The 30 Best Vacation home rentals rental properties in Florida

Welcome to Tropical Beach Team Realtors, your premier real estate agency located in the heart of Madeira Beach, Florida. Nestled at 13443 Gulf Lane, our dedicated team is committed to helping you find your dream home or perfect investment property along the stunning Gulf Coast. At Tropical Beach Team Realtors, we specialize in connecting clients with the best residential and vacation properties in the Madeira Beach area. Our experienced agents possess in-depth local knowledge and a passion for the vibrant coastal lifestyle that defines this beautiful region. Whether you're buying, selling, or renting, we provide personalized service tailored to meet your unique needs and preferences.

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!

Welcome to Holiday Shores, your serene escape nestled in the heart of Largo, Florida. Located at 103rd Street, our charming lodging destination offers a tranquil retreat just minutes away from the vibrant attractions of the Sunshine State. Whether you're seeking a relaxing getaway or an adventure-filled vacation, Holiday Shores provides the perfect home base for all your needs. Our accommodations are designed with comfort and convenience in mind, ensuring a restful stay for all our guests. Each room is tastefully appointed with modern amenities, providing a cozy and welcoming atmosphere. Enjoy complimentary Wi-Fi, flat-screen TVs, and plush bedding that promises a rejuvenating sleep after a day of exploration.

Welcome to Island in the Sun Realty, your premier destination for exceptional lodging and real estate services in Largo, Florida. Conveniently located at 1001 Starkey Road, our versatile business is dedicated to meeting all your accommodation and property needs in the heart of the Sunshine State. At Island in the Sun Realty, we offer a unique blend of services, including a top-notch real estate agency, a serene RV park, and comfortable lodging options to suit a variety of preferences. Whether you're looking to find your dream home, invest in prime real estate, or simply enjoy a relaxing getaway in our well-maintained RV park, our experienced and friendly team is here to assist you.

Welcome to Treasure Island NPR, LLC Nestled in the serene beauty of New Port Richey, Florida, Treasure Island NPR, LLC invites you to unwind and explore the charming community of Treasure Island. Located at 6135 Fiscal Drive, our unique business offers a blend of lodging, real estate, and travel services, perfect for those seeking a peaceful retreat or a memorable vacation.

Welcome to Austin Hilton - Florida Realtor, your trusted partner in real estate located at 4910 Mile Stretch Drive, Holiday, Florida. As a premier real estate agency, we specialize in helping you find your dream home or the perfect investment property in the beautiful Sunshine State. With a deep understanding of the local market and a commitment to exceptional customer service, our team is dedicated to making your real estate journey smooth and successful. Whether you're buying, selling, or investing, Austin Hilton - Florida Realtor offers personalized services tailored to meet your unique needs. Our expert agents possess extensive knowledge of the Holiday, Florida area and are equipped to guide you through every step of the process with professionalism and integrity.

Welcome to Gulf Living Group, your premier real estate agency located in the heart of St. Pete Beach, Florida. Nestled at 6505 Gulf Boulevard, we specialize in helping you find your dream home or investment property in one of the most sought-after coastal areas in the United States. Our team of experienced real estate professionals is dedicated to providing personalized service, ensuring a seamless and enjoyable experience whether you are buying, selling, or investing. With in-depth knowledge of the local market, we are committed to finding you the perfect property that matches your lifestyle and financial goals. Discover the beauty and charm of Gulf living with us—where your next chapter begins. Visit us today and let Gulf Living Group turn your real estate dreams into reality.

Welcome to Gulfside Real Estate, where your dreams of owning property in the vibrant St. Petersburg and the tranquil Pinellas Gulf Beaches come to life. Located at 2525 Pasadena Avenue South, South Pasadena, Florida, our real estate agency is dedicated to providing exceptional service and expert guidance in the St. Petersburg-St. Pete Beach-Treasure Island area. At Gulfside Real Estate, led by Broker Shawn Dunn, we prioritize our clients and strive to exceed expectations in every transaction. Our team of local agents brings extensive knowledge and a deep understanding of the unique real estate landscape in this beautiful coastal region. Whether you're buying or selling, we offer personalized insights and data-driven advice to help you make informed decisions that align with your individual needs.

Welcome to Sean Carter, FOREVER FLORIDA REAL ESTATE, your trusted partner for all your real estate needs in the vibrant community of St. Petersburg, Florida. Conveniently located at 6934 Date Palm Avenue South, our firm is dedicated to providing exceptional service and expertise to both buyers and sellers in the area. At FOREVER FLORIDA REAL ESTATE, we understand that finding the perfect home or selling your property is more than just a transaction; it’s a significant life event. Our team, led by seasoned real estate expert Sean Carter, is committed to guiding you through every step of the process with personalized attention and professional insight. Whether you are a first-time homebuyer, looking to invest in a vacation property, or planning to sell your current home, we offer comprehensive services tailored to your unique needs.

Welcome to Spa Beach Realty, your trusted real estate agency located on Pasadena Avenue South in beautiful South Pasadena, Florida. Nestled in the heart of this vibrant community, we specialize in helping you find your dream home or investment property in the stunning Tampa Bay area. Our experienced team of real estate professionals is dedicated to providing personalized service, ensuring a seamless and stress-free experience whether you're buying, selling, or renting. At Spa Beach Realty, we understand that real estate is more than just transactions—it's about building relationships and finding the perfect place that feels like home. With deep local knowledge and a passion for the area, we offer expert guidance on the diverse neighborhoods and hidden gems that South Pasadena and the surrounding regions have to offer.

Welcome to Realty Resources, your trusted real estate agency located in the heart of St. Pete Beach, Florida. Situated at 102 8th Avenue, our office is perfectly positioned to serve the vibrant and diverse communities of the Gulf Coast. With a deep understanding of the local market, our experienced team is dedicated to helping you find your dream home, investment property, or vacation getaway. Whether you're buying, selling, or renting, we provide personalized service, expert advice, and a seamless experience from start to finish. Discover the charm of St. Pete Beach and the surrounding areas with Realty Resources—where your real estate journey begins. Visit us today and let us turn your property aspirations into reality.

Welcome to Joey Hutchinson - Real Estate, your trusted partner for all things real estate on Anna Maria Island and the surrounding areas. Located at 310 Pine Avenue, Anna Maria, Florida, Joey Hutchinson is a licensed real estate agent with Duncan Real Estate and a lifelong resident of this beautiful island. With a deep appreciation for the island's charm and extensive knowledge of the local market, Joey offers a unique perspective to both home buyers and sellers. Whether you're seeking a vacation home, a permanent residence, or an investment property, Joey is here to guide you through every step of the process. As a native of Anna Maria Island, Joey possesses unparalleled insight into the various cities and locales, helping you find your perfect island home. Known for being calm, patient, and an excellent listener, Joey is extremely responsive and attentive to detail, ensuring a seamless real estate experience.

Welcome to Anna Maria Life Real Estate, your premier resource for all things Anna Maria Island. Located at 9908 Gulf Drive, Anna Maria, Florida, we specialize in connecting clients with the finest properties on this enchanting island. Whether you're buying your first home, looking for an investment property, or selling, we are here to ensure a seamless and fulfilling real estate journey. Anna Maria Island is a unique blend of breathtaking beauty and coastal charm, featuring pristine beaches, vibrant sunsets, and a relaxing pace of life. Our comprehensive listings include charming coastal cottages, modern estates, and beachfront properties, each reflecting the island's enchanting essence. We understand that buying a property here is more than just a transaction; it's about embracing a lifestyle.

Welcome to Green Real Estate-Anna Maria, your trusted partner in finding the perfect home and unforgettable travel experiences on the beautiful Anna Maria Island. Conveniently located at 9906 Gulf Drive, Anna Maria, Florida, our unique blend of real estate and travel services offers a comprehensive approach to island living and exploration. As a premier real estate agency, we specialize in helping you discover your dream property, whether it's a charming beachfront cottage, a luxurious coastal estate, or a cozy vacation rental. Our team of experienced and dedicated real estate professionals is committed to providing personalized service, ensuring that you find the perfect home that fits your lifestyle and needs.

Welcome to Karrie Tooze-Moore, Exit King Realty, your trusted partner in real estate located in the heart of Anna Maria, Florida. Nestled at 317 Pine Avenue, our office is perfectly positioned to serve the vibrant community of Anna Maria Island and the surrounding areas. With a deep understanding of the local market, Karrie Tooze-Moore is dedicated to providing exceptional service to both buyers and sellers. Whether you're dreaming of a coastal retreat, looking to invest in a vacation property, or ready to sell your home, Karrie's expertise and personalized approach ensure a seamless real estate experience. At Exit King Realty, we pride ourselves on our commitment to integrity, professionalism, and client satisfaction. Visit us today and let us help you find your perfect piece of paradise in beautiful Anna Maria, Florida.

Welcome to Jeff Petitt, ANNA MARIA LIVING LLC, your premier destination for all things Anna Maria Island. Conveniently located at 317 Pine Avenue, Anna Maria, Florida, our business is dedicated to enhancing your island experience with a touch of local charm and expertise. Whether you're a resident or a visitor, we offer a range of services and products that capture the essence of this beautiful island community. From unique island-inspired goods to expert advice on how to make the most of your time here, our team is passionate about sharing the laid-back lifestyle and natural beauty that Anna Maria Island has to offer. Stop by our location to discover how we can help you embrace the island life to the fullest. We look forward to welcoming you to the heart of Anna Maria Island!

Welcome to Empire State Real Estate Investors, LLC, your trusted partner in navigating the dynamic real estate market of New Port Richey, Florida. Located at 4544 Blanche Street, our agency is dedicated to providing personalized and comprehensive real estate services to meet all your buying, selling, and investment needs. Our team of experienced and knowledgeable professionals is committed to delivering exceptional service, ensuring a seamless and stress-free experience for every client. Whether you're a first-time homebuyer, a seasoned investor, or looking to sell your property, we offer tailored solutions to help you achieve your real estate goals. At Empire State Real Estate Investors, LLC, we pride ourselves on building lasting relationships and delivering results that exceed expectations. Contact us today to discover how we can assist you in making informed and successful real estate decisions.

Welcome to Randall K. Ierna Century 21 Coastal Alliance - Tierra Verde, your trusted real estate partner located at 150 Pinellas Bayway South, Tierra Verde, Florida. Nestled in the heart of beautiful Tierra Verde, our agency is dedicated to helping you find your dream home or investment property in this stunning coastal community. With a deep understanding of the local market and a commitment to exceptional customer service, our team of experienced real estate professionals is here to guide you through every step of the buying or selling process. Whether you're seeking a waterfront property, a vacation home, or a vibrant community to settle in, Randall K. Ierna Century 21 Coastal Alliance is your go-to resource for all your real estate needs. Discover the unique charm of Tierra Verde with us and let us help you make your real estate dreams a reality. Contact us today to learn more about our services and how we can assist you in navigating the dynamic real estate market of Tierra Verde, Florida.

Welcome to James Wilson | Realtor, your trusted partner in finding the perfect home in the beautiful community of Anna Maria, Florida. Located at 519 Pine Avenue, our office is at the heart of this charming island, known for its stunning beaches, vibrant local culture, and serene lifestyle. With years of experience in the real estate industry, James Wilson is dedicated to providing personalized and professional service to each client. Whether you're looking to buy your dream home, sell your property, or invest in a vacation rental, James has the local expertise and market knowledge to guide you through every step of the process.

Welcome to Michael Saunders & Company, your premier real estate agency located on the beautiful Anna Maria Island. Situated at 6000 Marina Drive, Holmes Beach, Florida, our office is perfectly positioned to serve the vibrant communities of Anna Maria Island and the surrounding areas. With a deep commitment to excellence and a passion for the local real estate market, our team of experienced professionals is dedicated to helping you find your dream home or investment property. At Michael Saunders & Company, we pride ourselves on our comprehensive knowledge of the Anna Maria Island real estate landscape. Whether you're buying, selling, or investing, we offer personalized services tailored to meet your unique needs and preferences. Our extensive portfolio includes a diverse range of properties, from charming beachfront cottages to luxurious waterfront estates, ensuring that we have something for everyone.

Welcome to Galletto Team at Island Real Estate of Anna Maria Island! Conveniently located at 6101 Marina Drive in the charming Holmes Beach, Florida, our dedicated team of real estate professionals is committed to helping you find your dream home or investment property on the beautiful Anna Maria Island. With years of local expertise and a passion for exceptional customer service, we specialize in a wide range of real estate services, including buying, selling, and property management. Our intimate knowledge of the island and its unique neighborhoods allows us to offer personalized guidance tailored to your specific needs and preferences. Whether you're looking for a cozy beach cottage, a luxurious waterfront estate, or a lucrative rental property, the Galletto Team is here to make your real estate journey smooth and successful.

Welcome to AMI Real Estate, your trusted partner in finding the perfect property in the beautiful Holmes Beach, Florida. Conveniently located at 5306 Holmes Boulevard, we specialize in offering personalized real estate services to meet your unique needs. Whether you're looking to buy, sell, or rent a property, our team of experienced agents is dedicated to providing exceptional service and expert guidance throughout your real estate journey. Our deep knowledge of the local market ensures that we can help you find the ideal home or investment property on Anna Maria Island and the surrounding areas. At AMI Real Estate, we pride ourselves on our commitment to integrity, professionalism, and customer satisfaction. Contact us today to explore the vibrant lifestyle and stunning properties that Holmes Beach has to offer. Let us help you make your real estate dreams a reality.

Welcome to A Paradise Realty, your premier destination for real estate and travel services in the heart of Holmes Beach, Florida. Conveniently located at 5201 Gulf Drive, our agency is dedicated to making your dreams of living or vacationing in paradise a reality. Whether you are looking to buy, sell, or rent a property, our experienced team of real estate professionals is here to guide you every step of the way. In addition to our exceptional real estate services, we also offer comprehensive travel planning to ensure your stay in Holmes Beach is nothing short of extraordinary. From finding the perfect vacation rental to arranging unforgettable local experiences, A Paradise Realty is your one-stop shop for all your property and travel needs.

Welcome to AMI Beaches Real Estate, your trusted partner in finding your dream home or investment property on the stunning Anna Maria Island. Conveniently located at 5309 Gulf Drive, Holmes Beach, Florida, our dedicated team of real estate professionals is committed to providing personalized and comprehensive services tailored to meet your unique needs. At AMI Beaches Real Estate, we specialize in a wide range of real estate services, including residential sales, vacation rentals, and investment opportunities. Whether you are looking to buy, sell, or rent, our extensive knowledge of the local market and unwavering dedication to client satisfaction ensures a seamless and rewarding experience.

Welcome to Simpson South Realty LLC, your trusted partner in real estate located in the heart of beautiful Holmes Beach, Florida. Situated at 6000 Marina Drive, we specialize in providing personalized and professional real estate services to meet all your property needs in the vibrant community of Holmes Beach and the surrounding areas. At Simpson South Realty LLC, we understand that buying or selling a home is more than just a transaction; it's a life-changing experience. That's why our team of dedicated real estate professionals is committed to offering exceptional service and expert guidance throughout your real estate journey. Whether you are looking to buy, sell, or invest in property, we leverage our extensive local knowledge and industry expertise to help you make informed decisions.

Welcome to Don Purvis Realty, your trusted partner in finding the perfect home or investment property in beautiful Holmes Beach, Florida. Located at 5337 Gulf Drive, our real estate agency specializes in connecting clients with the finest properties in the heart of the Gulf Coast. Whether you're looking to buy, sell, or rent, our experienced team is dedicated to providing personalized service and expert guidance every step of the way. With a deep understanding of the local market and a commitment to excellence, Don Purvis Realty is here to make your real estate dreams a reality. Explore the idyllic beach lifestyle and discover why Holmes Beach is the perfect place to call home. Contact us today and let us help you find your piece of paradise.

Welcome to Deborah Thrasher Realtor, your trusted real estate agency located in the heart of Bradenton Beach, Florida. Situated at 2217 Gulf Drive North, our agency is dedicated to providing exceptional real estate services to both buyers and sellers in the vibrant and picturesque Gulf Coast region. At Deborah Thrasher Realtor, we understand that buying or selling a home is more than just a transaction; it’s a life-changing experience. That’s why our team of experienced and knowledgeable real estate professionals is committed to delivering personalized service tailored to meet your unique needs and goals. Whether you're searching for your dream beachfront property, looking to invest in a vacation rental, or planning to sell your existing home, we are here to guide you every step of the way.

Welcome to FDI Realty, your trusted real estate partner located in the heart of New Port Richey, Florida. Situated at 8016 Old County Road 54, our agency is dedicated to providing exceptional real estate services tailored to meet your unique needs. Whether you're buying, selling, or investing in property, our team of experienced professionals is here to guide you through every step of the process with expertise and personalized attention. At FDI Realty, we pride ourselves on our deep local knowledge, commitment to client satisfaction, and a track record of successful transactions. Discover the difference with FDI Realty, where your real estate dreams become a reality. Visit us today and let us help you unlock the doors to your future.

Welcome to Banyan Beach Estates, your premier real estate agency located at 6917 Longboat Drive South, Longboat Key, Florida. Nestled in the picturesque surroundings of Longboat Key, we specialize in offering exquisite beachfront properties and luxurious estates that capture the essence of coastal living. Our dedicated team of experienced real estate professionals is committed to providing personalized service and expert guidance, ensuring that your property buying or selling experience is seamless and rewarding. Whether you are searching for your dream home, a vacation getaway, or an investment opportunity, Banyan Beach Estates is here to help you navigate the vibrant real estate market of Longboat Key. Discover the tranquil beauty and unparalleled lifestyle that our exceptional properties have to offer. Visit us today and let us turn your real estate dreams into reality.

Welcome to Gina Ursini - Brista Realty, your premier real estate agency located in the heart of Longboat Key, Florida. Situated at 388 Firehouse Lane, our agency is dedicated to providing exceptional real estate services tailored to your unique needs. With a deep understanding of the Longboat Key area, Gina Ursini and her team offer unparalleled expertise in buying, selling, and investing in local properties. At Gina Ursini - Brista Realty, we pride ourselves on delivering personalized service, ensuring that every client receives the attention and care they deserve. Whether you're looking for a luxurious waterfront home, a cozy vacation retreat, or an investment opportunity, our extensive knowledge of the local market will guide you every step of the way.