The 30 Best City getaway in Anna Maria, Florida

Casa Sierra Rental is a reputable real estate agency located at 205 36th Street in Holmes Beach, Florida, United States. We specialize in providing top-notch rental properties for vacationers looking to experience the beauty of Anna Maria Island. Our team is dedicated to helping clients find the perfect rental home that fits their needs and budget. Whether you are looking for a cozy beach cottage or a luxurious waterfront villa, Casa Sierra Rental has a wide selection of properties to choose from. Contact us today to start planning your dream vacation on Anna Maria Island!

Portfolio Vacations is a boutique property management and travel agency located at 2501 Gulf Drive North in Bradenton Beach, Florida. As a locally owned and operated company on Anna Maria Island, we pride ourselves on providing our guests with a 5-star experience every day. Our small size allows us to pay attention to every detail, ensuring that we know each property inside and out. With a plethora of vacation rentals on the island, we understand that you have options, but we believe that you will see the difference when booking with us. Choose Portfolio Vacations for your next vacation and let us help you create lasting memories on Anna Maria Island.

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.

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.

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.

Pelican Bay Vacation Rental Home is a charming and spacious accommodation located in Anna Maria, Florida, United States. This beautiful home offers guests a relaxing and comfortable stay with all the amenities needed for a perfect vacation. With a prime location just a short walk from the beach, guests can enjoy stunning views of the Gulf of Mexico and easy access to the sand and surf. The home features modern furnishings, a fully equipped kitchen, and a private pool for guests to enjoy. Whether you're looking for a family getaway or a romantic retreat, Pelican Bay Vacation Rental Home is the perfect place to relax and unwind in Anna Maria.

Cortez Florida Vacations is a charming lodging institution located in the historic Cortez fishing village at 4507 125th Street West, Bradenton, Florida. Situated just over the bridge from Anna Maria Island, this waterfront property offers a tranquil escape with five beautifully restored 1936 cottages. Each cottage features modern amenities while maintaining its original charm, including fully equipped kitchens, televisions, Wi-Fi, and antique doors. Guests can relax in the private Courtyard, enjoy views of the bay, or host events in the 1,000 square-foot Boathouse event space. The property can accommodate up to 32 overnight guests and offers venue packages for up to 150 guests. Shopping, dining, museums, spas, and the famous white sand beaches of Anna Maria Island are all within walking or biking distance. Owners Heidi and John Banyas created Cortez Florida Vacations after designing their own fairytale wedding space in the village. They aim to provide excellent service and help guests create lasting memories in this piece of old Florida paradise. Whether you're looking for a quiet getaway or a venue for a special event, Cortez Florida Vacations has something for everyone.

Beach Basket is a charming real estate and travel agency located at 111 Oak Avenue in Anna Maria, Florida. Specializing in vacation rentals, we offer a variety of beautiful properties on Anna Maria Island and the surrounding area. Our guests rave about the convenience and comfort of our accommodations, with amenities such as fully stocked kitchens, beach gear, and even outdoor showers. Whether you're looking for a cozy beach cottage or a secluded hideaway, we have the perfect property for your next getaway. Our dedicated team works hard to ensure that your stay is stress-free and enjoyable, while also taking great care of our property owners' homes. Experience the beauty of Anna Maria Island with Beach Basket - your home away from home 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.

Buddy's Beach House is a charming vacation rental located on Anna Maria Island in Holmes Beach, Florida. This beachy chic property is just 2 blocks away from the ocean, making it the perfect getaway for those looking to relax and unwind by the water. The house sleeps 4 guests and features two bedrooms with queen size beds, luxurious linens, and comfortable mattresses. The property also includes 1.5 bathrooms and a fabulous outdoor shower for rinsing off after a day at the beach.

Florida Dreams Realty of AMI, Inc. is a premier real estate and travel agency located in Holmes Beach, Florida. With a prime location at 3340 East Bay Drive, this institution specializes in helping clients find their dream homes or vacation rentals on Anna Maria Island. Whether you are looking to buy, sell, or rent a property, the experienced team at Florida Dreams Realty of AMI, Inc. is dedicated to providing top-notch service and personalized assistance. Contact them today to turn your Florida dreams into reality.

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!

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!

My Big Fat Beach House is a real estate and travel agency located at 301 72nd Street in Holmes Beach, Florida. Our family-owned business offers the perfect backdrop for creating unforgettable memories with your loved ones. Located on Anna Maria Island, our beach house is the ideal vacation destination with warm gulf waters and white sand beaches just steps away. You can enjoy the comforts of our home while we are away, creating memories that will last a lifetime.

Absolute Paradise is a premier real estate and travel agency located at 217 Magnolia Avenue in the beautiful coastal town of Anna Maria, Florida. Specializing in luxury vacation rentals, property sales, and personalized travel experiences, Absolute Paradise offers unparalleled service and expertise to clients looking to find their own slice of paradise. Whether you're searching for the perfect vacation rental or your dream home, our team of experienced professionals is dedicated to helping you make your real estate dreams a reality. Contact us today to start your journey to absolute paradise.

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.

Search Florida Rentals by Owners is a travel agency located at Colonial Court in Fort Myers, Florida, United States. The institution offers a variety of vacation rental properties in popular destinations across Florida, such as Kissimmee, Naples, St. Augustine, and Daytona Beach. From beachfront condos to luxurious villas, Search Florida Rentals provides fully-equipped and strategically located accommodations to suit every traveler's needs and budget. One of the highlights of booking with Search Florida Rentals is the transparency in pricing, as there are no hidden costs or commissions charged to guests. The institution prides itself on offering state-of-the-art amenities and hotel-level hospitality to ensure a luxurious vacation experience for all. Flexible check-in policies make it convenient for travelers to plan their holiday rentals with ease.

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!

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.

Seas The Day Adventures, AMI is a premier travel agency located at 200 Bridge Street in Bradenton Beach, Florida. Specializing in unique and unforgettable experiences on Anna Maria Island, this agency offers a wide range of activities such as boat tours, snorkeling excursions, fishing charters, and more. With knowledgeable guides and top-notch customer service, Seas The Day Adventures is dedicated to helping visitors make the most of their time in this beautiful coastal destination. Book your next adventure with Seas The Day and create memories that will last a lifetime.

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.

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.

Florida Sail in St. Petersburg, FL, offers exclusive private sail charters for those looking to experience the beauty of the water in a personalized way. Located at 400 Treasure Island Causeway in Treasure Island, Florida, this travel agency provides worry-free packages that include everything you need for a day of sailing and exploration. From snorkeling in crystal-clear waters to relaxing on pristine beaches, Florida Sail offers customizable day sails that cater to your preferences. With experienced captains, fuel, docking, snorkels, snacks, and beverages all included, you can enjoy a seamless sailing experience while taking in the sights of the bay and potentially spotting wild dolphins.

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.

Fun Boat Tours is a travel agency located at 1265 Old Stickney Point Road in Sarasota, Florida, United States. We offer a variety of boat tours, including sunset cruises, dolphin watching, private charters, and custom tours. Our tours depart from both Siesta Key Marina and Anna Maria's Keyes Marina, providing you with the opportunity to explore the beautiful waters of the area. Whether you're looking to relax and watch dolphins play, enjoy a stunning sunset, or customize your own adventure, Fun Boat Tours has something for everyone. Join us for an unforgettable experience on the water!

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.