TOP 30 Best Family friendly rentals near in Anna Maria, Florida

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.

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.

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.

The Rod and Reel Pier is a charming waterfront restaurant located at 875 North Shore Drive in Anna Maria, Florida. Situated right on the pier, this institution offers stunning views of the ocean and a relaxed, casual atmosphere. Known for its fresh seafood and classic American fare, the Rod and Reel Pier is a popular spot for locals and tourists alike. Whether you're looking to enjoy a delicious meal with family and friends, or simply want to soak in the beautiful surroundings, this restaurant is the perfect destination. Come experience the laid-back vibe and delicious cuisine at the Rod and Reel Pier.

The Rod and Reel Resort is a charming lodging establishment located at 877 North Shore Drive in Anna Maria, Florida, United States. This beachfront resort offers comfortable accommodations with beautiful views of the Gulf of Mexico. Guests can enjoy fishing off the pier, relaxing on the sandy beach, and exploring the nearby shops and restaurants. With its convenient location and laid-back atmosphere, The Rod and Reel Resort is the perfect destination for a relaxing beach getaway.

Welcome to Sea-renity Beach Spa & Bou-Tiki, located on Anna Maria Island in Bradenton Beach, Florida. This unique spa and boutique offers a serene environment for professional skin care and massage therapy, both indoors and on the beach. Led by native Floridian and experienced massage therapist Amanda Escobio, our dedicated team is here to provide you with a relaxing and rejuvenating experience. In addition to our spa services, you can browse our Bou-Tiki for a selection of jewelry, clothing, wellness items, and gulf-inspired gifts created by local artists and designers. Our convenient location on Bridge Street puts you within walking distance of the beach, bay, and a variety of dining, lodging, and shopping options. The free island trolley stops right at our doorstep, making it easy to explore the area and support small businesses.

Welcome to Holmes Beach, Florida, a stunning natural feature located at 310 58th Street in the heart of Holmes Beach, Florida. Nestled on the beautiful Anna Maria Island, this picturesque location offers a serene escape for nature lovers and beachgoers alike. With its pristine white sandy beaches, crystal-clear turquoise waters, and breathtaking sunsets, Holmes Beach is the perfect destination for relaxation and outdoor activities. Whether you're looking to sunbathe, swim, fish, or explore the diverse marine life, this natural paradise provides an unforgettable experience for visitors of all ages. Embrace the tranquil atmosphere and discover the charm and beauty that make Holmes Beach a true gem on Florida's Gulf Coast. Come visit us and create memories that will last a lifetime.

AMI Locals is a premier real estate and travel agency located in Holmes Beach, Florida. Our team of dedicated professionals is committed to providing top-notch service in helping clients find their perfect vacation rental or dream home on Anna Maria Island. With a focus on personalized attention and local expertise, we strive to make the process of buying, selling, or renting property as seamless as possible. Whether you are looking for a beachfront villa or a cozy cottage, AMI Locals has the resources and knowledge to make your real estate dreams a reality. Contact us today at 3018 Avenue C to start your journey towards finding the perfect property in paradise.

Located in Bradenton, Florida, Palm Cove Apartments is a tropical paradise offering resort-style living with lush grounds and mature landscaping. Our 13 amenities provide a relaxing and enjoyable lifestyle, with outstanding service from our friendly staff. Whether you're looking for a one-bedroom or a three-bedroom apartment, we have options to suit your needs. Enjoy the convenience of being minutes away from grocery stores, dining options, and entertainment venues in West Bradenton, as well as the stunning beaches of Anna Maria Island. Our community is owned and managed by Condor Corporation, a local family-owned company dedicated to providing quality housing at an exceptional value. Experience the charm of Bradenton at Palm Cove Apartments!

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 Adventure Outfitters is a family-run store and travel agency located at 6844 Gulf of Mexico Drive, Longboat Key, Florida. Our team of expert naturalists and certified paddling instructors are passionate about exploring and educating others about the beauty of 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. Whether you want to kayak with friendly manatees and dolphins, explore Sarasota Bay's mangrove tunnels, or enjoy a spectacular sunset tour, we have the perfect adventure for you. Our Coastal Island Tour, where you can kayak with manatees and dolphins, has been a favorite for the past 10 years. Families love our Lido Key mangrove tunnel tours, which offer well-marked paddling trails through the mangrove forest.

Villa #4 Sand Dollar is a charming lodging located at 3605 Gulf Drive in Holmes Beach, Florida, United States. This cozy villa offers a relaxing retreat just steps away from the beautiful beaches of Anna Maria Island. The villa is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay for guests. With its convenient location, guests can easily explore the island's attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a family vacation, Villa #4 Sand Dollar provides the perfect accommodation for your stay in sunny Florida.

LaPlage 5 is a luxurious beachfront resort located at 6422 Gulf Drive in Holmes Beach, Florida, United States. This stunning property offers guests a perfect blend of relaxation and sophistication, with spacious accommodations and top-notch amenities. Enjoy breathtaking views of the Gulf of Mexico from your private balcony, take a dip in the sparkling pool, or unwind on the pristine sandy beach just steps away. Indulge in gourmet dining options, rejuvenate at the spa, or explore the charming shops and restaurants in the area. LaPlage 5 is the ultimate destination for a memorable beach getaway on Anna Maria Island.

Solana Vista is a premier real estate agency located at 5801 Fishermans Drive in Bradenton, Florida. Our spacious one and two bedroom apartment homes are designed with your needs in mind, featuring fully equipped kitchens, screened-in patios, and stackable washer & dryer included. Our community offers a lifestyle of comfort and convenience with amenities such as a sparkling swimming pool, clubhouse with billiards, two lighted tennis courts, fitness center, and beautifully landscaped grounds perfect for evening walks with your four-legged family members. Solana Vista is conveniently located near shopping, dining, parks, schools, and Florida's famous beaches like Bradenton Beach and Anna Maria Island. Thank you for your interest in our community, where we strive to make finding your perfect home a seamless experience. Visit our optimized web accessible version of our site to learn more.

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.

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.

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.

Low Tide Tours Tiki Boat is a travel agency located at 1505 Ken Thompson Parkway in Sarasota, Florida. Experience the beauty of Sarasota, Siesta Key, Cortez, Anna Maria Island, Fort Myers Beach, and Panama City Beach 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. Fun for all ages, this unique experience offers private daytime cruises or sunset tours. Explore Sand Dollar Island Sandbar, take a leisurely cruise, or try stand up paddle boarding. With 4.5 hour cruises available, there is plenty of time to enjoy the best of Florida's western coast. Locally owned and operated, Low Tide Tours offers a memorable experience with complimentary drinks and snacks. Captain Michael and the team ensure a fun and relaxing time on the water. Book now for a special occasion or just for a day of fun in the sun!

Once Upon A Beach Carts is a charming store located at 411 Pine Avenue in Anna Maria, Florida. This unique establishment offers a wide selection of beach carts, perfect for carrying all your essentials to the sandy shores. Whether you're looking for a sturdy cart for a family day out or a more compact option for solo beach trips, Once Upon A Beach Carts has you covered. With friendly staff and convenient location, this store is a must-visit for anyone planning a beach day in Anna Maria.

Welcome to Wicked Cantina St Pete, your go-to destination for a vibrant dining experience in the heart of St. Petersburg, Florida. Conveniently located at 3650 Tyrone Boulevard North, our unique establishment combines the best of a bar and restaurant, offering a dynamic atmosphere perfect for any occasion. At Wicked Cantina, we pride ourselves on serving a delicious fusion of flavors that reflect the rich culinary traditions of Texas and Mexico. Our menu features a variety of mouth-watering dishes, from authentic tacos and enchiladas to juicy burgers and fresh salads, all crafted with the freshest ingredients. Whether you're in the mood for a hearty meal or a light bite, our diverse menu has something to satisfy every palate.

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 Public Beach Access on Longboat Key Discover the serene beauty of Longboat Key's beaches with our convenient Public Beach Access points. Located at 6847 Gulf of Mexico Drive, Longboat Key, Florida 34228, our access points offer you a gateway to the pristine Gulf of Mexico shores. While Longboat Key is lined with private homes and rental properties, we provide 12 public access points along Gulf of Mexico Drive, ensuring everyone can enjoy the natural beauty of our beaches.

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.

Welcome to Public Beach Access on Longboat Key Discover the serene beauty of Longboat Key's beaches with convenient public access points along Gulf of Mexico Drive. Located at 4795 Gulf of Mexico Drive, Longboat Key, Florida 34228, our park offers a tranquil escape to the Gulf of Mexico's stunning shoreline.

Welcome to Public Beach Access on Longboat Key, a hidden gem located at 2825 Gulf of Mexico Drive, Longboat Key, Florida. Nestled along the stunning Gulf of Mexico, our public beach access points offer a serene and natural escape for beach lovers and nature enthusiasts alike. While Longboat Key is predominantly lined with private residences and condominiums, we provide 12 convenient public access points along Gulf of Mexico Drive, inviting you to discover the beauty of this pristine coastline. Please note that our beach access points are intentionally kept natural and do not include facilities such as bathrooms or concessions. However, restrooms are available at the nearby Bayfront Park parking area.

Welcome to Low Tide Tours Tiki Boat, your premier travel agency for unforgettable aquatic adventures in Sarasota, Florida. Located at 7150 North Tamiami Trail, we specialize in providing unique and memorable experiences on the water, offering the best way to explore Sarasota, Siesta Key, Cortez, Bradenton Beach, Anna Maria Island, Fort Myers Beach, and Panama City Beach. Step aboard our floating tiki bar and embark on a scenic cruise through Florida’s stunning waterways. Whether you're enjoying a cold drink under the sun or witnessing a breathtaking Florida sunset, our tiki boat tours promise fun for all ages. Encounter dolphins, manatees, and Florida’s majestic birds as you relax in the warm Florida sun.

Welcome to Low Tide Tours Tiki Boat, your premier travel agency for unforgettable water adventures in Florida! Located at 4765 Estero Boulevard, Fort Myers Beach, our locally owned and operated business offers a unique way to explore Sarasota, Siesta Key, Cortez, Bradenton Beach, Anna Maria Island, Fort Myers Beach, and Panama City Beach. Experience the best of Florida's stunning western coast from the comfort of our floating tiki bar. Whether you're looking for a leisurely daytime cruise or a breathtaking sunset tour, our tiki boat adventures are perfect for all ages. Enjoy a refreshing beverage as you cruise through scenic waterways, where you're likely to encounter dolphins, manatees, and Florida's majestic birds. Capture the beauty of Sand Dollar Island Sandbar's crystal-clear waters on a fun half-day excursion, or indulge in a 4.5-hour tour showcasing the best of the coast.

MI Happy Place Island Resort is a charming lodging located at 301 42nd Street, Holmes Beach, Florida, United States. Our resort offers a full size pool that is heated and chilled as needed to ensure a great vacation experience. Whether you are planning a family reunion, a romantic beach wedding, a corporate function, or just a fun getaway, our resort is the ideal setting for all occasions. The recently renovated and remodeled units at MI Happy Place Island Resort offer casual elegance and a beachy, fun decor that welcomes you to relax in style. Each unit comes with a full kitchen, luxurious bath linens, and incredibly comfortable beds. You can choose to spend your days lounging by the pool and having a barbecue, both of which are included with your stay.

Sarasota Suncoast Tours is a travel agency located at 1727 Fruitville Road in Sarasota, Florida. Specializing in Family Adventure Tours, the agency offers private group sightseeing trolley or mini bus tours perfect for families, homeschoolers, youth groups, and birthday parties. On Wednesdays, Thursdays, and Fridays, visitors can explore downtown Sarasota on a creepy walking tour with stories of ghosts and dark history. Additional tours include spooky walks on Anna Maria Island and Venice, delving into the eerie tales of each location. The experienced local tour guides are chosen for their personality, knowledge of the area, and love of food and people, ensuring an entertaining and memorable experience. These tours provide unique insights into the rich history of Sarasota and the surrounding area.

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.