The 30 Best Customized vacations in Anna Maria, Florida

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!

Sato Real Estate & Vacation Rentals is a premier real estate agency and travel agency located at 519 Pine Avenue in Anna Maria, Florida. Specializing in vacation rentals, they offer a wide range of properties to choose from for your next getaway. With a team of experienced agents, Sato Real Estate & Vacation Rentals is dedicated to providing top-notch customer service and helping clients find their dream vacation rental or investment property in the beautiful surroundings of Anna Maria. Whether you are looking for a beachfront villa, a cozy cottage, or a luxury condo, Sato Real Estate & Vacation Rentals has something for everyone. Plan your next vacation or investment with Sato Real Estate & Vacation Rentals and experience the best of Anna Maria, Florida.

Anna Maria Life Vacation Rentals is a real estate and travel agency located at 9908 Gulf Drive in Anna Maria, Florida, United States. Your beach house is waiting for you at Anna Maria Island Vacation Rentals! Escape the hustle and bustle of everyday life and unwind on this beautiful island that offers endless activities and stunning beaches. With the convenient free island trolley service, exploring all that Anna Maria Island has to offer is a breeze. Whether you want to relax on the beach or try thrilling water sports like parasailing, this island has something for everyone. Guests have praised Anna Maria Life Vacation Rentals for their professionalism and excellent customer service. They make vacation planning easy and stress-free, ensuring that your stay on Anna Maria Island is unforgettable. By booking directly with Anna Maria Life Vacation Rentals, you can avoid third-party booking fees and receive personalized recommendations for your trip. The knowledgeable team at Anna Maria Life Vacation Rentals is always available to answer any questions and help you make the most of your vacation experience.

Vacation Anna Maria is a premier real estate and travel agency located at 107 Pine Avenue in Anna Maria, Florida. Specializing in luxurious vacation rentals and property management services, Vacation Anna Maria offers guests a wide array of stunning beachfront properties to choose from. Whether you're looking for a cozy beach cottage or a spacious waterfront villa, our dedicated team is committed to helping you find the perfect vacation rental for your stay on Anna Maria Island. With exceptional customer service and local expertise, Vacation Anna Maria is your go-to destination for a memorable and relaxing getaway in the beautiful Sunshine State.

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.

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.

Ocean Walk by Anna Maria Vacations is a premier real estate and travel agency located at 117 Willow Avenue in Anna Maria, Florida. This institution offers a wide range of vacation rental properties, from cozy beachfront cottages to luxurious waterfront villas. With unmatched customer service and attention to detail, Ocean Walk by Anna Maria Vacations ensures that every guest's stay is unforgettable. Whether you're looking for a relaxing beach getaway or an adventurous outdoor excursion, this agency has the perfect accommodation for you. Experience the beauty of Anna Maria Island with Ocean Walk by Anna Maria Vacations.

Horizon Realty of Anna Maria is a reputable real estate agency located at 420 Pine Avenue in the charming coastal town of Anna Maria, Florida. Specializing in buying, selling, and renting properties in this beautiful area, our experienced team of agents is dedicated to providing top-notch service and expertise to our clients. Whether you are looking for a vacation rental, a new home, or an investment property, Horizon Realty of Anna Maria is here to help you navigate the real estate market with confidence and ease. Contact us today to start your real estate journey in this stunning beachside community.

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.

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.

Ahh Sea Breeze Vacation Rental is a premier real estate and travel agency located at 753 North Shore Drive in beautiful Anna Maria, Florida. Our agency specializes in providing luxurious vacation rentals with stunning views of the sea breeze. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, we have the perfect accommodation for your next getaway. With top-notch customer service and a wide range of amenities, Ahh Sea Breeze Vacation Rental is your go-to destination for a relaxing and unforgettable beach vacation. Book with us today and experience the ultimate seaside escape!

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.

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 Maria Island Tours, your gateway to unforgettable island adventures! Located at 314 Pine Avenue, Anna Maria, Florida, our local business is dedicated to providing exceptional experiences that immerse you in the natural beauty and rich culture of Anna Maria Island. Whether you're exploring by boat, paddle, bike, or on foot, we offer personalized tours that reveal the stunning waters, picturesque coasts, and charming streets of this idyllic destination. Embark on an exclusive private boat tour led by our skilled Captain. With flexible options ranging from 3 to 6 hours, you can tailor your journey to suit your schedule and preferences. Accommodating up to 6 passengers, our tours ensure a customized and unforgettable maritime experience. Explore our pricing options based on your chosen duration and group size, and discover the magic of the island's waterways.

Welcome to Anna Maria Boat Company, your premier travel agency located at 12300 Manatee Avenue West, Bradenton, Florida. Nestled in the heart of the stunning Gulf Coast, we specialize in creating unforgettable aquatic adventures and bespoke travel experiences tailored to your desires. Whether you're seeking a serene day on the water, an exhilarating fishing expedition, or a unique island-hopping journey, our dedicated team is here to craft the perfect itinerary for you. With a passion for the sea and a commitment to exceptional service, Anna Maria Boat Company promises an unparalleled escape into the natural beauty of Florida's waterways. Discover the magic of the sea with us today!

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.

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.

Island Ocean Star is a popular food establishment located at 902 South Bay Boulevard in Anna Maria, Florida, United States. Specializing in Japanese cuisine, Island Ocean Star offers a wide variety of delicious dishes that have been expertly crafted to provide a delightful culinary experience. Whether you're in the mood for sushi, sashimi, or stir-fried noodles, Island Ocean Star has something for everyone. With a seamless ordering process through Beyond Menu, you can easily enjoy your favorite meals through pickup or delivery. Visit Island Ocean Star today and treat yourself to a taste of Japan right here in Anna Maria.

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.

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.

Star Maid Service, located at 3575 Webber Street in Sarasota, Florida, offers a variety of cleaning services to meet your needs. Whether you require recurring weekly, bi-weekly, or monthly cleanings, or one-time deep cleans for move in/out or vacation rentals, our professionally trained maids are here to provide a high quality cleaning service that is second to none. We guarantee your happiness with our services - if you're not satisfied for any reason, just let us know within 24 hours and we'll re-clean for free. At Star Maid Service, we believe in providing a traditional maid service that is both affordable and detailed. Our maids are rigorously screened and trained to use specialty tools, equipment, supplies, and chemicals effectively to ensure a thorough cleaning of your home. Each cleaning visit includes our Certified 50 Point Checklist, so you can rest assured that every corner of your home will be spotless.

Cartier Limousine Services is a premier transportation company located at 6514 13th Avenue Drive West in Bradenton, Florida. We specialize in providing luxurious limo, transfers, and shuttle services to Anna Maria Island, Bradenton, Tampa, and Sarasota airports. Our team ensures safe and reliable transportation to and from various local airports, including Tampa, Sarasota, and Orlando. We prioritize communication with our clients and their chosen airlines to guarantee prompt and timely pickups. Our experienced drivers are familiar with the area's airports and go above and beyond to coordinate your travel seamlessly. We offer tips for booking transportation services to and from Anna Maria Island and surrounding areas, ensuring a stress-free experience for our customers. Additionally, we provide special assistance for handicapped travelers, minors, and those with language barriers.

Rent The Keys is a lodging, real estate, and travel agency located at 3018 Gulf Drive in Holmes Beach, Florida. Start your vacation now by booking Florida Keys luxury vacation rentals through RentTheKeys.com. Discover the value and savings of staying in vacation rental homes or condominiums with amenities such as heated pools, gourmet kitchens, and custom-designed properties on the best beaches in the world. Explore the various keys on the Gulf Coast of Florida, including Siesta Key, Anna Maria Island, Lido Key, Longboat Key, and Casey Key. Experience island living on Anna Maria Island and Siesta Key with miles of white sandy shores and crystal-clear waters. RentTheKeys also offers Sarasota Florida Keys vacation rentals.

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.

Shady Mango is a unique institution located at 417 Pine Avenue in the charming town of Anna Maria, Florida, United States. As a dual-purpose establishment, Shady Mango serves as both a real estate agency and a travel agency, offering a one-stop shop for all your property and vacation needs. Whether you're looking to buy or sell a home in the sunny paradise of Anna Maria Island, or seeking assistance in planning your dream getaway to this beautiful destination, Shady Mango is here to help. With a team of experienced professionals and a commitment to exceptional customer service, Shady Mango is your go-to destination for all things real estate and travel in Anna Maria.

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.

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.