The 30 Best Vacation rental properties in Sarasota, Florida

The Reserve at Palmer Ranch is a prestigious real estate agency located at 4110 Winners Circle in Sarasota, Florida. Our team of experienced agents specializes in luxury properties in the exclusive Palmer Ranch community. With a reputation for exceptional service and unparalleled market knowledge, we are dedicated to helping our clients find their dream home or investment property. Whether you are buying or selling, trust The Reserve at Palmer Ranch to exceed your expectations and make your real estate goals a reality. Contact us today to learn more about our services and available listings.

L Estancia is a premier real estate agency located at 3516 Coronado Drive in Sarasota, Florida. We specialize in helping clients buy, sell, and rent luxury properties in the Sarasota area. Our team of experienced agents are dedicated to providing top-notch service and expertise to ensure a seamless real estate experience for our clients. Whether you are looking for your dream home, an investment property, or a vacation rental, L Estancia is here to help you every step of the way. Contact us today to learn more about how we can assist you in achieving your real estate goals.

Siesta Beach House is a charming real estate and travel agency located at 5950 Midnight Pass Road in Sarasota, Florida. Our agency specializes in providing luxurious beachfront properties for rent and sale in the beautiful Siesta Key area. With stunning views of the Gulf of Mexico and direct access to the world-famous Siesta Key Beach, our properties offer the perfect vacation getaway or permanent residence. Our team of experienced agents is dedicated to helping clients find their dream beach house, whether for a relaxing vacation or a new place to call home. Contact us today to start your beachfront living experience at Siesta Beach House.

El Presidente Condominiums, Inc. is a premier real estate and travel agency located at 6326 Midnight Pass Road in Sarasota, Florida, United States. Our tradition of offering the best in location and service on Siesta Key continues to be our top priority. At El Presidente Condominium Vacation Rentals, we pride ourselves on providing vacation homes that exceed our guests' expectations. We offer the highest standard of vacation rentals to ensure that every guest has a successful and memorable vacation experience.

Crescent Siesta Key Condominium Association is a premier lodging establishment located at 6512 Midnight Pass Road in Sarasota, Florida. As a real estate agency and travel agency, we offer luxurious vacation rentals and property management services for guests looking to experience the beauty of Siesta Key. Our condominiums are beautifully appointed and provide stunning views of the Gulf of Mexico. Whether you are looking for a relaxing beach getaway or a place to call home, Crescent Siesta Key Condominium Association has everything you need for a memorable stay in paradise.

The Lexington is a reputable real estate agency located at 3510 Cheshire Square in Sarasota, Florida. With a team of experienced and knowledgeable agents, The Lexington is dedicated to helping clients buy, sell, and rent properties in the area. Whether you're looking for your dream home, an investment property, or a vacation rental, The Lexington is committed to providing top-notch service and expertise to meet all your real estate needs. Contact us today to start your property journey with The Lexington.

Midnight Cove II Unit 915 is a real estate agency located at 6327 Midnight Pass Road, Sarasota, Florida, United States. Please note that all properties on this website are individually owned and do not meet the standards of an ADA accessible unit. Our friendly staff is eager to assist you during your stay. Feel free to contact us at 888-349-7475 or 941-349-1163 with any inquiries. For those who enjoy tennis, our recently updated courts are conveniently located near the BBQ area. Join us for round robin tennis games during the months of February, March, and April with other guests at MC2. Take a leisurely stroll down the new docks leading to the intercostal waterway at the marina to admire Florida's wildlife and vegetation. Dock space for your boat is available for rent; please inquire about pricing and details at the office.

Siesta 4-Rent is a reputable real estate and travel agency located at 6555 Midnight Pass Road in beautiful Sarasota, Florida. Specializing in vacation rentals, they offer a wide range of properties for short-term stays in one of the most sought-after destinations in the United States. Whether you're looking for a cozy beachfront condo or a luxurious villa, Siesta 4-Rent has the perfect accommodation to suit your needs. With exceptional customer service and a commitment to excellence, they strive to make your vacation experience unforgettable. Book your dream vacation with Siesta 4-Rent today and discover the beauty of Sarasota, Florida.

Crescent Beach 4 Rent is a reputable real estate and travel agency located at 6512 Midnight Pass Road in Sarasota, Florida. We specialize in providing luxurious beachfront rental properties for vacationers looking to experience the beauty of the Gulf Coast. Our team of experienced agents are dedicated to helping clients find the perfect rental property to suit their needs and create unforgettable memories. Whether you're looking for a cozy beach cottage or a spacious waterfront villa, Crescent Beach 4 Rent has a wide selection of properties to choose from. Contact us today to start planning your dream beach getaway in Sarasota!

Midnight Cove is a premier real estate and travel agency located at 6302 Midnight Cove Road in the beautiful city of Sarasota, Florida. Our dedicated team of professionals are committed to helping clients find their dream vacation rental or purchase their perfect property in this stunning coastal destination. Whether you're looking for a luxurious beachfront condo or a charming vacation home, Midnight Cove has a wide selection of properties to choose from. With our expertise in the local real estate market and our personalized approach to customer service, we strive to make your experience with us seamless and enjoyable. Contact us today to start your journey towards finding the ideal property or vacation rental in Sarasota.

Sea Shell Condos is a premier lodging destination located at 6500 Midnight Pass Road in Sarasota, Florida. As a combination of a real estate agency and travel agency, Sea Shell Condos offers luxurious accommodations in a stunning beachfront setting. With a wide range of amenities and services, guests can enjoy a relaxing and unforgettable stay. Whether you are looking for a vacation rental or a permanent residence, Sea Shell Condos is the perfect place to experience the beauty and charm of Sarasota.

Crescent Royale Condominiums is a luxurious lodging option located at 777 Beach Road in the beautiful city of Sarasota, Florida. As a premier real estate agency, we offer stunning beachfront condos with breathtaking views of the Gulf of Mexico. Our spacious and well-appointed units are perfect for both short-term vacation rentals and long-term stays. Guests can enjoy a range of on-site amenities including a pool, fitness center, and direct beach access. Experience the ultimate in comfort and convenience at Crescent Royale Condominiums.

Tropical Sands Accommodations is a premier real estate and travel agency located at 5231 Avenida Navarra in Sarasota, Florida. Specializing in luxurious beachfront properties and vacation rentals, we offer a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beach cottage or a spacious oceanfront villa, our team of experienced agents is dedicated to helping you find the perfect tropical getaway. With stunning views, top-notch amenities, and personalized service, Tropical Sands Accommodations is your go-to destination for a truly unforgettable vacation experience in the Sunshine State. Book your dream beach retreat with us today!

Horizons West Association is a reputable real estate agency located at 6140 Midnight Pass Road in Sarasota, Florida. With a team of experienced agents, they specialize in buying, selling, and renting properties in the Sarasota area. Their dedication to customer service and extensive knowledge of the local market make them a trusted choice for anyone looking to make a real estate transaction in the area. Whether you are a first-time homebuyer or a seasoned investor, Horizons West Association is committed to helping you find the perfect property to meet your needs.

Magnolia House is a charming and inviting institution located at 317 Canal Road in Sarasota, Florida. As a versatile establishment, Magnolia House serves as a lodging option, real estate agency, and travel agency all in one. Whether you are looking for a cozy place to stay, searching for your dream home, or planning your next vacation, Magnolia House is here to cater to all your needs. With a prime location in the heart of Sarasota, guests and clients can expect top-notch service and a personalized experience. Book your stay, find your perfect property, or plan your next adventure with Magnolia House today.

Sunrise Cove Condominiums is a premier real estate agency located at 8877 Midnight Pass Road in beautiful Sarasota, Florida. Our luxurious waterfront condominiums offer stunning views and top-notch amenities, including a private beach, swimming pool, and tennis courts. Whether you're looking for a vacation home or a permanent residence, our experienced agents are here to help you find the perfect property to suit your needs. Experience the ultimate in coastal living at Sunrise Cove Condominiums.

Sunbelt Management Services is a reputable institution located at 4678 Tamiami Trail in Port Charlotte, Florida. Situated in a region known for its stunning parks, nature preserves, and recreational areas, our company offers personalized property management services for both residents and visitors alike. With 12.5 miles of coastal beaches and numerous canals perfect for boating, Charlotte County is a paradise for outdoor enthusiasts. Our dedicated team at Sunbelt Management Services has been serving the Charlotte County area for almost 40 years, offering top-notch property management services to clients in Port Charlotte, Sarasota, Punta Gorda, Fort Myers, and beyond. From advertising and tenant screening to maintenance and rent collection, we handle all aspects of property management with the highest level of professionalism and care.

Stringer Management Inc is a premier real estate and travel agency located at 6524 Superior Avenue in Sarasota, Florida. With a team of experienced professionals, we specialize in providing top-notch property management services for both residential and commercial properties. Our travel agency services offer personalized and tailored travel experiences for individuals and groups, ensuring unforgettable vacations and seamless travel arrangements. Trust Stringer Management Inc for all your real estate and travel needs in the Sarasota area.

Marganon Real Estate Firm is a premier real estate agency located at 1845 East West Parkway in Fleming Island, Florida. Specializing in properties in Jacksonville and Sarasota communities, our firm offers a state-of-the-art property search tool with an interactive map feature to help you find your dream home in Jacksonville, FL. Our listings are updated daily from the MLS, ensuring you have access to the latest properties on the market. Explore the diverse neighborhoods and communities in Jacksonville with the help of our Community Guide, which will keep you informed about the newest properties in the areas you are interested in. Register for a free account to receive email notifications whenever new homes that match your criteria become available, and save your favorite properties for quick and easy access.

The Cottages at Siesta Key is a charming resort located at 1105 Point of Rocks Road in Sarasota, Florida. This unique beach cottage experience is just a short walk from the white, powdery sand and aquamarine waters of Siesta Key Beach. We have been awarded the TripAdvisor Certificate of Excellence in both 2017 and 2018, and offer 13 individually decorated cottages ranging from studio size to 4 bedrooms. Our amenities include full kitchens, private decks, barbecue grills, and a pool. Whether you're planning a romantic getaway, family vacation, reunion, or wedding, The Cottages at Siesta Key is the perfect choice. We are just steps from the beach and close to a variety of activities, including dining, scuba diving, shopping, dolphin watching, fishing, and parasailing. Book your stay with us today and experience the difference at The Cottages at Siesta Key.

Beachside Management is a multi-faceted institution located at 5700 Midnight Pass Road in Sarasota, Florida, United States. As a lodging provider, we offer a range of accommodations for those looking to enjoy a beachside getaway. Our real estate agency specializes in properties near the coast, helping clients find their dream beachfront home or investment property. Additionally, our travel agency can assist with booking vacations to this beautiful seaside destination. Whether you're looking for a place to stay, considering a real estate purchase, or planning a trip to Sarasota, Beachside Management is here to help make your experience unforgettable.

CORAL REEF CUTIE is a charming real estate and travel agency located at 1885 Vamo Way in Sarasota, Florida, United States. Specializing in beachfront properties and vacation rentals, this institution offers a personalized and professional service to help clients find their dream home or plan the perfect getaway. With a focus on the stunning coral reefs and crystal-clear waters of the Florida coast, CORAL REEF CUTIE is your go-to destination for all things coastal living and travel. Contact them today to start your journey towards paradise.

Gone Coastal Villas is a premier real estate and travel agency located at 2051 Roselawn Street in Sarasota, Florida. Our agency specializes in providing luxurious and exclusive coastal villas for rent or sale in the beautiful Sarasota area. Whether you are looking for a relaxing beachfront vacation rental or a stunning waterfront property to purchase, our team of experienced agents is dedicated to helping you find your dream coastal getaway. With a focus on personalized service and attention to detail, Gone Coastal Villas is your go-to destination for all your coastal real estate needs. Visit us today and let us help you find the perfect villa for your next vacation or investment opportunity.

Our House at the Beach by Tropical Sands Accommodations is a premier real estate and travel agency located at 1055 Beach Road in Sarasota, Florida. Nestled along the beautiful coastline of the Gulf of Mexico, our institution offers a wide range of beachfront properties for vacation rentals and real estate investments. With a dedicated team of professionals, we strive to provide exceptional customer service and personalized experiences for our clients. Whether you are looking for a luxurious beachfront condo for a relaxing getaway or a prime investment opportunity, Our House at the Beach is your go-to destination. Experience the beauty and tranquility of Sarasota's pristine beaches with us today.

Florida Dream Home Team - Coldwell Banker Realty is a premier real estate agency located at 8334 Market Street in Bradenton, Florida, United States. Specializing in properties in the vibrant community of Lakewood Ranch, which is home to over 55,000 residents and 1,841 jobs, our team offers expertise in buying and selling homes in this desirable area. Lakewood Ranch boasts A-rated schools, town centers, golf courses, and the Lakewood Ranch Medical Center, making it an ideal place to live. Additionally, we also serve the beautiful barrier island of Longboat Key, known for its stunning beaches and mangroves. Sarasota, with its unique arts scene and beachy atmosphere, is another area we cover, along with the popular Siesta Key, home to the award-winning Siesta Public Beach. Whether you are looking for a vacation home, investment property, or your dream residence, our team can help you find the perfect property. Visit us today to access full property details and exclusive listings. Prices and inventory are current as of April 6, 2024. To continue your property search, agree to our Terms of Use.

Prime Time Real Estate Inc. is a finance and real estate agency located at 2759 Galleon Place in Sarasota, Florida, United States. They specialize in making home selling profitable, fast, and easy for their clients. With over 20 years of experience, they are dedicated to finding the best buyer who will offer the best price and terms for your home. They offer services such as selling the home As Is, helping prepare your home for showing, determining the best price to ask, and financially qualifying potential buyers. Prime Time is committed to defending your home against bargain hunters and tire kickers, ensuring that you are in control at all times in deciding which offer is best for you. They also provide assistance in negotiating on your behalf, cutting through red tape, and monitoring and maintaining your property while you are away. With a focus on professionalism, reliability, and communication, Prime Time Real Estate Inc. strives to exceed their clients' expectations and make the home selling process easy and stress-free. Contact them at (941) 323-8685 for an in-home evaluation and experience their exceptional service firsthand.

Relax Realty Group is a premier real estate agency located at 1945 17th Street in Sarasota, Florida. Our experienced team of agents is dedicated to helping clients find their perfect home or investment property in the beautiful Sarasota area. Whether you are looking to buy, sell, or rent, we are here to provide top-notch service and guidance throughout the entire real estate process. With a focus on personalized attention and a commitment to excellence, Relax Realty Group is your go-to destination for all your real estate needs in Sarasota. Contact us today to start your journey towards finding your dream property.

Escape to paradise at our beach bungalow on Siesta Key, located at 303 Canal Road in Sarasota, Florida. This charming real estate and travel agency offers a unique opportunity to experience the beauty and tranquility of one of the most stunning beaches in the United States. Our bungalow provides the perfect blend of comfort and luxury, with easy access to the crystal-clear waters and white sandy beaches of Siesta Key. Whether you're looking for a relaxing getaway or a fun-filled adventure, our beach bungalow is the ideal destination for your next vacation. Book your stay with us today and discover the magic of Siesta Key.

Ascendia Group Real Estate is a premier real estate agency located at 5127 Ocean Boulevard in Sarasota, Florida, United States. We specialize in helping clients buy, sell, and rent residential and commercial properties in the Sarasota area. Our team of experienced agents is dedicated to providing top-notch service and expert guidance throughout the real estate process. In addition to our real estate services, we also offer travel agency services to help clients find the perfect vacation rental or investment property. Whether you are looking to buy your dream home, sell your current property, or plan a getaway, Ascendia Group Real Estate is here to assist you every step of the way.

The Best House on Siesta Key Beach & Village is a unique vacation rental agency located at 5230 Calle Menorca in Sarasota, Florida. Our one-of-a-kind vacation homes offer guests the perfect blend of privacy and luxury, with all the amenities needed for a fabulous Florida beach vacation. Each property is custom designed by local artists, providing a true taste of the Florida lifestyle. Situated on the eight-mile-long Siesta Key, our properties are just steps away from the world-famous Siesta Key Beach, ranked as the #1 Beach in the U.S. in 2020. Guests can enjoy the shallow waters, year-round lifeguard patrol, and a variety of outdoor activities such as sailing, fishing, kayaking, and more.