TOP 30 Florida vacation homes in Sarasota, Florida

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Rent The Keys is a lodging, real estate, and travel agency located at 3018 Gulf Drive in Holmes Beach, Florida. Start your vacation now by booking Florida Keys luxury vacation rentals through RentTheKeys.com. Discover the value and savings of staying in vacation rental homes or condominiums with amenities such as heated pools, gourmet kitchens, and custom-designed properties on the best beaches in the world. Explore the various keys on the Gulf Coast of Florida, including Siesta Key, Anna Maria Island, Lido Key, Longboat Key, and Casey Key. Experience island living on Anna Maria Island and Siesta Key with miles of white sandy shores and crystal-clear waters. RentTheKeys also offers Sarasota Florida Keys vacation rentals.

Botanic Waterside Apartments is a premier real estate agency located in Sarasota, Florida. Situated at 1450 Pine Warbler Place, our apartments offer a luxurious and tranquil living experience surrounded by lush botanical gardens and serene waterside views. Our modern and spacious apartments are designed to provide residents with the ultimate comfort and convenience. With a prime location near the vibrant city of Sarasota, residents can enjoy easy access to shopping, dining, entertainment, and outdoor activities. Experience the beauty of Botanic Waterside Apartments and make it your new home today.

The Adley Lakewood Ranch Waterside Apartments is a premier real estate agency located at 2401 Lakewood Ranch Boulevard North in Sarasota, Florida. Our luxurious apartments offer a unique waterfront living experience, with stunning views and top-notch amenities. Whether you're looking for a one-bedroom apartment or a spacious three-bedroom unit, we have the perfect home for you. Our community also features a resort-style pool, fitness center, and outdoor grilling areas for residents to enjoy. Come experience upscale living at The Adley Lakewood Ranch Waterside Apartments.

The Row Waterside Apartments is a luxurious residential complex located at 1420 Lakefront Drive in Sarasota, Florida. Situated right on the waterfront, residents can enjoy stunning views of the lake and surrounding natural beauty. The apartments offer spacious layouts, modern amenities, and high-end finishes, making it the perfect place to call home. With a prime location near shopping, dining, and entertainment options, The Row Waterside Apartments provides a convenient and upscale lifestyle for its residents. Experience waterfront living at its finest at this prestigious Sarasota address.

The Ensley is a premier real estate agency located at 310 North Cattlemen Road in Sarasota, Florida. Our team is dedicated to helping you find the perfect living space that suits your lifestyle. With a range of options available, including spacious 1-bedroom and 2-bedroom units, we offer a $1,000 discount on select leases starting within 30 days. At The Ensley, we prioritize your comfort and convenience, providing exceptional service and amenities to enhance your living experience. Welcome to The Ensley, where your dream home awaits!

Located at 7000 Tides Circle in Sarasota, Florida, The Tides at Waterside offers a resort-style living experience where coming home feels like a vacation. Our bungalow-style homes are designed with impressive finishes and top-notch amenities, allowing you to live beyond your expectations. With a vibrant new lifestyle awaiting you in Lakewood Ranch, there is so much to do and enjoy. The fabulous staff at The Tides at Waterside is dedicated to ensuring that residents are happy and well taken care of. From resolving any issues promptly to maintaining the beautiful grounds, the management team goes above and beyond to create a welcoming and enjoyable community. With great amenities, clean surroundings, and a friendly atmosphere, residents can truly embrace the resort-style living experience.

Janie's Garden is a vibrant rental apartment community located at 2350 Central Avenue in Sarasota, Florida. With three phases of beautiful affordable housing, residents can enjoy the picturesque atmosphere of Sarasota. Formerly known as a vacation or retirement destination, Sarasota now offers a year-round climate, expanding job opportunities, top-notch healthcare options, and excellent schools. Residents at Janie's Garden have the unique opportunity to apply for college scholarships through The Michaels Organization Educational Foundation. This nonprofit foundation has helped countless residents achieve their higher education goals. Floor plans at Janie's Garden are artistically designed, with approximate dimensions and details that may vary. Not all features are available in every apartment, and prices and availability are subject to change.

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.

Sage on Palmer Ranch is a luxurious apartment community located in Sarasota, Florida. Situated in the heart of Palmer Ranch, this new development offers one-, two-, and three-bedroom apartment homes with modern amenities. Residents can enjoy easy access to Venice Beach and Siesta Key Beach, as well as the nearby Legacy Trail for outdoor activities. The community features a large pool with a pool shelf, outdoor kitchen, hot tub, fitness center, Cyber Café, Pickle Ball Courts, and clubhouse with billiards. Residents can relax and rejuvenate in this resort-style setting.

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.

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.

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.

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.

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!

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.

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.

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.

Suncoasteam Realty is a premier real estate agency located at 21202 Olean Boulevard, Port Charlotte, Florida. Specializing in the sale of homes, condos, building lots, and land in Charlotte, Sarasota, and Manatee Counties, Suncoasteam Realty offers a wide range of properties to suit every need and budget. Whether you're looking for a waterfront home in Punta Gorda Isles, a pool home in Port Charlotte, or a luxury condo in Siesta Key, Suncoasteam Realty has the listings you need. Their team of experienced Realtors® are dedicated to providing professional and personalized service to help you find your dream home in Southwest Florida.

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.

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.