TOP 10 Best Florida vacation rentals by owner in Anna Maria, Florida

Duncan Real Estate & Vacation Rentals is a premier real estate and travel agency located at 310 Pine Avenue in Anna Maria, Florida. With a wide range of properties available for both long-term and vacation rentals, as well as homes for sale, Duncan Real Estate & Vacation Rentals is dedicated to helping clients find the perfect property to suit their needs. Whether you are looking for a beachfront vacation rental or a permanent residence in the beautiful Anna Maria area, our experienced team of agents is here to assist you every step of the way. Contact us today to start your search for your dream home or vacation getaway.

Sunrise Garden Resort on Anna Maria Island by Vacasa is a charming lodging option located at 512 Spring Avenue in Anna Maria, Florida, United States. Whether you are planning a romantic getaway, a family vacation, or a solo retreat, this resort offers a variety of vacation rentals to suit your needs. Guests can enjoy the convenience of internet access in 16 of the vacation rentals, allowing them to stay connected during their stay. Additionally, pet owners can bring their furry friends along, as 16 of the homes at Sunrise Garden Resort are dog-friendly (be sure to check individual listings for any restrictions).

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.

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.

The Blue Dolphin Inn by Island Vacation Properties is a charming lodging located at 780 Jacaranda Road in Anna Maria, Florida, United States. This cozy inn offers comfortable accommodations and a peaceful atmosphere for guests looking to relax and unwind. With its convenient location near the beach and local attractions, the Blue Dolphin Inn is the perfect destination for a beach getaway or a weekend retreat. Experience warm hospitality and personalized service at this lovely property during your stay in Anna Maria.

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.

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 Anna Maria Life Real Estate, your premier resource for all things Anna Maria Island. Located at 9908 Gulf Drive, Anna Maria, Florida, we specialize in connecting clients with the finest properties on this enchanting island. Whether you're buying your first home, looking for an investment property, or selling, we are here to ensure a seamless and fulfilling real estate journey. Anna Maria Island is a unique blend of breathtaking beauty and coastal charm, featuring pristine beaches, vibrant sunsets, and a relaxing pace of life. Our comprehensive listings include charming coastal cottages, modern estates, and beachfront properties, each reflecting the island's enchanting essence. We understand that buying a property here is more than just a transaction; it's about embracing a lifestyle.

Fran Maxon Real Estate Inc is a reputable real estate agency located at 507 Pine Avenue in Anna Maria, Florida. With years of experience in the industry, they specialize in helping clients buy, sell, and rent properties in the beautiful area of Anna Maria. In addition to their real estate services, they also offer travel agency services to assist clients in finding the perfect vacation rental for their stay in this picturesque coastal town. Trust Fran Maxon Real Estate Inc to help you find your dream home or vacation rental in Anna Maria.

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.

Island Investment Realty & Lifestyle Properties is a premier real estate agency located at 315 Pine Avenue in Anna Maria, Florida. Specializing in luxury properties, waterfront homes, and vacation rentals, our team of experienced agents is dedicated to helping clients find their dream home or investment property on the stunning islands of Florida. With a focus on providing personalized service and expert knowledge of the local market, Island Investment Realty & Lifestyle Properties is your go-to destination for all your real estate needs in the area. Contact us today to start your property search and discover the beauty of island living.

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.

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.

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 Mary Ann Mobile Home Park, one of the most desirable lodging communities in Bradenton, Florida. Nestled at 3608 14th Street West, our small and quaint neighborhood is alive with friendly faces and a welcoming atmosphere. With 43 Gemstone Communities sites, Mary Ann Mobile Home Park primarily features mobile homes, complemented by a select number of RV sites and apartments. Our community is designed with your convenience in mind, offering an onsite management office to assist with all your living needs, as well as a communal laundry center for added ease. Embrace the vibrant Florida lifestyle as you settle into our thriving community, where residents build connections and create lasting memories.