TOP 30 Family friendly 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.

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.

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.

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!

Madeira Beach 1 is a popular tourist attraction located at 12774 Florida 699 in Redington Shores, Florida, United States. This institution offers visitors a chance to experience the beauty and charm of the Gulf Coast with its pristine sandy beaches, crystal clear waters, and stunning sunsets. Whether you're looking to relax on the beach, go fishing, or explore the local shops and restaurants, Madeira Beach 1 has something for everyone. Come and discover why this destination is a favorite among travelers from all over the world.

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.

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.

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.

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.

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.

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!

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.

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.

Welcome to Goin' Coastal Golf Cart Rental & Bike Shop, your premier destination for golf cart and e-bike rentals in Indian Rocks Beach, Florida. Conveniently located at 311 Gulf Boulevard, our locally veteran-owned and operated business proudly serves the surrounding areas, including Belleair Beach, Clearwater Beach, Indian Shores, Madeira Beach, N. Redington Beach, Redington Beach, Sand Key, and Treasure Island. As Indian Rocks Beach's original provider of eco-friendly golf carts and e-bikes, we are committed to minimizing our carbon footprint while maximizing your vacation experience. Our fleet features brand-new, fully-loaded Bintelli golf carts, equipped with all the latest amenities, including Bluetooth speakers and vibrant night lights, ensuring a fun and memorable ride.

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.

Welcome to Stoke Beach, your ultimate escape nestled in the heart of Madeira Beach, Florida. Located at 14950 Florida 699, our stunning beach destination offers a perfect blend of natural beauty and recreational fun, making it an ideal spot for tourists and locals alike. Stoke Beach invites you to experience the pristine sands and crystal-clear waters of Florida's Gulf Coast. Whether you're looking to relax under the sun, take a refreshing swim, or enjoy a picturesque sunset, our beach provides the perfect backdrop for unforgettable moments.

Welcome to Madeira Beach Ticket Booth, your gateway to an unforgettable adventure in the heart of Florida's stunning Gulf Coast! Conveniently located at 15020 Madeira Way, Madeira Beach, Florida, our ticket booth is your one-stop destination for exploring the vibrant attractions and activities that Madeira Beach has to offer. As a premier tourist attraction, Madeira Beach Ticket Booth provides a wide array of tickets and packages tailored to suit every interest. Whether you're looking to embark on a thrilling dolphin-watching cruise, enjoy a relaxing sunset sail, or explore the local wildlife through eco-tours, we have something for everyone.

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.

Our Little Suitcase is a clothing store located at 15019 Madeira Way, Madeira Beach, Florida, United States. Visit us at our new location inside Tampa International Airport for all your baby gear rental needs. We specialize in essential items like car seats, pack-and-plays, high chairs, and cribs to ensure a comfortable and hassle-free experience for your little ones. As the leading provider of family travel solutions in Tampa Bay, we offer convenient pickup or delivery options to make your visit seamless and memorable. With insurance included in every rental, you can trust Our Little Suitcase to provide reliable and high-quality baby gear for your trip. Choose us as your family's gateway to easy travel in Tampa Bay.

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.

Island Gulf Resort is a charming lodging establishment located at 13912 Gulf Boulevard in Madeira Beach, Florida. Situated along the stunning Gulf of Mexico, this resort offers guests a tranquil and picturesque retreat. The resort features comfortable accommodations, including spacious rooms and suites with modern amenities. Guests can relax by the outdoor pool, soak up the sun on the nearby sandy beaches, or explore the local shops and restaurants. With its prime location and welcoming atmosphere, Island Gulf Resort is the perfect destination for a relaxing beach getaway in the heart of Florida.