TOP 30 Best Family home in Holmes Beach, Florida

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 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.

Lazy Palm Cottage is a little piece of paradise located in Holmes Beach on Anna Maria Island, Florida. This classic 1930's beach cottage has been beautifully renovated to offer all the modern comforts needed for a fabulous vacation. With 3 bedrooms and 2 baths, the split floor plan comfortably sleeps 6 guests. The cottage is bright and spacious, with over 1500 sq ft of indoor living space and an additional 380 sq ft of covered outdoor porches. Guests can enjoy the large open living area, lower family room leading to the private pool, and another sitting room off the kitchen. The fully equipped kitchen features dual sinks, an extra refrigerator for drinks, and an ice maker. Outside, guests can relax by the heated private pool, on the poolside patio with chaise lounges, or under the covered patio with ceiling fans. An outdoor shower and propane gas grill are also available for guests to use.

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.

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!

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.

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.

Islands West Resort is a charming lodging establishment located at 3605 Gulf Drive in Holmes Beach, Florida. Situated on the beautiful Gulf Coast of the United States, this resort offers guests a peaceful and relaxing retreat surrounded by stunning ocean views and pristine beaches. The resort features comfortable accommodations, friendly staff, and a range of amenities to ensure a memorable stay for all guests. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Islands West Resort is the perfect destination for your next trip to Florida.

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.

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.

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 Redbox, your premier destination for movie rentals located at 611 Manatee Avenue, Holmes Beach, Florida. Nestled in the heart of this charming coastal town, Redbox offers a convenient and affordable way to enjoy the latest blockbuster hits, timeless classics, and family favorites. Our easy-to-use kiosks are stocked with a vast selection of DVDs and Blu-rays, ensuring you have access to the entertainment you love, right when you want it. Whether you're planning a cozy movie night at home or looking for the perfect film for a gathering, Redbox provides an unparalleled rental experience. Stop by today and discover the magic of cinema at your fingertips.

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.

Welcome to the Public Park and Book Exchange, a unique community oasis located at 204 83rd Street, Holmes Beach, Florida. Nestled in the heart of this charming coastal town, our park offers a serene escape for both locals and visitors alike. Whether you're looking to unwind amidst lush greenery, enjoy a leisurely stroll, or engage in some community reading, our park is the perfect destination. Our beautifully maintained grounds provide the ideal setting for relaxation and recreation. Families can enjoy picnics on our expansive lawns, children can explore our safe and engaging play areas, and nature enthusiasts can appreciate the diverse flora and fauna that call our park home.

Maksym Ruzanov, DMD is a premier dental institution located at 3909 East Bay Drive in Holmes Beach, Florida. Our team of dental specialists and staff are dedicated to improving the overall health of our patients by focusing on preventing, diagnosing, and treating conditions related to teeth and gums. Utilize our dental library to learn more about various dental problems and available treatments. Dr. Maksym Ruzanov, also known as "Dr. Maks", is a highly trained dentist who graduated from the University of South Florida with a bachelor's degree in 2012 and completed his doctorate in dentistry at the University of Florida in 2016. With a passion for dental implants, Dr. Maks continued his education with a residency in advanced education in general dentistry at the University of Florida in 2017. He is skilled in clinical dentistry and offers services such as family dentistry, same-day crowns using CEREC technology, SureSmile aligner therapy, and teeth whitening.

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.

Villa Paradise is a luxurious beachfront institution located at 5608 Holmes Boulevard in Holmes Beach, Florida, United States. This stunning property offers guests a paradise-like experience with its spacious and beautifully decorated accommodations, breathtaking views of the Gulf of Mexico, and top-notch amenities. Whether you're looking to relax by the pool, soak up the sun on the white sandy beaches, or explore the nearby shops and restaurants, Villa Paradise has everything you need for a perfect vacation getaway. Come and experience the ultimate in luxury and comfort at Villa Paradise.

Tangerine House is a unique institution located at 112 77th Street in Holmes Beach, Florida. As a real estate agency, we specialize in helping clients find their dream homes in the beautiful coastal area of Florida. Our team of experienced agents is dedicated to providing top-notch service and expertise to assist buyers and sellers in navigating the real estate market. In addition to our real estate services, Tangerine House also operates as a travel agency, offering personalized vacation planning services for those looking to explore the stunning beaches and attractions of Florida. Whether you are in search of a permanent residence or a relaxing getaway, Tangerine House is here to help make your dreams a reality. Visit us today to start your journey towards finding the perfect home or planning your next unforgettable vacation.

Welcome to TrustMikeRoofing, your trusted roofing contractor located at 5300 Gulf Drive, Holmes Beach, Florida 34217. We understand that a new roof is a significant investment, but it can also be an exciting journey that enhances your home's curb appeal and significantly boosts its safety and security. Our commitment is to provide you with roofs that are not only aesthetically pleasing but also strong enough to withstand any weather conditions. At TrustMikeRoofing, we take pride in our rigorous standards and meticulous in-house processes to ensure that each roof we install meets the highest quality benchmarks. We use only the best materials to deliver long-lasting roofing solutions tailored specifically to your needs. To give you further peace of mind, we back our work with a 10-year Labor Guarantee. If any issues arise due to our workmanship, we promise to make it right.

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 Mel & Barbara Neely Real Estate, your trusted partner in finding the perfect home or investment property in the beautiful Holmes Beach, Florida. Located at 3001 Gulf Drive, our agency is dedicated to providing personalized and professional real estate services to both buyers and sellers in the vibrant community of Holmes Beach and the surrounding areas. With years of experience and a deep understanding of the local market, Mel & Barbara Neely Real Estate is committed to helping you navigate the complexities of real estate transactions with ease and confidence. Whether you're looking for a charming beachfront cottage, a spacious family home, or a lucrative investment opportunity, our team is here 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 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.