The 30 Best Florida beach vacation deals in Anna Maria, 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!

Reunion Vacation Homes is a lodging, real estate, and travel agency located at 7531 Osceola Polk Line Road in Davenport, Florida, United States. Specializing in bringing friends and family together in Orlando Vacation Home Rentals and Anna Maria Island Rentals, Reunion Vacation Homes offers a wide range of vacation rentals in select Orlando area resorts close to Disney® such as Reunion Resort, The Retreat at Champions Gate, Windsor at Westside, and more. With options ranging from 2-3 bedroom condos to 10-14 bedroom luxury villas, there is something for everyone. Whether you're looking for top villa rentals near Disney World® in Kissimmee & Davenport, or luxury mansions in Reunion Resort, Reunion Vacation Homes has you covered. With over 300 luxury villas and condos to choose from, guests can enjoy amenities such as private pools, golf course views, and proximity to major attractions.

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.

Welcome to Compass Hotel Anna Maria Sound, your personal slice of paradise located at 12324 Manatee Avenue West in Bradenton, Florida. This boutique hotel brings the easy, breezy fun of Margaritaville resorts to the beautiful Anna Maria Island, just a short drive from Sarasota Bradenton International Airport. With 123 gorgeously appointed rooms overlooking a marina and Neal Preserve, this seaside destination is the perfect home base for exploring the Florida Gulf. Enjoy complimentary breakfast buffets, delicious dining, and an attentive team that will make you feel right at home in paradise. Whether you're visiting IMG Academy, Premier Sports Campus, or attending a wedding at The Beach House, Sandbar, or Palma Sola Botanical Gardens, Compass Hotel Anna Maria Sound is the ideal year-round destination.

The Anna Maria Motel Resort is a charming lodging option located at 808 North Bay Boulevard in Anna Maria, Florida. This quaint resort offers comfortable accommodations in a picturesque setting, perfect for those looking to relax and unwind in the Sunshine State. With easy access to the beach and nearby attractions, guests can enjoy a peaceful and rejuvenating stay at this lovely resort. Experience the laid-back atmosphere and warm hospitality of Anna Maria Motel Resort during your next getaway to Florida.

Anna Maria Beach Resort is a charming lodging located at 6306 Gulf Drive in Holmes Beach, Florida. This beachfront resort offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With stunning views of the Gulf of Mexico, guests can unwind in comfortable accommodations and enjoy the natural beauty of Anna Maria Island. The resort's convenient location allows for easy access to nearby attractions, restaurants, and activities, making it the perfect destination for a memorable beach vacation. Whether you're looking to soak up the sun on the sandy shores or explore the island's quaint shops and galleries, Anna Maria Beach Resort provides the ideal setting for a truly unforgettable getaway.

Umbrella Beach Resort is a charming lodging establishment located at 3805 Gulf Drive in Holmes Beach, Florida, United States. Nestled along the pristine shores of the Gulf of Mexico, this resort offers guests a tranquil and relaxing beachfront getaway. With spacious and well-appointed accommodations, stunning ocean views, and a range of amenities including a pool, beach access, and on-site dining options, Umbrella Beach Resort is the perfect destination for those seeking a peaceful escape by the sea. Whether you're looking to unwind on the beach, explore the local attractions, or simply soak up the sun, this resort provides a welcoming and comfortable retreat for all travelers.

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.

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.

Playa Anna Maria in Florida is a charming tourist attraction located at 407 North Bay Boulevard in Anna Maria. This beautiful beach destination offers stunning views of the Gulf of Mexico, soft sandy shores, and crystal-clear waters perfect for swimming and sunbathing. Visitors can relax under the shade of palm trees, take a leisurely stroll along the shoreline, or enjoy water activities such as paddleboarding and kayaking. Playa Anna Maria is a must-visit destination for those looking to unwind and soak up the sun in a picturesque setting.

Anna Maria Island is a beautiful park located at 809 North Shore Drive in Anna Maria, Florida, United States. This serene and picturesque institution offers visitors a peaceful escape surrounded by stunning natural beauty. With its lush greenery, white sandy beaches, and crystal-clear waters, Anna Maria Island is the perfect spot for a relaxing day out in nature. Whether you're looking to sunbathe, swim, or simply take a leisurely stroll along the shore, this park has something for everyone to enjoy. Come and experience the tranquility and charm of Anna Maria Island for yourself.

Anna Maria Vacations is a premier real estate and travel agency located in Holmes Beach, Florida. Situated at 3018 Avenue C, this institution specializes in providing top-notch vacation rental properties on Anna Maria Island. Whether you are looking for a beachfront condo, a cozy cottage, or a luxurious villa, Anna Maria Vacations has a wide selection of accommodations to suit every traveler's needs. With exceptional customer service and a commitment to creating unforgettable vacation experiences, Anna Maria Vacations is the perfect choice for your next getaway to this beautiful destination.

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.

Beach Basket is a charming real estate and travel agency located at 111 Oak Avenue in Anna Maria, Florida. Specializing in vacation rentals, we offer a variety of beautiful properties on Anna Maria Island and the surrounding area. Our guests rave about the convenience and comfort of our accommodations, with amenities such as fully stocked kitchens, beach gear, and even outdoor showers. Whether you're looking for a cozy beach cottage or a secluded hideaway, we have the perfect property for your next getaway. Our dedicated team works hard to ensure that your stay is stress-free and enjoyable, while also taking great care of our property owners' homes. Experience the beauty of Anna Maria Island with Beach Basket - your home away from home in paradise.

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.

Spirit Cruises Anna Maria Island is a premier travel agency located in Bradenton Beach, Florida. Situated on the stunning Anna Maria Island, this institution offers a wide range of cruise options for those looking to explore the beautiful waters of the Gulf Coast. Whether you're seeking a relaxing sunset cruise, a thrilling dolphin-watching excursion, or a romantic dinner cruise, Spirit Cruises has something for everyone. With experienced captains and top-notch service, visitors are guaranteed an unforgettable experience on the crystal-clear waters of Anna Maria Island. Book your cruise today and embark on a journey you'll never forget.

Anna Maria Yacht Charters LLC is a premier travel agency located at 4208 129th Street West, Cortez, Florida, United States. Known as the region's most reliable and fun boat charters, they offer an unforgettable experience cruising the waters from Anna Maria Island to Sarasota Bay. With a maximum capacity of 6 passengers, their yacht certified boat provides ample room and comfortable seating for guests to enjoy a variety of activities. From dolphin tours with occasional manatee sightings to island hopping adventures, Anna Maria Yacht Charters LLC offers a customizable experience tailored to enhance your time on the water. Guests can enjoy snorkeling at Egmont Key, exploring Passage Key's pristine waters, and relaxing on the beautiful beaches of Jew Fish Key.

Anna Maria Charter Fishing is a premier travel agency located at 5325 Marina Drive in Holmes Beach, Florida. Specializing in unforgettable fishing experiences, we offer a variety of charter options for both seasoned anglers and beginners alike. Our expert captains and crew are dedicated to providing top-notch service and ensuring a successful day out on the water. Whether you're looking to reel in a big catch or simply enjoy a relaxing day of fishing, Anna Maria Charter Fishing has you covered. Book your charter today and make memories that will last a lifetime.

Welcome to AMI Beach Buggys, your premier destination for car rentals in the heart of Holmes Beach, Florida! Conveniently located at 5348 Gulf Drive, we specialize in providing a unique and exciting transportation experience for both locals and visitors alike. Our fleet of fun and stylish beach buggies offers the perfect way to explore the stunning Anna Maria Island and its beautiful surroundings. Whether you're planning a leisurely day at the beach, a scenic drive along the coast, or a quick trip to the local shops and restaurants, AMI Beach Buggys has the perfect vehicle to suit your needs. Our buggies are easy to drive, eco-friendly, and designed to enhance your island adventure with comfort and style.

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 Gulf Dr/Beach Ave/Sunset Ln Transit Station, your convenient gateway to exploring the beautiful Anna Maria Island in Florida. Situated in the heart of Anna Maria at the address Anna Maria, Florida 34217, our transit station offers seamless access to the island's stunning beaches, charming shops, and delightful dining experiences. Whether you are a resident or a visitor, our station is designed to make your travels around this picturesque area smooth and enjoyable. With a focus on comfort and efficiency, we provide reliable transit services that connect you to key destinations across the island. Experience the laid-back island lifestyle and discover all that Anna Maria has to offer with ease from Gulf Dr/Beach Ave/Sunset Ln Transit Station. Your journey begins here!

Welcome to Holmes Beach, a premier tourist attraction located at 4000 Gulf Drive, Holmes Beach, Florida. Nestled on the stunning Anna Maria Island, our location offers an idyllic escape for visitors seeking sun, sand, and sea. Holmes Beach is renowned for its pristine beaches, crystal-clear waters, and breathtaking sunsets, making it a perfect destination for relaxation and recreation. Whether you're looking to unwind on the soft sandy shores, explore the vibrant marine life, or indulge in water sports, Holmes Beach has something for everyone. Our area is rich with local charm, featuring a variety of dining options, boutique shopping, and cultural experiences that capture the essence of Florida's Gulf Coast.

Robinhood Rentals AMI is a store located at 9802 Gulf Drive in Anna Maria, Florida, United States. At Robinhood Rentals AMI, customers can find a wide selection of rental items for their vacation needs, including bikes, beach gear, and more. With a convenient location near the beautiful Gulf Coast beaches, Robinhood Rentals AMI is the perfect place to stock up on everything you need for a fun and relaxing trip to Anna Maria Island. Friendly staff are on hand to help customers find the perfect rental items to make their stay enjoyable and stress-free.

The Rod and Reel Resort is a charming lodging establishment located at 877 North Shore Drive in Anna Maria, Florida, United States. This beachfront resort offers comfortable accommodations with beautiful views of the Gulf of Mexico. Guests can enjoy fishing off the pier, relaxing on the sandy beach, and exploring the nearby shops and restaurants. With its convenient location and laid-back atmosphere, The Rod and Reel Resort is the perfect destination for a relaxing beach getaway.

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.

Sea Isle Motel is a cozy lodging option located at 601 North Bay Boulevard in Anna Maria, Florida, United States. The motel offers comfortable accommodations with fully equipped kitchens, microwaves, full-size refrigerators, and queen beds. Guests can enjoy cable TV, free Wi-Fi, and air conditioning during their stay. The screened, heated pool provides a relaxing spot to unwind, while linens are provided once a week for bed and bath. Please note that pets are not allowed on the premises.

LaPlage 5 is a luxurious beachfront resort located at 6422 Gulf Drive in Holmes Beach, Florida, United States. This stunning property offers guests a perfect blend of relaxation and sophistication, with spacious accommodations and top-notch amenities. Enjoy breathtaking views of the Gulf of Mexico from your private balcony, take a dip in the sparkling pool, or unwind on the pristine sandy beach just steps away. Indulge in gourmet dining options, rejuvenate at the spa, or explore the charming shops and restaurants in the area. LaPlage 5 is the ultimate destination for a memorable beach getaway on Anna Maria Island.