TOP 30 Vacation 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.

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.

Sarasota Luxury Estate is a stunning waterfront property located at 6438 Hollywood Boulevard in Sarasota, Florida. This luxurious lodging option is designed after the French residences of New Orleans, with a name that translates to "Sunset" in reference to the breathtaking views offered from every room. The estate features deluxe furnishings, premium lighting, and ceiling fans in each room, along with a variety of luxurious amenities such as a library, covered balcony, guest suite, bonus room, and top-floor master suite. Guests can enjoy glorious views of Siesta Key and Little Sarasota Bay, as well as daily sunsets that are unmatched anywhere in the world. In addition to the stunning accommodations, Sarasota Luxury Estate is conveniently located near popular attractions such as the John and Mable Ringling Museum of Art, the Marie Selby Botanical Gardens, and Sarasota Jungle Gardens. With easy access to top dining opportunities and beautiful beaches, guests can make the most of their vacation experience both indoors and outdoors. Whether you're looking to relax by the heated pool on the sprawling verandah or explore the cultural activities and historic landmarks of Sarasota, this estate is the ideal choice for a luxurious getaway.

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.

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.

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.

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!

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.

Better Homes and Gardens Real Estate | Atchley Properties is a premier real estate agency located at 6113 Exchange Way in Lakewood Ranch, Florida, United States. At AtchleyRealty.com, we offer a comprehensive range of services to help you find your dream home in Sarasota, FL. Our state-of-the-art property search tool allows you to browse updated listings from the MLS, while our Community Guide helps you explore different neighborhoods and subdivisions in Sarasota. By registering for a free account, you can receive email notifications for new homes that match your criteria and save your favorite properties for easy access. With a Property Tracker account, you'll be the first to know about the latest homes for sale in Sarasota, FL. Let Better Homes and Gardens Real Estate | Atchley Properties help you find the perfect home in Sarasota, FL today.

Jennette Properties is a premier property management institution located at 417 12th Street West in Bradenton, Florida. Specializing in leasing distinctive properties for extraordinary people, Jennette Properties offers a wide range of luxurious rental options in Sarasota, University Park, Lakewood Ranch, and beyond. With multiple locations and a dedicated team of professionals, Jennette Properties is committed to providing top-notch service to both property owners and tenants. Contact us today to find your dream rental property in the beautiful state of Florida.

Rent Sarasota, LLC is a reputable rental agency located at 1000 North East Avenue in Sarasota, Florida. We specialize in providing high-quality rental properties for both short-term and long-term stays in the beautiful Sarasota area. Our team of experienced professionals is dedicated to helping clients find the perfect rental that suits their needs and preferences. Whether you are looking for a cozy apartment, a spacious house, or a luxurious vacation rental, Rent Sarasota, LLC has a wide range of options to choose from. Contact us today to find your dream rental in Sarasota!

Jennette Properties is a distinguished real estate agency located at 1743 Fruitville Road in Sarasota, Florida. We specialize in leasing distinctive properties for extraordinary people, offering a wide range of luxury homes and vacation rentals in the Sarasota area. With additional locations in University Park/Lakewood Ranch and Bradenton, our experienced team is dedicated to providing exceptional service to our clients. Contact us today at 941-953-6000 to find your dream property in beautiful Sarasota.

Sarasota Gulf Coast Homes | Keller Williams on the Water Sarasota is a reputable real estate agency located at 5101 Fruitville Road in Sarasota, Florida. Specializing in properties along the stunning Gulf Coast, their team of experienced agents is dedicated to helping clients find their dream homes in this beautiful region. Whether you are looking to buy, sell, or invest in real estate, Sarasota Gulf Coast Homes | Keller Williams on the Water Sarasota is committed to providing top-notch service and expertise to meet your needs. With a focus on customer satisfaction and a deep knowledge of the local market, they are the go-to agency for all your real estate needs in Sarasota.

The Campbell Group @ Fine Properties is a premier institution located at 5220 Paylor Lane in Sarasota, Florida, United States. Our team specializes in catering to both buyers and sellers, providing exceptional service throughout the entire contract process. Our passion for real estate shines through in everything we do, ensuring that our clients have a positive and stress-free experience. If you're new to Florida and unsure of where to call home, we have all the resources you need to find the perfect rental property. We also assist businesses in finding commercial spaces that meet their needs. Whether you're looking for a vacation home or need someone to keep an eye on your property while you're away, we offer tailor-made packages to suit your unique requirements.