TOP 30 Florida luxury rentals in Madeira Beach, Florida

Welcome to Tropical Beach Team Realtors, your premier real estate agency located in the heart of Madeira Beach, Florida. Nestled at 13443 Gulf Lane, our dedicated team is committed to helping you find your dream home or perfect investment property along the stunning Gulf Coast. At Tropical Beach Team Realtors, we specialize in connecting clients with the best residential and vacation properties in the Madeira Beach area. Our experienced agents possess in-depth local knowledge and a passion for the vibrant coastal lifestyle that defines this beautiful region. Whether you're buying, selling, or renting, we provide personalized service tailored to meet your unique needs and preferences.

Travel Resort Services is a premier real estate and travel agency located in Madeira Beach, Florida. Situated at 13030 Gulf Lane, our dedicated team of professionals specializes in providing top-notch vacation rental properties and travel services to clients looking for the perfect getaway in the Sunshine State. Whether you're looking for a beachfront condo, a cozy cottage, or a luxury villa, we have a wide selection of properties to suit every taste and budget. Our expert staff is committed to helping you find the ideal accommodation for your next vacation, ensuring a memorable and stress-free experience. Contact Travel Resort Services today and let us help you plan the perfect vacation in beautiful Madeira Beach, Florida.

The West Events is a premier event venue located at 13435 Gulf Boulevard in Madeira Beach, Florida. Our stunning location offers breathtaking views of the Gulf of Mexico, making it the perfect setting for weddings, corporate events, and special occasions. Our experienced team is dedicated to providing exceptional service and creating unforgettable experiences for our clients and their guests. Whether you are planning a small intimate gathering or a large celebration, The West Events is the ideal choice for your next event. Contact us today to learn more about our customizable event packages and start planning your dream event.

Changing Tides Cottages is a charming lodging institution located at 225 Boca Ciega Drive in Madeira Beach, Florida. Situated just steps away from the pristine beaches of the Gulf Coast, this cozy getaway offers guests a peaceful retreat in a beautiful tropical setting. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're looking to relax by the pool, explore the nearby attractions, or simply soak in the stunning ocean views, Changing Tides Cottages is the perfect destination for a memorable vacation.

Sunglow Seaside is a premier lodging, real estate, and travel agency located at 15468 Gulf Boulevard in Madeira Beach, Florida, United States. Our institution offers luxurious accommodations with stunning views of the Gulf of Mexico, as well as expert real estate services for those looking to invest in beachfront properties. Our dedicated travel agency also provides personalized vacation packages and concierge services to ensure a memorable stay on the beautiful Florida coast. Experience the ultimate seaside getaway at Sunglow Seaside.

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.

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.

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.

Blue Hammock is a charming lodging institution located at 160 145th Avenue in the beautiful coastal town of Madeira Beach, Florida, United States. Nestled just steps away from the pristine white sand beaches and crystal clear waters of the Gulf of Mexico, Blue Hammock offers a relaxing and tranquil retreat for guests looking to unwind and rejuvenate. With comfortable accommodations, friendly staff, and convenient amenities, Blue Hammock is the perfect destination for a beach getaway. Whether you're looking to soak up the sun, explore the local shops and restaurants, or simply relax in a hammock by the water, Blue Hammock has everything you need for a memorable stay.

Sea Turtle Bungalows is a charming lodging option located at 12901 Pelican Lane in Madeira Beach, Florida. Nestled in a serene coastal setting, this institution offers cozy and comfortable bungalows perfect for a relaxing getaway. Guests can enjoy stunning ocean views, easy access to the beach, and a tranquil atmosphere. Whether you're looking for a romantic retreat or a family vacation, Sea Turtle Bungalows provides a peaceful and rejuvenating experience by the sea.

Royal Rexhost Resorts is a luxurious lodging, real estate, and travel agency located at 233 Rex Place in the beautiful Madeira Beach, Florida. Nestled in a picturesque seaside town, our institution offers top-tier accommodation options, exquisite real estate opportunities, and personalized travel services to cater to all your needs. Whether you're looking for a relaxing beachfront getaway, a dream vacation home, or a seamless travel experience, Royal Rexhost Resorts is your ultimate destination for luxury and comfort. Experience the royal treatment with us and create unforgettable memories in the stunning surroundings of Madeira Beach.

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.

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!

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.

Need for Sea Boat Tours is a premier travel agency located at 505 Tom Stuart Causeway, Madeira Beach, Florida, United States. Our private boat tours aboard a luxury 26ft pontoon for up to 6 guests offer an unforgettable experience. Captain Ryan, a local born and raised in the area, will ensure you have a 5-star experience with his knowledge of the Gulf Coast and love for the water. Embark on a thrilling 1.5-hour dolphin excursion, a relaxing 2-hour sandbar tour, or a picturesque 1.5-hour sunset cruise. We also offer a 4-hour island hopping tour for up to 6 passengers. Choose from three locations to embark from, including Shell Key, Weedon Island Preserve, and Madeira Beach.

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.

Sunkiss Vacations Inc is a premier travel agency located in Madeira Beach, Florida. Our team of experienced travel experts is dedicated to helping you plan the perfect vacation, whether it's a relaxing beach getaway, an adventurous outdoor expedition, or a luxurious cruise. From booking flights and accommodations to arranging tours and activities, we take care of all the details so you can focus on enjoying your trip. Come visit us at 11419 47th Avenue North and let us help you create unforgettable memories on your next vacation.

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 St. Pete Golf Carts®, your premier destination for top-quality, street-legal golf carts in the heart of St. Petersburg, Florida. Conveniently located at 111 2nd Avenue Northeast, we are proud to serve the vibrant communities of St. Petersburg, Gulfport, St. Pete Beach, Treasure Island, Johns Pass, Madeira Beach, Pass-A-Grille, and Anna Maria. Since our inception in 2021, we have been dedicated to providing exceptional golf cart rentals that meet the diverse needs of our customers. Our fleet features the latest models from leading brands, ensuring a smooth and stylish ride for every occasion. Whether you're exploring the scenic beaches or cruising through charming neighborhoods, our golf carts offer the perfect blend of convenience and fun.

Welcome to Premium Parking - P2940, your go-to destination for convenient and reliable parking in Madeira Beach, Florida! Located at 14997 1st Street East, our facility offers a seamless parking experience just moments away from the beautiful shores of Madeira Beach. Whether you're visiting for a day at the beach, exploring local attractions, or enjoying the vibrant dining and shopping scene, Premium Parking - P2940 provides easy access and peace of mind. Our well-maintained parking lot is designed to accommodate a variety of vehicles, ensuring a hassle-free experience for both locals and visitors alike. Discover the ease of parking with us and enjoy your time in Madeira Beach without the stress of finding a spot. We look forward to welcoming you!

Welcome to Float Your Boat Tours, your gateway to the ultimate aquatic escape in St. Pete Beach, Florida! Located at 9101 Blind Pass Road, our travel agency specializes in crafting unforgettable experiences on the water. Whether you're planning a memorable bachelorette party, a private outing, or simply looking for a relaxing day at sea, we have the perfect boat charter for you. Embark on your adventure aboard our stunning red and white Sylvan pontoon boat, designed for comfort and leisure. With a spacious deck and plush seating, our vessel offers the perfect setting for relaxation under the shade of dual bimini tops. Our experienced and friendly Captain Jake, a St. Pete native with a 5-star rating on Boatsetter, will guide you through the most picturesque spots, ensuring a worry-free journey.

Welcome to Pinellas Coastal Home Search, your premier real estate agency conveniently located at 9180 Oakhurst Road, Seminole, Florida 33776. Nestled in the heart of the stunning Gulf Coast, our agency specializes in the vibrant communities of Pinellas County and beyond. Whether you're looking to buy, sell, or manage properties, our expert team is dedicated to making your real estate journey seamless and successful. Explore the charming towns and beautiful beaches that define this coastal paradise. From the tranquil shores of Belleair Beach to the lively atmosphere of Clearwater's downtown, there's something for everyone. Discover the historic charm of Dunedin, the serene sunsets in Madeira Beach, and the cultural richness of St. Petersburg. Our knowledgeable agents are here to guide you through every step of the process, ensuring that your interests are always our top priority.

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!