TOP 30 Best Anna maria island vacations in Holmes Beach, Florida

Lizzie Lu's Island Retreat is a premier real estate and travel agency located at 6000 Marina Drive in Holmes Beach, Florida. Our agency specializes in providing luxurious vacation rentals on the beautiful Anna Maria Island, offering guests a tranquil and unforgettable island experience. With a wide range of properties to choose from, ranging from cozy beachfront cottages to spacious waterfront villas, Lizzie Lu's Island Retreat is dedicated to providing top-notch accommodations and exceptional customer service. Whether you are looking for a relaxing getaway or a fun-filled family vacation, let Lizzie Lu's Island Retreat help you find the perfect rental for your stay in paradise.

Island Hoppers Boat Tours offers private boat tours and dolphin tours on Anna Maria Island, located at 752 Manatee Avenue West in Holmes Beach, Florida. Embark on a memorable adventure with experienced guides who will take you on a journey to discover the beauty of the Gulf Coast. Enjoy the stunning views and wildlife sightings as you cruise through the crystal-clear waters. Whether you're looking for a relaxing day on the water or an exciting dolphin watching experience, Island Hoppers Boat Tours has something for everyone. Book your tour today and create lasting memories with your loved ones.

Welcome to Coconut Rentals - Golf Cart Rentals Anna Maria Island, your premier destination for exploring the beautiful Anna Maria Island with ease and style. Conveniently located at 5338 Gulf Drive, Holmes Beach, Florida, our business offers a unique blend of car rental services and local charm, making us a must-visit attraction for both tourists and residents alike. At Coconut Rentals, we specialize in providing top-quality golf cart rentals, perfect for navigating the island's scenic roads and discovering its hidden gems. Our fleet of modern and well-maintained golf carts ensures a comfortable and enjoyable ride, allowing you to soak in the breathtaking coastal views and vibrant island life.

Harbor Lane Court offers luxurious vacation rentals on the beautiful Anna Maria Island in Florida. Located at 4509 Gulf Drive in Holmes Beach, this lodging institution provides guests with a serene and comfortable stay just steps away from the stunning Gulf of Mexico. Enjoy spacious accommodations, modern amenities, and a prime location for exploring the island's charming shops, restaurants, and attractions. Immerse yourself in the laid-back island lifestyle and create unforgettable memories at Harbor Lane Court.

Island Real Estate Vacations on Anna Maria Island is a premier real estate and travel agency located at 3909 East Bay Drive in Holmes Beach, Florida. With a wide range of vacation rental properties available, they provide visitors with the perfect accommodations to enjoy all that this beautiful island has to offer. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious condo, Island Real Estate Vacations has something for everyone. Their knowledgeable staff is dedicated to ensuring a seamless and memorable vacation experience for all guests. Experience the beauty and tranquility of Anna Maria Island with Island Real Estate Vacations.

White Sands Beach Resort on Anna Maria Island is a charming lodging option located at 6504 Gulf Drive in Holmes Beach, Florida. This beachfront resort offers guests a peaceful and relaxing retreat with stunning views of the Gulf of Mexico. With comfortable accommodations, a sparkling swimming pool, and easy access to the sandy shores, White Sands Beach Resort is the perfect destination for a beach getaway. Enjoy the laid-back atmosphere and warm hospitality of this beautiful resort on Anna Maria Island.

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.

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.

Escape to an island paradise at Palm Tree Villas, located at 207 66th Street in Holmes Beach, Florida. Our charming lodging institution offers a relaxing getaway surrounded by lush palm trees and just steps away from the beautiful beaches of Anna Maria Island. Enjoy spacious villas equipped with modern amenities, a private pool, and a serene tropical garden. Whether you're looking for a romantic retreat or a family vacation, Palm Tree Villas is the perfect destination for your island getaway.

SeaBreeze Vacation LLC is a full-service real estate and travel agency located at 5372 Gulf Drive in Holmes Beach, Florida, United States. Our Reservation Specialists are available 9 AM-Midnight EST, 7 days a week to help you find the perfect vacation home on Anna Maria Island. We offer a variety of homes for couples, families, and large groups, with amenities such as pet-friendly options, properties with docks, and golf cart rentals for easy island exploration. When you book directly with SeaBreeze Vacation, you can enjoy the best rates with no hidden fees. Our flexible cancellation policy allows you to cancel bookings up to 14 days before check-in and receive a refund. Our staff, who are either island locals or longtime transplants, are always available to assist with any needs or maintenance during your stay.

Anna Maria Island Beach Resort is a charming lodging located at 105 39th Street in Holmes Beach, Florida. Situated on the beautiful Anna Maria Island, this resort offers guests a relaxing and luxurious beachfront experience. With stunning views of the Gulf of Mexico, guests can enjoy pristine white sandy beaches and crystal clear waters right at their doorstep. The resort features comfortable accommodations, a swimming pool, and easy access to a variety of dining and shopping options. Whether you're looking for a romantic getaway or a fun family vacation, Anna Maria Island Beach Resort is the perfect destination for a memorable stay in sunny Florida.

Anna Maria Island Accommodations is a premier real estate and travel agency located at 3018 Avenue C in Holmes Beach, Florida. Specializing in vacation rentals and property management, our team is dedicated to providing top-notch accommodations and exceptional service to our clients. Whether you are looking for a beachfront villa, a cozy cottage, or a luxury condo, we have a wide range of options to suit your needs. Our knowledgeable staff is here to help you find the perfect vacation rental for your stay on beautiful Anna Maria Island. Contact us today to start planning your dream getaway!

Island Real Estate of Anna Maria Island, Inc. is a premier real estate and travel agency located at 6101 Marina Drive, Holmes Beach, Florida, United States. Specializing in vacation rentals on the beautiful Anna Maria Island, our agency offers a wide range of beachfront properties with stunning views of the Gulf of Mexico. With over 50 years of experience, our dedicated staff is committed to providing top-notch customer service and ensuring that every guest has a relaxing and memorable stay. From cozy beachfront cottages to luxurious oceanfront mansions, we have the perfect rental for every taste and budget. Our team of local experts are available 24/7 to assist with any questions or concerns, and can provide recommendations for the best local spots and experiences to enjoy during your stay. Whether you're looking for a quick getaway or a long-term investment, Island Real Estate has you covered. Book your Anna Maria Island rental today and experience the beauty and charm of Florida's hidden gem.

Welcome to Holmes Beach, Florida, a stunning natural feature located at 310 58th Street in the heart of Holmes Beach, Florida. Nestled on the beautiful Anna Maria Island, this picturesque location offers a serene escape for nature lovers and beachgoers alike. With its pristine white sandy beaches, crystal-clear turquoise waters, and breathtaking sunsets, Holmes Beach is the perfect destination for relaxation and outdoor activities. Whether you're looking to sunbathe, swim, fish, or explore the diverse marine life, this natural paradise provides an unforgettable experience for visitors of all ages. Embrace the tranquil atmosphere and discover the charm and beauty that make Holmes Beach a true gem on Florida's Gulf Coast. Come visit us and create memories that will last a lifetime.

Haley's at Anna Maria Island Inn is a charming lodging establishment located at 8102 Gulf Drive in Holmes Beach, Florida, United States. Situated on beautiful Anna Maria Island, this cozy inn offers comfortable accommodations and personalized service for a relaxing and enjoyable stay. Guests can enjoy easy access to the beach, as well as nearby shopping, dining, and recreational activities. With its tranquil atmosphere and convenient location, Haley's at Anna Maria Island Inn is the perfect choice for a memorable getaway on Florida's Gulf Coast.

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.

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.

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.

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.

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.

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 CrossFit Anna Maria, your go-to destination for fitness and health on beautiful Anna Maria Island. Conveniently located at 5602 Marina Drive, Holmes Beach, Florida, our gym is easily accessible for all Holmes Beach residents and visitors. At CrossFit Anna Maria, we believe that every body is unique, and our mission is to help you find a fitness routine that works for YOU. Our expert coaches, with 13 years of experience, are dedicated to making your workouts both effective and fun, ensuring that no two sessions are ever the same.

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.

MI Happy Place Island Resort is a charming lodging located at 301 42nd Street, Holmes Beach, Florida, United States. Our resort offers a full size pool that is heated and chilled as needed to ensure a great vacation experience. Whether you are planning a family reunion, a romantic beach wedding, a corporate function, or just a fun getaway, our resort is the ideal setting for all occasions. The recently renovated and remodeled units at MI Happy Place Island Resort offer casual elegance and a beachy, fun decor that welcomes you to relax in style. Each unit comes with a full kitchen, luxurious bath linens, and incredibly comfortable beds. You can choose to spend your days lounging by the pool and having a barbecue, both of which are included with your stay.

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.

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.

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.

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.

Welcome to Anna Maria Island Lodging, your perfect getaway destination located in the heart of Holmes Beach, Florida. Nestled at 101 66th Street, our charming accommodations offer a serene escape on the beautiful Anna Maria Island, renowned for its pristine beaches and crystal-clear waters. Our lodging options are designed to provide you with a comfortable and relaxing stay, featuring a variety of amenities to cater to your every need. Whether you're planning a romantic retreat, a family vacation, or a solo adventure, Anna Maria Island Lodging offers the ideal setting for a memorable experience.