The 30 Best Luxury beach vacation rentals in Madeira Beach, Florida

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Collwood Condos is a premier real estate and travel agency located at 13440 Gulf Lane in beautiful Madeira Beach, Florida. Our agency specializes in providing luxurious and comfortable condominiums for both short-term vacation rentals and long-term stays. With stunning views of the Gulf of Mexico and easy access to the beach, Collwood Condos offers the perfect combination of relaxation and convenience for all of our guests. Whether you're looking for a weekend getaway or a new permanent residence, our experienced team is dedicated to helping you find the perfect property to suit your needs. Contact us today to start planning your next unforgettable stay at Collwood Condos.

Sea Breeze Condominiums is a luxurious real estate and travel agency located at 13500 Gulf Lane in Madeira Beach, Florida. Our stunning beachfront condos offer breathtaking views of the Gulf of Mexico and provide the perfect setting for a relaxing vacation or a permanent residence. With top-notch amenities and convenient access to the beach, shopping, and dining, Sea Breeze Condominiums is the ideal choice for those looking to experience the beauty of the Florida coast. Contact us today to learn more about our available properties and start planning your next getaway.

Arie Dam Condominiums is a luxurious real estate agency and travel agency located at 14600 Gulf Boulevard in Madeira Beach, Florida. Our stunning beachfront condos offer breathtaking views of the Gulf of Mexico and provide a perfect getaway for those looking to relax and unwind. With top-notch amenities and exceptional customer service, Arie Dam Condominiums is the perfect destination for your next vacation or investment property. Experience the beauty of Madeira Beach with us!

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.

Charter Finders LLC. is a leading travel agency located at 15015 Madeira Way in beautiful Madeira Beach, Florida, United States. Specializing in yacht charters, fishing trips, and other luxury travel experiences, Charter Finders LLC. is dedicated to providing exceptional service and unforgettable adventures for their clients. Whether you're looking to explore the crystal-clear waters of the Gulf of Mexico or embark on a deep-sea fishing excursion, Charter Finders LLC. has the expertise and resources to make your dream vacation a reality. Contact them today to start planning your next unforgettable travel experience.

Vtrips is a premier travel agency located in Madeira Beach, Florida, United States. Specializing in providing top-notch vacation rental properties, Vtrips offers a wide range of accommodations to suit every traveler's needs and preferences. Whether you're looking for a beachfront condo, a cozy cottage, or a luxurious villa, Vtrips has the perfect option for you. With excellent customer service and a dedication to creating unforgettable travel experiences, Vtrips is your go-to choice for planning your next vacation in Madeira Beach and beyond.

No Worries Sailing Adventures is a premier travel agency located in Madeira Beach, Florida. Our team of experienced professionals is dedicated to providing unforgettable sailing experiences for our clients. Whether you are looking for a relaxing sunset cruise, a thrilling snorkeling excursion, or a multi-day sailing adventure, we have a variety of options to choose from. Sit back, relax, and let us take care of all the details – with No Worries Sailing Adventures, your dream vacation is just a sail away. Visit us at 565 150th Avenue to start planning your next adventure today.

Welcome to Blackburn Coastal Realty, your trusted partner in exploring the vibrant real estate market of Redington Beach, Florida. Conveniently located at 16330 Gulf Boulevard, our agency specializes in providing exceptional real estate services tailored to meet your unique needs. Whether you're searching for your dream beachfront home, an investment property, or wishing to sell your current residence, our dedicated team of experienced real estate professionals is here to guide you every step of the way. At Blackburn Coastal Realty, we pride ourselves on our deep local knowledge, personalized service, and commitment to helping you achieve your real estate goals. Discover the beauty and charm of coastal living with us today.

Welcome to Blake Nieswand Real Estate & Property Management, your trusted partner in navigating the vibrant real estate market of Madeira Beach, Florida. Conveniently located at 15023 Gulf Boulevard, our agency is dedicated to providing unparalleled service to both buyers and sellers in the area. With a deep understanding of the local market and a commitment to excellence, we offer comprehensive real estate solutions tailored to meet your unique needs. Whether you're looking to buy your dream beachfront property, sell your home, or require expert property management services, our experienced team is here to guide you every step of the way. Discover the difference of personalized service and expert knowledge with Blake Nieswand Real Estate & Property Management, where your real estate goals become a reality. Contact us today to begin your journey in the beautiful Madeira Beach area.

Welcome to Las Brisas Condominiums, your perfect getaway on the pristine shores of Madeira Beach, Florida. Nestled at 14710 Gulf Boulevard, our beachfront property offers a serene escape with breathtaking views of the Gulf of Mexico. Las Brisas Condominiums provides a unique blend of comfort and convenience, featuring spacious, well-appointed units that cater to families, couples, and solo travelers alike. Our accommodations boast modern amenities, including fully equipped kitchens, private balconies, and high-speed Wi-Fi, ensuring a relaxing and hassle-free stay. Guests can unwind by our sparkling outdoor pool, enjoy a barbecue at our communal grilling area, or take a leisurely stroll along the soft, sandy beach just steps from your door.

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!