The 30 Best Florida vacation rentals in Anna Maria, Florida

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!

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.

Spice Sailing Charters is a premier travel agency located at 840 South Bay Boulevard in Anna Maria, Florida, United States. Specializing in luxury sailing experiences, Spice Sailing Charters offers a range of customizable charter options for those looking to explore the beautiful waters of the Gulf Coast. Whether you're seeking a romantic sunset cruise, a day of snorkeling and swimming, or a multi-day sailing adventure, Spice Sailing Charters has the expertise and resources to make your nautical dreams a reality. With experienced captains, top-of-the-line vessels, and unparalleled customer service, Spice Sailing Charters is your ticket to an unforgettable sailing experience in the stunning waters of Florida.

SailingAMI is a travel agency located at 12312 Manatee Avenue West in Bradenton, Florida, United States. Embark on a daily sightseeing sailing adventure aboard a classic 1972 35 ft. Bristol Yawl. This beautiful vessel offers up to 4 sails for a smooth cruising experience on Anna Maria Sound and the Gulf of Mexico. Enjoy stunning views of Anna Maria Island's beaches, mangrove islands, water birds, manatees, dolphins, turtles, and more. For more information on times, location, and pricing, please call (941)713-8000.

Happy Paddler Kayak Tours & EcoVentures is a family-owned travel agency located at 6844 Gulf of Mexico Drive in Longboat Key, Florida. Our team of water-loving naturalists and paddling instructors are dedicated to exploring and educating others about our watery world. We offer kayak and paddleboard rentals, as well as award-winning tours around Anna Maria Island, Longboat Key, Lido Key, and Sarasota. Join us for a Coastal Island Tour where you can kayak with manatees, dolphins, and a variety of ocean life. Explore the mangrove tunnels at Lido Key, a popular destination for families. Experience the stunning Florida Gulf Coast sunsets on our Sunset Kayak Tour. Or rent a kayak or paddleboard for a half-day and chart your own course through the crystal clear waters of Longboat Pass.

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.

OHasis Getaway is a real estate and travel agency located at 211 Elm Avenue in Anna Maria, Florida, United States. Just steps away from the stunning Gulf side beaches of Anna Maria Island, our locations are perfect for a relaxing escape. We take pride in providing Midwestern care to ensure your OHasis Getaway is prepared for you to simply enjoy island life. Our properties offer luxurious comfort in soothing island style, allowing you to unwind and recharge. With beautiful sunrises and sunsets, lush flora, and soft sugar sand beaches, you'll feel like you're in paradise. Enjoy amenities such as private pools, outdoor grills, entertainment systems, and fully stocked kitchens with Starbucks coffee beans provided.

AMLVR is a premier real estate and travel agency located at 9908 Gulf Drive in Anna Maria, Florida. With a strong focus on providing top-notch services to both buyers and sellers in the real estate market, as well as offering exceptional vacation rental options for travelers visiting the beautiful Gulf Coast area. Our team of experienced professionals are dedicated to helping clients find their dream homes or plan the perfect vacation getaway. Trust AMLVR to provide you with personalized and reliable service for all your real estate and travel needs.

Low Tide Tours Tiki Boat is a travel agency located at 8865 Midnight Pass Road in Sarasota, Florida. The best way to experience the beauty of Sarasota, Siesta Key, Cortez, Bradenton Beach, Anna Maria Island, Fort Myers Beach, and Panama City Beach is from the water on a floating tiki bar! Enjoy a cold drink while cruising through scenic waterways and keep an eye out for dolphins, manatees, and Florida's majestic birds. The floating tiki boat is fun for all ages and offers private daytime cruises, sunset tours, and half-day excursions to Sand Dollar Island Sandbar. With powerful eBikes, stand up paddle boards, and longer 4.5 hour cruises available, there is something for everyone to enjoy. Locally owned and operated, Low Tide Tours provides a fantastic experience with complimentary drinks and snacks, tropical tunes, and breathtaking views. Customers rave about the entertaining and knowledgeable captains, fun atmosphere, and overall great time on the water. Whether you're celebrating a birthday or just looking for a relaxing day out, Low Tide Tours Tiki Boat is the perfect choice for a memorable experience on Florida's beautiful coast.

Kokomo Charters is a luxury travel agency located at 5 Bayfront Drive in Sarasota, Florida. We specialize in providing private boat charters in the Sarasota area, including Siesta Key, Anna Maria Island, Lido Key, Casey Key, and Longboat Key. Our visitors consistently praise us as the highlight of their vacation, while locals book us regularly to impress their guests. Our fleet includes the beautiful 37-foot Sea Ray "Top Shelf" and the massive 50-foot three-story yacht "Memory Maker." Both vessels are yacht certified and offer a luxurious and upscale boating experience unlike any other in the market. Each charter is completely customized to your preferences, ensuring an unforgettable day for you and your crew.

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.

Suncoast Yacht Charters is a premier travel agency located at 1103 Tarpon Center Drive in Venice, Florida. Specializing in custom yacht charters in Sarasota, Venice, and Englewood, we offer everything from Celebration of Life ceremonies to all-inclusive overnight trips to destinations like the Bahamas and Cuba. Explore Anna Maria Island or Cabbage Key for a unique dining experience and tour of the area. Our 1.5-hour sunset cruises are available Monday through Thursday. With a focus on customization, we can accommodate weddings, birthdays, business meetings, and more on our luxurious yachts. Whether you're looking for a local excursion or an international adventure, Suncoast Yacht Charters has you covered. Contact us to discuss your specific needs and make unforgettable memories on the water.

Clear Kayak Glass Bottom Tours in Venice, Florida offers a unique and exciting way to explore the beautiful waters of the area. With day, sunset, and LED night tours available, visitors of all ages and skill levels can experience the magic of the sea life beneath them. Whether you're hoping to spot manatees, dolphins, or conch, these tours provide the perfect opportunity to get up close and personal with the marine wildlife. Located at 126 Casey Key Road in Nokomis, Florida, Clear Kayak Glass Bottom Tours is the perfect destination for those looking to add a bit of adventure to their vacation. The tours last 90 minutes and offer guests the chance to see the stunning colors of the sunset or the fascinating creatures that come out at night.

AMI Cottages is a charming travel agency located at 5321 Memorial Highway in Tampa, Florida. Our agency specializes in providing cozy and comfortable accommodations for travelers looking to experience the beauty of Anna Maria Island. With a wide selection of cottages to choose from, we offer a personalized and unforgettable vacation experience for all our guests. Whether you're looking for a romantic getaway or a family-friendly retreat, AMI Cottages has something for everyone. Book your stay with us today and let us help you create lasting memories on your next trip to Florida.

Skyway Fishing Tours is a premier travel agency located in Parrish, Florida, offering unforgettable inshore and offshore sport fishing experiences in Sarasota and the Gulf of Mexico. With expert guides, state-of-the-art equipment, and a variety of fishing expeditions targeting species like redfish, snook, grouper, and shark, Skyway Fishing Tours guarantees a memorable adventure on the water. Docked at Bahia Mar West Marina in Bradenton, they offer 4-hour inshore trips in Sarasota Bay and 6-hour trips at Anna Maria Island's Bean Point. With top-notch gear, experienced crew, and a commitment to excellence, Skyway Fishing Tours ensures a successful and thrilling fishing excursion for all. Partnered with TripAdvisor, GetYourGuide, and Master Captain Bill Phillips, they have earned recognition for providing exceptional fishing experiences in the beautiful waters of Florida. Join Skyway Fishing Tours for an unforgettable day of fishing in paradise!

Just Kickin Back Charters is a premier fishing charter company located at 101 S. Bay Street in Anna Maria, Florida. Our experienced captains and crew are dedicated to providing an unforgettable fishing experience for all of our guests. Whether you are a seasoned angler or a first-time fisherman, we have the knowledge and expertise to ensure a successful day out on the water. Our fully equipped boats and top-of-the-line fishing gear make for a comfortable and productive fishing trip. Come kick back and relax with Just Kickin Back Charters for a day of excitement and adventure on the beautiful waters of Anna Maria, Florida.

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.

Ride A Moke is a car rental store located at 5201 Ocean Boulevard in Siesta Key, Florida, United States. You can book online in advance for the season as they sell out fast. They offer new golf carts with Bluetooth radios and colorful LED lights for a fun and unique experience. The institution specializes in custom golf cart rentals from Siesta Key to Anna Maria Island. The classic Moke, originally a 1950's British military vehicle, has been reinvented as the eMoke with an all-electric powertrain and modern engineering while still staying true to its British roots. These eco-friendly beach buggies are street legal and follow the same rules and laws as street legal golf carts.

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 Public Beach Access on Longboat Key, Florida! Nestled at 6399 Gulfside Road, our beautiful beach access points offer you a serene escape to the pristine shores of the Gulf of Mexico. Longboat Key is known for its tranquil beaches, bordered by private homes and condominiums, but our public access points ensure everyone can enjoy the natural beauty of this coastal paradise. Explore the 12 public beach access points along Gulf of Mexico Drive, each marked by distinct blue and white signs. While these access points do not offer facilities like bathrooms or lifeguards, restrooms are conveniently located at the Bayfront Park parking area. Please note that alcohol is prohibited on the beach, in keeping with Longboat Key's regulations.

Welcome to Tammy Regis, LMT, FS, your serene oasis for relaxation and rejuvenation located in the heart of Palmetto, Florida. Nestled at 1607 Terra Ceia Bay Circle, our spa offers a tranquil escape from the everyday hustle and bustle, providing a range of personalized treatments designed to soothe the mind, body, and spirit. At Tammy Regis, we pride ourselves on delivering exceptional care and attention to each of our clients. Our licensed massage therapist and facial specialist is dedicated to crafting a bespoke experience that caters to your unique needs. Whether you're seeking relief from tension and stress, or simply looking to pamper yourself with a luxurious facial, we offer a variety of services to enhance your well-being.

Welcome to Bridge Street Pier, your premier destination for unforgettable experiences in Bradenton Beach, Florida. Nestled at the scenic address of 1-15 Laverne Drive, our iconic pier offers breathtaking views of the sparkling waters and vibrant sunsets that define the Gulf Coast. As a beloved tourist attraction, Bridge Street Pier invites visitors to immerse themselves in the beauty and charm of Florida’s natural landscape. Whether you're fishing, taking a leisurely stroll, or simply soaking in the serene atmosphere, Bridge Street Pier promises a delightful escape for all ages. Our location is perfect for capturing stunning photographs, enjoying a picnic, or spotting local wildlife. With convenient access to nearby shops, restaurants, and entertainment, Bridge Street Pier is a must-visit destination for anyone exploring the Bradenton Beach area.

Welcome to Pine Ave/Crescent Dr Transit Station, your convenient gateway to exploring the charming island of Anna Maria, Florida. Nestled in the heart of this picturesque community, our transit station offers easy access to local attractions, pristine beaches, and delightful dining experiences. Whether you're a resident or a visitor, Pine Ave/Crescent Dr is your starting point for discovering all that Anna Maria has to offer. With reliable and efficient transit services, we connect you to the vibrant local culture and serene natural beauty that make this destination truly special. Visit us at Anna Maria, FL 34216, and let us help you navigate your journey with ease and comfort.

Welcome to Palm Dr/74th St Transit Station, your convenient gateway to exploring the beautiful surroundings of Holmes Beach, Florida. Nestled in the heart of the stunning Anna Maria Island, our transit station provides easy access to the pristine beaches, charming local shops, and delightful dining experiences that make this area a true gem on Florida's Gulf Coast. Whether you're a resident or a visitor, Palm Dr/74th St Transit Station offers reliable and efficient transportation options to help you navigate the island with ease. Enjoy the warm, welcoming atmosphere and let us be your starting point for unforgettable adventures in Holmes Beach.

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 Belle Haven Cottage, your idyllic escape nestled in the heart of Anna Maria, Florida. Located at 404 Pine Avenue, our charming cottage offers a serene retreat just moments away from the pristine beaches and vibrant local attractions that define this beautiful island. Perfect for families, couples, or solo travelers seeking tranquility and comfort, Belle Haven Cottage combines classic Florida charm with modern amenities to ensure a memorable stay. Our cozy accommodations feature thoughtfully designed interiors that reflect the relaxed coastal lifestyle, complete with comfortable furnishings, a fully-equipped kitchen, and inviting living spaces. Step outside to enjoy our lush garden, where you can unwind with a good book or savor a meal al fresco under the Florida sun.

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.

Welcome to AMI Discovery Charters, your ultimate gateway to exploring the stunning waters and hidden gems of Anna Maria Island and beyond. Located at 1507 Gulf Drive South, Bradenton Beach, Florida, our charters offer an unforgettable experience for tourists and locals alike. Led by Captain Max Huber, a Florida native with a lifelong passion for the sea, our excursions promise adventure, relaxation, and a taste of true Florida charm. Step aboard our brand new 24ft Tahoe Cascade Saltwater Series Luxury Tri-toon, powered by a 175 Suzuki motor, and discover the beauty of the Gulf Coast in style and comfort. With space for up to 20 guests, our vessel is equipped with upgraded upholstery and cushions for ultimate relaxation. We provide underwater scooters, paddle boards, and big floating rafts, ensuring fun for the whole family. Plus, enjoy complimentary water and ice with our extra-large cooler for your beverages and snacks.

Welcome to H2O Watersportz - Your Gateway to Aquatic Adventure! Located in the charming village of Cortez, Florida, at 4110 127th Street West, H2O Watersportz is your premier destination for unforgettable water-based experiences. As a leading tourist attraction and travel agency, we specialize in crafting exciting adventures that immerse you in the natural beauty of Florida's stunning coastline.

Welcome to Between The Tides, your premier destination for real estate and travel experiences in the heart of Florida's Gulf Coast. Nestled at 3721 116th Street West, Bradenton, Florida, our unique agency offers a blend of accommodation and adventure, perfect for those looking to explore the stunning beauty of Anna Maria Island, Bradenton, and the historic charm of Cortez. Discover the allure of coastal living with our charming 1 Bed/1 Bath property, thoughtfully designed to provide both comfort and convenience. With a Queen bed, Sofa Sleeper, child-size bunks, and a futon in the Lanai, this cozy retreat accommodates up to six guests. Enjoy the open layout with a work/desk area, a fully equipped kitchen, and a spacious Lanai that extends to a breezy back patio, creating a perfect space for relaxation.