The 30 Best Island vacation rentals in Bradenton, Florida

Anna Maria Island Getaway is a premier real estate and travel agency located in Bradenton Beach, Florida. Our dedicated team is committed to helping you find the perfect getaway on the beautiful Anna Maria Island. Whether you're looking for a beachfront vacation rental, a cozy cottage, or a luxurious villa, we have a wide selection of properties to choose from. Our experienced staff is here to assist you every step of the way, from booking your accommodation to planning your itinerary. Come experience the beauty and tranquility of Anna Maria Island with us at Anna Maria Island Getaway.

Anchor Down Real Estate & Rentals on Anna Maria Island offers top Bradenton & Anna Maria Island vacation rentals. Located at 9801 Gulf Drive in Anna Maria, Florida, this institution serves as a lodging, real estate, and travel agency. With a "No Worry Guest Guarantee" from reservation to check-out, Anchor Down Vacation Rentals provides the finest homes on the Florida Gulf Coast. Guests can enjoy spacious accommodations, beautiful outdoor areas, and excellent customer service. Whether you're looking for a family gathering, a romantic getaway, or a relaxing vacation, Anchor Down Vacation Rentals has the perfect property for you. Book today and experience the beauty of Anna Maria Island with Anchor Down!

Anna Maria Island Vacation Rentals is a premier real estate and travel agency located at 601 Gulf Drive North in Bradenton Beach, Florida. Specializing in luxury vacation rentals on the stunning Anna Maria Island, this agency offers a wide range of accommodations to suit every traveler's needs. From beachfront condos to cozy cottages, guests can expect top-notch service and amenities during their stay. Whether you're looking for a romantic getaway or a family-friendly retreat, Anna Maria Island Vacation Rentals has the perfect property for your next vacation. Experience the beauty and charm of Florida's Gulf Coast with a stay at one of their exceptional rental properties.

The Anna Maria Island Inn is a charming lodging establishment located at 2200 Gulf Drive North in Bradenton Beach, Florida. Situated on the beautiful Anna Maria Island, this inn offers guests a peaceful and relaxing getaway just steps away from the Gulf of Mexico. The inn features comfortable accommodations, stunning ocean views, and convenient access to the island's attractions and activities. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, the Anna Maria Island Inn is the perfect choice for your stay in Florida.

Silver Surf Anna Maria Island is a charming lodging located at 1301 Gulf Drive North in Bradenton Beach, Florida. This cozy retreat offers a peaceful and relaxing atmosphere with stunning views of the Gulf of Mexico. The institution features comfortable and well-appointed rooms, perfect for a beach getaway or a romantic escape. Guests can enjoy amenities such as a swimming pool, free Wi-Fi, and easy access to the beach. Whether you're looking for a weekend retreat or an extended stay, Silver Surf Anna Maria Island provides a perfect home away from home on beautiful Anna Maria Island.

The Retreat at Anna Maria Island Inn is a charming lodging establishment located at 2305 Gulf Drive North in Bradenton Beach, Florida. Situated on the beautiful Anna Maria Island, this inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With cozy accommodations, stunning ocean views, and a convenient location near the beach, shops, and restaurants, The Retreat is the perfect destination for a weekend getaway or extended vacation. Whether you're looking to unwind by the pool, explore the island's natural beauty, or simply relax in your comfortable room, The Retreat at Anna Maria Island Inn has everything you need for a memorable stay.

Anna Maria Island Beach Sands is a charming lodging institution located at 601 Gulf Drive North in Bradenton Beach, Florida. Situated right on the beautiful shores of Anna Maria Island, this beachfront property offers guests stunning ocean views and easy access to the pristine sandy beaches. The accommodations are cozy and comfortable, perfect for a relaxing getaway by the sea. With its convenient location, guests can enjoy a variety of water activities, shopping, dining, and exploring the local attractions. Whether you're looking for a romantic escape or a fun family vacation, Anna Maria Island Beach Sands provides the perfect setting for a memorable stay in sunny Florida.

ABC Baby and Beach Equipment Rentals is a premier rental service located at 2239 15th Street in Sarasota, Florida. We specialize in providing high-quality baby supplies and beach gear for rent in Sarasota, Siesta Key, Lakewood Ranch, Anna Maria Island, and Bradenton. Our delivery and pick-up process is convenient and hassle-free, with deliveries made before standard check-in times and returns scheduled after check-out. We offer free delivery on orders over $150 to most zip codes, with no additional service charges.

BabyQuip Baby and Beach Rentals - LeAnn Adams is a clothing store located at 4560 Overlook Drive Northeast, St. Petersburg, Florida, United States. Rent baby gear from LeAnn Adams in Parrish, Florida and enjoy convenient pick up and return options at predetermined locations in Tampa Bay, Saint Pete, Clearwater, Anna Maria Island, Holmes Beach, Bradenton Beach, and Sarasota. Customers have praised LeAnn for being prompt, accommodating, and accessible. Contact LeAnn Adams directly through the form on the website or by calling or texting (407)496-9980 for immediate assistance. Please note that specific times are not guaranteed, but your provider will confirm once your reservation has been placed.

ABC Baby and Beach Equipment Rentals is a clothing store located at 5700 Midnight Pass Road in Siesta Key, Florida. We specialize in providing baby and beach gear rentals for families visiting Sarasota, Siesta Key, Lakewood Ranch, Anna Maria Island, and Bradenton. Our delivery and pick-up process is convenient and easy, with deliveries made before standard check-in times and returns done after check-out. We offer free delivery on orders over $150 in most zip codes, with no service charges.

Pirate Monkey Boat Rentals, located at 1005 Riverside Drive in Palmetto, Florida, is a top tourist attraction offering boat rentals in the stunning waters of Palmetto, Bradenton, Anna Maria Island, and Tampa Bay. Whether you're looking for a relaxing day on the water, thrilling fishing expeditions, or simply want to soak up the sun with your loved ones, Pirate Monkey Boat Rentals has the perfect vessel for you. Our membership discount program offers deeper discounts for high frequency renters, making us a great alternative to boat clubs. Located at Regatta Pointe Marina in Palmetto, FL, we serve the boating community of Palmetto, Bradenton, Anna Maria Island, and Lower Tampa Bay.

Anna Maria Island Airport Transportation is a reliable and efficient transportation service located at 4534 19th Street Circle West in Bradenton, Florida. We specialize in providing transportation services to and from Anna Maria Island Airport, ensuring that our clients reach their destination safely and on time. Our professional drivers are experienced and courteous, making your travel experience comfortable and stress-free. Whether you are traveling for business or pleasure, Anna Maria Island Airport Transportation is here to meet all your transportation needs. Book your ride with us today and experience the convenience and quality service that sets us apart from the rest.

Birds Nest Apartments on Anna Maria Island is a charming vacation rental located at 403 Gulf Drive South in Bradenton Beach, Florida. This cozy lodging option offers a peaceful retreat for guests looking to unwind and relax in a beautiful beachfront setting. The apartments are well-appointed and feature all the amenities needed for a comfortable stay, including fully equipped kitchens, spacious living areas, and private balconies with stunning views of the Gulf of Mexico. With its convenient location near the beach and various attractions, Birds Nest Apartments is the perfect choice for a memorable getaway on Anna Maria Island.

Seagrass Flats Condominium by Island Vacation Properties is a premier real estate agency located in Bradenton Beach, Florida. Situated at 101 25th Street North, this institution offers luxurious condominiums for rent and sale. With stunning views of the surrounding area and top-notch amenities, Seagrass Flats Condominium is the perfect choice for those looking for a dream vacation home or investment property. Experience the beauty of Florida living at Seagrass Flats Condominium by Island Vacation Properties.

Portfolio Vacations is a boutique property management and travel agency located at 2501 Gulf Drive North in Bradenton Beach, Florida. As a locally owned and operated company on Anna Maria Island, we pride ourselves on providing our guests with a 5-star experience every day. Our small size allows us to pay attention to every detail, ensuring that we know each property inside and out. With a plethora of vacation rentals on the island, we understand that you have options, but we believe that you will see the difference when booking with us. Choose Portfolio Vacations for your next vacation and let us help you create lasting memories on Anna Maria Island.

Cindy Quinn PA is a renowned real estate professional at Sato Real Estate, located on Anna Maria Island in Florida. With over 25 years of experience, Cindy is consistently ranked in the top 1% of Florida Realtors and holds prestigious designations such as the Million Dollar GUILD and Certified Luxury Home Marketing Specialist. Her strong work ethic, integrity, and passion for helping clients achieve their real estate goals have earned her a stellar reputation in the industry. Specializing in the Anna Maria Island and Bradenton communities, Cindy is well-connected and has a deep understanding of the local market trends, schools, and political issues that impact real estate. She is committed to providing superior client service with attention to detail, urgency, and a reputation for quality and kindness that clients can rely on.

Secret Places Vacation Homes is a prestigious lodging, real estate, and travel agency located at 4905 Chiquita Boulevard South in Cape Coral, Florida. Book directly through our locally based property manager to discover your very own "secret place". Our properties are carefully selected for superior style and comfort, offering outstanding views and prime waterside locations. Whether you choose a Cape Coral vacation home, Fort Myers vacation home, Bradenton vacation home, Naples vacation home, or Marco Island vacation home, you can be sure of a special experience with lasting memories. Our luxury homes are perfect for relaxing and enjoying the beauty of South Florida, from the warm Gulf of Mexico waters to the white sand beaches and lush Everglades. Experience the Venice of Florida in Cape Coral, explore the popular vacation destination of Fort Myers, or fall in love with the tropical paradise of Sanibel and Captiva Islands. With amenities like private pools, boat docks, and easy access to the Gulf of Mexico, our vacation rentals provide the ultimate getaway experience. Book your luxury vacation home in Florida with Secret Places Vacation Homes for an unforgettable holiday.

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.

Coco Plum of Longboat Key Vacation Home Rental is a real estate and travel agency located at 690 Penfield Street in Longboat Key, Florida, United States. This amenity-packed 2-bedroom, 2-bathroom vacation rental offers a quiet and serene location, a fully equipped kitchen, multiple balconies with lounge furniture, and a patio with hammock swings for ultimate relaxation. Guests can rent a boat or bring their own to park at the on-site canal-front boat dock. Enjoy reading by the pool or sipping a drink on the beach during your month-long getaway. Explore the surrounding area by sea, with attractions such as Cannons Marina, Beer Can Island, and Siesta Key within easy reach. On land, visit Leffis Key Preserve, Portosueno Park, and Robinson Preserve for outdoor adventures. Nearby attractions include the Beach Market at Coquina Beach, the Florida Maritime Museum, and Downtown Sarasota.

Island Dreams Realty is a premier real estate and travel agency located at 10103 Cortez Road West in Bradenton, Florida. Specializing in luxury properties and dream vacations, our experienced team of professionals is dedicated to helping clients find their perfect island escape. Whether you're looking to buy or rent a stunning beachfront property, or plan the vacation of a lifetime, Island Dreams Realty is here to make your dreams a reality. Contact us today to start your journey to paradise.

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.

Dolunay Vacation Rentals & Property Management is a premier travel agency located in Bradenton, Florida. Our dedicated Property Manager is here to help you plan your dream vacation, whether you want to relax on the scenic beaches of the Gulf Coast or dine at the world-famous St. Armand's Circle. Our company offers luxurious rental homes that showcase the beauty of our barrier island to travelers from around the world. When you list your home with us, we take care of everything to ensure a seamless experience for both you and your guests. Enjoy flexibility with our late Check-Out option and other amenities. If you have any questions, feel free to reach out to us. We can't wait to help you make the most of your stay in Florida.

Sand Dollar Island Tours Coquina boat ramp is a travel agency located at 1507 Gulf Drive South in Bradenton Beach, Florida. They offer exciting tours to Sand Dollar Island, where visitors can enjoy the beautiful white sandy beaches and crystal clear waters. The Coquina boat ramp provides easy access to the island, making it convenient for tourists to embark on their adventure. With knowledgeable guides and top-notch amenities, Sand Dollar Island Tours ensures a memorable and enjoyable experience for all who visit.

Island Jeep Excursions is a premier car rental service located at 115 75th Street West in Bradenton, Florida. We offer exciting and adventurous off-road experiences for visitors looking to explore the beautiful landscapes of the surrounding islands in a rugged and reliable Jeep. Our knowledgeable and friendly staff are dedicated to providing top-notch customer service and ensuring a memorable and enjoyable experience for all guests. Whether you're looking to cruise along sandy beaches, navigate through lush tropical forests, or discover hidden gems off the beaten path, Island Jeep Excursions has the perfect vehicle for your next island adventure. Book your rental today and get ready to embark on the journey of a lifetime!

Island Cart Excursions is a premier tour company located at 115 75th Street West in Bradenton, Florida, offering unique and exciting adventures on the beautiful islands of the Gulf Coast. Explore the stunning landscapes and crystal-clear waters of the surrounding islands in style with our top-of-the-line golf cart rentals. Our knowledgeable guides will take you on a one-of-a-kind journey, providing fascinating insights into the local culture and history. Whether you're looking for a relaxing beach day or an exhilarating off-road adventure, Island Cart Excursions has something for everyone. Book your tour today and experience the magic of the Gulf Coast like never before.

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 Ana Maria Island, your premier tourist attraction located at Florida 789, Bradenton Beach, Florida. Nestled in the heart of the beautiful Gulf Coast, Ana Maria Island offers a unique blend of natural beauty, vibrant culture, and endless recreational opportunities. Whether you're seeking a relaxing beach retreat or an adventure-filled getaway, our island paradise has something for everyone. Explore pristine white sand beaches, crystal-clear turquoise waters, and stunning sunsets that paint the sky with breathtaking colors. Enjoy a variety of outdoor activities, including swimming, snorkeling, fishing, and kayaking. Discover charming boutiques, local art galleries, and delightful dining options that showcase the rich flavors of Florida cuisine.

AMI Paddleboard & Kayak Adventures is a store and travel agency located at 12378 Manatee Avenue West in Bradenton, Florida. Specializing in paddleboard and kayak rentals on Anna Maria Island, our expert guide Andrew will take you on a tour through the wild Florida mangroves. Whether you're a first-timer or experienced paddler, we have boards to suit all riders. Join us for a relaxing paddleboard or kayak tour with friends and family, or book a private paddleboard party or corporate adventure trip. Our goal is to provide the best service and products in town, ensuring everyone has a great time on the water. Don't miss out on the opportunity to explore the beautiful waters of Anna Maria Island with AMI Paddleboard & Kayak Adventures!

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.

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.