TOP 30 Florida vacations in Holmes Beach, Florida

Lazy Palm Cottage is a little piece of paradise located in Holmes Beach on Anna Maria Island, Florida. This classic 1930's beach cottage has been beautifully renovated to offer all the modern comforts needed for a fabulous vacation. With 3 bedrooms and 2 baths, the split floor plan comfortably sleeps 6 guests. The cottage is bright and spacious, with over 1500 sq ft of indoor living space and an additional 380 sq ft of covered outdoor porches. Guests can enjoy the large open living area, lower family room leading to the private pool, and another sitting room off the kitchen. The fully equipped kitchen features dual sinks, an extra refrigerator for drinks, and an ice maker. Outside, guests can relax by the heated private pool, on the poolside patio with chaise lounges, or under the covered patio with ceiling fans. An outdoor shower and propane gas grill are also available for guests to use.

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.

AMI Locals is a premier real estate and travel agency located in Holmes Beach, Florida. Our team of dedicated professionals is committed to providing top-notch service in helping clients find their perfect vacation rental or dream home on Anna Maria Island. With a focus on personalized attention and local expertise, we strive to make the process of buying, selling, or renting property as seamless as possible. Whether you are looking for a beachfront villa or a cozy cottage, AMI Locals has the resources and knowledge to make your real estate dreams a reality. Contact us today at 3018 Avenue C to start your journey towards finding the perfect property in paradise.

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.

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!

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.

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.

Wish Upon A Starfish is a real estate and travel agency located at 411 80th Street in Holmes Beach, Florida, United States. This Key West style 3 bedroom home offers a peaceful and relaxing retreat on Anna Maria Island. With vaulted ceilings, an open floor plan, and a private heated pool, this paradise found is perfect for families looking for a beach getaway. The fully equipped kitchen, spacious front deck, and cozy living room provide all the comforts of home. The home is family-friendly, with amenities such as a pack n' play, high chair, and baby gates provided. Children will love the bunk bed room with its own private bathroom, while adults can relax in the Queen size guest bedroom with an adjustable bed.

Coldwell Banker Realty is a premier real estate agency located at 100 North Tamiami Trail in Sarasota, Florida. Our office is conveniently situated near the Ritz and Westin, making it easily accessible for all of Sarasota. With over 150 agents, we have a strong customer service reputation and make a significant impact on the real estate market in Sarasota and Manatee Counties. Our office serves a wide range of areas including Sarasota, Bradenton, Bradenton Beach, Lakewood Ranch, Longboat Key, Siesta Key, Venice, Nokomis, Osprey, Anna Maria, and Holmes Beach. We offer a variety of properties including luxury homes, condominiums, new construction, resales, commercial properties, condo-hotels, and fractional ownership. Our experienced agents have received national recognition for their dedication and production.

Tangerine House is a unique institution located at 112 77th Street in Holmes Beach, Florida. As a real estate agency, we specialize in helping clients find their dream homes in the beautiful coastal area of Florida. Our team of experienced agents is dedicated to providing top-notch service and expertise to assist buyers and sellers in navigating the real estate market. In addition to our real estate services, Tangerine House also operates as a travel agency, offering personalized vacation planning services for those looking to explore the stunning beaches and attractions of Florida. Whether you are in search of a permanent residence or a relaxing getaway, Tangerine House is here to help make your dreams a reality. Visit us today to start your journey towards finding the perfect home or planning your next unforgettable vacation.

AMI Adventures Boat Tours is a travel agency located at 5325 Marina Drive in Holmes Beach, Florida, United States. We offer a variety of exciting activities such as Dolphin tours, Sunset Cruises, Fishing Charters, Parasailing, Banana boat rides, Jet ski Rentals and tours, and more. Owned and Operated by true Anna Maria Island Natives, we are dedicated to providing you with the best experiences our home has to offer. In addition to our regular tours and activities, we now offer Comedy Tours every Friday night for a unique and entertaining experience. Whether you're looking for a relaxing sunset cruise or a fast-paced banana boat ride, we have something for everyone in the family to enjoy. Book your adventure with AMI Adventures Boat Tours for a vacation that you'll never forget!

Nessie Tours is a reputable travel agency located at 312 57th Street in Holmes Beach, Florida. We specialize in providing unforgettable guided tours and excursions to various destinations in the United States and beyond. Our experienced team of travel experts is dedicated to creating customized itineraries that cater to the unique interests and preferences of our clients. Whether you're looking for a relaxing beach getaway, an adventurous hiking expedition, or a cultural exploration, Nessie Tours has the perfect trip for you. Book your next vacation with us and let us turn your travel dreams into reality.

AMI Escapes Boat Tours is located at 6398 Marina Way in Holmes Beach, Florida. It is Anna Maria Island's most popular adventure boat tour, offering private and all-inclusive experiences customized for each group. Guests have the opportunity to visit secluded islands, beaches, and sandbars such as Egmont Key, Passage Key, Jewfish Key, and Beer Can Island. The tours include amenities such as paddle boards, snorkeling gear, fishing poles, and underwater scooters, with no set schedule so guests can enjoy the experience for as long as they desire. In addition to island hopping, the tours also offer stops at local restaurants and opportunities for swimming, snorkeling, and paddle boarding. The institution also offers dolphin tours, snorkeling trips with underwater scooters, and sunset cruises with a premium Bluetooth sound system. With comfortable boats, complimentary water and soft drinks, and the option to bring adult beverages on board, AMI Escapes Boat Tours provides a luxurious and customizable boating experience for visitors to Anna Maria Island, Longboat Key, and Bradenton Beach.

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.

Egmont Key Adventures is a unique institution located at 5500 Marina Drive in Holmes Beach, Florida. This establishment is a combination of a clothing store, store, and travel agency, offering a wide range of products and services for outdoor enthusiasts and travelers. From stylish apparel and gear for your next adventure to booking exciting travel experiences, Egmont Key Adventures has everything you need to make your trip unforgettable. Visit us today and start planning your next great escape!

Fly AMI is a premier travel agency located at 6398 Marina Drive in Holmes Beach, Florida. Specializing in luxury travel experiences to the beautiful Anna Maria Island, our team of expert travel agents are dedicated to creating unforgettable vacations for our clients. Whether you're looking for a relaxing beach getaway or an action-packed adventure, Fly AMI will tailor a personalized itinerary to meet your every need. Book your dream vacation with Fly AMI and let us take care of all the details, so you can focus on making memories that will last a lifetime.

Fun Boat Tours is a premier travel agency located at 5501 Marina Drive in Holmes Beach, Florida. We offer exciting and memorable boat tours for all ages to explore the beautiful waters of the Gulf Coast. Our experienced guides will take you on an adventure to see dolphins, manatees, and other marine life up close. Whether you're looking for a relaxing sunset cruise or a thrilling snorkeling excursion, Fun Boat Tours has something for everyone. Book your next aquatic adventure with us and create unforgettable memories on the water.

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.

The Casitas Coral Reef is a real estate and travel agency located at 1123 Crescent Street in Sarasota, Florida, United States. Specializing in Florida Beach House Rentals in Sarasota and Holmes Beach, the agency offers luxurious accommodations for up to 12 guests at The Casitas at Siesta Key and a beautiful retreat for 6 at The Tree House at Anna Maria Island in Holmes Beach. With stunning views and easy access to the number 1 beach in the USA, guests can expect a relaxing vacation packed with all the amenities they need. Established in 2018, The Casitas Coral Reef takes pride in providing comfortable and well-maintained vacation rentals for guests to enjoy. During the pandemic, the agency follows strict state guidelines regarding COVID-19 to ensure a safe and sanitized environment for guests. Whether it's a weekend getaway or a week-long vacation, The Casitas Coral Reef is dedicated to making your dream vacation a reality.

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.

Hittenbottom Charters- Fishing and Tours offers inshore fishing and sightseeing tours at their location on Manatee Avenue in Holmes Beach, Florida. With over 18 years of fishing experience, their experienced captain ensures a safe and rewarding experience for the whole family. Their T-Craft boat can accommodate up to 6 anglers, making it perfect for group outings. All ages and experience levels are welcome, so whether you're a seasoned angler or a first-timer, you'll have a great time on the water. Be sure to bring any additional items you may need for your trip, and get ready for an unforgettable adventure with Hittenbottom Charters.

GulfCart Fishing Charters, located in Cortez, Florida, is a top tourist attraction and travel agency offering private fishing charters in the Anna Maria Island, Bradenton, Holmes Beach, Longboat Key, and Cortez Beach areas. Captain Eric Chaignet, with over twenty years of experience fishing the local waters, provides a first-hand perspective on where the fish are biting. Anglers can expect to catch a variety of fish such as Snapper, Grouper, Shark, Redfish, Mackerel, Tarpon, Snook, and Trout on their inshore and offshore fishing excursions. Customers rave about the 5 star experience with GulfCart Charters, praising Captain Eric's knowledge and expertise. Whether it's your first time fishing or you're a seasoned angler, Captain Eric ensures a fun-filled day on the water. With access to some of the most bountiful fishing destinations in Holmes Beach and Cortez Beach, GulfCart Charters promises an unforgettable fishing experience.

The Island Golf Carts - Rentals is a store located at 122 Palm Drive, Holmes Beach, Florida, United States. They offer luxury 2022-2024 model golf carts with features such as lifted design, 9" LCD screens, and Bluetooth speakers. What sets them apart is that their carts have no branding or company logos, allowing you to feel like a part of the community on the island. Customers have praised the quality of the carts, the ease of booking, and the exceptional customer service provided by Seth, the owner. Whether you're exploring the island with your family or looking for a convenient way to get around, The Island Golf Carts - Rentals is highly recommended for a top-notch experience.

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 Anna Maria General Store, your one-stop destination for all your needs on beautiful Anna Maria Island. Nestled at 307 Pine Avenue, Anna Maria, Florida, our charming store offers a delightful blend of convenience and local charm. Whether you're a resident or a visitor, you'll find an array of essentials and unique finds to enhance your island experience. Our store proudly stocks a wide selection of groceries, fresh produce, and everyday essentials to keep your pantry well-stocked. We also feature a curated collection of locally-made products, souvenirs, and beach accessories, making it easy to find the perfect memento of your time on the island.

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.

Welcome to Anna María Island Parking, your convenient and reliable parking solution located in the heart of Holmes Beach, Florida. Situated at 4000 Gulf Drive, our facility offers easy access to the beautiful beaches and vibrant attractions of Anna María Island. Whether you're here for a day at the beach, a shopping spree, or a dining experience, our parking lot provides a safe and secure place to leave your vehicle. Our spacious parking area is designed to accommodate a variety of vehicles, ensuring that you can find the perfect spot for your car, SUV, or motorbike. With well-marked spaces and clear signage, parking with us is hassle-free and straightforward. We pride ourselves on maintaining a clean and organized environment, making your visit as pleasant as possible.

Welcome to 5600-5698 Flotilla Dr Parking, your convenient and reliable parking solution located in the heart of Holmes Beach, Florida. Situated at 5600-5698 Flotilla Drive, our facility offers easy access to the beautiful beaches and vibrant local attractions of Holmes Beach. Whether you're visiting the area for a short getaway or require long-term parking, our well-maintained lot provides a safe and secure environment for your vehicle. Enjoy peace of mind with our well-lit premises and easy-to-navigate layout, designed to accommodate a variety of vehicles. We are committed to offering a hassle-free parking experience, ensuring that your visit to the stunning Gulf Coast is as enjoyable and stress-free as possible. Choose 5600-5698 Flotilla Dr Parking for your next trip and experience the convenience and security you deserve.