TOP 30 Luxury living in Holmes Beach, Florida

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Castnetter Beach Resorts is a charming lodging located at 4102 4th Avenue in Holmes Beach, Florida. Nestled just steps away from the pristine shores of the Gulf of Mexico, this resort offers a relaxing and luxurious getaway for guests looking to unwind and soak up the sun. With spacious and beautifully appointed rooms, a sparkling outdoor pool, and easy access to the beach, Castnetter Beach Resorts is the perfect destination for a beach vacation. Whether you're looking to relax on the sand, explore the local shops and restaurants, or simply enjoy the stunning ocean views, this resort has everything you need for a memorable stay. Book your stay today and experience the beauty of Holmes Beach at Castnetter Beach Resorts.

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.

Escape to an island paradise at Palm Tree Villas, located at 207 66th Street in Holmes Beach, Florida. Our charming lodging institution offers a relaxing getaway surrounded by lush palm trees and just steps away from the beautiful beaches of Anna Maria Island. Enjoy spacious villas equipped with modern amenities, a private pool, and a serene tropical garden. Whether you're looking for a romantic retreat or a family vacation, Palm Tree Villas is the perfect destination for your island getaway.

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.

Reef Pools LLC is a premier general contractor located at 5386 Gulf Drive, Holmes Beach, Florida, United States. Specializing in the design and construction of custom luxury inground pools and spas, Reef Pools is the top choice for pool builders in the Bradenton, FL area. From pool construction to pool remodeling, they offer a wide range of services to make your dream of owning a pool a reality. With a focus on communication and understanding your needs, Reef Pools will work with you to create the perfect backyard oasis. In addition to pools, they also specialize in outdoor kitchens and living spaces to enhance your outdoor entertainment experience. Schedule a free consultation with Reef Pools to start planning your ideal pool and outdoor living environment today. Serving Bradenton, Holmes Beach, Cortez, Longboat Key, and other surrounding areas, Reef Pools is your trusted source for professional pool construction and installation services.

Bay Vista at Bayside Bungalow is a luxurious lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This second-floor condo offers stunning views of the bay from its 180-degree wrap-around windows, allowing guests to watch sailboats, dolphins, and beautiful sunrises. The unit features three bedrooms, two bathrooms, and a fully equipped kitchen with stainless steel appliances. Guests can relax in the cozy living area or enjoy meals at the rustic dining table. The property also offers shared amenities such as a resort-style heated swimming pool, BBQ area, and cabana. With its convenient location near Gulf and Bay beaches, restaurants, and boutiques, Bay Vista at Bayside Bungalow is the perfect vacation destination for a relaxing and enjoyable stay in Bradenton Beach, Florida.

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.

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.

Tiffany Place Condo is a luxurious beachfront condominium located at 7000 Gulf Drive in Holmes Beach, Florida. This stunning property offers breathtaking views of the Gulf of Mexico and is just steps away from the pristine white sandy beaches. The condo features beautifully appointed units with modern amenities, spacious layouts, and private balconies overlooking the ocean. Residents can enjoy access to a swimming pool, tennis courts, and a fitness center, as well as convenient proximity to shopping, dining, and entertainment options. Experience the ultimate beachfront living at Tiffany Place Condo.

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.

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.

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.

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.

Welcome to Pete Dospel Construction LLC | ACS, your premier choice for expertly crafting luxury coastal homes in Florida. Located at 5386 Gulf Drive, Holmes Beach, Florida 34217, we specialize in bringing your dreams to life with fully custom design, engineering, and construction services tailored to your exact specifications. With over a decade of dedicated experience, Dospel Construction stands as a leading general contractor on Anna Maria Island, Longboat Key, Sarasota, and Bradenton. As a licensed Florida general contractor, we have honed our expertise in crafting bespoke, high-end residences that embody the unique charm and natural beauty of Florida's Gulf Coast.

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 Palm Dr/74th St Transit Station, your convenient gateway to exploring the beautiful surroundings of Holmes Beach, Florida. Nestled in the heart of the stunning Anna Maria Island, our transit station provides easy access to the pristine beaches, charming local shops, and delightful dining experiences that make this area a true gem on Florida's Gulf Coast. Whether you're a resident or a visitor, Palm Dr/74th St Transit Station offers reliable and efficient transportation options to help you navigate the island with ease. Enjoy the warm, welcoming atmosphere and let us be your starting point for unforgettable adventures in Holmes Beach.

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 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 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.