The 30 Best Beachfront rental cottages in Madeira Beach, Florida

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!

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.

Holiday Inn Express & Suites St. Petersburg - Madeira Beach is a cozy and welcoming lodging option located in the vibrant city of St. Petersburg, Florida. Situated at 4816 100th Way North, this IHG Hotel offers a convenient and comfortable stay for guests looking to explore the beautiful beaches and attractions of the area. The hotel features modern and well-appointed rooms and suites, perfect for both leisure and business travelers. Guests can enjoy amenities such as complimentary breakfast, free Wi-Fi, a fitness center, and a refreshing outdoor pool. The friendly staff is always ready to assist with any needs or recommendations for exploring the local area.

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.

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.

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.

The Cambria Hotel St. Petersburg-Madeira Beach Marina is a stylish and modern lodging option located at 15015 Madeira Way in Madeira Beach, Florida. Situated right by the marina, guests can enjoy stunning views of the water and easy access to boating and water activities. The hotel offers comfortable and well-appointed rooms, a rooftop bar, a pool, a fitness center, and a restaurant serving delicious cuisine. Whether you're visiting for a relaxing beach getaway or a business trip, the Cambria Hotel provides a convenient and luxurious stay for all guests.

Barefoot Beach Club is a charming lodging located at 13220 Gulf Boulevard in Madeira Beach, Florida. This beachfront institution offers guests a peaceful and relaxing retreat with stunning views of the Gulf of Mexico. Whether you're looking to unwind by the pool, take a stroll along the sandy shores, or enjoy a delicious meal at the on-site restaurant, Barefoot Beach Club has everything you need for a memorable stay. With comfortable accommodations and a friendly staff, this hidden gem is the perfect destination for your next beach getaway.

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.

Commodore Beach Club Condo is a luxurious lodging institution situated at 13536 Gulf Boulevard in Madeira Beach, Florida, United States. This beachfront property offers stunning views of the Gulf of Mexico and provides guests with a comfortable and relaxing stay. The condos are spacious and well-appointed, with modern amenities and stylish decor. Guests can enjoy the outdoor pool, hot tub, and direct access to the beach. Whether you're looking for a romantic getaway or a fun family vacation, Commodore Beach Club Condo is the perfect choice for your stay in Madeira Beach.

Madeira Beach is a charming lodging institution located at 13000 Gulf Lane in Madeira Beach, Florida, United States. This beachfront property offers guests a relaxing and picturesque retreat with stunning views of the Gulf of Mexico. The institution features comfortable accommodations, excellent amenities, and easy access to the beach for a truly unforgettable vacation experience. Whether you're looking to unwind on the sandy shores, explore the local attractions, or simply enjoy the laid-back atmosphere, Madeira Beach is the perfect destination for your next getaway.

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.

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.

The Cottages at Madeira Beach is a charming and cozy lodging option located at 13302 1st Street East in Madeira Beach, Florida. This institution offers a unique blend of comfort and convenience, making it the perfect choice for travelers looking for a relaxing getaway. Whether you're looking to rent a cottage for a weekend retreat or interested in purchasing a vacation home, The Cottages at Madeira Beach has you covered. With a prime location near the beach and a range of amenities, this institution is sure to provide an unforgettable experience for guests. Book your stay or inquire about real estate options today with The Cottages at Madeira Beach.

Madeira Beach Cottages is a charming lodging option located at 13200 Gulf Boulevard in Madeira Beach, Florida. This institution offers cozy and well-appointed cottages for visitors looking for a relaxing getaway by the beach. As a real estate agency, Madeira Beach Cottages also assists guests in finding their dream vacation home in this picturesque coastal town. Additionally, as a travel agency, they provide personalized travel itineraries and recommendations to ensure a memorable and enjoyable stay in Madeira Beach. Whether you are looking for a short-term rental or a permanent residence, Madeira Beach Cottages has you covered with their excellent services and accommodations.

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.

BeachesUSA Vacation Rentals and Management is a real estate and travel agency located at 14321 Walsingham Road, Largo, Florida, United States. With over 230 vacation rentals to choose from, this institution offers the perfect accommodations for your beach getaway. Located in a charming beachfront town, this institution offers properties in a destination that has been ranked as one of the Best Beaches in the USA and top 6 in the world by TripAdvisor. Enjoy the white sandy beaches and a variety of attractions suitable for visitors of all ages. Don't miss out on visiting Pier 60 during your stay.

Madeira Vista Condos is a real estate and travel agency located at 14800 Gulf Boulevard in Madeira Beach, Florida, United States. We offer beautiful condos with stunning views of the beach, available for rent in April and May. Our location provides unobstructed views up and down the beach, making us the closest to the water compared to other condos in the area. Our on-site management team is available to assist with any issues that may arise during your stay, ensuring a comfortable and enjoyable experience. We are proud to be ranked #1 on Trip Advisor, showcasing our dedication to customer satisfaction.

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.

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.

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.

Beach Place Condominiums is a real estate and travel agency located at 12901 Gulf Lane in Madeira Beach, Florida, United States. This institution offers vacation rentals at the closest complex to the famous John's Pass Village and Boardwalk. With sixty individually owned condos available, ranging from one to three bedrooms, guests can enjoy free WiFi, a beachfront lounge area with tiki huts, a large heated pool, and BBQ grills. Some units offer direct beachfront views, while others provide stunning views of John's Pass. The onsite SunHost office is open daily for any guest needs. Whether you're looking for a relaxing beachfront getaway or a fun-filled vacation near John's Pass Village, Beach Place Condominiums is the perfect choice.

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!

Blue Water House Rentals is a premier lodging institution located at 13337 Gulf Boulevard in Madeira Beach, Florida. Situated in the heart of this beautiful beach town, our rentals offer guests a luxurious and comfortable stay just steps away from the sandy shores of the Gulf of Mexico. With a variety of rental options to choose from, including beachfront villas and cozy cottages, Blue Water House Rentals is the perfect choice for a relaxing getaway. Our friendly staff is dedicated to providing top-notch service and ensuring that each guest has a memorable and enjoyable stay. Experience the best of Madeira Beach at Blue Water House Rentals.

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.

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 Beach Paradise Homes Realty LLC, owned and operated by Denise Mohr McLean, your trusted real estate partner in Clearwater, Florida. Conveniently located at 25 Causeway Boulevard, our agency specializes in helping you find your dream home along the beautiful Florida coastline. Whether you're searching for a cozy beachfront cottage or a luxurious oceanfront estate, we have the expertise and local knowledge to guide you every step of the way. Explore our most popular property searches to discover homes that might pique your interest. Stay informed with the latest real estate trends in the area by checking out our "View Graph" feature, which showcases market changes over the past 18 months. If you're curious about your property's current market value, our comprehensive Home Valuation service provides a detailed Comparative Market Analysis, comparing your home to similar properties in the local market.

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.