TOP 30 Best Florida gulf coast vacation rentals in Madeira Beach, Florida

Rad Bikes, Beach, Surf and Rentals is your one-stop shop for all things fun in the sun in Redington Shores, Florida. We offer a wide range of rental equipment including bikes, kayaks, stand up paddle boards, surf boards, beach chairs, umbrellas, beach carts, snorkel gear, vacation gear, and more. Our store is also a full service bike and electric motor sports repair center, so you can get your gear serviced and ready to go before hitting the beach. We offer delivery and pickup options for rentals and bike services, making it convenient for you to enjoy your time in Redington Shores and the surrounding areas. Whether you're exploring Redington Shores, Indian Shores, North Redington Beach, Redington Beach, Indian Rocks Beach, Madeira Beach, or Belleair Beach, we've got you covered.

Levique Tours and Rentals is a bar and travel agency located at 15015 Madeira Way in Madeira Beach, Florida. Specializing in crafting water sport experiences on Florida's Gulf Coast, they offer a variety of activities such as jet ski rentals, tiki boat cruises, kayak and paddle board rentals, as well as SeaDoo Jet Ski and Moped Scooter rentals. Whether you're looking for excitement or relaxation, Levique Tours and Rentals has something for everyone. Customers rave about the friendly and knowledgeable staff, with Captain Bob, Kohlton, and Julie receiving high praise. With options for group tours or private rentals, this is the #1 place in Madeira Beach to experience all of your favorite water and land activities. Visit Levique Tours and Rentals for an unforgettable adventure on the beautiful Gulf Coast of Florida.

Island Paradise Cottages of Madeira Beach offers a relaxing and picturesque retreat for visitors to the sunny shores of Florida. Nestled in the heart of Madeira Beach, this charming lodging institution provides cozy and well-appointed cottages for guests to enjoy during their stay. Just a short walk from the beach, guests can soak up the sun, swim in the crystal-clear waters, or simply unwind on the sandy shores. With its convenient location and comfortable accommodations, Island Paradise Cottages is the perfect choice for a memorable beach getaway in Madeira Beach.

Sunset Beach Suites is a charming lodging institution located at 14231 Gulf Boulevard in Madeira Beach, Florida. Situated right on the stunning Gulf Coast, this beachfront property offers spacious suites with breathtaking views of the ocean and easy access to the sandy shores. Guests can relax and unwind in the comfortable accommodations, take a dip in the outdoor pool, or simply soak up the sun on the private beach. With its convenient location and friendly staff, Sunset Beach Suites is the perfect destination for a relaxing beach getaway in the Sunshine State.

Madeira Beach Patriot Park is a charming waterfront park located at 424 150th Avenue in Madeira Beach, Florida. This popular tourist attraction offers stunning views of the Gulf of Mexico and provides a peaceful retreat for visitors to relax and enjoy the beautiful surroundings. The park features lush greenery, picnic areas, a playground for children, and a fishing pier for those looking to cast a line. With its patriotic theme and dedication to honoring those who have served our country, Madeira Beach Patriot Park is a must-visit destination for locals and tourists alike.

Welcome to Beach Chill Inn, located at 13446 Gulf Boulevard in Madeira Beach, Florida, United States. Our lodging institution offers a relaxing and comfortable stay by the ocean. Book in the spring and save using the code SPRING20. Whether you prefer the East Coast's bustling boardwalks, the Gulf Coast's fishing opportunities, or the laidback surf of the West Coast, Beach Chill Inn has something for everyone. Enjoy amenities like direct beach access, oceanfront homes, pools, hot tubs, and pet-friendly stays.

Seaview Vacations in Madeira Beach, Florida is the ideal destination for beach lovers looking for a memorable getaway. Our beachfront condos offer stunning views of the Gulf of Mexico, with 2 and 3 bedrooms to accommodate your needs. With easy check-ins and convenient amenities, including a heated pool and hot tub, you can start relaxing as soon as you arrive. Whether you want to soak up the sun, explore the local scene, or simply unwind by the ocean, Seaview Vacations has everything you need for a perfect beach vacation. Book your stay today and experience the luxurious beachfront living at Seaview Vacations!

Beach Suites Resort is a luxurious lodging establishment located at 14560 Gulf Boulevard in Madeira Beach, Florida. This beachfront resort offers stunning views of the Gulf of Mexico and provides guests with a relaxing and comfortable stay. The resort features spacious suites with modern amenities, a sparkling outdoor pool, a fitness center, and a convenient location near restaurants, shops, and attractions. Whether you're looking for a romantic getaway, a family vacation, or a relaxing retreat, Beach Suites Resort is the perfect destination for your next trip to the Sunshine State.

Gulf Gardens Resort is a charming lodging institution located at 14141 Gulf Boulevard, Madeira Beach, Florida, United States. Situated directly across the street from the beach, this small community of 18 individually owned units exudes 'Old Floridian Charm'. Guests can enjoy free parking and access to an extra large pool, heated and cooled to approximately 84 degrees. Experience a relaxing and authentic Florida getaway at Gulf Gardens Resort.

All Seasons Vacation Resort is a premier lodging destination and real estate agency located at 13070 Gulf Lane in Madeira Beach, Florida. Nestled along the beautiful Gulf Coast, this resort offers a variety of accommodations for guests looking to relax and unwind in paradise. Whether you're searching for a cozy beachfront condo or a luxurious vacation home, All Seasons Vacation Resort has something for everyone. With stunning views, top-notch amenities, and a prime location near the area's best attractions, this resort is the perfect choice for your next getaway. Book your stay today and experience the best of Madeira Beach at All Seasons Vacation Resort.

St. Petersburg / Madeira Beach KOA Holiday is a picturesque campground located at 5400 95th Street North in St. Petersburg, Florida, United States. This charming institution offers a variety of lodging options including cabins, RV sites, and tent sites, making it the perfect destination for outdoor enthusiasts. Guests can enjoy the beautiful park-like surroundings, complete with amenities such as a swimming pool, playground, and picnic areas. Whether you're looking for a relaxing getaway or a fun-filled adventure, St. Petersburg / Madeira Beach KOA Holiday has something for everyone.

Crimson on the Gulf is a premier real estate and travel agency located at 12935 Gulf Lane in Madeira Beach, Florida, United States. Situated directly on the beach, Crimson Resort offers luxurious amenities such as private balconies, a heated pool, WiFi, and washer/dryers in every unit. The two-bedroom units can accommodate up to four guests, while the three-bedroom units can accommodate up to six guests, making it the perfect destination for families looking to enjoy a beach vacation together. Many units have been recently remodeled with high-end finishes, ensuring a comfortable and stylish stay. The property is non-smoking, including all private balconies and common areas. Guests can also enjoy a hot tub next to the beachfront pool, secure key and code access to the building, an onsite office for convenience, and charcoal grills for BBQs near the pool area. For a relaxing and unforgettable beach getaway, look no further than Crimson on the Gulf.

Island Gulf Resort is a charming lodging establishment located at 13912 Gulf Boulevard in Madeira Beach, Florida. Situated along the stunning Gulf of Mexico, this resort offers guests a tranquil and picturesque retreat. The resort features comfortable accommodations, including spacious rooms and suites with modern amenities. Guests can relax by the outdoor pool, soak up the sun on the nearby sandy beaches, or explore the local shops and restaurants. With its prime location and welcoming atmosphere, Island Gulf Resort is the perfect destination for a relaxing beach getaway in the heart of Florida.

Madeira Beach 1 is a popular tourist attraction located at 12774 Florida 699 in Redington Shores, Florida, United States. This institution offers visitors a chance to experience the beauty and charm of the Gulf Coast with its pristine sandy beaches, crystal clear waters, and stunning sunsets. Whether you're looking to relax on the beach, go fishing, or explore the local shops and restaurants, Madeira Beach 1 has something for everyone. Come and discover why this destination is a favorite among travelers from all over the world.

Caddy's Beach Apartments is a real estate and travel agency located at 9001 West Gulf Boulevard in Treasure Island, Florida, United States. At Caddy's Waterfront locations, visitors can enjoy the best happy hour specials along Florida's Gulf Coast, with drink specials available at Caddy's locations in Clearwater, Tampa Bay, and Bradenton. Caddy's Treasure Island, Madeira Beach, John's Pass, Indian Shores, and Bradenton locations offer live music Sunset Sessions, where guests can grab a drink and enjoy the beat. Visitors can also earn rewards points for every $1 spent at Caddy's and view the Happy Hour specials, cocktail of the month, and other drink promotions. Private Beach Cabanas for breakfast, daytime, or sunset events can be booked at Caddy's, and seasonal food highlighting seafood and American cuisine is available. Come visit Caddy's Beach Apartments for a memorable experience on the Florida coast.

Shores of Madeira Condominiums, located at 15400 Gulf Boulevard in Madeira Beach, Florida, is the perfect retreat for those seeking tranquility and relaxation. This real estate and travel agency offers direct beachfront rentals with a minimum stay of 30 days, ensuring a peaceful and uninterrupted experience for guests. The complex features a large heated pool, jacuzzi, and lounge chairs overlooking the Gulf of Mexico, as well as common areas with a barbecue grill and indoor lounge. Situated across the street from restaurants, bars, and a supermarket, Shores of Madeira offers convenience and comfort for longer term customers. During the peak season from January to April, guests are required to arrive on the 1st of the month and stay for a minimum of 4 weeks. Reservations are limited to 4-week increments, and flexibility for booking in other months is available by contacting the reservation line. The condo association mandates an application approval process at least 30 days prior to arrival, ensuring a secure and seamless experience for all guests.

Penthouse Madeira Beach is a real estate and travel agency located at 13999 Gulf Boulevard in Madeira Beach, Florida, United States. This stunning penthouse offers the best 360-degree beach view with a private 1000 square foot terrace. The spacious 2000 square foot living space features 3 bedrooms and 3 full bathrooms in an open concept layout. Enjoy breathtaking views of the beaches, bays, and city from the private terrace and two balconies. Minimum age to rent is 25. A video walkthrough is available for you to preview this luxurious beach house. Your reservation is confirmed, and we look forward to welcoming you to Penthouse Madeira Beach!

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.

Welcome to Madeira Beach Yacht Club Condo Rental, your premier travel agency for an unforgettable stay in the heart of Florida's stunning Gulf Coast. Located at 320H Medallion Boulevard, St. Petersburg, Florida, our agency specializes in offering luxurious condo rentals that provide the perfect blend of comfort and breathtaking views. Nestled in the vibrant community of Madeira Beach, our accommodations are just steps away from pristine beaches, vibrant nightlife, and exquisite dining options. Our condos are fully equipped with modern amenities, ensuring a comfortable and relaxing stay for families, couples, and solo travelers alike. Whether you're here to unwind on the sandy shores, explore the local attractions, or enjoy water sports, Madeira Beach Yacht Club Condo Rental is your gateway to an unforgettable Floridian experience. Our friendly team is dedicated to providing personalized service, helping you plan every detail of your stay to ensure it’s nothing short of perfect.

Welcome to Stoke Beach, your ultimate escape nestled in the heart of Madeira Beach, Florida. Located at 14950 Florida 699, our stunning beach destination offers a perfect blend of natural beauty and recreational fun, making it an ideal spot for tourists and locals alike. Stoke Beach invites you to experience the pristine sands and crystal-clear waters of Florida's Gulf Coast. Whether you're looking to relax under the sun, take a refreshing swim, or enjoy a picturesque sunset, our beach provides the perfect backdrop for unforgettable moments.

Welcome to Levique Tours and Rentals, your gateway to unforgettable water sport experiences on Florida's stunning Gulf Coast. Located at 13205 Gulf Boulevard, St. Petersburg, Florida, we specialize in creating memorable adventures for both locals and visitors alike. Whether you're looking to explore the serene waters on a stand-up paddleboard (SUP), enjoy a leisurely cruise on our captained tiki boat, or seek the thrill of a jet ski ride, we have something for everyone. Our dedicated and knowledgeable staff prioritize your safety and enjoyment, ensuring you are well-informed and comfortable before you embark on your adventure. Our prime location offers breathtaking encounters with local marine life; you might even spot dolphins, stingrays, or manatees during your journey.

Welcome to Tyler & Tyler (Chair & Umbrella Rental), your go-to destination for a relaxing day at the stunning Madeira Beach, Florida. Conveniently located at 15100 Gulf Boulevard, our family-owned business specializes in providing comfortable and affordable chair and umbrella rentals to enhance your beach experience. Whether you're planning a peaceful solo retreat or a fun-filled family outing, Tyler & Tyler ensures you have everything you need to enjoy the sun and surf in style. Our premium rental equipment is designed for maximum comfort and durability, allowing you to unwind and soak up the breathtaking views of the Gulf Coast. As a beloved local tourist attraction, we're dedicated to making your visit to Madeira Beach unforgettable. Stop by and let us help you create lasting memories under the sun. Your perfect beach day starts here!

Welcome to Archibald Memorial Beach Park, your ultimate beachfront destination in Madeira Beach, Florida. Conveniently located at 15100 Gulf Boulevard, our park offers ample metered parking spots just steps away from the pristine sandy shores. Enjoy easy access to the beach via four wooden walkovers and make use of our well-maintained public restrooms and two outdoor shower areas to refresh after a day in the sun. For those looking to relax and unwind, our covered picnic area provides a perfect spot for a seaside meal. Sports enthusiasts can enjoy a game at one of our two sand beach volleyball courts. On-site, The Snack Shak offers a delightful selection of meals and beverages, perfect for enjoying while taking in the stunning beach views.

iTrip Vacations - St Petersburg Beaches is a real estate and travel agency located at 13999 Gulf Boulevard in Madeira Beach, Florida, United States. Specializing in short-term rentals, they offer professional property management services for owners looking to maximize their rental income without the stress. Located in the beautiful coastal city of Oceanside, California, iTrip Vacations offers family-friendly activities and experiences for the ultimate vacation memories. From scenic beaches to historic landmarks, cultural experiences, and outdoor adventures, Oceanside has something for everyone.

Welcome to the Madeira Beach Vacation Rental Company, located at 13999 Gulf Boulevard in Madeira Beach, Florida. As a real estate and travel agency, we specialize in providing luxury beachfront rentals for your perfect getaway. One of our featured properties is the Tides Beach Resort, a gated community with private beach access, heated pools, hot tubs, poolside cabanas, and barbecue grills. Our luxury 3 bedroom, 3 bath condo offers spectacular views and a private deck overlooking the beach. With amenities such as HD-TV's, high-speed internet, and a fully furnished kitchen, this unit is perfect for relaxing with your family.

Welcome to Madeira Beach Ticket Booth, your gateway to an unforgettable adventure in the heart of Florida's stunning Gulf Coast! Conveniently located at 15020 Madeira Way, Madeira Beach, Florida, our ticket booth is your one-stop destination for exploring the vibrant attractions and activities that Madeira Beach has to offer. As a premier tourist attraction, Madeira Beach Ticket Booth provides a wide array of tickets and packages tailored to suit every interest. Whether you're looking to embark on a thrilling dolphin-watching cruise, enjoy a relaxing sunset sail, or explore the local wildlife through eco-tours, we have something for everyone.

Welcome to Gulf Blvd 141st Ave Transit Station, your convenient gateway to exploring the beautiful Madeira Beach, Florida. Located in the heart of Madeira Beach, this transit station serves as a vital hub for both locals and visitors, providing easy access to the stunning Gulf Coast and its surrounding attractions. Whether you're commuting for work, heading out for a day of leisure, or exploring the vibrant local community, Gulf Blvd 141st Ave Transit Station offers a reliable and efficient transportation option. Our station is designed to ensure a smooth and pleasant travel experience, with accessible facilities and up-to-date schedule information. Discover the best of Madeira Beach and beyond with Gulf Blvd 141st Ave Transit Station as your starting point.

Welcome to David Christ - Gulf Beach Realty, your premier destination for real estate and travel services in the heart of Madeira Beach, Florida. Conveniently located at 203 150th Avenue, our agency is committed to helping you find your dream home or perfect vacation getaway along the stunning Gulf Coast. As a trusted name in finance, real estate, and travel, we offer a comprehensive range of services tailored to meet your unique needs. Whether you are buying, selling, or investing in property, our team of experienced professionals is dedicated to providing personalized guidance and expert advice every step of the way. Our intimate knowledge of the local market ensures that you receive the best deals and opportunities.

Welcome to Gulf Beach Realty, your trusted real estate agency nestled in the heart of Madeira Beach, Florida. Located at 203 150th Avenue, our agency is dedicated to providing exceptional real estate services to both buyers and sellers in the vibrant Gulf Beach community and beyond. At Gulf Beach Realty, we understand that finding the perfect home or investment property is a deeply personal journey. Our team of experienced and knowledgeable real estate professionals is committed to guiding you through every step of the process with personalized service and expert advice. Whether you are looking for a beachfront property, a cozy family home, or a lucrative investment opportunity, we have the local expertise and extensive listings to meet your unique needs.

Welcome to Florida Gulf Coast REAL ESTATE, your trusted partner in navigating the vibrant real estate market of Madeira Beach and the surrounding areas. Conveniently located at 15023 Gulf Boulevard, Madeira Beach, Florida, our agency is dedicated to providing exceptional service and expert guidance to both buyers and sellers in the beautiful Gulf Coast region. At Florida Gulf Coast REAL ESTATE, we specialize in a wide range of real estate services, including residential sales, vacation home purchases, investment properties, and waterfront estates. Our team of experienced and knowledgeable agents is committed to understanding your unique needs and delivering personalized solutions that exceed your expectations.