The 30 Best Florida home rentals in Anna Maria, Florida

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!

Pelican Bay Vacation Rental Home is a charming and spacious accommodation located in Anna Maria, Florida, United States. This beautiful home offers guests a relaxing and comfortable stay with all the amenities needed for a perfect vacation. With a prime location just a short walk from the beach, guests can enjoy stunning views of the Gulf of Mexico and easy access to the sand and surf. The home features modern furnishings, a fully equipped kitchen, and a private pool for guests to enjoy. Whether you're looking for a family getaway or a romantic retreat, Pelican Bay Vacation Rental Home is the perfect place to relax and unwind in Anna Maria.

Mermaids Crossing Beach Vacation Rental on Anna Maria Island in Florida offers stunning vacation rental properties for visitors looking to enjoy a relaxing beach getaway. Situated at 207B 69th Street in Holmes Beach, this real estate and travel agency specializes in providing luxurious accommodations with breathtaking views of the Gulf of Mexico. Whether you're seeking a romantic escape or a fun-filled family vacation, Mermaids Crossing has the perfect rental for you. Experience the beauty of Anna Maria Island and make unforgettable memories at Mermaids Crossing Beach Vacation Rental.

Cortez Florida Vacations is a charming lodging institution located in the historic Cortez fishing village at 4507 125th Street West, Bradenton, Florida. Situated just over the bridge from Anna Maria Island, this waterfront property offers a tranquil escape with five beautifully restored 1936 cottages. Each cottage features modern amenities while maintaining its original charm, including fully equipped kitchens, televisions, Wi-Fi, and antique doors. Guests can relax in the private Courtyard, enjoy views of the bay, or host events in the 1,000 square-foot Boathouse event space. The property can accommodate up to 32 overnight guests and offers venue packages for up to 150 guests. Shopping, dining, museums, spas, and the famous white sand beaches of Anna Maria Island are all within walking or biking distance. Owners Heidi and John Banyas created Cortez Florida Vacations after designing their own fairytale wedding space in the village. They aim to provide excellent service and help guests create lasting memories in this piece of old Florida paradise. Whether you're looking for a quiet getaway or a venue for a special event, Cortez Florida Vacations has something for everyone.

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.

Mike Norman Realty on Anna Maria Island is a reputable real estate and travel agency located at 3101 Gulf Drive in Holmes Beach, Florida. Specializing in vacation rentals, property sales, and property management services, this institution is dedicated to helping clients find their perfect slice of paradise on the stunning Anna Maria Island. With a team of experienced agents and a deep knowledge of the local market, Mike Norman Realty offers personalized assistance and top-notch customer service. Whether you are looking to buy, sell, or rent a property on Anna Maria Island, this agency is your go-to destination for all your real estate needs.

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.

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.

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!

Anna Maria Beach Vacations is a real estate and travel agency located at 787 North Shore Drive in Anna Maria, Florida, United States. Experience stunning sunsets and breathtaking views of the Gulf of Mexico from every room in this three-bedroom, two-bath ground level home. Handicap accessible with walk-in showers and no stairs to climb, this home offers easy access for all. Just four blocks from the Gulf Beach and two blocks from Tampa Bay Beach, this lovely island pool house features a mix of newer furnishings and vintage pieces. The kitchen is equipped with a coffee maker, microwave, and dishwasher. Situated directly at the water's edge in Northern Anna Maria Island, this beautiful 3 bedroom 2.5 bath home offers unforgettable views of Manatees and Dolphins playing in the crystal blue waters of Tampa Bay. All rentals are subject to 5.5% sales tax, 6.5% Manatee county tax, as well as cleaning and maintenance fees. Guests have praised their experience at Anna Maria Beach Vacations, mentioning the cleanliness, comfort, and fully stocked amenities of the home. The location on the island is perfect for relaxing and enjoying the beautiful surroundings. Whether watching the surf, sunsets, or lightning storms over the Gulf, guests have found their stay to be a wonderful and memorable experience.

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 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.

Wagner Realty, Anna Maria Island Rentals & Property Management is a reputable real estate agency located at 2217 Gulf Drive North, Bradenton Beach, Florida, United States. Our expert rental team is dedicated to assisting you with all your vacation needs, offering a selection of private homes, beachfront condos, and more. With over 35 years of combined vacation rental experience, you can trust us to help you find the perfect property for your stay. Contact us at (941) 778.2246 to start planning your dream vacation. Follow us on social media for exclusive real estate news and stunning property listings in Bradenton Beach and the surrounding areas. Meet our team: Cindy Simmons, Lisa Varano, and Terri Liss.

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.

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 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.

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.

Welcome to Green Real Estate-Anna Maria, your trusted partner in finding the perfect home and unforgettable travel experiences on the beautiful Anna Maria Island. Conveniently located at 9906 Gulf Drive, Anna Maria, Florida, our unique blend of real estate and travel services offers a comprehensive approach to island living and exploration. As a premier real estate agency, we specialize in helping you discover your dream property, whether it's a charming beachfront cottage, a luxurious coastal estate, or a cozy vacation rental. Our team of experienced and dedicated real estate professionals is committed to providing personalized service, ensuring that you find the perfect home that fits your lifestyle and needs.

Welcome to Jeff Petitt, ANNA MARIA LIVING LLC, your premier destination for all things Anna Maria Island. Conveniently located at 317 Pine Avenue, Anna Maria, Florida, our business is dedicated to enhancing your island experience with a touch of local charm and expertise. Whether you're a resident or a visitor, we offer a range of services and products that capture the essence of this beautiful island community. From unique island-inspired goods to expert advice on how to make the most of your time here, our team is passionate about sharing the laid-back lifestyle and natural beauty that Anna Maria Island has to offer. Stop by our location to discover how we can help you embrace the island life to the fullest. We look forward to welcoming you to the heart of Anna Maria Island!

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 Galletto Team at Island Real Estate of Anna Maria Island! Conveniently located at 6101 Marina Drive in the charming Holmes Beach, Florida, our dedicated team of real estate professionals is committed to helping you find your dream home or investment property on the beautiful Anna Maria Island. With years of local expertise and a passion for exceptional customer service, we specialize in a wide range of real estate services, including buying, selling, and property management. Our intimate knowledge of the island and its unique neighborhoods allows us to offer personalized guidance tailored to your specific needs and preferences. Whether you're looking for a cozy beach cottage, a luxurious waterfront estate, or a lucrative rental property, the Galletto Team is here to make your real estate journey smooth and successful.

Welcome to Selling Anna Maria, your premier real estate agency located at 2217 Gulf Drive North, Bradenton Beach, Florida. At Selling Anna Maria, we specialize in providing the highest level of expertise, service, and integrity to help you find your dream home in Lakewood Ranch and its surrounding areas. Led by the experienced Lori Guerin, our team is dedicated to guiding you through every step of your home search journey with personalized attention and professional insight. Discover the most exclusive real estate news and stunning property listings by following us on social media. Whether you're looking for a cozy beachfront bungalow or a luxurious estate, Selling Anna Maria is your trusted partner in making your real estate dreams a reality. Visit us today and let us help you find the perfect property that suits your lifestyle and needs.

Andrea Suarez is a healthcare institution located at 9908 Gulf Drive in Anna Maria, Florida, United States. We offer a range of health services to our patients, including medical consultations, diagnostic tests, and treatment plans. Our team of experienced healthcare professionals is dedicated to providing personalized care and support to help our patients achieve optimal health and well-being. Visit us at Andrea Suarez for quality healthcare services in a welcoming and compassionate environment.

Bay Breezes at Bayside Bungalow is a charming lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This vacation retreat offers two bedrooms and one bathroom, tastefully decorated in a coastal theme for a perfect beach getaway. Guests can enjoy a private patio with stunning water views across the bay, as well as a shared pool, BBQ area, and easy access to both Gulf and Bay beaches. The interior features a relaxing seating area with a large TV, a well-equipped kitchen, and comfortable bedrooms with premium mattresses. The resort-style heated swimming pool and outdoor living spaces provide ample opportunities for relaxation and enjoyment. With a maximum of one car allowed for parking and pet-friendly accommodations, Bay Breezes at Bayside Bungalow is the ideal choice for a memorable vacation experience in Bradenton Beach, Florida.

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.

AMI Tree House is a cozy and charming institution located at 2504 Avenue B in Bradenton Beach, Florida. Nestled among the lush greenery of Anna Maria Island, this hidden gem offers a unique and peaceful retreat for guests looking to escape the hustle and bustle of everyday life. With its treehouse-inspired design and tranquil surroundings, AMI Tree House provides a serene and rejuvenating atmosphere for guests to relax and unwind. Whether you're looking for a romantic getaway or a peaceful retreat, AMI Tree House is the perfect destination for your next vacation.

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.

Bay Breeze Cottages is a charming lodging institution located at 617 North Bay Boulevard in Anna Maria, Florida. Nestled in the heart of this picturesque coastal town, the cottages offer a peaceful retreat just steps away from the stunning beaches of the Gulf of Mexico. Guests can enjoy cozy accommodations with modern amenities, a private patio or balcony, and access to a sparkling outdoor pool. Whether you're looking for a romantic getaway or a fun-filled family vacation, Bay Breeze Cottages provides the perfect setting for a memorable stay in beautiful Anna Maria.

AMI Beach Hut is a charming convenience store located at 9901 Gulf Drive in Anna Maria, Florida. This one-stop shop offers a variety of food items, snacks, drinks, and even liquor for your beach day essentials. Whether you need to grab a quick bite to eat or stock up on supplies for a day at the beach, AMI Beach Hut has you covered. Stop by and experience the convenience and friendly service that makes this store a favorite among locals and tourists alike.

Bayfront Park, located at 316 North Bay Boulevard in Anna Maria, Florida, is a beautiful natural feature that offers a wide range of programs and activities for the community. As part of our mission to promote health for both the community and the environment, we provide a variety of options for individuals to participate in. From camps to group exercise classes, pavilion rentals to field reservations, there is something for everyone to enjoy at Bayfront Park. To register for any of our programs or activities, please use the link provided below. Come visit us and experience the beauty and benefits of Bayfront Park in Manatee County.