TOP 30 Vacation rental properties in Sarasota, Florida

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SUN N FUN PRIVATE VACATION RENTALS is a premier real estate and travel agency located at 7125 Fruitville Road in Sarasota, Florida. We specialize in providing luxurious and private vacation rentals for those looking to escape to the beautiful beaches and vibrant culture of Sarasota. Our team of experienced agents are dedicated to helping you find the perfect vacation rental for your needs, whether you are looking for a cozy beachfront condo or a spacious family home. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream getaway in sunny Sarasota.

Fine Properties is a reputable real estate agency located at 5220 Paylor Lane in Sarasota, Florida. With a team of experienced and knowledgeable real estate agents, Fine Properties specializes in helping clients buy, sell, and rent luxury properties in the Sarasota area. Whether you're looking for a waterfront home, a beachfront condo, or a prestigious estate, Fine Properties has the expertise to assist you in finding your dream property. Contact us today to start your real estate journey with Fine Properties.

Experience a truly unique and vintage getaway at Burns Square Historic Vacation Rentals in downtown Sarasota, Florida. Our lovingly restored 1920s gem offers a stay like no other, with original works of art, antique furnishings, and all the amenities you need for a comfortable and enjoyable stay. Located in a vibrant area of downtown Sarasota, our Mediterranean-style property exudes old-world charm and character. The building is adorned with artist’s murals and bursts of color, creating a truly immersive experience. Just a short distance from downtown and minutes away from the beautiful beaches of Lido Key and Siesta Key, our location is perfect for those looking for a memorable vacation.

Ten35 Seaside Rentals is a premier lodging institution located at 1035 Seaside Drive in the beautiful city of Sarasota, Florida. Offering luxurious and comfortable accommodations, Ten35 is the perfect destination for those looking to relax and unwind by the seaside. With stunning views of the ocean and top-notch amenities, guests can enjoy a truly unforgettable stay. Whether you're planning a romantic getaway or a family vacation, Ten35 Seaside Rentals has everything you need for a memorable experience. Book your stay today and experience the ultimate in seaside luxury.

iTrip Vacations Siesta Key (Sarasota-Venice) is a real estate and travel agency located at 5774 South Tamiami Trail in Sarasota, Florida, United States. Specializing in vacation rental management in Sarasota County, including Siesta Key, Lido Key, Casey Key, Nokomis, Osprey, and Venice, iTrip offers homeowners the opportunity to maximize their revenue with competitive rental rates, high bookings, and satisfied guests. With low fees, free maintenance, exposure on over 85 international websites, and no repair markup or rotation penalties, iTrip ensures that properties listed with them reach millions of potential renters through extensive advertising, marketing, and social media efforts. Contact iTrip Beaches of Sarasota today to increase your vacation rental income while reducing your workload.

Escape to the serene beach getaway at 40 Sarasota Street in Destin, Florida. This beautiful vacation home is located in the charming Miramar Beach area, offering a peaceful retreat just steps away from the sandy shores of the Gulf Coast. The property features comfortable accommodations, modern amenities, and a relaxing atmosphere perfect for a family vacation or romantic getaway. Enjoy stunning ocean views, easy access to nearby attractions, and a truly unforgettable experience at this lovely lodging in Destin, FL.

Gulf Coast Rentals Cleaning is a professional cleaning service located at 1312 Doris Drive in Sarasota, Florida. We specialize in providing top-quality cleaning services for rental properties along the beautiful Gulf Coast. Our team is dedicated to ensuring that every property we clean is sparkling and spotless for the next guest. Whether you have a vacation rental, Airbnb, or long-term rental property, we have the expertise and experience to meet your cleaning needs. Contact us today to schedule a cleaning service and experience the difference with Gulf Coast Rentals Cleaning.

Sarasota South is a reputable real estate agency located at 4515 26th Street West in Bradenton, Florida, United States. With a team of experienced and knowledgeable agents, Sarasota South is dedicated to helping clients buy, sell, and rent properties in the Sarasota area. Whether you are looking for a new home, investment property, or vacation rental, Sarasota South is committed to providing exceptional service and expertise to meet your real estate needs. Contact us today to start your real estate journey with Sarasota South.

Gulf Income Properties is a property management company located in Bradenton, Florida, serving Sarasota and Manatee Counties. Our locally owned and operated company is dedicated to maximizing returns for real estate investors by providing value at every stage of our services. We prioritize open communication, transparency, and proactive management to ensure our clients' success. Our experienced property managers handle all day-to-day operations, including tenant screening, rent collection, maintenance, and repairs. We strive to create a stress-free experience for property owners while increasing their return on investment. Our goal is to provide maximum returns and peace of mind for property owners in Sarasota and Manatee Counties.

Wendy Lynn Group - Fine Properties Sarasota is a prestigious real estate agency located at 5224 Paylor Lane in Sarasota, Florida. With a reputation for excellence and a dedication to providing the highest level of service, Wendy Lynn Group specializes in luxury properties in the Sarasota area. Whether you are buying or selling a home, their team of experienced agents will guide you through every step of the process with professionalism and expertise. Trust Wendy Lynn Group - Fine Properties Sarasota to help you find your dream home or sell your property for top dollar.

Lucky Vacation Homes is a premier real estate agency located at 1901 Hyde Park Street in Sarasota, Florida. Our team of experienced professionals are dedicated to helping you find the perfect vacation home for your next getaway. Whether you're looking for a beachfront property, a cozy cabin in the mountains, or a luxurious villa in a tropical paradise, we have a wide variety of options to suit your needs. With our expertise and personalized service, we strive to make your vacation rental experience as seamless and enjoyable as possible. Contact us today to start planning your dream vacation!

Home & Condo Rentals and Property Management, Inc. is a premier real estate agency and travel agency located at 6623 Midnight Pass Road in Sarasota, Florida. Our dedicated team specializes in providing top-notch rental properties for both homes and condos, as well as expert property management services. Whether you are looking for a vacation rental or a long-term residence, we have a wide selection of properties to choose from. Our experienced staff is committed to providing exceptional customer service and ensuring a smooth rental experience for all of our clients. Contact us today to find your perfect rental property in beautiful Sarasota, Florida.

Audrey Rain Rentals is a premier real estate agency located at 8515 South Tamiami Trail in Sarasota, Florida. Specializing in rental properties, Audrey Rain Rentals offers a wide selection of high-quality homes, apartments, and condos for clients seeking a comfortable and convenient living arrangement. With a reputation for excellent customer service and attention to detail, Audrey Rain Rentals is dedicated to helping clients find the perfect rental property to suit their needs. Whether you are looking for a temporary vacation rental or a long-term lease, Audrey Rain Rentals has the expertise and resources to make your rental experience seamless and stress-free. Contact them today to find your dream rental property in Sarasota!

Siesta Key Luxury Rental Properties is a prestigious real estate and travel agency located at 5231 Avenida Navarra in Sarasota, Florida. Specializing in luxury vacation rentals on Siesta Key, our agency offers a wide selection of exclusive properties for those seeking a truly unforgettable vacation experience. Whether you are looking for a beachfront villa, a waterfront estate, or a cozy cottage, our team of experienced agents are dedicated to helping you find the perfect rental property to suit your needs. With unparalleled customer service and attention to detail, Siesta Key Luxury Rental Properties is your go-to destination for luxury accommodations in the beautiful Sarasota area.

Siesta Key Beachfront Vacation Rentals is a premier real estate and travel agency located at 6312 Midnight Pass Road in Sarasota, Florida. Our agency specializes in offering luxurious vacation rentals right on the stunning beaches of Siesta Key. Whether you're looking for a cozy beachfront condo or a spacious waterfront villa, we have a wide selection of properties to choose from. Our dedicated team is committed to providing top-notch customer service and helping you find the perfect vacation rental for your stay in sunny Florida. Book with us today and experience the ultimate beachfront getaway!

RoseBay Rentals and Property Management Division is a reputable real estate agency located in Sarasota, Florida. Our team of experienced professionals is dedicated to providing top-notch property management services and helping clients find their perfect rental properties. Whether you are a property owner looking for reliable management services or a tenant searching for a new home, RoseBay Rentals is here to help. Visit us at 1815 South Osprey Avenue to learn more about our services and how we can assist you with all your real estate needs.

Peppertree Bay Vacation Rentals is a premier real estate and travel agency located at 6056 Midnight Pass Road in Sarasota, Florida. With a prime location just steps away from the beautiful beaches of the Gulf Coast, Peppertree Bay offers a wide selection of luxury vacation rentals perfect for a relaxing getaway. Whether you're looking for a cozy beachfront condo or a spacious waterfront villa, our experienced agents are dedicated to helping you find the perfect accommodation for your next vacation. Book with us today and experience the ultimate in comfort and convenience during your stay in Sarasota.

Gulf Coast Property Management is a leading real estate agency located at 243 North Lime Avenue in Sarasota, Florida. Specializing in property management services, we understand the appeal of living in the Sarasota area, with its warm climate, inviting waters, and endless recreational opportunities. Whether you own rental properties near Siesta Key, Longboat Key, or in the Lakewood Ranch community, we are here to help you maximize the potential of your investments. Our experienced team is dedicated to providing top-notch services to property owners, ensuring that your rental properties are well-maintained and leased to qualified tenants. We are responsive, accessible, and committed to making the success of your investments a priority. With Gulf Coast Property Management, there are no hidden fees or surprise costs—just reliable and transparent service.

Sarasota & Tampa Home Rentals is a premier property management company located at 1265 Myrtle Street in Sarasota, Florida. We specialize in providing high-quality rental homes in Sarasota and Tampa, offering a wide range of options to suit every need and budget. Our team of experienced professionals is dedicated to providing exceptional service to both tenants and property owners, ensuring a smooth and stress-free rental experience. Whether you are looking for a cozy apartment or a spacious family home, Sarasota & Tampa Home Rentals has the perfect property for you. Contact us today to learn more about our available rentals and start your search for your dream home.

Sienna Jewel Rentals is a premier real estate and travel agency located at 3441 Clark Road in Sarasota, Florida. Our agency specializes in providing luxurious vacation rentals and long-term property leases in the beautiful Sarasota area. Whether you are looking for a beachfront villa, a cozy condo, or a spacious family home, our experienced team is dedicated to helping you find the perfect property to suit your needs. With a wide variety of options to choose from, Sienna Jewel Rentals is your go-to destination for a memorable and comfortable stay in Sarasota. Contact us today to start planning your dream vacation or to secure your ideal rental property.

Rental Link Property Management is a trusted institution located at 3414 Forum Boulevard in Fort Myers, Florida. Our experienced team understands the importance of maximizing returns for landlords and works diligently to keep your rental properties occupied and profitable. We utilize effective marketing strategies, strict screening processes, and proactive maintenance services to ensure the success of your investment. Our accounting team ensures that your rental earnings are managed efficiently, with timely billing, collection efforts, and adherence to housing ordinances and legal requirements. With annual inspections and prompt resolution of any issues, we strive to provide comprehensive and reliable property management services along Florida's Southwest coast.

Altez Vacations is a unique vacation rental agency located in Sarasota, Florida. With properties across the Florida Gulf Coast, Southern California, Oregon, and beyond, Altez offers personalized property management services tailored to each homeowner's needs. From bike rentals to dinner reservations, Altez helps guests plan their entire vacation experience. The experienced team at Altez Vacations, led by Co-owner and COO Sean Altice, is dedicated to providing top-notch accommodations and creating lasting vacation memories. Whether you're looking to maximize your rental revenue or find a relaxing mountain retreat, Altez Vacations has you covered. Experience the Altez difference and book your next vacation with us today at 2003 South Osprey Avenue, Sarasota, Florida.

Sarasota Cottage Rentals/Sapphire Cottage is a premier real estate and travel agency located in the vibrant city of Sarasota, Florida. Situated at 535 Ohio Place, our agency specializes in providing luxurious and well-appointed cottage rentals for those looking to experience the beauty and charm of Sarasota. Whether you are seeking a relaxing beach getaway or a fun-filled family vacation, our team of dedicated professionals is here to help you find the perfect rental property to suit your needs. From cozy beachfront cottages to spacious downtown retreats, Sarasota Cottage Rentals/Sapphire Cottage has something for everyone. Contact us today to start planning your dream vacation in sunny Sarasota!

Siesta Beach Rentals is a premier real estate and travel agency located at 333 Canal Road in Sarasota, Florida. We specialize in offering vacation rentals in the beautiful Siesta Key area, known for its stunning white sand beaches and crystal-clear waters. Our experienced team is dedicated to helping you find the perfect rental property for your next beach getaway, whether you're looking for a cozy condo or a luxurious beachfront villa. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact Siesta Beach Rentals today to start planning your dream beach vacation in Sarasota, Florida.

Vacation Rentals Lido Key is a premier real estate and travel agency located at 722 South Boulevard of the Presidents in Sarasota, Florida. Specializing in luxurious vacation rentals on Lido Key, this agency offers a wide range of stunning properties for travelers looking for the perfect beach getaway. From cozy condos to spacious beachfront homes, Vacation Rentals Lido Key has something for everyone. With top-notch customer service and a passion for providing unforgettable vacation experiences, this agency is your go-to destination for planning your next trip to Sarasota. Book your dream vacation rental with Vacation Rentals Lido Key and make memories that will last a lifetime.

Vunique Vacations is a premier real estate and travel agency located at 1144 Tallevast Road in Sarasota, Florida. We specialize in providing unique and unforgettable vacation experiences for our clients. Whether you're looking for a luxury beachfront property or a charming villa in the countryside, our team of experts is here to help you find the perfect vacation rental. With years of experience in the industry, we have established relationships with top properties around the world to ensure that you have access to the best accommodations. Contact us today to start planning your dream vacation with Vunique Vacations.

Lido Key Vacations is a premier real estate and travel agency located in Sarasota, Florida. Our team of experienced professionals is dedicated to helping you find the perfect vacation rental or property on beautiful Lido Key. Whether you're looking for a luxurious beachfront villa or a cozy bungalow, we have a wide range of options to suit your needs. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Visit us at 5231 Avenida Navarra and let us help you plan your dream getaway to paradise.

Gulf Coast Vacation Rentals is a premier real estate and travel agency located at 243 North Lime Avenue in Sarasota, Florida. We specialize in providing luxurious vacation rental properties along the stunning Gulf Coast of Florida. Our expert team is dedicated to helping you find the perfect rental for your next getaway, whether you're looking for a beachfront condo, a private villa, or a cozy cottage. With a wide range of properties to choose from and exceptional customer service, Gulf Coast Vacation Rentals is your go-to destination for an unforgettable vacation experience in the Sunshine State. Visit us today and start planning your dream vacation!

Roelens Vacation Rentals is a premier travel agency located at 677 North Washington Boulevard in Sarasota, Florida, United States. We specialize in providing high-quality vacation rental properties for visitors looking to experience the beauty and excitement of the Sarasota area. Our team is dedicated to helping our clients find the perfect accommodation for their stay, whether they are looking for a beachfront condo, a cozy cottage, or a luxury villa. With our attention to detail and commitment to customer satisfaction, Roelens Vacation Rentals ensures that every guest has a memorable and enjoyable vacation experience. Contact us today to start planning your dream getaway to Sarasota!

Jennette Properties is a premier real estate institution located in Sarasota, Florida, with additional offices in University Park/Lakewood Ranch and Bradenton. Specializing in leasing distinctive properties for extraordinary people, Jennette Properties offers a wide range of rental options for clients. With a dedicated team of professionals, Jennette Properties is committed to providing exceptional service and finding the perfect property for each individual. Contact us today to learn more about our available properties and start your leasing journey with Jennette Properties.