter Fishing is a premier travel agency located at 5325 Marina Drive in Holmes Beach, Florida. Specializing in unforgettable fishing experiences, we offer a variety of charter options for both seasoned anglers and beginners alike. Our expert captains and crew are dedicated to providing top-notch service and ensuring a successful day out on the water. Whether you're looking to reel in a big catch or simply enjoy a relaxing day of fishing, Anna Maria Charter Fishing has you covered. Book your charter today and make memories that will last a lifetime.

Welcome to Holy Cow Ice Cream & Other Cool Stuff, a beloved family-owned ice cream paradise located at 3234 East Bay Drive, Holmes Beach, Florida. Nestled in the heart of Anna Maria Island, our charming shop offers a delightful escape with 36 tantalizing flavors of ice cream, including dairy-free, vegan, and sugar-free options. Whether you prefer your treat in a cup, cone, or blended into a milkshake, malt, or sundae, we have something for everyone. Indulge in our freshly made lactose-free soft serve, perfect for a classic hot fudge sundae, or try it with butterscotch for a unique twist. Our old-fashioned chocolate milkshakes and malts, available in popular flavors like Nutella, Pina Colada, and Peanut Butter, are crowd favorites. For a refreshing treat, relax with one of our Frappes, crafted with your choice of ice cream.

Welcome to Anna Maria Island Lodging, your perfect getaway destination located in the heart of Holmes Beach, Florida. Nestled at 101 66th Street, our charming accommodations offer a serene escape on the beautiful Anna Maria Island, renowned for its pristine beaches and crystal-clear waters. Our lodging options are designed to provide you with a comfortable and relaxing stay, featuring a variety of amenities to cater to your every need. Whether you're planning a romantic retreat, a family vacation, or a solo adventure, Anna Maria Island Lodging offers the ideal setting for a memorable experience.

Welcome to Becky Sirigotis, Realtor – Your Trusted Waterfront Expert and Curated Lifestyles Concierge, located at 6000 Marina Drive, Holmes Beach, Florida. Specializing in the vibrant Sarasota area, including Anna Maria Island and its sister islands, we offer a comprehensive, client-focused approach to real estate. Our services leverage local market insight, advanced negotiation expertise, and customized strategies to meet the unique needs and goals of both buyers and sellers. Sarasota and its surrounding islands blend vibrant arts and serene beach living, making it an ideal destination for those seeking a dynamic yet peaceful Gulf Coast lifestyle. From the cultural richness of Sarasota, home to the renowned Ringling Museum and a lively arts scene, to the tranquil beaches and charming local eateries on Anna Maria Island and Longboat Key, this area offers a perfect mix of cultural and coastal tranquility.

Welcome to Villa #1 Sailfish by AMI Locals, your perfect getaway on beautiful Anna Maria Island. Nestled at 3605 Gulf Drive, Holmes Beach, Florida, this charming two-bedroom, two-bath villa is a mere two-minute stroll from the pristine Gulf of Mexico beaches. Part of the picturesque Island West Resort, Villa #1 Sailfish offers a delightful blend of comfort and convenience, ideal for families, couples, and friends traveling together. Highlights of Villa #1 Sailfish include:

Welcome to Miller Time, your perfect getaway nestled in the heart of Holmes Beach, Florida. Located at 314 58th Street, our charming lodging offers a serene escape just moments away from the pristine shores of the Gulf of Mexico. Whether you're seeking a peaceful retreat or an adventure-filled vacation, Miller Time provides the ideal setting for relaxation and exploration. Our accommodations are designed for comfort and convenience, featuring well-appointed rooms and modern amenities to ensure a memorable stay. Enjoy the laid-back atmosphere of Holmes Beach, with its inviting local shops, delicious dining options, and vibrant community events, all within a short stroll from your doorstep.