TOP 10 Luxury estates in Anna Maria, Florida

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.

Palm Isle Village Resort is a luxurious real estate and travel agency located at 3201 Gulf Drive in Holmes Beach, Florida, United States. Our resort offers exquisite vacation rentals and properties for sale in the heart of Anna Maria Island. With stunning views of the Gulf of Mexico, our resort provides a peaceful and relaxing escape for travelers looking for a tropical paradise. Our dedicated team of professionals is committed to providing top-notch service and ensuring that every guest has a memorable stay. Whether you are looking for a short-term vacation rental or a permanent residence, Palm Isle Village Resort has the perfect property for you. Experience the beauty of Anna Maria Island with us today!

Ahh Sea Breeze Vacation Rental is a premier real estate and travel agency located at 753 North Shore Drive in beautiful Anna Maria, Florida. Our agency specializes in providing luxurious vacation rentals with stunning views of the sea breeze. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, we have the perfect accommodation for your next getaway. With top-notch customer service and a wide range of amenities, Ahh Sea Breeze Vacation Rental is your go-to destination for a relaxing and unforgettable beach vacation. Book with us today and experience the ultimate seaside escape!

Getaway on Gladiolus is a real estate and travel agency located at 234 Gladiolus Street in Anna Maria, Florida, United States. Our pro housekeepers ensure a thorough cleaning and provide fresh linens before every stay, and our 24/7 guest care and local teams are always available. This single-level home on the north end of Anna Maria Island offers a private pool with a spillover spa, an at-home putting green, and a game room. Just a short walk away from beautiful beaches, great restaurants, and charming shops, the location of this home is unbeatable.

Absolute Paradise is a premier real estate and travel agency located at 217 Magnolia Avenue in the beautiful coastal town of Anna Maria, Florida. Specializing in luxury vacation rentals, property sales, and personalized travel experiences, Absolute Paradise offers unparalleled service and expertise to clients looking to find their own slice of paradise. Whether you're searching for the perfect vacation rental or your dream home, our team of experienced professionals is dedicated to helping you make your real estate dreams a reality. Contact us today to start your journey to absolute paradise.

Coldwell Banker Realty is a premier real estate agency located at 100 North Tamiami Trail in Sarasota, Florida. Our office is conveniently situated near the Ritz and Westin, making it easily accessible for all of Sarasota. With over 150 agents, we have a strong customer service reputation and make a significant impact on the real estate market in Sarasota and Manatee Counties. Our office serves a wide range of areas including Sarasota, Bradenton, Bradenton Beach, Lakewood Ranch, Longboat Key, Siesta Key, Venice, Nokomis, Osprey, Anna Maria, and Holmes Beach. We offer a variety of properties including luxury homes, condominiums, new construction, resales, commercial properties, condo-hotels, and fractional ownership. Our experienced agents have received national recognition for their dedication and production.

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.

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.

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 Christine Kourik Realtor, your trusted real estate agency located in the heart of Anna Maria, Florida. Situated at 317 Pine Avenue, our agency is dedicated to providing exceptional real estate services to both buyers and sellers in the picturesque community of Anna Maria Island and surrounding areas. With years of experience and a deep understanding of the local market, Christine Kourik and her team are committed to helping you find your dream home or the perfect investment property. Whether you're looking for a charming beach cottage, a luxurious waterfront estate, or a cozy condo, we offer a personalized approach tailored to meet your unique needs and preferences.

Welcome to An Island Place Realty, your trusted real estate partner located in the heart of Anna Maria, Florida. Situated at 9908 Gulf Drive, our agency is dedicated to helping you find your dream home or investment property in this beautiful island paradise. With a deep understanding of the local market, our experienced team of real estate professionals is committed to providing personalized service and expert guidance every step of the way. Whether you are looking to buy, sell, or rent, An Island Place Realty offers a diverse portfolio of properties to suit all your needs. From charming beachfront cottages to luxurious waterfront estates, we specialize in showcasing the best that Anna Maria Island has to offer. Our passion for the community and commitment to excellence ensure that you receive the highest level of service and satisfaction.

Welcome to An Island Place Realty Nestled in the heart of Anna Maria Island, An Island Place Realty is your premier destination for finding your dream home along the stunning Gulf of Mexico coastline. Conveniently located at 208 Pine Avenue, Anna Maria, Florida, our boutique real estate agency specializes in the beautiful areas of Anna Maria Island, Lido Key, Longboat Key, and the surrounding inland communities of Bradenton and Sarasota.

Welcome to Martha Jones-Robel Realty, your trusted partner in real estate located in the heart of Anna Maria, Florida. Situated at 310 Pine Avenue, we pride ourselves on offering personalized and professional real estate services to both buyers and sellers in the picturesque island community of Anna Maria. With a deep-rooted understanding of the local market and a commitment to excellence, we strive to make your real estate journey as seamless and rewarding as possible. Our team of dedicated real estate professionals brings years of experience and a passion for helping clients find their dream homes or achieve successful sales. Whether you're seeking a cozy beachside cottage, a luxurious waterfront estate, or a charming family home, we have the expertise and local knowledge to guide you every step of the way.

Welcome to Hannah Hillyard Real Estate, your premier destination for luxury real estate on Anna Maria Island, Longboat Key, Sarasota, and Bradenton. Located at Suite 113, 6000 Marina Drive, Holmes Beach, Florida, our business is renowned for its exceptional service and unparalleled expertise in the local market. Hannah Hillyard, an Anna Maria Island resident since 2001, is celebrated as one of the top realtors and trusted real estate advisors in the area. With over 30 years of experience as a successful real estate investor and an MBA, Hannah brings a wealth of knowledge and a keen eye for investment and luxury waterfront properties. As a Certified Luxury Home Marketing Specialist (CLHMS) and a member of the Million Dollar Guild, she has a remarkable record of selling world-class properties and achieving impressive results for her clients.

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 Molly Taylor, Realtor - Mike Norman Realty, your trusted partner in finding the perfect home in the beautiful coastal community of Holmes Beach, Florida. Conveniently located at 3101 Gulf Drive, we specialize in helping you navigate the vibrant real estate market of Anna Maria Island and its surrounding areas. Whether you're looking for a charming beachfront cottage, a luxurious waterfront estate, or a cozy family home, Molly Taylor offers personalized service and expert guidance to make your real estate journey seamless and enjoyable. With an in-depth knowledge of local market trends and a commitment to client satisfaction, Molly is dedicated to turning your property dreams into reality. Contact us today and discover why so many clients choose Molly Taylor, Realtor - Mike Norman Realty, for their real estate needs on Florida's stunning Gulf Coast.

Welcome to Coastal Key Realty, your premier real estate agency located at 6750 Gulf of Mexico Drive, Longboat Key, Florida. As a leading realtor in the vibrant areas of Anna Maria Island and Longboat Key, Amy Jones and her dedicated team are committed to providing personalized service and expert guidance for all your real estate needs. Whether you are looking to buy, sell, or invest, Coastal Key Realty offers the experience and expertise necessary to navigate the dynamic Florida real estate market. Our website showcases a diverse range of listings, each offering unique opportunities to find your perfect vacation home or permanent residence. From the picturesque community of Cedars Longboat Key to the luxurious Key Royale golf community on Anna Maria Island, we provide comprehensive guides to help you make informed decisions.

Welcome to Tina Rudek-Stark P.A. / RoseBay International Realty, Inc., your premier real estate agency located in the heart of Longboat Key, Florida. Situated at 5350 Gulf of Mexico Drive, our office serves as your gateway to the luxurious island lifestyle you've always dreamed of. Specializing in Longboat Key and the surrounding areas, we invite you to explore the breathtaking properties and vibrant communities of Anna Maria Island, Siesta Key, and more. Experience the epitome of island living with our curated selection of luxury homes, estates, villas, condos, and mansions, each offering stunning views and unparalleled comfort. Our team of highly connected real estate expert advisors are locals with decades of experience. We leverage our local expertise and global connections to provide buyers with exclusive access to the finest properties and offer sellers unmatched market visibility.

Welcome to The O'Steen Group, Inc. - Your Trusted Property Partner Located at 6680 Cortez Road West, Bradenton, Florida, The O'Steen Group, Inc. is a family-owned and operated real estate brokerage and property asset management company, proudly serving the community since 2007. We specialize in finance, real estate, and travel services, catering to the unique needs of our clients with a personal touch.

Welcome to Thomas Arbuckle: Pettingell Professionals, your premier real estate agency located at 595 Bay Isles Road, Longboat Key, Florida. As a distinguished Coldwell Banker Realty agent and broker, Roger Pettingell leads our team with unparalleled expertise and a proven track record of excellence in the luxury property market. With over $3 billion in luxury sales and more than 13 years as a top producer, Roger is the #1 Coldwell Banker Agent in Florida and ranks #4 in the United States. Our dedicated five-person professional staff, combined with decades of experience, extensive community connections, and unmatched marketing expertise, ensures that each client receives comprehensive, personalized attention from listing to sale. Whether you are looking to enter Southwest Florida's vibrant luxury market or wish to list your luxury residential property, Roger Pettingell offers the best representation available in Sarasota and Manatee Counties.

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.