TOP 10 Vacation home offers 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.

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.

Anna Maria Island Vacation Rentals is a premier real estate and travel agency located at 601 Gulf Drive North in Bradenton Beach, Florida. Specializing in luxury vacation rentals on the stunning Anna Maria Island, this agency offers a wide range of accommodations to suit every traveler's needs. From beachfront condos to cozy cottages, guests can expect top-notch service and amenities during their stay. Whether you're looking for a romantic getaway or a family-friendly retreat, Anna Maria Island Vacation Rentals has the perfect property for your next vacation. Experience the beauty and charm of Florida's Gulf Coast with a stay at one of their exceptional rental properties.

Island Real Estate Vacations on Anna Maria Island is a premier real estate and travel agency located at 3909 East Bay Drive in Holmes Beach, Florida. With a wide range of vacation rental properties available, they provide visitors with the perfect accommodations to enjoy all that this beautiful island has to offer. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious condo, Island Real Estate Vacations has something for everyone. Their knowledgeable staff is dedicated to ensuring a seamless and memorable vacation experience for all guests. Experience the beauty and tranquility of Anna Maria Island with Island Real Estate Vacations.

Tropic Isle at Anna Maria Island Inn is a charming lodging establishment located at 101 22nd Street North in Bradenton Beach, Florida. Situated on the beautiful Anna Maria Island, this inn offers guests a peaceful and relaxing retreat with easy access to the beach and local attractions. The accommodations are comfortable and well-appointed, providing a cozy home away from home for travelers. With its tropical atmosphere and friendly staff, Tropic Isle at Anna Maria Island Inn is the perfect destination for a memorable vacation in sunny Florida.

Sunrise Garden Resort on Anna Maria Island by Vacasa is a charming lodging option located at 512 Spring Avenue in Anna Maria, Florida, United States. Whether you are planning a romantic getaway, a family vacation, or a solo retreat, this resort offers a variety of vacation rentals to suit your needs. Guests can enjoy the convenience of internet access in 16 of the vacation rentals, allowing them to stay connected during their stay. Additionally, pet owners can bring their furry friends along, as 16 of the homes at Sunrise Garden Resort are dog-friendly (be sure to check individual listings for any restrictions).

Anna Maria Island Beach Sands is a charming lodging institution located at 601 Gulf Drive North in Bradenton Beach, Florida. Situated right on the beautiful shores of Anna Maria Island, this beachfront property offers guests stunning ocean views and easy access to the pristine sandy beaches. The accommodations are cozy and comfortable, perfect for a relaxing getaway by the sea. With its convenient location, guests can enjoy a variety of water activities, shopping, dining, and exploring the local attractions. Whether you're looking for a romantic escape or a fun family vacation, Anna Maria Island Beach Sands provides the perfect setting for a memorable stay in sunny Florida.

The Beach Club at Anna Maria by RVA is a luxurious beachfront lodging destination located at 2201 Gulf Drive North in Bradenton Beach, Florida. This institution offers a variety of rental properties including condos, villas, and private homes, perfect for a relaxing vacation or a romantic getaway. With stunning views of the Gulf of Mexico, guests can enjoy direct beach access, a heated pool, and a variety of amenities to enhance their stay. Whether you are looking for a weekend retreat or a longer stay, The Beach Club at Anna Maria by RVA is the perfect choice for your next beach vacation. Contact their real estate and travel agency to book your stay today.

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.

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.

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!

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.

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.

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.

Wagner Realty, Anna Maria Island Rentals & Property Management is a reputable real estate agency located at 2217 Gulf Drive North, Bradenton Beach, Florida, United States. Our expert rental team is dedicated to assisting you with all your vacation needs, offering a selection of private homes, beachfront condos, and more. With over 35 years of combined vacation rental experience, you can trust us to help you find the perfect property for your stay. Contact us at (941) 778.2246 to start planning your dream vacation. Follow us on social media for exclusive real estate news and stunning property listings in Bradenton Beach and the surrounding areas. Meet our team: Cindy Simmons, Lisa Varano, and Terri Liss.

Welcome to Island Tides Vacation Rental, your premier destination for unforgettable getaways on the stunning Gulf Coast. Located at 1110 Via De Luna Drive, Pensacola Beach, Florida, our business combines the expertise of a real estate and travel agency to offer you the finest selection of vacation properties. Whether you're seeking a serene escape or a family adventure, we have the perfect accommodations to suit your needs. Explore our diverse portfolio of 33 meticulously curated properties, each offering unique experiences and luxurious amenities. From the pet-friendly charm of Aloha by the Sea, with its breathtaking views and wrap-around porch, to the opulence of Aqua Palms, featuring a private heated pool and spacious lawn, your ideal vacation home awaits.

Welcome to Anna Maria Life Real Estate, your premier resource for all things Anna Maria Island. Located at 9908 Gulf Drive, Anna Maria, Florida, we specialize in connecting clients with the finest properties on this enchanting island. Whether you're buying your first home, looking for an investment property, or selling, we are here to ensure a seamless and fulfilling real estate journey. Anna Maria Island is a unique blend of breathtaking beauty and coastal charm, featuring pristine beaches, vibrant sunsets, and a relaxing pace of life. Our comprehensive listings include charming coastal cottages, modern estates, and beachfront properties, each reflecting the island's enchanting essence. We understand that buying a property here is more than just a transaction; it's about embracing a lifestyle.

Welcome to Green Real Estate-Anna Maria, your trusted partner in finding the perfect home and unforgettable travel experiences on the beautiful Anna Maria Island. Conveniently located at 9906 Gulf Drive, Anna Maria, Florida, our unique blend of real estate and travel services offers a comprehensive approach to island living and exploration. As a premier real estate agency, we specialize in helping you discover your dream property, whether it's a charming beachfront cottage, a luxurious coastal estate, or a cozy vacation rental. Our team of experienced and dedicated real estate professionals is committed to providing personalized service, ensuring that you find the perfect home that fits your lifestyle and needs.

Beach Bums Recreational Rentals & Gift Shop is a charming store located at 427 Pine Avenue in Anna Maria, Florida. This one-stop shop offers a wide range of recreational rentals such as beach chairs, umbrellas, bikes, kayaks, and paddleboards for visitors looking to enjoy the beautiful beaches of Anna Maria Island. In addition to rentals, the gift shop features a variety of beach-themed souvenirs, local artwork, and unique gifts perfect for commemorating your vacation or finding the perfect present for a loved one. Whether you're looking to relax on the beach or bring home a piece of Anna Maria Island, Beach Bums Recreational Rentals & Gift Shop has something for everyone.

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.

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.

Adams Beach Apartments is a charming seaside retreat located at 204 Spring Lane in Anna Maria, Florida, United States. Nestled just steps away from the pristine white sands and crystal-clear waters of the Gulf of Mexico, this idyllic property offers guests a tranquil and relaxing getaway. The apartments are beautifully furnished and equipped with all the amenities needed for a comfortable stay, including fully equipped kitchens, spacious living areas, and private balconies or patios with stunning ocean views. Guests can also enjoy the on-site swimming pool, barbecue area, and easy access to a variety of local shops, restaurants, and attractions. Whether you're looking for a romantic escape, a family vacation, or a solo adventure, Adams Beach Apartments provides the perfect home away from home for your next beach getaway.

Nautilus Condominiums is a luxurious real estate and travel agency located at 7100 Gulf Drive in Holmes Beach, Florida, United States. Our stunning beachfront condos offer breathtaking views of the Gulf of Mexico and provide the perfect setting for a relaxing vacation or a permanent home. With top-notch amenities and a prime location, Nautilus Condominiums is the ideal choice for those looking to experience the beauty and tranquility of Anna Maria Island. Contact us today to learn more about our available properties and start planning your next getaway in paradise.

Dans Florida Condos, LLC is a real estate and travel agency located at 1801 Gulf Drive North in Bradenton Beach, Florida, United States. Our charming vacation rental homes offer private beach access just steps away from the Gulf of Mexico. With two bedroom and two bath or one bedroom and one bath options, these condos are situated in the heart of Anna Maria within the Runaway Bay Condominium Community. Enjoy easy access to Historic Bridge Street, restaurants, coffee shops, bars, shopping boutiques, and miniature golf. Take a short walk to Anna Maria's own Golf Course or explore other courses along the coast. Pirate City, the Spring Training Headquarters of the Pittsburgh Pirates, is also nearby. Come stay with us at Dan's Florida Condos for a memorable beach vacation experience.

Beach Boutique Rentals, located at 208 Pine Avenue in Anna Maria, Florida, is a real estate and travel agency specializing in vacation rentals on the beautiful Anna Maria Island. With seven miles of stunning white sand beaches and breathtaking sunsets over the Gulf of Mexico, the island truly is a paradise. At Beach Boutique Rentals, we offer a range of vacation rentals including scenic view condos, charming cottages, and luxury homes. Some of our rentals are dog-friendly, so you can bring your furry friends along for the trip. Whether you prefer a direct Gulf front condo or a multi-family villa, we have the perfect place for your dream vacation.

Fran Maxon Real Estate Inc is a reputable real estate agency located at 507 Pine Avenue in Anna Maria, Florida. With years of experience in the industry, they specialize in helping clients buy, sell, and rent properties in the beautiful area of Anna Maria. In addition to their real estate services, they also offer travel agency services to assist clients in finding the perfect vacation rental for their stay in this picturesque coastal town. Trust Fran Maxon Real Estate Inc to help you find your dream home or vacation rental in Anna Maria.