TOP 30 Best Island paradise in Anna Maria, Florida

Welcome to Holmes Beach, a premier tourist attraction located at 4000 Gulf Drive, Holmes Beach, Florida. Nestled on the stunning Anna Maria Island, our location offers an idyllic escape for visitors seeking sun, sand, and sea. Holmes Beach is renowned for its pristine beaches, crystal-clear waters, and breathtaking sunsets, making it a perfect destination for relaxation and recreation. Whether you're looking to unwind on the soft sandy shores, explore the vibrant marine life, or indulge in water sports, Holmes Beach has something for everyone. Our area is rich with local charm, featuring a variety of dining options, boutique shopping, and cultural experiences that capture the essence of Florida's Gulf Coast.

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.

Located at 401 Pine Avenue in Anna Maria, Florida, the Olive Oil Outpost is a gourmet oasis for those seeking high-quality extra virgin olive oil and balsamic vinegars. With over 20 years of experience, our carefully curated collection features premium olive oils and meticulously crafted balsamic vinegars from around the globe. Customers rave about our exceptional products, fast shipping, and amazing customer service. Upon relocating from Detroit to Sarasota, the owner noticed a lack of quality culinary products, leading to the creation of the Sarasota Olive Oil Company. After five successful years in Sarasota, the store moved to Anna Maria to anchor the redevelopment of Pine Avenue. Now approaching 14 years in our current location, we are the go-to destination for gourmet olive oils, balsamics, cheeses, and small production wines on the beautiful island of Anna Maria.

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.

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.

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.

Pirate Monkey Boat Rentals, located at 1005 Riverside Drive in Palmetto, Florida, is a top tourist attraction offering boat rentals in the stunning waters of Palmetto, Bradenton, Anna Maria Island, and Tampa Bay. Whether you're looking for a relaxing day on the water, thrilling fishing expeditions, or simply want to soak up the sun with your loved ones, Pirate Monkey Boat Rentals has the perfect vessel for you. Our membership discount program offers deeper discounts for high frequency renters, making us a great alternative to boat clubs. Located at Regatta Pointe Marina in Palmetto, FL, we serve the boating community of Palmetto, Bradenton, Anna Maria Island, and Lower Tampa Bay.

Nautilus Condominiums is a luxurious real estate and travel agency located at 7100 Gulf Drive in Holmes Beach, Florida, United States. Our stunning beachfront condos offer breathtaking views of the Gulf of Mexico and provide the perfect setting for a relaxing vacation or a permanent home. With top-notch amenities and a prime location, Nautilus Condominiums is the ideal choice for those looking to experience the beauty and tranquility of Anna Maria Island. Contact us today to learn more about our available properties and start planning your next getaway in paradise.

Welcome to Sandpiper Mobile Resort, a unique and charming member-owned community located at 2601 Gulf Drive North, Bradenton Beach, Florida. Nestled in the heart of beautiful Anna Maria Island, our resort offers breathtaking views of the Anna Maria Sound and is just a short stroll from the pristine beaches of the Gulf of Mexico. Sandpiper Mobile Resort is a vibrant community of 120 shareholders and 46 homeowners, spread across nearly 10 acres. Our rich history dates back to the late 1800s when the land was first developed by Ruric Edwin Cobb, a visionary whose legacy still resonates within our grounds. From its beginnings as a humble trailer park in the 1930s, Sandpiper has evolved into a beloved sanctuary that retains the warmth and traditions of its storied past.

Welcome to Public Beach Access on Longboat Key, Florida! Nestled at 6399 Gulfside Road, our beautiful beach access points offer you a serene escape to the pristine shores of the Gulf of Mexico. Longboat Key is known for its tranquil beaches, bordered by private homes and condominiums, but our public access points ensure everyone can enjoy the natural beauty of this coastal paradise. Explore the 12 public beach access points along Gulf of Mexico Drive, each marked by distinct blue and white signs. While these access points do not offer facilities like bathrooms or lifeguards, restrooms are conveniently located at the Bayfront Park parking area. Please note that alcohol is prohibited on the beach, in keeping with Longboat Key's regulations.

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.

Runaway Bay Condominium Association is located on the beautiful Anna Maria Island in Bradenton Beach, Florida. With 186 one- and two-bedroom units, our award-winning complex offers a premier island paradise experience. Nestled between Palma Sola Bay and the Gulf of Mexico, Runaway Bay features a fishing pier, private beach access, and six miles of pristine sandy beaches. Our modern condominiums are surrounded by lush tropical landscaping, lagoons, and fountains, creating a tranquil environment. Guests can enjoy the largest heated swimming pool on the island, a tennis/pickleball court, fitness room, sauna, clubhouse, Bocce ball court, shuffleboard court, and outdoor grills. The complex is conveniently located near dining options, historic Bridge Street, fishing spots, bike paths, shops, and golf courses.

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.

The Driftwood Motel is a charming lodging establishment located at 5108 Gulf Drive in Holmes Beach, Florida, United States. Nestled just steps away from the beautiful Gulf Coast, this cozy motel offers comfortable accommodations and a relaxing atmosphere for guests to enjoy. With its convenient location near the beach and local attractions, the Driftwood Motel is the perfect place for a peaceful getaway in paradise. Whether you're looking to relax by the pool or explore the nearby shops and restaurants, this charming motel has everything you need for a memorable stay on Anna Maria Island.

Located in Bradenton, Florida, Palm Cove Apartments is a tropical paradise offering resort-style living with lush grounds and mature landscaping. Our 13 amenities provide a relaxing and enjoyable lifestyle, with outstanding service from our friendly staff. Whether you're looking for a one-bedroom or a three-bedroom apartment, we have options to suit your needs. Enjoy the convenience of being minutes away from grocery stores, dining options, and entertainment venues in West Bradenton, as well as the stunning beaches of Anna Maria Island. Our community is owned and managed by Condor Corporation, a local family-owned company dedicated to providing quality housing at an exceptional value. Experience the charm of Bradenton at Palm Cove Apartments!

Reunion Vacation Homes is a lodging, real estate, and travel agency located at 7531 Osceola Polk Line Road in Davenport, Florida, United States. Specializing in bringing friends and family together in Orlando Vacation Home Rentals and Anna Maria Island Rentals, Reunion Vacation Homes offers a wide range of vacation rentals in select Orlando area resorts close to Disney® such as Reunion Resort, The Retreat at Champions Gate, Windsor at Westside, and more. With options ranging from 2-3 bedroom condos to 10-14 bedroom luxury villas, there is something for everyone. Whether you're looking for top villa rentals near Disney World® in Kissimmee & Davenport, or luxury mansions in Reunion Resort, Reunion Vacation Homes has you covered. With over 300 luxury villas and condos to choose from, guests can enjoy amenities such as private pools, golf course views, and proximity to major attractions.

Villa #4 Sand Dollar is a charming lodging located at 3605 Gulf Drive in Holmes Beach, Florida, United States. This cozy villa offers a relaxing retreat just steps away from the beautiful beaches of Anna Maria Island. The villa is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay for guests. With its convenient location, guests can easily explore the island's attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a family vacation, Villa #4 Sand Dollar provides the perfect accommodation for your stay in sunny Florida.

Portfolio Vacations is a boutique property management and travel agency located at 2501 Gulf Drive North in Bradenton Beach, Florida. As a locally owned and operated company on Anna Maria Island, we pride ourselves on providing our guests with a 5-star experience every day. Our small size allows us to pay attention to every detail, ensuring that we know each property inside and out. With a plethora of vacation rentals on the island, we understand that you have options, but we believe that you will see the difference when booking with us. Choose Portfolio Vacations for your next vacation and let us help you create lasting memories on Anna Maria Island.

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.

Beach Basket is a charming real estate and travel agency located at 111 Oak Avenue in Anna Maria, Florida. Specializing in vacation rentals, we offer a variety of beautiful properties on Anna Maria Island and the surrounding area. Our guests rave about the convenience and comfort of our accommodations, with amenities such as fully stocked kitchens, beach gear, and even outdoor showers. Whether you're looking for a cozy beach cottage or a secluded hideaway, we have the perfect property for your next getaway. Our dedicated team works hard to ensure that your stay is stress-free and enjoyable, while also taking great care of our property owners' homes. Experience the beauty of Anna Maria Island with Beach Basket - your home away from home in paradise.

Shady Mango is a unique institution located at 417 Pine Avenue in the charming town of Anna Maria, Florida, United States. As a dual-purpose establishment, Shady Mango serves as both a real estate agency and a travel agency, offering a one-stop shop for all your property and vacation needs. Whether you're looking to buy or sell a home in the sunny paradise of Anna Maria Island, or seeking assistance in planning your dream getaway to this beautiful destination, Shady Mango is here to help. With a team of experienced professionals and a commitment to exceptional customer service, Shady Mango is your go-to destination for all things real estate and travel in Anna Maria.

Wish Upon A Starfish is a real estate and travel agency located at 411 80th Street in Holmes Beach, Florida, United States. This Key West style 3 bedroom home offers a peaceful and relaxing retreat on Anna Maria Island. With vaulted ceilings, an open floor plan, and a private heated pool, this paradise found is perfect for families looking for a beach getaway. The fully equipped kitchen, spacious front deck, and cozy living room provide all the comforts of home. The home is family-friendly, with amenities such as a pack n' play, high chair, and baby gates provided. Children will love the bunk bed room with its own private bathroom, while adults can relax in the Queen size guest bedroom with an adjustable bed.

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.

Skyway Fishing Tours is a premier travel agency located in Parrish, Florida, offering unforgettable inshore and offshore sport fishing experiences in Sarasota and the Gulf of Mexico. With expert guides, state-of-the-art equipment, and a variety of fishing expeditions targeting species like redfish, snook, grouper, and shark, Skyway Fishing Tours guarantees a memorable adventure on the water. Docked at Bahia Mar West Marina in Bradenton, they offer 4-hour inshore trips in Sarasota Bay and 6-hour trips at Anna Maria Island's Bean Point. With top-notch gear, experienced crew, and a commitment to excellence, Skyway Fishing Tours ensures a successful and thrilling fishing excursion for all. Partnered with TripAdvisor, GetYourGuide, and Master Captain Bill Phillips, they have earned recognition for providing exceptional fishing experiences in the beautiful waters of Florida. Join Skyway Fishing Tours for an unforgettable day of fishing in paradise!

Welcome to Gulf Dr/78th St Transit Station, your convenient hub for transportation in the heart of Holmes Beach, Florida. Located at the picturesque address of Holmes Beach, FL 34217, our transit station serves as a vital link for residents and visitors alike, ensuring easy access to the beautiful Anna Maria Island and its surrounding attractions. At Gulf Dr/78th St Transit Station, we prioritize comfort and efficiency, offering a seamless travel experience for all passengers. Whether you're commuting to work, exploring the local beaches, or visiting the charming shops and eateries of Holmes Beach, our station provides reliable transit services to meet your needs.

Welcome to Gulf Dr/Oak Ave Transit Station, your convenient transportation hub located in the heart of beautiful Anna Maria, Florida. Situated at the picturesque address of Anna Maria, FL 34217, our transit station serves as a vital link for residents and visitors alike, offering easy access to the charming sights and attractions of this coastal paradise. Whether you're commuting to work, exploring the island, or heading to the beach, Gulf Dr/Oak Ave Transit Station provides reliable and efficient transit options to suit your needs. Enjoy seamless connections and a hassle-free travel experience in a welcoming and well-maintained environment. Your journey begins here at Gulf Dr/Oak Ave Transit Station, where convenience meets the serene beauty of Anna Maria Island.

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 Karrie Tooze-Moore, Exit King Realty, your trusted partner in real estate located in the heart of Anna Maria, Florida. Nestled at 317 Pine Avenue, our office is perfectly positioned to serve the vibrant community of Anna Maria Island and the surrounding areas. With a deep understanding of the local market, Karrie Tooze-Moore is dedicated to providing exceptional service to both buyers and sellers. Whether you're dreaming of a coastal retreat, looking to invest in a vacation property, or ready to sell your home, Karrie's expertise and personalized approach ensure a seamless real estate experience. At Exit King Realty, we pride ourselves on our commitment to integrity, professionalism, and client satisfaction. Visit us today and let us help you find your perfect piece of paradise in beautiful Anna Maria, Florida.

Welcome to Shellie Young-Premier Sotheby's International Realty, your trusted partner in navigating the vibrant real estate market of Anna Maria, Florida. Located at 421 Pine Avenue, our office is at the heart of this charming island community, renowned for its pristine beaches and relaxed coastal lifestyle. At Shellie Young-Premier Sotheby's International Realty, we pride ourselves on delivering exceptional service and personalized attention to every client. Whether you are buying, selling, or investing in real estate, our experienced team is dedicated to helping you achieve your goals. We offer a comprehensive range of services, tailored to meet the unique needs of each client, backed by the unparalleled resources and global reach of the Sotheby's International Realty brand.

Welcome to James Wilson | Realtor, your trusted partner in finding the perfect home in the beautiful community of Anna Maria, Florida. Located at 519 Pine Avenue, our office is at the heart of this charming island, known for its stunning beaches, vibrant local culture, and serene lifestyle. With years of experience in the real estate industry, James Wilson is dedicated to providing personalized and professional service to each client. Whether you're looking to buy your dream home, sell your property, or invest in a vacation rental, James has the local expertise and market knowledge to guide you through every step of the process.