TOP 30 Guest houses in Anna Maria, Florida

48 results found

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!

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.

The Porch Restaurant on Anna Maria Island in Florida offers a truly unforgettable dining experience in one of the island's oldest homes. From signature dishes to seasonal specials, top-quality steak to fresh seafood, and a wide selection of beer and wine, there is something for everyone to enjoy. The lunch service is casual, while dinner service is upper-casual, making it the perfect spot for any occasion. With daily specials on wine and draft beer, happy hour is a must-visit. The restaurant prides itself on using fresh, top-quality ingredients to create delicious meals for their guests. Since opening in July 2021, The Porch Restaurant has continued to innovate and offer new and tasty options on their menu. Come and experience the best food and service on Anna Maria Island at The Porch Restaurant.

The Chateau Anna Maria, located at 5325 Marina Drive, Holmes Beach, Florida, offers a unique dining experience with a French-inspired menu. The restaurant is known for its Le Premier early bird menu, served daily from 3 pm to 5 pm, featuring a 3-course meal for $45. Guests can also enjoy a Military discount by informing their server of their service status. The restaurant has received rave reviews for its excellent food presentation and preparation, creating a cosmopolitan dining experience in an upscale country setting. Featured on the Food Network's TV series Summer Rush, The Chateau Anna Maria is part of the Top 100 Restaurants in America, with additional locations in New York and Sarasota, Florida.

Anna Maria Oyster Bar - Cortez is a charming waterfront restaurant located in Bradenton, Florida. Situated at 6696 Cortez Road West, this institution offers a relaxed atmosphere perfect for enjoying delicious seafood and refreshing drinks. With a menu featuring fresh oysters, shrimp, crab, and other seafood delicacies, guests can indulge in a true taste of the Gulf Coast. The friendly staff and picturesque views make Anna Maria Oyster Bar - Cortez a must-visit destination for locals and tourists alike. Whether you're looking for a casual meal or a special occasion celebration, this bar and restaurant has something for everyone.

Anna Maria Oyster Bar Landside is a popular bar and restaurant located at 6906 14th Street West in Bradenton, Florida. Known for its delicious seafood dishes, especially its signature oysters, this institution offers a casual and welcoming atmosphere for guests to enjoy a meal or drinks with friends and family. With a diverse menu featuring fresh seafood, steaks, salads, and more, Anna Maria Oyster Bar Landside is a must-visit destination for anyone looking for a taste of Florida's coastal cuisine. Whether you're looking to grab a bite to eat or relax with a drink, this restaurant is the perfect spot to indulge in some tasty food and drinks.

Anna Maria Oyster Bar - UTC is a popular seafood restaurant located at 5405 University Parkway in Bradenton, Florida. Known for their delicious oysters and fresh seafood dishes, this establishment offers a casual and welcoming atmosphere for guests to enjoy a memorable dining experience. With a menu featuring a variety of seafood options, as well as cocktails and other beverages, Anna Maria Oyster Bar - UTC is the perfect spot for seafood lovers looking for a taste of Florida's coastal cuisine. Whether you're looking for a quick bite or a leisurely meal, this restaurant is sure to satisfy your cravings for delicious seafood in a relaxed setting.

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.

AMI Tree House is a cozy and charming institution located at 2504 Avenue B in Bradenton Beach, Florida. Nestled among the lush greenery of Anna Maria Island, this hidden gem offers a unique and peaceful retreat for guests looking to escape the hustle and bustle of everyday life. With its treehouse-inspired design and tranquil surroundings, AMI Tree House provides a serene and rejuvenating atmosphere for guests to relax and unwind. Whether you're looking for a romantic getaway or a peaceful retreat, AMI Tree House is the perfect destination for your next vacation.

All in One Home Services of Florida is a trusted institution located at 5900 Manatee Avenue West in Bradenton, Florida. With decades of experience, our skilled team members use cutting-edge cleaning techniques to create a spotless and healthy environment for your employees, customers, and guests. Our vetted and trained cleaning professionals are dedicated to making your home sparkle, leaving no stone unturned. We specialize in taking the stress out of cleaning, offering free quotes and online booking and payment options. Our friendly and reliable cleaners have all been background-checked and rated 5-stars. As a family-owned business deeply rooted in the communities of Anna Maria Island, Longboat Key, Bradenton, Sarasota, and Manatee County, we treat every property we serve like it's our own.

Birds Nest Apartments on Anna Maria Island is a charming vacation rental located at 403 Gulf Drive South in Bradenton Beach, Florida. This cozy lodging option offers a peaceful retreat for guests looking to unwind and relax in a beautiful beachfront setting. The apartments are well-appointed and feature all the amenities needed for a comfortable stay, including fully equipped kitchens, spacious living areas, and private balconies with stunning views of the Gulf of Mexico. With its convenient location near the beach and various attractions, Birds Nest Apartments is the perfect choice for a memorable getaway on Anna Maria Island.

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.

Harbor Lane Court offers luxurious vacation rentals on the beautiful Anna Maria Island in Florida. Located at 4509 Gulf Drive in Holmes Beach, this lodging institution provides guests with a serene and comfortable stay just steps away from the stunning Gulf of Mexico. Enjoy spacious accommodations, modern amenities, and a prime location for exploring the island's charming shops, restaurants, and attractions. Immerse yourself in the laid-back island lifestyle and create unforgettable memories at Harbor Lane Court.

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.

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!

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.

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.

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.

Located at 100 Spring Avenue in Anna Maria, Florida, Sandbar Seafood & Spirits is a renowned restaurant that has been attracting visitors from all over the world for generations. With a picturesque setting right on the beach, guests can enjoy their meal with their toes in the sand while taking in breathtaking views of the Gulf of Mexico. At Sandbar Seafood & Spirits, guests can expect a great family-friendly atmosphere where they can create unforgettable memories. The restaurant is known for its delicious seafood dishes and refreshing spirits, making it the perfect place to enjoy a meal like no other.

City Pier Grill and Bait Shop is a charming establishment located on the historic Anna Maria City Pier in Florida. Offering a variety of fresh food, ice cream, beer, wine, and bait and tackle, this spot is perfect for locals and tourists alike. The pier, originally built in 1911, was recently rebuilt after damages from Hurricane Irma, and now stands as a beloved landmark on Anna Maria Island. Founded in 2020, City Pier Grill and Bait Shop is run by a team of experienced business owners who have brought their expertise to create a welcoming atmosphere for all guests. With a focus on quality food at affordable prices, the menu features favorites like breakfast sandwiches, fish tacos, Cuban sandwiches, and more. Daily chef specials keep things exciting, and live entertainment is offered on the pier in the afternoons.

Gulf Drive Cafe is a tropical family-friendly eatery located on the south end of Anna Maria Island in Bradenton Beach, Florida. Established in 1981, this restaurant offers stunning views of the Gulf of Mexico and is known for serving some of the best breakfasts in Florida. Guests can enjoy fresh Florida seafood, cocktails, and other specialties while taking in the shimmering Gulf and multi-colored sunset backdrop. The Sunset by Gulf Drive Café is a popular wedding and event space on the island, offering both small and larger parties a spacious and open-aired reception site. The creative team of experts at Gulf Drive Cafe will help you design every facet of your event, ensuring a memorable experience for all.

Mademoiselle Paris French Restaurant & Bakery is a charming establishment located at 9906 Gulf Drive in Anna Maria, Florida. This institution offers a delightful blend of French cuisine, freshly baked pastries, and a cozy cafe atmosphere. Guests can enjoy a variety of delectable dishes, from classic French entrees to sweet treats like macarons and croissants. Whether you're looking for a sit-down meal, a quick snack to go, or a relaxing spot to enjoy a coffee or glass of wine, Mademoiselle Paris has something for everyone. Visit this delightful bakery, bar, cafe, restaurant, and store to experience a taste of Paris in the heart of Florida.

Harry's Grill is a popular bar and restaurant located at 9903 Gulf Drive in Anna Maria, Florida. Known for serving up "AMI's Favorite Burger" since 2017, Harry's Grill offers a wide selection of imported and craft draft beers on tap. Guests can enjoy live music in a fun and entertaining atmosphere on Anna Maria Island. The restaurant features a pet-friendly patio, making it a great spot for dining with furry friends. Whether you choose to dine-in or carryout, Harry's Grill can accommodate large groups and offers a welcoming environment for all. If your name is Harry or Harrietta, you can even enjoy a free draft beer of your choice!

The Kokonut Hut is a tropical family-friendly eatery located at 900 Gulf Drive North in Bradenton Beach, Florida. Established in 1981, it is part of the Gulf Drive Café which has been a staple on Anna Maria Island for over forty years. Situated directly on the stunning sugar white sands and turquoise-emerald waters of the Gulf of Mexico, the Kokonut Hut offers a unique dining experience with breathtaking views. Guests can enjoy breakfast, lunch, and dinner daily at the Kokonut Hut, which was named one of the “Best Breakfasts in Florida” by Southern Living Magazine. The expanded full-service bar is the perfect spot to sip on a cocktail under the cool breeze while taking in the island views. A Touchtunes Jukebox is available for guests to choose their own music, and dancing in the sand is encouraged.

Bay Breezes at Bayside Bungalow is a charming lodging option located at 201 South Bay Boulevard in Holmes Beach, Florida. This vacation retreat offers two bedrooms and one bathroom, tastefully decorated in a coastal theme for a perfect beach getaway. Guests can enjoy a private patio with stunning water views across the bay, as well as a shared pool, BBQ area, and easy access to both Gulf and Bay beaches. The interior features a relaxing seating area with a large TV, a well-equipped kitchen, and comfortable bedrooms with premium mattresses. The resort-style heated swimming pool and outdoor living spaces provide ample opportunities for relaxation and enjoyment. With a maximum of one car allowed for parking and pet-friendly accommodations, Bay Breezes at Bayside Bungalow is the ideal choice for a memorable vacation experience in Bradenton Beach, Florida.