TOP 10 Outdoor exploration in Anna Maria, Florida

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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.

Kayak Jack's Paddle Sports is a premier destination for kayak and stand-up paddleboard rentals on Anna Maria Island, Longboat Key, and Robinson Preserve. Located at 5501 Marina Drive in Holmes Beach, Florida, this store and travel agency offers a wide range of watercraft for exploring the beautiful waters of the Gulf Coast. Whether you're a beginner looking for a leisurely paddle or an experienced adventurer seeking a thrilling excursion, Kayak Jack's has everything you need for an unforgettable outdoor experience. With top-of-the-line equipment, knowledgeable staff, and convenient location, Kayak Jack's is the perfect choice for your next aquatic adventure.

Welcome to Jordan Chancey - Real Estate in Bradenton, Sarasota, and The Islands, your trusted partner for luxury real estate services in Florida's beautiful Gulf Coast region. Conveniently located at 3007 Manatee Avenue West, Bradenton, Florida, our office is dedicated to providing proven expert guidance in the dynamic real estate markets of Bradenton, Sarasota, and the surrounding coastal areas. As a Luxury Home Marketing Specialist and Million Dollar GUILD Member, Jordan Chancey brings unparalleled expertise and a deep-rooted passion for the Gulf Coast. A sixth-generation resident of the area, Jordan combines local knowledge with a consistent track record as a Top Producer and Top 100 Team Leader in Florida. Whether you're seeking a serene escape on the world-famous Anna Maria Island or the quiet elegance and privacy of Longboat Key, Jordan's in-depth understanding of these communities ensures a seamless real estate experience.

Located at 12324 Manatee Avenue West in Bradenton, Florida, Compass Bar & Chill is the perfect spot to unwind and relax after a long day. With clean, modern seating and a welcoming atmosphere, this bar and restaurant offers signature Margaritaville cocktails and delicious menu options. Sit indoors or head out to the outdoor back deck for a refreshing experience. Whether you're looking to catch up with friends or grab a quick bite before exploring the area, Compass Bar & Chill has something for everyone. From crispy chicken wings to loaded tostones and refreshing cocktails, there's no shortage of options to choose from. Don't miss out on their specialty burgers, fresh seafood tacos, and savory entrees like Cajun sirloin steak. For the little ones, there's a kids' menu available with tasty options and a side of fries or fresh fruit. Enjoy a fun and relaxing dining experience at Compass Bar & Chill in Bradenton, Florida.

Bayside Cutie at Bayside Bungalow is a charming lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This one-bedroom, one-bathroom getaway offers a private patio area for enjoying the Florida sunshine. Guests can take advantage of the shared pool, BBQ area, and proximity to both the Bay beach and Gulf beach. The interior of the living space exudes a warm, beachy atmosphere, with a comfortable sofa, TV, and fully equipped kitchen. The primary bedroom features chic furnishings and an ensuite bathroom with a walk-in shower. Additional sleeping space is available on the sleeper sofa in the living room. Bayside Bungalow is part of a unique bayside duplex with resort-style amenities, including a heated swimming pool, laundry room, and outdoor living area with BBQ grills and a cabana. Guests can also explore the nearby restaurants and boutiques. Whether you're looking for a relaxing retreat or a fun-filled beach vacation, Bayside Cutie at Bayside Bungalow has something for everyone.

Villa #2 Shrimp is a vibrant and beautifully decorated studio located at 3605 Gulf Drive in Holmes Beach, Florida. This lodging option is just a 2-minute walk to the beach and is dog-friendly. Guests can enjoy a shared pool, BBQ grill, and close proximity to restaurants and grocery stores. The bungalow has a kitchenette with stainless steel appliances, a cozy bistro table for two, and a comfortable outdoor seating area surrounded by tropical landscaping. The main bathroom features a sparkling walk-in shower and the unit includes a king bed. The property is part of the Islands West Resort, which offers several other villas for rent. Guests can easily explore Anna Maria Island with a trolley stop nearby. Managed by AMI Locals, this property is perfect for a relaxing vacation in a residential area. Previous guests have praised the location, pool, and overall experience, making it a highly recommended choice for a getaway.

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.

Buddy's Beach House is a charming vacation rental located on Anna Maria Island in Holmes Beach, Florida. This beachy chic property is just 2 blocks away from the ocean, making it the perfect getaway for those looking to relax and unwind by the water. The house sleeps 4 guests and features two bedrooms with queen size beds, luxurious linens, and comfortable mattresses. The property also includes 1.5 bathrooms and a fabulous outdoor shower for rinsing off after a day at the beach.

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.

Perez Outfitters is a travel agency located at 101 South Bay Boulevard in Anna Maria, Florida. Specializing in charter services, we offer inshore fishing, sandbar excursions, sightseeing and wildlife tours, and sunset cruises. Captain Mikey Perez, a US Coast Guard certified captain, has over 25 years of experience and a deep love for the waters around Anna Maria Island. With a maximum of three guests on fishing charters and four guests on boating charters, guests can target various species such as Snook, Redfish, Trout, and more. Enjoy a relaxing day at the sandbar of your choice, explore the beauty and nature of Anna Maria Island, or take a sunset cruise around the area. Payment is accepted by cash, credit card, PayPal, and Venmo, with no deposit necessary. Captain Mikey operates a 19ft Boston Whaler Montauk, fully equipped with amenities for guest comfort. Contact us via phone, email, Instagram, or online booking for any inquiries or to schedule your charter experience with Perez Outfitters.

Welcome to Holmes Beach, Florida, a stunning natural feature located at 310 58th Street in the heart of Holmes Beach, Florida. Nestled on the beautiful Anna Maria Island, this picturesque location offers a serene escape for nature lovers and beachgoers alike. With its pristine white sandy beaches, crystal-clear turquoise waters, and breathtaking sunsets, Holmes Beach is the perfect destination for relaxation and outdoor activities. Whether you're looking to sunbathe, swim, fish, or explore the diverse marine life, this natural paradise provides an unforgettable experience for visitors of all ages. Embrace the tranquil atmosphere and discover the charm and beauty that make Holmes Beach a true gem on Florida's Gulf Coast. Come visit us and create memories that will last a lifetime.

Welcome to Coquina Beach, a stunning natural feature located along the picturesque Gulf Drive North in Bradenton Beach, Florida. Nestled on the serene Anna Maria Island, Coquina Beach offers visitors an idyllic escape into nature's beauty. Known for its pristine white sand and crystal-clear turquoise waters, this beach is the perfect destination for relaxation, sunbathing, and enjoying the gentle waves of the Gulf of Mexico. Coquina Beach is more than just a beach; it's a haven for outdoor enthusiasts and families alike. With ample picnic areas, shaded pavilions, and barbecue grills, it's an ideal spot for a fun-filled day with loved ones. The beach also features a playground, making it a favorite destination for families with children.

Welcome to Lone Oak Park, your premier destination for a serene and enjoyable stay in Palmetto, Florida. Conveniently located at 115 10th Street West, our charming RV park offers a perfect blend of natural beauty and modern amenities, ensuring a memorable experience for all our guests. Nestled under the shade of majestic oak trees, Lone Oak Park provides a tranquil setting for relaxation and adventure. Whether you're traveling in a motorhome, camper, or trailer, our spacious and well-maintained sites cater to all your lodging needs. Each site is equipped with full hook-ups, including water, electricity, and sewer connections, ensuring a comfortable and hassle-free stay.

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 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.

Experience the Magic of Beach Horseback Riding with Cponies Beach Horseback Rides Nestled in the heart of Bradenton, Florida, Cponies Beach Horseback Rides offers an unforgettable adventure for nature lovers and thrill-seekers alike. Located at 8400 Manatee Avenue West, our unique tourist attraction and travel agency invites you to explore the stunning beaches and trails of the Bradenton and Tampa Bay area on horseback.

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 Coldwell Banker Realty - Siesta Key, your premier real estate agency located in the heart of the vibrant and picturesque village of Siesta Key, Sarasota, Florida. Nestled at 5145 Ocean Boulevard, our office enjoys a prime location that captures the essence of this tropical paradise, renowned for its stunning beaches, exceptional dining, lively music, and eclectic shopping experiences. Our Siesta Key office is a hub of activity, attracting a diverse clientele from local residents to international visitors, all drawn by the allure of our prominently displayed property listings. With over 70 dedicated and experienced independent sales associates, we are committed to providing unparalleled customer service, ensuring you find the perfect property to match your lifestyle.