TOP 30 Vacation home offers in Holmes Beach, FL
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A Paradise Vacation Rentals
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 - Anna Maria Island
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
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.
Beach House Real Estate
Beach House Real Estate is a premier institution located at 5309 Gulf Drive in Holmes Beach, Florida, United States. Specializing in lodging, real estate, and travel services, Beach House Real Estate offers a wide range of beachfront properties for sale or rent. Whether you are looking for a vacation rental, a new home by the beach, or assistance with planning your next travel adventure, our experienced team is here to help. With a prime location on the Gulf Coast, Beach House Real Estate is your one-stop destination for all your beachfront property and travel needs.
SeaBreeze Vacation LLC
SeaBreeze Vacation LLC is a full-service real estate and travel agency located at 5372 Gulf Drive in Holmes Beach, Florida, United States. Our Reservation Specialists are available 9 AM-Midnight EST, 7 days a week to help you find the perfect vacation home on Anna Maria Island. We offer a variety of homes for couples, families, and large groups, with amenities such as pet-friendly options, properties with docks, and golf cart rentals for easy island exploration. When you book directly with SeaBreeze Vacation, you can enjoy the best rates with no hidden fees. Our flexible cancellation policy allows you to cancel bookings up to 14 days before check-in and receive a refund. Our staff, who are either island locals or longtime transplants, are always available to assist with any needs or maintenance during your stay.
Vacation Cottages Anna Maria Island | Holmes beach cottage Rentals
Vacation Cottages Anna Maria Island offers charming and comfortable cottage rentals in the picturesque Holmes Beach, Florida. Located at 206 Haverkos Court, our real estate and travel agency specializes in providing guests with the perfect vacation getaway. Whether you're looking for a romantic retreat or a family-friendly escape, our cottages are the ideal choice. With easy access to the stunning Anna Maria Island beaches and a variety of local attractions, our rentals provide the perfect home base for your next vacation. Book your stay with us today and experience the beauty and relaxation of Holmes Beach!
My Big Fat Beach House
My Big Fat Beach House is a real estate and travel agency located at 301 72nd Street in Holmes Beach, Florida. Our family-owned business offers the perfect backdrop for creating unforgettable memories with your loved ones. Located on Anna Maria Island, our beach house is the ideal vacation destination with warm gulf waters and white sand beaches just steps away. You can enjoy the comforts of our home while we are away, creating memories that will last a lifetime.
Tidal Daze Vacation Home
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.
Island Tides Vacation Rental
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.
Rent The Keys
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
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.
Vacasa Anna Maria
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.
Tarpon House, 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.
Anna Maria Island
Anna Maria Island is a charming institution located at 5315 Gulf Drive in Holmes Beach, Florida, United States. This unique establishment offers a variety of services including food, real estate agency, restaurant, and travel agency. Whether you are looking to enjoy a delicious meal, find your dream home, or plan a vacation getaway, Anna Maria Island has something for everyone. With its picturesque location and exceptional offerings, it is the perfect destination for those seeking a memorable experience on the beautiful Gulf Coast.
Calico Anna Maria Island
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.
Wish Upon A Starfish
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.
Coldwell Banker Realty
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.
Tangerine House
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.
AMI ADVENTURES BOAT TOURS
AMI Adventures Boat Tours is a travel agency located at 5325 Marina Drive in Holmes Beach, Florida, United States. We offer a variety of exciting activities such as Dolphin tours, Sunset Cruises, Fishing Charters, Parasailing, Banana boat rides, Jet ski Rentals and tours, and more. Owned and Operated by true Anna Maria Island Natives, we are dedicated to providing you with the best experiences our home has to offer. In addition to our regular tours and activities, we now offer Comedy Tours every Friday night for a unique and entertaining experience. Whether you're looking for a relaxing sunset cruise or a fast-paced banana boat ride, we have something for everyone in the family to enjoy. Book your adventure with AMI Adventures Boat Tours for a vacation that you'll never forget!
Surf Sun & Sand Gift Shop
Welcome to Surf Sun & Sand Gift Shop, your go-to destination for unique and delightful treasures in Holmes Beach, Florida. Conveniently located at 4000 Gulf Drive, our charming store captures the essence of coastal living and offers a wide selection of gifts and souvenirs to commemorate your visit to the beautiful Gulf Coast. At Surf Sun & Sand Gift Shop, you'll find an array of locally crafted items, beach-themed home décor, stylish apparel, and one-of-a-kind accessories that reflect the vibrant spirit of Florida. Whether you're searching for the perfect memento to remember your vacation or a special gift for a loved one, our friendly and knowledgeable staff are here to help you discover exactly what you're looking for.
Holy Cow Ice Cream & Other Cool Stuff
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.
Joey Hutchinson - Real Estate
Welcome to Joey Hutchinson - Real Estate, your trusted partner for all things real estate on Anna Maria Island and the surrounding areas. Located at 310 Pine Avenue, Anna Maria, Florida, Joey Hutchinson is a licensed real estate agent with Duncan Real Estate and a lifelong resident of this beautiful island. With a deep appreciation for the island's charm and extensive knowledge of the local market, Joey offers a unique perspective to both home buyers and sellers. Whether you're seeking a vacation home, a permanent residence, or an investment property, Joey is here to guide you through every step of the process. As a native of Anna Maria Island, Joey possesses unparalleled insight into the various cities and locales, helping you find your perfect island home. Known for being calm, patient, and an excellent listener, Joey is extremely responsive and attentive to detail, ensuring a seamless real estate experience.
Simpson South Realty LLC
Welcome to Simpson South Realty LLC, your trusted partner in real estate located in the heart of beautiful Holmes Beach, Florida. Situated at 6000 Marina Drive, we specialize in providing personalized and professional real estate services to meet all your property needs in the vibrant community of Holmes Beach and the surrounding areas. At Simpson South Realty LLC, we understand that buying or selling a home is more than just a transaction; it's a life-changing experience. That's why our team of dedicated real estate professionals is committed to offering exceptional service and expert guidance throughout your real estate journey. Whether you are looking to buy, sell, or invest in property, we leverage our extensive local knowledge and industry expertise to help you make informed decisions.
Becky Sirigotis, Realtor
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.
Villa #1 Sailfish
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:
Miller Time
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.
The O'Steen Group, Inc.
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.
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