TOP 30 Memorable vacation experiences in Holmes Beach, Florida

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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.

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.

Castnetter Beach Resorts is a charming lodging located at 4102 4th Avenue in Holmes Beach, Florida. Nestled just steps away from the pristine shores of the Gulf of Mexico, this resort offers a relaxing and luxurious getaway for guests looking to unwind and soak up the sun. With spacious and beautifully appointed rooms, a sparkling outdoor pool, and easy access to the beach, Castnetter Beach Resorts is the perfect destination for a beach vacation. Whether you're looking to relax on the sand, explore the local shops and restaurants, or simply enjoy the stunning ocean views, this resort has everything you need for a memorable stay. Book your stay today and experience the beauty of Holmes Beach at Castnetter Beach Resorts.

Tropical Breeze Beach Club is a charming lodging located at 6802 Gulf Drive in Holmes Beach, Florida. This beachfront institution offers guests a relaxing and rejuvenating stay in a tropical paradise. With stunning views of the Gulf of Mexico and easy access to the pristine white sand beaches, Tropical Breeze Beach Club is the perfect destination for a beach getaway. The accommodations are comfortable and well-appointed, with all the amenities needed for a memorable stay. Whether you want to relax by the pool, take a leisurely stroll on the beach, or explore the local attractions, Tropical Breeze Beach Club has something for everyone. Come and experience the beauty and tranquility of this hidden gem on Florida's Gulf Coast.

Coconuts Beach Resort is a charming lodging destination located at 100 73rd Street in Holmes Beach, Florida, United States. Nestled along the beautiful shores of the Gulf of Mexico, this resort offers guests a relaxing and tropical getaway. With cozy accommodations, stunning ocean views, and a laid-back atmosphere, Coconuts Beach Resort is the perfect place to unwind and enjoy a peaceful beach vacation. Whether you're looking to soak up the sun on the sandy shores, take a dip in the crystal-clear waters, or explore the nearby attractions, this resort has everything you need for a memorable stay. Come experience the beauty and tranquility of Coconuts Beach Resort on your next trip to Florida.

Island Vacation Properties is a premier real estate and travel agency located at 3001 Gulf Drive in Holmes Beach, Florida, United States. Specializing in luxury vacation rentals, they offer a wide range of properties on beautiful islands for travelers seeking a relaxing and memorable getaway. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, Island Vacation Properties has the perfect accommodation for your next island vacation. Their team of experienced agents are dedicated to providing exceptional service and helping clients find their dream rental property. Book your island escape with Island Vacation Properties and experience the ultimate vacation experience.

Azure Bliss Vacation Rental is a top-notch real estate and travel agency located at 304 60th Street in the beautiful Holmes Beach, Florida. Our agency specializes in providing luxurious vacation rentals for those looking to escape to paradise. With a wide selection of properties ranging from beachfront villas to cozy condos, we offer the perfect accommodations for every traveler's needs. Our dedicated team is committed to ensuring that each guest has a memorable and stress-free stay, making us a trusted choice for vacation planning in the area. Whether you're seeking a romantic getaway or a family-friendly retreat, Azure Bliss Vacation Rental has the perfect property waiting for you. Book your dream vacation with us today and experience the ultimate relaxation and comfort in sunny Florida!

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.

Waterline Villas & Marina, Autograph Collection is a luxurious lodging destination located at 5325 Marina Drive in Holmes Beach, Florida, United States. This stunning waterfront property offers a unique and upscale experience for guests looking to relax and unwind in a beautiful coastal setting. With spacious villas, a marina for boating enthusiasts, and top-notch amenities, Waterline Villas & Marina is the perfect choice for a memorable vacation or getaway. Enjoy breathtaking views, world-class dining options, and impeccable service during your stay at this exceptional institution.

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.

Located at 2710 Gulf Drive North in Holmes Beach, Florida, Cedar Cove Resort & Cottages offers a perfect blend of boutique beachfront luxury and classic "Old Florida" charm. Surrounded by lush coconut palms and vibrant orchids, this resort provides a tranquil setting for guests to relax and unwind. With 19 unique beachside suites, studios, and Key West-style cottages, each offering modern amenities and services, guests can truly embrace the laid-back island lifestyle. Guests rave about the friendly staff, pristine private beach, and convenient access to local restaurants and shops. The resort's location on Anna Maria Island allows for easy exploration of the seven miles of sun-kissed sand and turquoise waters along the Gulf of Mexico. The Anna Maria Island Trolley offers free transportation around the island, making it simple for guests to discover all that this beautiful destination has to offer.

Breakers 3 is a charming institution located at 103 45th Street in Holmes Beach, Florida. This beachfront property offers a serene and relaxing atmosphere for guests looking to unwind and enjoy the beautiful surroundings of the Gulf Coast. With spacious accommodations and top-notch amenities, Breakers 3 is the perfect destination for a memorable vacation experience. Whether you're looking to soak up the sun on the pristine beaches or explore the local attractions, Breakers 3 is the ideal choice for your next getaway in the United States.

Laplage 9 is a luxurious beachfront vacation rental located at 6426 Gulf Drive in Holmes Beach, Florida. This stunning property offers guests a serene and stylish retreat with breathtaking views of the Gulf of Mexico. With spacious accommodations, modern amenities, and a prime location just steps from the sandy shores, Laplage 9 is the perfect destination for a relaxing getaway on Anna Maria Island. Whether you're looking to soak up the sun, explore the local attractions, or simply unwind in paradise, Laplage 9 has everything you need for a memorable vacation experience.

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.

Blue Turtle Cottage is a charming vacation rental located on Anna Maria Island in Holmes Beach, Florida. Just a minute walk to the beautiful white sandy beaches, this cottage offers a perfect tropical escape. The fully equipped kitchen, cozy living room, and private bedrooms ensure a comfortable stay for guests. The private backyard features a sparkling pool, outdoor dining area, and BBQ grill for relaxing evenings. With easy access to the beach and nearby amenities, guests can enjoy the laid-back atmosphere of Anna Maria Island. The property also offers personalized service and assistance to make your stay memorable. Whether you're looking for adventure or relaxation, Blue Turtle Cottage is the perfect destination year-round. Explore the island, dine at local restaurants, or simply unwind by the pool - the choice is yours. Book your stay at Blue Turtle Cottage for a truly unforgettable vacation experience on Anna Maria Island.

Palm Isle Village Resort is a luxurious real estate and travel agency located at 3201 Gulf Drive in Holmes Beach, Florida, United States. Our resort offers exquisite vacation rentals and properties for sale in the heart of Anna Maria Island. With stunning views of the Gulf of Mexico, our resort provides a peaceful and relaxing escape for travelers looking for a tropical paradise. Our dedicated team of professionals is committed to providing top-notch service and ensuring that every guest has a memorable stay. Whether you are looking for a short-term vacation rental or a permanent residence, Palm Isle Village Resort has the perfect property for you. Experience the beauty of Anna Maria Island with us today!

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.

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.

Flip Flops Sailing is a premier travel agency located at 5325 Marina Drive in Holmes Beach, Florida. Specializing in sailing adventures, our experienced team is dedicated to providing unforgettable experiences on the open waters of the Gulf Coast. Whether you're looking for a relaxing sunset cruise or an exhilarating day of sailing, we offer a variety of customizable packages to suit your preferences. Join us at Flip Flops Sailing for a truly unique and memorable maritime experience.

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 Surf Sun & Sand Gift Shop, your go-to destination for unique and delightful treasures in Holmes Beach, Florida. Conveniently located at 4000 Gulf Drive, our charming store captures the essence of coastal living and offers a wide selection of gifts and souvenirs to commemorate your visit to the beautiful Gulf Coast. At Surf Sun & Sand Gift Shop, you'll find an array of locally crafted items, beach-themed home décor, stylish apparel, and one-of-a-kind accessories that reflect the vibrant spirit of Florida. Whether you're searching for the perfect memento to remember your vacation or a special gift for a loved one, our friendly and knowledgeable staff are here to help you discover exactly what you're looking for.

Welcome to Holy Cow Ice Cream & Other Cool Stuff, a beloved family-owned ice cream paradise located at 3234 East Bay Drive, Holmes Beach, Florida. Nestled in the heart of Anna Maria Island, our charming shop offers a delightful escape with 36 tantalizing flavors of ice cream, including dairy-free, vegan, and sugar-free options. Whether you prefer your treat in a cup, cone, or blended into a milkshake, malt, or sundae, we have something for everyone. Indulge in our freshly made lactose-free soft serve, perfect for a classic hot fudge sundae, or try it with butterscotch for a unique twist. Our old-fashioned chocolate milkshakes and malts, available in popular flavors like Nutella, Pina Colada, and Peanut Butter, are crowd favorites. For a refreshing treat, relax with one of our Frappes, crafted with your choice of ice cream.

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.

Welcome to Miller Time, your perfect getaway nestled in the heart of Holmes Beach, Florida. Located at 314 58th Street, our charming lodging offers a serene escape just moments away from the pristine shores of the Gulf of Mexico. Whether you're seeking a peaceful retreat or an adventure-filled vacation, Miller Time provides the ideal setting for relaxation and exploration. Our accommodations are designed for comfort and convenience, featuring well-appointed rooms and modern amenities to ensure a memorable stay. Enjoy the laid-back atmosphere of Holmes Beach, with its inviting local shops, delicious dining options, and vibrant community events, all within a short stroll from your doorstep.