Island getaways in Madeira Beach, Florida

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.

Shoreline Island Resort is a charming lodging institution located at 14200 Gulf Boulevard in Madeira Beach, Florida, United States. Situated in the heart of miles of stunning white sand beaches, this all adult (21 ) resort offers a perfect blend of comfortable conveniences and leisure amenities in a relaxed, family-owned beachfront setting. The newly remodeled rooms and apartments at Shoreline Island Resort provide all the comforts of home with a tropical, inviting atmosphere. Guests can enjoy breathtaking views of the Gulf of Mexico from their private balconies.

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.

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.

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.

John's Pass Island Tours is a travel agency located at 190.5 Boardwalk Place East in Madeira Beach, Florida, United States. Our professionally captained boat tours depart from John's Pass and take you on a scenic journey to Shell Key and the surrounding islands. During the cruise, you may spot dolphins and even the occasional manatee as you eco-tour, shell, and beachcomb. After the tour, enjoy a complimentary drink at our Tipsy Tiki Bar. Our USCG Licensed Captain will guide you through Boca Ciega Bay, past wildlife sanctuaries, and fascinating mansions. You'll have the opportunity to snorkel, explore, shell, or relax on the famous sandy beaches of Shell Key. Feel free to bring your own drinks and snacks to enjoy on the islands.

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.

Coastal Excursions is a travel agency located at 13345 Boca Ciega Avenue in Madeira Beach, Florida. Led by Captain Kyle Lessard, a local expert with a deep knowledge of the area's history, Coastal Excursions offers unforgettable experiences along the Gulf Coast of Florida. Whether you're looking for a quick trip to a beach or bar, a customized expedition with sightseeing and dining stops, or a tour of the stunning ecosystem to spot dolphins, Coastal Excursions has you covered. Explore islands like Shell Key, Egmont Key, Fort Desoto, Bunces Pass, and Shell Island on a memorable cruise tailored to your preferences. Book your adventure with Coastal Excursions for an unforgettable experience on the beautiful Gulf Coast.

Cruisin' Tikis Islamorada is a unique travel agency located at 96 Madeira Road in Islamorada, Florida, United States. Experience a one-of-a-kind cruise along the stunning waterways of Islamorada in true Tiki style! Relax on a 90-minute cruise guided by our Captain, passing by iconic locations from the Netflix series Bloodline. Keep an eye out for dolphins who are frequent guests on our cruises. Prices start at $59.99 per person for a shared cruise or $349 for a private charter. For those looking for fun in the sun, our Swim Stop cruise is perfect. Jump in and swim in the beautiful waters of Islamorada. Prices start at $69.99 per person for a 2-hour shared cruise or $400 for a private charter.

Welcome to The Kohan Group at RE/MAX Metro, your premier real estate agency located at 153 107th Avenue, Treasure Island, Florida. Nestled in the heart of the Tampa Bay area, we specialize in helping you find your dream home amidst the stunning locales of Treasure Island and beyond. Whether you're searching for a luxury waterfront property, a cozy beach bungalow, or a family-friendly home, our extensive listings cater to a diverse range of needs and budgets. Our team of experienced real estate professionals is dedicated to providing personalized service, ensuring your home-buying experience is seamless and enjoyable. With an intimate knowledge of the local market, we offer expert guidance on properties in Seminole, Clearwater, St. Petersburg, and other vibrant communities throughout Pinellas and Hillsborough counties.

Florida Tiki Tours is a unique travel agency located in Madeira Beach, Florida. Our team specializes in organizing unforgettable tiki boat tours, providing a one-of-a-kind experience for our customers. Whether you're looking to explore the beautiful waters of Florida or relax on a scenic cruise, our expert staff will ensure that your trip is both enjoyable and memorable. Join us at 209 Boardwalk Place East for an adventure you won't soon forget!

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.

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.

Saltwater Hippie is a vibrant and laid-back bar and store located in the heart of Madeira Beach, Florida. Situated at 15042 Madeira Way, this institution embodies the carefree and adventurous spirit of the beach lifestyle. Step inside to find a unique blend of beachwear, accessories, and home decor items that celebrate the saltwater way of life. Whether you're looking to relax with a drink in hand or browse for a souvenir to remind you of your time by the sea, Saltwater Hippie is the perfect destination. Join us for a taste of the Florida coast and embrace your inner hippie by the saltwater.

Judy's Tropical Cottages is a charming lodging establishment located at 13136 4th Street East, Madeira Beach, Florida, United States. Nestled in a tropical paradise, this cozy retreat offers guests a relaxing and peaceful stay just steps away from the beautiful beaches of the Gulf Coast. Each cottage is tastefully decorated in a tropical theme and equipped with all the amenities needed for a comfortable stay. Whether you're looking for a romantic getaway or a fun family vacation, Judy's Tropical Cottages is the perfect choice for your next trip to Madeira Beach.

Casa Morada Tours is a premier travel agency located in Islamorada, Florida. Situated at 136 Madeira Road, this institution specializes in creating unforgettable travel experiences for its clients. From arranging luxurious accommodations to organizing exciting excursions, Casa Morada Tours is dedicated to providing top-notch service and ensuring that every trip is tailored to meet the unique needs and preferences of each traveler. Whether you're seeking a relaxing beach getaway or an adventurous outdoor expedition, Casa Morada Tours has the expertise and resources to make your dream vacation a reality. Experience the beauty and charm of Islamorada and beyond with Casa Morada Tours as your trusted travel partner.

Welcome to Tipsy Tiki Bar, your tropical escape in the heart of Madeira Beach, Florida! Located at 209 Boardwalk Place East, our vibrant and lively bar offers a unique island vibe just steps away from the beautiful Gulf Coast shoreline. Whether you're a local or a visitor, Tipsy Tiki Bar is the perfect spot to unwind, enjoy refreshing cocktails, and savor delicious bites in a laid-back, friendly atmosphere. At Tipsy Tiki Bar, we pride ourselves on our extensive menu of handcrafted cocktails, featuring everything from classic mojitos to our signature tropical concoctions. Pair your drink with our mouthwatering selection of appetizers and seafood dishes, all prepared with the freshest local ingredients.

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.

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!

The Palm Resort is a luxurious lodging establishment located at 14715 Gulf Boulevard in Madeira Beach, Florida. This tropical oasis offers guests a tranquil and picturesque setting just steps away from the sandy shores of the Gulf Coast. The resort boasts a range of amenities including a sparkling swimming pool, on-site dining options, and spacious accommodations with modern furnishings and breathtaking ocean views. Whether you're looking for a relaxing beach getaway or a fun-filled family vacation, The Palm Resort is the perfect destination for your next escape.