TOP 10 Beach vacation rentals 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.

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.

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.

A to Z is a one-stop shop for all your rental needs in Madeira Beach, Florida. We offer bike rentals for exploring Sarasota and baby equipment rentals for your little ones in Venice. Our store also features a selection of high-quality baby furniture for your convenience. Visit us at 224 150th Avenue to make your vacation in Florida hassle-free and enjoyable!

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.

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.

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.

Welcome to Madeira Bay Resort unit 305, a luxurious lodging option located at 13235 Gulf Boulevard in Madeira Beach, Florida, United States. This upgraded one bedroom plus den condo offers a stunning view of Boca Ciega Bay and the Marina, right in the heart of Madeira Beach. Enjoy the on-site full service Spa and Restaurant, as well as the beautifully furnished interior with new flooring, granite countertops, and stainless appliances. Relax on the private balcony and take in the picturesque marina and bay views. The master suite features a luxurious King-size bed, while the 2nd bedroom/den has two twin size beds and there is a Queen size sleep sofa in the living room.

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.

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.

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.

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.

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.

iTrip Vacations - St Petersburg Beaches is a real estate and travel agency located at 13999 Gulf Boulevard in Madeira Beach, Florida, United States. Specializing in short-term rentals, they offer professional property management services for owners looking to maximize their rental income without the stress. Located in the beautiful coastal city of Oceanside, California, iTrip Vacations offers family-friendly activities and experiences for the ultimate vacation memories. From scenic beaches to historic landmarks, cultural experiences, and outdoor adventures, Oceanside has something for everyone.

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.

Levique Tours and Rentals is a bar and travel agency located at 15015 Madeira Way in Madeira Beach, Florida. Specializing in crafting water sport experiences on Florida's Gulf Coast, they offer a variety of activities such as jet ski rentals, tiki boat cruises, kayak and paddle board rentals, as well as SeaDoo Jet Ski and Moped Scooter rentals. Whether you're looking for excitement or relaxation, Levique Tours and Rentals has something for everyone. Customers rave about the friendly and knowledgeable staff, with Captain Bob, Kohlton, and Julie receiving high praise. With options for group tours or private rentals, this is the #1 place in Madeira Beach to experience all of your favorite water and land activities. Visit Levique Tours and Rentals for an unforgettable adventure on the beautiful Gulf Coast of Florida.

Rad Bikes, Beach, Surf and Rentals is your one-stop shop for all things fun in the sun in Redington Shores, Florida. We offer a wide range of rental equipment including bikes, kayaks, stand up paddle boards, surf boards, beach chairs, umbrellas, beach carts, snorkel gear, vacation gear, and more. Our store is also a full service bike and electric motor sports repair center, so you can get your gear serviced and ready to go before hitting the beach. We offer delivery and pickup options for rentals and bike services, making it convenient for you to enjoy your time in Redington Shores and the surrounding areas. Whether you're exploring Redington Shores, Indian Shores, North Redington Beach, Redington Beach, Indian Rocks Beach, Madeira Beach, or Belleair Beach, we've got you covered.