TOP 30 Luxury beachfront homes in Holmes Beach, Florida

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Four Beach Lovers is a charming lodging establishment located at 2908 Avenue East in the picturesque town of Holmes Beach, Florida. This cozy retreat is perfect for those who have a deep love for the beach and all it has to offer. With comfortable accommodations and a welcoming atmosphere, Four Beach Lovers is the ideal spot for a relaxing getaway by the sea. Whether you're looking to soak up the sun, take a leisurely stroll along the shore, or simply unwind with a good book, this institution is the perfect place to indulge your love for the beach. Come experience the beauty and tranquility of Holmes Beach at Four Beach Lovers.

Anna Maria Beach Resort is a charming lodging located at 6306 Gulf Drive in Holmes Beach, Florida. This beachfront resort offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With stunning views of the Gulf of Mexico, guests can unwind in comfortable accommodations and enjoy the natural beauty of Anna Maria Island. The resort's convenient location allows for easy access to nearby attractions, restaurants, and activities, making it the perfect destination for a memorable beach vacation. Whether you're looking to soak up the sun on the sandy shores or explore the island's quaint shops and galleries, Anna Maria Beach Resort provides the ideal setting for a truly unforgettable getaway.

Cypress Winds Apartment Homes is a charming community located at 6904 Manatee Avenue West in Bradenton, Florida. Situated just minutes from Holmes Beach, this prime location offers easy access to beautiful beaches, shopping centers, and business districts. The renovated kitchens in our spacious 1, 2, and 3 bedroom apartments feature stainless steel appliances and wood-style flooring. Each apartment also includes a screened lanai and ceiling fans for your comfort. Our community is surrounded by acres of lush tropical landscaping, with amenities such as two cobblestone-lined swimming pools, picnic and barbecue areas, a sand volleyball court, playground, and off-leash dog park. Whether you're looking to relax by the pool or enjoy a game of volleyball, Cypress Winds has everything you need to feel at home.

Holmes Beach Latitude Attitude is a premier real estate and travel agency located at 4001 Gulf Drive in the charming town of Holmes Beach, Florida. Our team of experienced professionals are dedicated to helping clients find their dream vacation rental or investment property in this beautiful coastal community. Whether you're looking to buy, sell, or rent, we have the expertise and resources to make your real estate experience seamless and successful. Additionally, our travel agency services can help you plan the perfect getaway to this idyllic beach town. Let Holmes Beach Latitude Attitude guide you to the perfect property or vacation rental that suits your needs and budget.

Tidal Daze Vacation Home is a charming real estate and travel agency located at 203 72nd Street in Holmes Beach, Florida, United States. Our agency specializes in providing luxurious vacation homes for rent in the beautiful coastal town of Holmes Beach. With stunning views of the ocean and easy access to the beach, Tidal Daze Vacation Home offers the perfect retreat for those looking to relax and unwind. Whether you're planning a family vacation or a romantic getaway, our friendly staff is dedicated to helping you find the perfect rental property to suit your needs. Book your dream vacation with Tidal Daze Vacation Home today and experience the ultimate beachfront escape.

A Paradise Vacation Rentals is a premier real estate and travel agency located at 5201 Gulf Drive in Holmes Beach, Florida. Our agency specializes in providing luxurious vacation rental properties for those seeking a paradise getaway on the beautiful Gulf Coast of Florida. With a wide selection of beachfront condos, waterfront villas, and cozy cottages, we offer the perfect accommodations for every traveler. Our dedicated team of professionals is committed to providing exceptional service and ensuring that your vacation experience is nothing short of extraordinary. Book your dream vacation with A Paradise Vacation Rentals and make unforgettable memories in paradise.

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.

Anna Cabana Resort by Island Vacation Properties is a charming lodging located at 3709 Gulf Drive in Holmes Beach, Florida, United States. This resort offers a relaxing and comfortable stay in a tropical paradise setting. Guests can enjoy spacious and well-appointed accommodations, a sparkling swimming pool, and easy access to the beautiful Gulf of Mexico beaches. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Anna Cabana Resort is the perfect destination. Experience the laid-back island lifestyle and create unforgettable memories at this wonderful resort.

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.

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.

Rent The Keys is a lodging, real estate, and travel agency located at 3018 Gulf Drive in Holmes Beach, Florida. Start your vacation now by booking Florida Keys luxury vacation rentals through RentTheKeys.com. Discover the value and savings of staying in vacation rental homes or condominiums with amenities such as heated pools, gourmet kitchens, and custom-designed properties on the best beaches in the world. Explore the various keys on the Gulf Coast of Florida, including Siesta Key, Anna Maria Island, Lido Key, Longboat Key, and Casey Key. Experience island living on Anna Maria Island and Siesta Key with miles of white sandy shores and crystal-clear waters. RentTheKeys also offers Sarasota Florida Keys vacation rentals.

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.

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.

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.

Florida Dreams Realty of AMI, Inc. is a premier real estate and travel agency located in Holmes Beach, Florida. With a prime location at 3340 East Bay Drive, this institution specializes in helping clients find their dream homes or vacation rentals on Anna Maria Island. Whether you are looking to buy, sell, or rent a property, the experienced team at Florida Dreams Realty of AMI, Inc. is dedicated to providing top-notch service and personalized assistance. Contact them today to turn your Florida dreams into reality.

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.

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.

Welcome to Michael Saunders & Company, your premier real estate agency located on the beautiful Anna Maria Island. Situated at 6000 Marina Drive, Holmes Beach, Florida, our office is perfectly positioned to serve the vibrant communities of Anna Maria Island and the surrounding areas. With a deep commitment to excellence and a passion for the local real estate market, our team of experienced professionals is dedicated to helping you find your dream home or investment property. At Michael Saunders & Company, we pride ourselves on our comprehensive knowledge of the Anna Maria Island real estate landscape. Whether you're buying, selling, or investing, we offer personalized services tailored to meet your unique needs and preferences. Our extensive portfolio includes a diverse range of properties, from charming beachfront cottages to luxurious waterfront estates, ensuring that we have something for everyone.

Welcome to Premier Real Estate, your trusted partner for all your real estate needs in the beautiful coastal community of Holmes Beach, Florida. Situated in the heart of Anna Maria Island, our agency specializes in providing exceptional service and expertise to help you find your dream home or investment property in this picturesque paradise. At Premier Real Estate, we understand that buying or selling property is more than just a transaction; it's a life-changing experience. That's why our team of dedicated and experienced real estate professionals is committed to delivering personalized service tailored to your unique needs and preferences. Whether you're looking for a charming beachfront cottage, a luxurious waterfront estate, or a cozy condo with stunning views, we have the local knowledge and industry expertise to guide you every step of the way.

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 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.