TOP 30 Florida vacation rentals in Madeira Beach, Florida

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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.

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.

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.

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.

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.

Beach Fun & Games is a vibrant store located in Madeira Beach, Florida, offering a wide range of products and activities to enhance your beach experience. From beach toys and games to beach chairs and umbrellas, we have everything you need for a fun-filled day by the ocean. Our store is conveniently located at 12975 Village Boulevard, making it a popular destination for locals and tourists alike. Come visit us and discover the perfect items to make your beach day unforgettable!

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.

Welcome to Madeira Bay Resort II unit 407, a charming lodging located at 13235 Gulf Boulevard in Madeira Beach, Florida. This cozy resort offers a relaxing atmosphere with modern amenities and stunning views of the Gulf of Mexico. The unit is tastefully decorated and fully equipped with everything you need for a comfortable stay. Enjoy the convenience of being just steps away from the beach, as well as nearby shops, restaurants, and attractions. Whether you're looking for a romantic getaway or a fun-filled family vacation, Madeira Bay Resort II unit 407 is the perfect choice for your next trip to the Sunshine State.

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.

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.

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!