TOP 10 Vacation rental properties in Madeira Beach, Florida

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.

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.

Starfish Apartments & Cottages is a charming lodging institution located directly on the beautiful Madeira Beach in Florida. The historic property, over 80 years old, has been lovingly maintained and updated by the same family for over 40 years. With a variety of amenities including cable TV, high-speed internet, and a beachfront location, guests can enjoy a comfortable and relaxing stay. The property manager, SunBeach Properties, is always available to assist with any needs or inquiries. Whether it's your first visit or you're a returning guest, Starfish Apartments & Cottages aims to provide an excellent experience for all.

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.

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.

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.

Sandy Shores Condominiums in Madeira Beach, Florida, offers newly furnished 1 and 2 bedroom vacation rentals with a casual and comfortable decor. These condos provide more features and value than a standard hotel room, including a full kitchen, living area, separate bedrooms, and a private balcony overlooking the white sandy beach and turquoise waters. Located next to the historic Johns Pass Fisherman’s Village and Boardwalk, guests have easy access to restaurants, shopping, water sports, and various vacation activities. Our onsite staff ensures that your stay is enjoyable and hassle-free, whether you are on a family vacation, honeymoon, or romantic getaway. John’s Pass Condos has been professionally managing vacation rental properties along the Gulf Coast since 1993, offering expert property management services for privately owned properties in the area. Experience the best of Madeira Beach at Sandy Shores Condominiums.

Dockside Condos is a real estate and travel agency located at 445 South Hamden Drive in Clearwater, Florida. Stay with us and experience the beauty of Clearwater Beach, voted the Number 1 Best Beach in the United States by tripadvisor in 2018 and 2019. Our waterfront and beachfront rentals offer a convenient location near popular areas such as St. Petersburg, Tampa, St. Pete Beach, Treasure Island, Indian Shores, and Madeira Beach. Come relax and enjoy all that Clearwater Beach and Tampa Bay have to offer at Dockside Condos.

B&W Management, Inc. is a real estate and travel agency located at 11 Idlewild Street in Clearwater, Florida, United States. Search for vacation rentals by your arrival and departure dates, with arrangements possible for off-season stays. Beach Bobby Rowe offers tips for preparing to stay in vacation rentals on Clearwater Beach. Enjoy your stay on the award-winning Clearwater Beach, ranked as the number one beach in the United States by TripAdvisor in 2018 and 2019, and the number six beach in the world. B&W Management offers beachfront rentals and condominium rentals in Clearwater Beach, Florida, conveniently located near St. Petersburg, Tampa, St. Pete Beach, Treasure Island, Indian Shores, Madeira Beach, and all of Tampa Bay. Book your vacation rental with B&W Management, Inc. for a memorable beach getaway.

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.

John's Pass Condos is a real estate and travel agency located at 12924 Gulf Boulevard in Madeira Beach, Florida. Our condos are ideally situated just steps away from historic John's Pass Village and Boardwalk, offering a wide range of retail outlets, dining options, and activities for the whole family to enjoy. With easy access to nearby beaches like Clearwater Beach and St Pete Beach via the Free Beach Ride Service or Suncoast Beach Trolley, our location is perfect for exploring the Gulf Coast. We offer newly furnished 1, 2, and 3 bedroom beachfront rental condos at various properties including Beach Place, Sandy Shores, Surf Song, Madeira Bay Resort, Villa Madeira, and Madeira Norte. Each condo is designed to provide the ideal vacation environment with amenities such as secure buildings, heated outdoor swimming pools, BBQ grills, and private balconies. Our condos also come fully equipped with cable TV, Wi-Fi, and fully equipped kitchens.

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!

PMI Clearwater, located at 801 West Bay Drive in Largo, Florida, offers top-notch full-service Short-Term Property Management for both guests and homeowners. As part of a reputable franchise with nearly 20 years of experience in the industry, PMI Clearwater ensures peace of mind for homeowners by treating their properties with care and maximizing profitability. With a focus on high-quality bookings and exceptional guest experiences, PMI Clearwater stands out from the competition with its dedication to hospitality management and full-time guest service. Our multi-channel marketing strategy reaches a wide range of vacation travelers, while our dedicated accounting department provides professional bookkeeping and financial practices for each property. We prioritize cleanliness and comfort for guests, implementing enhanced cleaning procedures and a certification program to ensure the highest standards of cleanliness in every room.

Tropic Breezes is a premier real estate and travel agency located at 14251 Gulf Boulevard in Madeira Beach, Florida, United States. Specializing in vacation rentals, property sales, and travel planning, Tropic Breezes offers a wide range of services to help clients find their dream beachfront property or plan the perfect getaway. With a team of experienced agents and travel experts, Tropic Breezes is dedicated to providing exceptional customer service and personalized assistance to make every client's experience seamless and enjoyable. Whether you're looking to buy or rent a property in the beautiful Gulf Coast region, or need help planning your next vacation, Tropic Breezes is the go-to destination for all your real estate and travel needs.

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.

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.

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 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.

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!