The 30 Best City getaway in Anna Maria, Florida

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.

Anna Maria Beach Cottages is a charming real estate and travel agency located at 112 Oak Avenue in Anna Maria, Florida. Our cottages are nestled in a picturesque beachfront location, offering guests a cozy and comfortable retreat for their vacation. With a variety of accommodations to choose from, including beachfront cottages and villas, guests can enjoy stunning views of the Gulf of Mexico and easy access to the beautiful sandy beaches. Our dedicated team is committed to providing exceptional service and ensuring that every guest has a memorable and relaxing stay. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Anna Maria Beach Cottages is the perfect destination for your next beach escape.

Vacation Cottages Anna Maria Island offers charming and comfortable cottage rentals in the picturesque Holmes Beach, Florida. Located at 206 Haverkos Court, our real estate and travel agency specializes in providing guests with the perfect vacation getaway. Whether you're looking for a romantic retreat or a family-friendly escape, our cottages are the ideal choice. With easy access to the stunning Anna Maria Island beaches and a variety of local attractions, our rentals provide the perfect home base for your next vacation. Book your stay with us today and experience the beauty and relaxation of Holmes Beach!

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.

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 Beach Vacations is a real estate and travel agency located at 787 North Shore Drive in Anna Maria, Florida, United States. Experience stunning sunsets and breathtaking views of the Gulf of Mexico from every room in this three-bedroom, two-bath ground level home. Handicap accessible with walk-in showers and no stairs to climb, this home offers easy access for all. Just four blocks from the Gulf Beach and two blocks from Tampa Bay Beach, this lovely island pool house features a mix of newer furnishings and vintage pieces. The kitchen is equipped with a coffee maker, microwave, and dishwasher. Situated directly at the water's edge in Northern Anna Maria Island, this beautiful 3 bedroom 2.5 bath home offers unforgettable views of Manatees and Dolphins playing in the crystal blue waters of Tampa Bay. All rentals are subject to 5.5% sales tax, 6.5% Manatee county tax, as well as cleaning and maintenance fees. Guests have praised their experience at Anna Maria Beach Vacations, mentioning the cleanliness, comfort, and fully stocked amenities of the home. The location on the island is perfect for relaxing and enjoying the beautiful surroundings. Whether watching the surf, sunsets, or lightning storms over the Gulf, guests have found their stay to be a wonderful and memorable experience.

Getaway on Gladiolus is a real estate and travel agency located at 234 Gladiolus Street in Anna Maria, Florida, United States. Our pro housekeepers ensure a thorough cleaning and provide fresh linens before every stay, and our 24/7 guest care and local teams are always available. This single-level home on the north end of Anna Maria Island offers a private pool with a spillover spa, an at-home putting green, and a game room. Just a short walk away from beautiful beaches, great restaurants, and charming shops, the location of this home is unbeatable.

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.

Anna Maria Island Dolphin Tours is a top-rated travel agency located at 5325 Marina Drive in Holmes Beach, Florida. Offering a variety of boat tours, snorkeling trips, and pontoon rentals, this institution provides the perfect opportunity to explore the beautiful waters surrounding Anna Maria Island. Get up close and personal with bottlenose dolphins as you cruise along pristine beaches and crystal clear waters on a public or private tour. Watch the stunning sunset aboard The Salty Dolphin or embark on a private Island Adventure boat tour to learn about the island's rich history and enjoy the best snorkeling in the area. For those looking for a unique experience, the institution offers private pontoon boat rentals and tours on The Tiki, a 30-foot floating tiki boat with a water slide and Bluetooth sound system. Customize your cruise to include sandbar hopping, swimming, snorkeling, or wildlife watching. With experienced captains providing guided dolphin eco-tours, sunset tours, and trips to Egmont Key, you're sure to have an unforgettable experience on the water. Don't miss out on the opportunity to see dolphins, manatees, sea turtles, and other tropical wildlife up close. Book a tour with Anna Maria Island Dolphin Tours today for a fun and educational adventure on the water!

Spirit Cruises Anna Maria Island is a premier travel agency located in Bradenton Beach, Florida. Situated on the stunning Anna Maria Island, this institution offers a wide range of cruise options for those looking to explore the beautiful waters of the Gulf Coast. Whether you're seeking a relaxing sunset cruise, a thrilling dolphin-watching excursion, or a romantic dinner cruise, Spirit Cruises has something for everyone. With experienced captains and top-notch service, visitors are guaranteed an unforgettable experience on the crystal-clear waters of Anna Maria Island. Book your cruise today and embark on a journey you'll never forget.

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.

Anna Maria Golf Carts ® is a car dealer, car rental, and store located at 101b South Bay Boulevard, Anna Maria, Florida, United States. Explore Downtown Anna Maria Island in a newer brand name street legal golf cart from our locally family owned and operated business. Rentals are first-come, first-serve by call, text, or email, with all invoices and rental agreements sent and signed online. To rent our low-speed vehicle golf carts, you must be at least 21 years old with a valid driver's license, provide a major credit card, and have active auto insurance. There is a three-day minimum rental for all locations (except Downtown St. Pete), with additional fees including a Florida Rental Surcharge Fee, Gas Charge, Credit Card Surcharge Fee, and Sales Tax Fee. All rental sales are final, rain or shine, with cancellations resulting in a 1-year store credit. Street legal golf carts are permitted on roads with a speed limit of 35 mph or under, but not on beaches, sidewalks, or bike paths. Gas carts use minimal unleaded gasoline and do not require charging for 8 hours or longer. Contact us at (727) 318-2414 or info@annamariaislandgolfcarts.com for more information. Anna Maria Golf Carts is a fictitious name under Wepa Brands, LLC registered in Florida.

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 Beach, your ultimate destination for relaxation and adventure located at 611 Florida 789, Bradenton Beach, Florida. Nestled in the heart of the stunning Gulf Coast, our pristine beach offers the perfect escape for tourists and locals alike. Whether you're seeking a tranquil spot to unwind or an exciting day filled with water activities, Anna Maria Beach has something for everyone. Immerse yourself in the natural beauty of our soft, white sands and crystal-clear waters. Spend your day sunbathing, building sandcastles, or taking a refreshing swim in the gentle waves. For those with a sense of adventure, we offer a variety of water sports, including kayaking, paddleboarding, and snorkeling, allowing you to explore the vibrant marine life up close.

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 Jeff Petitt, ANNA MARIA LIVING LLC, your premier destination for all things Anna Maria Island. Conveniently located at 317 Pine Avenue, Anna Maria, Florida, our business is dedicated to enhancing your island experience with a touch of local charm and expertise. Whether you're a resident or a visitor, we offer a range of services and products that capture the essence of this beautiful island community. From unique island-inspired goods to expert advice on how to make the most of your time here, our team is passionate about sharing the laid-back lifestyle and natural beauty that Anna Maria Island has to offer. Stop by our location to discover how we can help you embrace the island life to the fullest. We look forward to welcoming you to the heart of Anna Maria Island!

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.

Once Upon A Beach Vacation Rentals is a charming real estate agency located at 411 Pine Avenue in the beautiful beach town of Anna Maria, Florida. Our agency specializes in providing top-notch vacation rental properties for visitors looking to experience the ultimate beach getaway. Whether you're seeking a cozy beachfront cottage or a luxurious seaside villa, our dedicated team is here to help you find the perfect accommodations for your dream vacation. With our convenient location and personalized service, Once Upon A Beach Vacation Rentals is your go-to destination for a memorable and relaxing beach vacation in sunny Florida.

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.

Reunion Vacation Homes is a lodging, real estate, and travel agency located at 7531 Osceola Polk Line Road in Davenport, Florida, United States. Specializing in bringing friends and family together in Orlando Vacation Home Rentals and Anna Maria Island Rentals, Reunion Vacation Homes offers a wide range of vacation rentals in select Orlando area resorts close to Disney® such as Reunion Resort, The Retreat at Champions Gate, Windsor at Westside, and more. With options ranging from 2-3 bedroom condos to 10-14 bedroom luxury villas, there is something for everyone. Whether you're looking for top villa rentals near Disney World® in Kissimmee & Davenport, or luxury mansions in Reunion Resort, Reunion Vacation Homes has you covered. With over 300 luxury villas and condos to choose from, guests can enjoy amenities such as private pools, golf course views, and proximity to major attractions.

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.

Chiles Hospitality is a versatile institution located at 101 Pine Avenue in Anna Maria, Florida, United States. This establishment offers a variety of services including bakery, finance, food, restaurant, and store. Whether you're looking for freshly baked goods, financial assistance, delicious meals, or shopping for quality products, Chiles Hospitality has something for everyone. With a prime location in a bustling area, this institution is a go-to destination for locals and tourists alike. Experience exceptional hospitality and a wide range of offerings at Chiles Hospitality.

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.

The Island Cabana is a charming clothing store located at 403C Pine Avenue in Anna Maria, Florida. This quaint shop offers a curated selection of beachwear, resort wear, and stylish accessories perfect for a day at the beach or a night out on the town. With a laid-back island vibe and friendly staff, The Island Cabana is a must-visit destination for fashion-forward shoppers looking to update their vacation wardrobe. Whether you're in search of a new swimsuit, a breezy sundress, or a unique piece of jewelry, The Island Cabana has something for everyone. Come browse our collection and find the perfect piece to complete your island getaway look.

Egrets Nest is a charming clothing store located at 10008 Gulf Drive in Anna Maria, Florida. This island boutique offers a unique selection of stylish clothing and accessories for both men and women. With a cozy atmosphere and friendly staff, Egrets Nest is the perfect place to shop for trendy and beachy fashion pieces. Don't forget to also visit their sister store, Island Boutique, located at 10010 Gulf Drive. Make sure to stop by Egrets Nest on your next visit to Anna Maria Island for a fun and enjoyable shopping experience.