The 30 Best Luxury vacation rentals in Sarasota, Florida

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.

Homewood Suites by Hilton Sarasota Lakewood Ranch is a cozy and inviting lodging option located in Sarasota, Florida. Situated at 305 North Cattlemen Road, this hotel offers spacious suites with separate living and sleeping areas, fully equipped kitchens, and modern amenities. Guests can enjoy complimentary hot breakfast, evening socials, a fitness center, outdoor pool, and a convenient location near popular attractions and businesses. Whether visiting for business or leisure, Homewood Suites provides a comfortable and convenient stay for guests in Sarasota.

Hyatt Regency Sarasota is a luxurious lodging institution located at 1000 Boulevard of the Arts in Sarasota, Florida, United States. This upscale hotel offers stunning views of the Sarasota Bay and is conveniently situated near popular attractions such as the Ringling Museum of Art and St. Armands Circle. Guests can enjoy spacious and elegantly appointed rooms, a rooftop pool, a fitness center, and delicious dining options. With its prime location and exceptional amenities, Hyatt Regency Sarasota is the perfect choice for both leisure and business travelers looking for a memorable stay in Sarasota.

The Sarasota Surf & Racquet Club is a luxurious beachfront lodging institution located on the renowned Crescent Beach in Siesta Key, Florida. With spacious one and two-bedroom condominiums offering the comforts of home in a tropical paradise setting, this resort is perfect for couples or families. The property features two heated swimming pools, tennis and pickleball courts, a fitness center, and a recreation room for guests to enjoy. Just a short distance away is Siesta Key Village, where guests can explore restaurants, coffee shops, souvenir shops, nightclubs, and delicious ice cream. Voted the #1 Resort on Siesta Key by TripAdvisor, the Sarasota Surf & Racquet Club offers a world-class beach resort experience for visitors looking to relax and unwind on America's top beach.

Casa Blanca Vacation Rentals is a charming lodging establishment located at 6154 Midnight Pass Road in Sarasota, Florida. Offering a range of vacation rental options, Casa Blanca is the perfect choice for travelers looking for a comfortable and convenient place to stay while exploring the beautiful Sarasota area. With its prime location near the beach, guests can enjoy easy access to the sun, sand, and surf, as well as nearby attractions, shopping, and dining options. Whether you're looking for a cozy studio or a spacious beachfront villa, Casa Blanca Vacation Rentals has something to suit every traveler's needs. Book your stay today and experience the beauty of Sarasota in comfort and style.

Tropical Fruit Garden Sarasota is a unique institution located at 4001 Groveland Avenue in Sarasota, Florida. As a lodging facility, real estate agency, and travel agency all in one, this destination offers visitors a one-of-a-kind experience surrounded by lush tropical fruit trees and exotic plants. Guests can enjoy a relaxing stay in the comfortable accommodations, explore the beautiful gardens, and even inquire about purchasing real estate in the area. Whether you're looking for a peaceful retreat or a new investment opportunity, Tropical Fruit Garden Sarasota has something for everyone.

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.

Woof Luxury Pet Services LLC is a premier pet care facility located at 2433 Arapaho Street in Sarasota, Florida. We offer a range of high-end services for your beloved furry friends, including grooming, boarding, daycare, and training. Our experienced staff is dedicated to providing top-notch care and attention to ensure your pet's comfort and well-being. With a luxurious and comfortable environment, your pet will feel right at home with us. Trust Woof Luxury Pet Services LLC to provide the best care for your pet while you're away.

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.

Bella Pool and Spa of Sarasota is a luxurious health and spa institution located at 221 Lychee Road in Nokomis, Florida, United States. Offering a wide range of services to help clients relax, rejuvenate, and pamper themselves, Bella Pool and Spa is the perfect destination for those looking to escape the stresses of everyday life. Whether you're in need of a massage, facial, or a dip in the pool, Bella Pool and Spa of Sarasota has everything you need to feel refreshed and revitalized. Visit us today and experience the ultimate in relaxation and wellness.

SureStay By Best Western Sarasota Lido Beach is a charming lodging institution located at 5340 North Tamiami Trail in Sarasota, Florida, United States. Situated just steps away from the beautiful Lido Beach, this hotel offers comfortable accommodations and excellent amenities for both leisure and business travelers. Guests can enjoy a relaxing stay in well-appointed rooms, take a dip in the outdoor pool, or savor delicious meals at the on-site restaurant. With its convenient location and friendly staff, SureStay By Best Western Sarasota Lido Beach is the perfect choice for a memorable stay in Sarasota.

Siesta Beach Rentals is a premier lodging establishment located at 5213 Calle Menorca in Sarasota, Florida. Offering a wide range of vacation rentals including beachfront condos and cozy cottages, Siesta Beach Rentals provides guests with a comfortable and luxurious home away from home. With top-notch amenities, stunning views of the beach, and exceptional customer service, Siesta Beach Rentals is the perfect choice for a relaxing getaway on the beautiful shores of Sarasota.

Gulf Gate Paradise - Vacation Rentals is a premier lodging option in Sarasota, Florida, offering a range of beautifully appointed vacation rentals for visitors to the Gulf Coast. Located at 5727 Olive Avenue, this institution is not only a lodging provider but also a real estate and travel agency, making it a one-stop shop for all your vacation needs. With a focus on providing top-notch customer service and luxurious accommodations, Gulf Gate Paradise is the perfect choice for those looking to experience the beauty and relaxation of the Florida coast. Book your stay today and experience paradise at Gulf Gate Paradise - Vacation Rentals.

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.

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!

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!

Experience luxury living at the Sarasota Condo Rental at Heritage Oaks Golf and Country Club Unit 1312. Located at 4800 Chase Oaks Drive in Sarasota, Florida, this stunning unit offers breathtaking views of the golf course and lush landscapes. The condo features modern amenities, spacious rooms, and a fully equipped kitchen. Guests can enjoy access to the club's pool, fitness center, and tennis courts. Whether you're looking for a relaxing getaway or a golfing retreat, this condo rental provides the perfect setting for a memorable stay in Sarasota.

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.

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.

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/Treetop is a premier real estate and travel agency located in the beautiful city of Sarasota, Florida. Situated at 1776 Cherry Lane, this institution offers a wide range of luxurious cottage rentals and treetop accommodations for those looking to experience the ultimate vacation getaway. With stunning views and top-notch amenities, Sarasota Cottage Rentals/Treetop is the perfect choice for those seeking a relaxing and unforgettable stay in this picturesque destination. Whether you're looking for a cozy cottage or a treetop retreat, this agency has you covered with their exceptional service and attention to detail. Book your dream vacation with Sarasota Cottage Rentals/Treetop today and make memories that will last a lifetime.

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!

Sarasota Cottage Rentals/Hudson Bayou is a premier real estate and travel agency located in Sarasota, Florida. Situated at 850 South Tamiami Trail, this institution offers a wide selection of luxurious cottage rentals in the picturesque Hudson Bayou area. Whether you are looking for a cozy retreat for a romantic getaway or a spacious home for a family vacation, Sarasota Cottage Rentals/Hudson Bayou has the perfect accommodation for you. With expert agents who are knowledgeable about the local area and dedicated to providing top-notch customer service, this agency is your go-to destination for a memorable and relaxing stay in Sarasota. Book your dream cottage rental today and experience the beauty and charm of Hudson Bayou with Sarasota Cottage Rentals/Hudson Bayou.

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.