The 30 Best Florida vacation rentals in Madeira Beach, Florida

80 results found

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.

Sunkiss Vacations Inc is a premier travel agency located in Madeira Beach, Florida. Our team of experienced travel experts is dedicated to helping you plan the perfect vacation, whether it's a relaxing beach getaway, an adventurous outdoor expedition, or a luxurious cruise. From booking flights and accommodations to arranging tours and activities, we take care of all the details so you can focus on enjoying your trip. Come visit us at 11419 47th Avenue North and let us help you create unforgettable memories on your next vacation.

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.

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 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 The Vacation Shoppe, your ultimate destination for all things travel, health, and real estate in the beautiful Madeira Beach, Florida. Conveniently located at 111 Boardwalk Place East, our unique business combines the best of three worlds to offer you a comprehensive range of services tailored to meet your needs. As a premier travel agency, we specialize in crafting unforgettable vacation experiences. Whether you're dreaming of a serene beach getaway, an adventurous cruise, or a cultural city tour, our expert team is dedicated to making your travel dreams come true. We offer personalized packages, insider tips, and exceptional customer service to ensure your journey is seamless and memorable.

Welcome to Florida Gulf Coast REAL ESTATE, your trusted partner in navigating the vibrant real estate market of Madeira Beach and the surrounding areas. Conveniently located at 15023 Gulf Boulevard, Madeira Beach, Florida, our agency is dedicated to providing exceptional service and expert guidance to both buyers and sellers in the beautiful Gulf Coast region. At Florida Gulf Coast REAL ESTATE, we specialize in a wide range of real estate services, including residential sales, vacation home purchases, investment properties, and waterfront estates. Our team of experienced and knowledgeable agents is committed to understanding your unique needs and delivering personalized solutions that exceed your expectations.

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.

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.

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.

Sunglow Seaside is a premier lodging, real estate, and travel agency located at 15468 Gulf Boulevard in Madeira Beach, Florida, United States. Our institution offers luxurious accommodations with stunning views of the Gulf of Mexico, as well as expert real estate services for those looking to invest in beachfront properties. Our dedicated travel agency also provides personalized vacation packages and concierge services to ensure a memorable stay on the beautiful Florida coast. Experience the ultimate seaside getaway at Sunglow Seaside.

John's Pass is a charming shopping mall and tourist attraction located at 12901 Gulf Boulevard in Madeira Beach, Florida. Surrounded by palm trees and a tropical breeze, this institution offers a variety of unique retail shops, restaurants, and activities such as dolphin watching and boat rentals. Visitors can enjoy the salty air and sunkissed hair as they explore the local fishing fleet and take in the picturesque waterfront views. Conveniently located near popular cities like St. Petersburg, Clearwater, and Tampa, John's Pass is a must-visit destination for tourists and locals alike. So come take a stroll along the beach and experience the carefree atmosphere of John's Pass.

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.

Surf Song Resort Condominiums is a charming beachfront lodging option located at 12960 Gulf Boulevard in Madeira Beach, Florida. This institution offers spacious and well-appointed condominiums for visitors looking for a comfortable and convenient stay. Whether you are looking for a vacation rental, a real estate investment, or assistance with travel arrangements, Surf Song Resort Condominiums has you covered. Enjoy stunning views of the Gulf of Mexico, easy access to the beach, and a range of amenities to make your stay enjoyable. Experience the beauty of the Florida coast at Surf Song Resort Condominiums.

Blue Hammock is a charming lodging institution located at 160 145th Avenue in the beautiful coastal town of Madeira Beach, Florida, United States. Nestled just steps away from the pristine white sand beaches and crystal clear waters of the Gulf of Mexico, Blue Hammock offers a relaxing and tranquil retreat for guests looking to unwind and rejuvenate. With comfortable accommodations, friendly staff, and convenient amenities, Blue Hammock is the perfect destination for a beach getaway. Whether you're looking to soak up the sun, explore the local shops and restaurants, or simply relax in a hammock by the water, Blue Hammock has everything you need for a memorable stay.

Sandy Shores Condominiums in Madeira Beach, Florida, offers newly furnished 1 and 2 bedroom vacation rentals with a casual and comfortable decor. These condos provide more features and value than a standard hotel room, including a full kitchen, living area, separate bedrooms, and a private balcony overlooking the white sandy beach and turquoise waters. Located next to the historic Johns Pass Fisherman’s Village and Boardwalk, guests have easy access to restaurants, shopping, water sports, and various vacation activities. Our onsite staff ensures that your stay is enjoyable and hassle-free, whether you are on a family vacation, honeymoon, or romantic getaway. John’s Pass Condos has been professionally managing vacation rental properties along the Gulf Coast since 1993, offering expert property management services for privately owned properties in the area. Experience the best of Madeira Beach at Sandy Shores Condominiums.

Dockside Condos is a real estate and travel agency located at 445 South Hamden Drive in Clearwater, Florida. Stay with us and experience the beauty of Clearwater Beach, voted the Number 1 Best Beach in the United States by tripadvisor in 2018 and 2019. Our waterfront and beachfront rentals offer a convenient location near popular areas such as St. Petersburg, Tampa, St. Pete Beach, Treasure Island, Indian Shores, and Madeira Beach. Come relax and enjoy all that Clearwater Beach and Tampa Bay have to offer at Dockside Condos.

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.

Welcome to John's Pass Fisherman's Cove & Cottages vacation rentals, situated at 12989 Pelican Lane in Madeira Beach, Florida. Just steps away from the famous Johns Pass Village, our waterfront cottages offer the perfect beach getaway for families and friends. With easy access to the beach, boardwalk, shops, and restaurants, there is never a dull moment during your stay. Relax by the intercostal waterways with a drink in hand after a day of sun-soaked fun. Book your stay with us on VRBO for a memorable experience in Madeira Beach.

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.

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.