The 30 Best Guest houses in Madeira Beach, Florida

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.

Lucky Lizard Tap House is a vibrant bar and restaurant located at 14953 Gulf Boulevard in Madeira Beach, Florida. This lively establishment offers a wide selection of craft beers on tap, delicious food options, and a welcoming atmosphere for guests to enjoy. Whether you're looking for a casual night out with friends or a place to grab a bite to eat, Lucky Lizard Tap House has something for everyone. Come visit us and experience the laid-back charm of this popular spot on the Gulf Coast.

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.

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.

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.

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.

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.

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.

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.

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!

Gulf Bistro is a charming restaurant located at 15225 Gulf Boulevard in Madeira Beach, Florida. This cozy establishment offers a delightful dining experience with its delicious menu featuring a variety of Gulf Coast inspired dishes. Guests can enjoy fresh seafood, grilled meats, and flavorful salads, all prepared with the finest ingredients. The warm and inviting atmosphere of Gulf Bistro makes it the perfect spot for a casual lunch with friends or a romantic dinner for two. Whether you're a local resident or a visitor to the area, Gulf Bistro is sure to leave a lasting impression with its exceptional cuisine and excellent service. Come and experience the taste of the Gulf at Gulf Bistro today!

Bubba Gump Shrimp Co. is a charming seafood restaurant located at 185 Boardwalk Place West in Madeira Beach, Florida. Inspired by the classic movie "Forrest Gump," the restaurant opened its first location in 1996 on Cannery Row in Monterey, California. Since then, Bubba Gump Shrimp Co. has expanded to include various locations across the United States and internationally. The restaurant captures the essence of American spirit with its down-home décor reminiscent of the movie's setting in Alabama. Visitors can enjoy memorabilia, still-photos, script pages, and costumes from the film while dining on delicious seafood dishes.

Caddy's Treasure Island is a waterfront restaurant located at 9000 West Gulf Boulevard in Treasure Island, Florida. This institution offers the best happy hour specials along Florida's Gulf Coast, with locations in Clearwater, Tampa Bay, Bradenton, Madeira Beach, John's Pass, and Indian Shores. Guests can enjoy drink specials and live music Sunset Sessions at all locations. Caddy's also has a rewards program where you can earn points for every $1 spent. The menu features seasonal food highlighting the best in seafood and American cuisine. Book a private beach cabana for your next event and check out the cocktail of the month and other drink promotions. Come grab a drink, feel the beat, and enjoy the beautiful waterfront views at Caddy's Treasure Island.

Paradise Cafe and Bar is a charming eatery located in the heart of Madeira Beach, Florida. Situated at Boardwalk Place East, this establishment offers a delightful dining experience with a laid-back beach atmosphere. The menu features a variety of delicious dishes, from fresh seafood to hearty burgers, all prepared with the finest ingredients. Guests can enjoy their meal indoors or al fresco on the outdoor patio overlooking the scenic waterfront. Whether you're looking for a relaxing lunch spot or a lively evening hangout, Paradise Cafe and Bar is the perfect destination for food and fun in the sunshine state.

Runo & Runo Inc is a vibrant bar and restaurant located at 14995 Gulf Boulevard in Madeira Beach, Florida. Our establishment offers a cozy and inviting atmosphere where guests can enjoy delicious food and drinks. Whether you're looking for a casual meal or a place to unwind with friends, Runo & Runo Inc is the perfect spot. Our menu features a variety of mouthwatering dishes and refreshing beverages to satisfy every palate. Come visit us and experience the warm hospitality and exceptional culinary delights that we have to offer.

Sweet Brewnette is a cozy cafe located at 13999 Gulf Boulevard in Madeira Beach, Florida, known for its organic coffee, fresh breakfast, brunch, and lunch options. Voted one of the best coffee shops in the St. Pete/Clearwater area, Sweet Brewnette offers a warm and inviting atmosphere with a small patio for soaking up the sun, as well as indoor seating with a comfy corner couch. The cafe prides itself on providing organic, fair trade tea and coffee, as well as using local dairies and baking all pastries in-house. Guests can enjoy live music on the weekends, free wifi, and a variety of hot and iced drinks. The menu features unique options for breakfast, brunch, and lunch, with organic, non-GMO eggs and chicken free of hormones.

Located at 96 Madeira Road in Islamorada, Florida, Lorelei Restaurant & Cabana Bar is a popular spot for locals and tourists alike. With a laid-back and casual vibe, this institution offers a perfect setting to enjoy delicious food, refreshing drinks, and live music by local cover band Uncle Rico. The Sunset Celebration, featuring happy hour specials and stunning views of Florida Bay, is a highlight for many guests. Whether arriving by boat, car, or foot, visitors can relax and unwind while taking in the beautiful sunset. The on-site retail store offers a variety of items, including the popular Copper Line BBQ sauces. With a reputation for great value, amazing views, and fresh seafood, Lorelei is a must-visit destination in the Florida Keys. Join us for a memorable experience at Lorelei Restaurant & Cabana Bar.

The Alligator & Wildlife Discovery Center in Madeira Beach, Florida is a unique and exciting tourist attraction that offers visitors the opportunity to get up close and personal with some of Florida's most fascinating wildlife. From giant alligators to exotic birds, visitors can explore the diverse habitats of these incredible creatures and learn more about their behaviors and conservation efforts. The center also features a store where guests can purchase souvenirs and educational materials to remember their visit. Whether you're a nature enthusiast or just looking for a fun and educational experience, the Alligator & Wildlife Discovery Center is a must-see destination in Florida.

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 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.

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.

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.

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.

Collwood Condos is a premier real estate and travel agency located at 13440 Gulf Lane in beautiful Madeira Beach, Florida. Our agency specializes in providing luxurious and comfortable condominiums for both short-term vacation rentals and long-term stays. With stunning views of the Gulf of Mexico and easy access to the beach, Collwood Condos offers the perfect combination of relaxation and convenience for all of our guests. Whether you're looking for a weekend getaway or a new permanent residence, our experienced team is dedicated to helping you find the perfect property to suit your needs. Contact us today to start planning your next unforgettable stay at Collwood Condos.

PMI Clearwater, located at 801 West Bay Drive in Largo, Florida, offers top-notch full-service Short-Term Property Management for both guests and homeowners. As part of a reputable franchise with nearly 20 years of experience in the industry, PMI Clearwater ensures peace of mind for homeowners by treating their properties with care and maximizing profitability. With a focus on high-quality bookings and exceptional guest experiences, PMI Clearwater stands out from the competition with its dedication to hospitality management and full-time guest service. Our multi-channel marketing strategy reaches a wide range of vacation travelers, while our dedicated accounting department provides professional bookkeeping and financial practices for each property. We prioritize cleanliness and comfort for guests, implementing enhanced cleaning procedures and a certification program to ensure the highest standards of cleanliness in every room.

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!