TOP 30 Best Luxury vacation home in Madeira Beach, Florida

6 West Beach Cottages is a charming lodging option located at 13354 Gulf Lane in Madeira Beach, Florida. This institution offers cozy and well-appointed cottages for rent, making it the perfect choice for a relaxing vacation by the beach. Whether you are looking for a romantic getaway or a fun family vacation, 6 West Beach Cottages has something for everyone. In addition to providing lodging accommodations, this institution also serves as a real estate agency, helping clients find their dream beachfront property in the area. With its convenient location and top-notch customer service, 6 West Beach Cottages is the ideal choice for your next trip to 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.

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!

Skyline of Madeira is a premier real estate and travel agency located at 13999 Gulf Boulevard in Madeira Beach, Florida. Specializing in luxurious beachfront properties and vacation rentals, Skyline of Madeira offers unparalleled service and expertise in the local real estate market. Whether you are looking to buy your dream beachfront home or plan the perfect vacation getaway, our team of experienced agents is dedicated to helping you find the perfect property to suit your needs. Experience the beauty and tranquility of Madeira Beach with Skyline of Madeira as your trusted partner in real estate and travel.

Madeira Beach Condo Daily Weekly Monthly Rental is a real estate and travel agency located at 14001 Gulf Boulevard in Madeira Beach, Florida. This fabulous property offers a great value with all updated and fresh accommodations. The spacious top floor unit has been completely refurnished and features a private balcony with unobstructed views of the beach and Gulf of Mexico. Located in the center of Madeira Beach, just across the street from the sand, this well-maintained complex offers 24-hour elevators, plenty of parking, and a large heated pool with BBQ grills. The master bedroom is furnished with a comfortable king-size bed and en-suite bathroom, while the living room features a new queen sleeper sofa and spacious dining area.

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.

Prime Waters at the Cambria Madeira Beach is a waterfront hotel located at 15015 Madeira Way in Madeira Beach, Florida, United States. This institution offers a refined and relaxed stay, encouraging guests to unwind and enjoy the beautiful surroundings. With a marina on-site and just a short distance from the beach, guests can easily explore the area by land or sea. The rooftop infinity pool and bar provide stunning views of the sunset, perfect for sipping cocktails and taking in the scenery. The fully equipped gym, elevated courtyard, and free Wi-Fi offer additional amenities for guests to enjoy. The hotel's restaurant, Prime Waters, serves locally sourced dishes in a relaxed setting, while the rooftop bar, Ember, offers refreshing drinks and breathtaking sunsets.

Distinctive Beach Rentals in St Pete / Clearwater is a premier real estate and travel agency located at 14995 Gulf Boulevard in Madeira Beach, Florida. We specialize in providing luxurious and unique beachfront vacation rentals for visitors looking to experience the beauty and relaxation of St Pete and Clearwater. Our team of experts is dedicated to helping guests find the perfect rental property that suits their needs and preferences. Whether you're looking for a cozy beachfront condo or a spacious vacation home, we have a wide selection of properties to choose from. Trust Distinctive Beach Rentals to make your stay in St Pete / Clearwater unforgettable.

Vicinity Vacation Rentals is a premier real estate and travel agency located at 14225 Gulf Boulevard in Madeira Beach, Florida. We specialize in offering luxurious vacation rental properties in the beautiful coastal region of Florida. Our dedicated team of professionals is committed to providing top-notch service and ensuring that our guests have a memorable and enjoyable stay. Whether you are looking for a beachfront villa, a cozy cottage, or a spacious condo, we have the perfect accommodation for your vacation needs. Contact us today to book your dream getaway in sunny Florida!

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.

Welcome to Madeira Beach Getaway, a real estate and travel agency located at 337 Rex Place in Madeira Beach, Florida, United States. Surrounded by scenic beauty and attractive tourist attractions, we are centrally located to provide you with the best vacation experience. Clearwater/St. Pete beaches are consistently voted as top beaches in the US, and we offer you the opportunity to relax and rejuvenate in this beautiful area. Our two heated swimming pools are perfect for a refreshing swim, with one just 50 feet from our unit. Our two-bedroom unit can accommodate up to six guests, making it perfect for families or groups.

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.

Sun Beach Properties is a premier real estate and travel agency located in the vibrant coastal town of Madeira Beach, Florida. Our team of experienced professionals is dedicated to helping clients find their dream vacation rental or purchase the perfect beachfront property. Whether you're looking for a relaxing getaway or a lucrative investment opportunity, Sun Beach Properties has the expertise and resources to make your real estate dreams a reality. Visit us at 15012 Madeira Way and let us help you find your slice of paradise in sunny Florida.

Welcome to Engel & Völkers Madeira Beach, your premier real estate agency located at 14225 Gulf Boulevard, Madeira Beach, Florida. Nestled in the heart of this beautiful coastal community, we specialize in providing unparalleled real estate services tailored to meet the unique needs of our clients. Whether you are looking to buy, sell, or invest in property, our team of experienced advisors is committed to delivering exceptional service and expert guidance every step of the way. At Engel & Völkers Madeira Beach, we combine local expertise with a global network to offer distinctive properties and innovative solutions that cater to your lifestyle and investment goals. Visit us today and discover how we can help you find your perfect home or investment opportunity in this stunning Florida paradise.

Madeira Beach C Star5Vacations is a luxurious lodging institution located at 14785 North Bayshore Drive in Madeira Beach, Florida, United States. With stunning views of the bay and top-notch amenities, this institution offers a truly unforgettable vacation experience. Whether you're looking for a romantic getaway or a family-friendly retreat, Madeira Beach C Star5Vacations has everything you need for a comfortable and enjoyable stay. Book your stay today and experience the beauty of Madeira Beach in style.

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.

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 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 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.

Welcome to The Kohan Group at RE/MAX Metro, your premier real estate agency located at 153 107th Avenue, Treasure Island, Florida. Nestled in the heart of the Tampa Bay area, we specialize in helping you find your dream home amidst the stunning locales of Treasure Island and beyond. Whether you're searching for a luxury waterfront property, a cozy beach bungalow, or a family-friendly home, our extensive listings cater to a diverse range of needs and budgets. Our team of experienced real estate professionals is dedicated to providing personalized service, ensuring your home-buying experience is seamless and enjoyable. With an intimate knowledge of the local market, we offer expert guidance on properties in Seminole, Clearwater, St. Petersburg, and other vibrant communities throughout Pinellas and Hillsborough counties.

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.

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.

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.

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!

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.

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.