TOP 10 Vacation house rentals in Anna Maria, Florida

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.

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.

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!

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.

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.

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 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.

Search Florida Rentals by Owners is a travel agency located at Colonial Court in Fort Myers, Florida, United States. The institution offers a variety of vacation rental properties in popular destinations across Florida, such as Kissimmee, Naples, St. Augustine, and Daytona Beach. From beachfront condos to luxurious villas, Search Florida Rentals provides fully-equipped and strategically located accommodations to suit every traveler's needs and budget. One of the highlights of booking with Search Florida Rentals is the transparency in pricing, as there are no hidden costs or commissions charged to guests. The institution prides itself on offering state-of-the-art amenities and hotel-level hospitality to ensure a luxurious vacation experience for all. Flexible check-in policies make it convenient for travelers to plan their holiday rentals with ease.

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!

AMI Escapes Boat Tours is located at 6398 Marina Way in Holmes Beach, Florida. It is Anna Maria Island's most popular adventure boat tour, offering private and all-inclusive experiences customized for each group. Guests have the opportunity to visit secluded islands, beaches, and sandbars such as Egmont Key, Passage Key, Jewfish Key, and Beer Can Island. The tours include amenities such as paddle boards, snorkeling gear, fishing poles, and underwater scooters, with no set schedule so guests can enjoy the experience for as long as they desire. In addition to island hopping, the tours also offer stops at local restaurants and opportunities for swimming, snorkeling, and paddle boarding. The institution also offers dolphin tours, snorkeling trips with underwater scooters, and sunset cruises with a premium Bluetooth sound system. With comfortable boats, complimentary water and soft drinks, and the option to bring adult beverages on board, AMI Escapes Boat Tours provides a luxurious and customizable boating experience for visitors to Anna Maria Island, Longboat Key, and Bradenton Beach.

Happy Paddler Kayak Tours & EcoVentures is a family-owned travel agency located at 6844 Gulf of Mexico Drive in Longboat Key, Florida. Our team of water-loving naturalists and paddling instructors are dedicated to exploring and educating others about our watery world. We offer kayak and paddleboard rentals, as well as award-winning tours around Anna Maria Island, Longboat Key, Lido Key, and Sarasota. Join us for a Coastal Island Tour where you can kayak with manatees, dolphins, and a variety of ocean life. Explore the mangrove tunnels at Lido Key, a popular destination for families. Experience the stunning Florida Gulf Coast sunsets on our Sunset Kayak Tour. Or rent a kayak or paddleboard for a half-day and chart your own course through the crystal clear waters of Longboat Pass.

Low Tide Tours Tiki Boat is a travel agency located at 8865 Midnight Pass Road in Sarasota, Florida. The best way to experience the beauty of Sarasota, Siesta Key, Cortez, Bradenton Beach, Anna Maria Island, Fort Myers Beach, and Panama City Beach is from the water on a floating tiki bar! Enjoy a cold drink while cruising through scenic waterways and keep an eye out for dolphins, manatees, and Florida's majestic birds. The floating tiki boat is fun for all ages and offers private daytime cruises, sunset tours, and half-day excursions to Sand Dollar Island Sandbar. With powerful eBikes, stand up paddle boards, and longer 4.5 hour cruises available, there is something for everyone to enjoy. Locally owned and operated, Low Tide Tours provides a fantastic experience with complimentary drinks and snacks, tropical tunes, and breathtaking views. Customers rave about the entertaining and knowledgeable captains, fun atmosphere, and overall great time on the water. Whether you're celebrating a birthday or just looking for a relaxing day out, Low Tide Tours Tiki Boat is the perfect choice for a memorable experience on Florida's beautiful coast.

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 April Green, Realtor - Your AMI Home Girls with Duncan Real Estate, located at 310 Pine Avenue, Anna Maria, Florida 34216. We pride ourselves on offering the perfect blend of expertise and personalized care, dedicated to turning your property dreams into reality. Whether you're buying or selling, our family team is committed to guiding you every step of the way. Each municipality in our area offers unique experiences, from serene and residential neighborhoods to lively and bustling communities. Let's embark on this exciting journey together! Reach out to us today and discover the difference a family team can make in your real estate experience.

Welcome to RE/MAX Alliance Group, your trusted real estate agency located in the heart of Anna Maria, Florida. Situated at 317C Pine Avenue, our office is dedicated to serving the vibrant community of Anna Maria Island and the surrounding areas. With a commitment to excellence and a passion for helping clients find their dream homes, we offer a comprehensive range of real estate services tailored to meet your needs. Our team of experienced and knowledgeable real estate professionals is here to guide you through every step of the buying, selling, or renting process. Whether you're searching for a charming beachfront property, a cozy family home, or an investment opportunity, we have the expertise and resources to make your real estate dreams a reality.

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.

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 Jessica Pierce, Realtor – your trusted partner in finding the perfect home on the beautiful Anna Maria Island. Conveniently located at 310 Pine Avenue, Anna Maria, Florida, Jessica Pierce is dedicated to providing exceptional real estate services tailored to your unique needs. With a deep understanding of the local market and a passion for helping clients achieve their real estate goals, Jessica offers personalized guidance whether you're buying, selling, or investing in property. Known for her integrity, professionalism, and commitment to client satisfaction, Jessica ensures a seamless and rewarding experience. Discover your dream home with Jessica Pierce, where your real estate journey is our priority.

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 Karrie Tooze-Moore, Exit King Realty, your trusted partner in real estate located in the heart of Anna Maria, Florida. Nestled at 317 Pine Avenue, our office is perfectly positioned to serve the vibrant community of Anna Maria Island and the surrounding areas. With a deep understanding of the local market, Karrie Tooze-Moore is dedicated to providing exceptional service to both buyers and sellers. Whether you're dreaming of a coastal retreat, looking to invest in a vacation property, or ready to sell your home, Karrie's expertise and personalized approach ensure a seamless real estate experience. At Exit King Realty, we pride ourselves on our commitment to integrity, professionalism, and client satisfaction. Visit us today and let us help you find your perfect piece of paradise in beautiful Anna Maria, Florida.

Welcome to Mary Anne Muniz-Realtor at DUNCAN REAL ESTATE INC., your trusted partner in finding the perfect home in the beautiful Anna Maria, Florida. Located at 310 Pine Avenue, our office is nestled in the heart of this charming island community, offering unparalleled local expertise and personalized service to meet all your real estate needs. Mary Anne Muniz is a dedicated and experienced realtor committed to helping you navigate the dynamic Anna Maria Island real estate market. Whether you are buying, selling, or investing, Mary Anne provides insightful guidance and a personalized approach to ensure a seamless and successful transaction.

Welcome to Shellie Young-Premier Sotheby's International Realty, your trusted partner in navigating the vibrant real estate market of Anna Maria, Florida. Located at 421 Pine Avenue, our office is at the heart of this charming island community, renowned for its pristine beaches and relaxed coastal lifestyle. At Shellie Young-Premier Sotheby's International Realty, we pride ourselves on delivering exceptional service and personalized attention to every client. Whether you are buying, selling, or investing in real estate, our experienced team is dedicated to helping you achieve your goals. We offer a comprehensive range of services, tailored to meet the unique needs of each client, backed by the unparalleled resources and global reach of the Sotheby's International Realty brand.

Welcome to Robyn Hawk, Realtor - Duncan Real Estate, your premier destination for all your real estate needs in Anna Maria, Florida. Conveniently located at 310 Pine Avenue, our dedicated team is committed to helping you find the perfect home, condo, land, or foreclosure property. Our website is designed to offer you the best real estate search experience, featuring user-friendly tools and comprehensive listings updated every 15 minutes directly from the official Realtor®’s database. With our state-of-the-art search functionality, you can effortlessly save your searches and receive daily email alerts about new listings, price changes, sold data, and market trends. Our Interactive Map Search allows you to visualize properties on a map and refine your search by drawing custom boundaries around your desired area.

Welcome to Noranne Hutcheson, Realtor – your trusted partner in finding the perfect home in the beautiful coastal community of Anna Maria, Florida. Located at 317C Pine Avenue, our real estate agency specializes in providing personalized, professional services to meet all your real estate needs. With years of experience and deep local knowledge, Noranne Hutcheson is dedicated to helping you navigate the vibrant Anna Maria real estate market. Whether you're buying, selling, or investing, we offer expert guidance and tailored solutions to ensure a seamless and successful experience.

Welcome to Seas The Day, your premier destination for unforgettable coastal adventures in the heart of Anna Maria, Florida. Nestled at 714 Gladiolus Street, our family-owned business is dedicated to providing you with an exceptional experience, whether you're a local resident or a visitor exploring the beautiful Gulf Coast. At Seas The Day, we offer a variety of exciting activities designed to help you make the most of your time by the sea. From guided kayak tours through serene mangroves to paddleboard rentals for those looking to explore on their own, we have something for everyone. Our knowledgeable and friendly staff are passionate about sharing their love for the ocean and are committed to ensuring your safety and enjoyment.

Welcome to Jessica Batten P.A., your trusted partner in navigating the vibrant real estate landscape of Anna Maria Island and its surrounding areas. Located at 519 Pine Avenue, Anna Maria, Florida, we pride ourselves on being an award-winning real estate agency with a deep-rooted connection to the beach community lifestyle. With years of experience living in coastal regions, including the shores of New England and the Virgin Islands, Jessica Batten brings a unique perspective and a genuine appreciation for what makes a beach community truly special. Our commitment to your real estate goals is backed by numerous accolades for Sales Performance and, more importantly, recognition for outstanding Customer Satisfaction.