TOP 30 Florida waterfront retreats for rent in Madeira Beach, Florida

Elite Beach Vacation Rentals is a family-owned real estate and travel agency located at 1886 West Bay Drive in Largo, Florida. Our newly renovated and modern vacation rentals are perfect for guests looking to experience the beauty of the Gulf Coast beaches. From beachfront condos to waterfront homes, we offer a variety of unique spaces for you to create lifelong vacation memories. Our No Worry guest experience ensures that your stay with us is stress-free from start to finish. Whether you're looking to stay in Indian Rocks Beach, Indian Shores, Largo, Redington Shores, Redington Beach, Madeira Beach, or Treasure Island, we have the perfect vacation rental for you. You can easily search for rentals online or contact our friendly reservation agents for assistance.

John's Pass Village & Boardwalk is a charming shopping mall and tourist attraction located at 12945 Village Boulevard in Madeira Beach, Florida. With palm trees swaying in the tropical breeze and the salty air filling your lungs, this waterfront destination is the perfect place to escape and unwind. Over one hundred merchants call the Village home, offering a diverse range of retail shopping options. Visitors can also enjoy a variety of restaurants, explore the local fishing fleet, embark on dolphin watching and shelling tours, rent boats, go parasailing, or try jet skiing. The beach is just a short stroll away, making it easy to relax and soak up the sun.

Welcome to John's Pass Fisherman's Cove & Cottages vacation rentals, situated at 12989 Pelican Lane in Madeira Beach, Florida. Just steps away from the famous Johns Pass Village, our waterfront cottages offer the perfect beach getaway for families and friends. With easy access to the beach, boardwalk, shops, and restaurants, there is never a dull moment during your stay. Relax by the intercostal waterways with a drink in hand after a day of sun-soaked fun. Book your stay with us on VRBO for a memorable experience in Madeira Beach.

Welcome to Total Realty Services, Inc., your premier real estate agency located at 13030 Gulf Lane, Madeira Beach, Florida. Specializing in condo-hotels and seasonal investment properties, we are passionate about selling real estate in the Sunshine State and are experts in the buying and selling of condos across our beautiful Gulf Beaches. Our website is a comprehensive resource for both buyers and sellers, featuring the best real estate tools available. It is easy to use and updated every 15 minutes by the official Realtor®’s database. You can save searches, receive daily email alerts of new listings, price changes, sold data, and market reports, and even use our Interactive Map Search to view properties on a map or refine your search by drawing boundaries around your desired area. Bookmark our page for your home, condo, and investment property searches—it’s the only site you’ll ever need!