TOP 30 Best Vacation cottage 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.

The Courtyard by Marriott Bradenton Sarasota/Riverfront is a charming lodging option situated at 100 Riverfront Boulevard in Bradenton, Florida, United States. Overlooking the serene waters of the river, this hotel offers a comfortable and stylish stay for guests visiting the area. With modern amenities, spacious rooms, and a convenient location near popular attractions, the Courtyard by Marriott is the perfect choice for both business and leisure travelers. Experience exceptional service and hospitality in a beautiful waterfront setting at this delightful institution.

Days Inn by Wyndham Sarasota Bay is a welcoming lodging institution located at 5000 North Tamiami Trail in Sarasota, Florida, United States. Situated near the beautiful Sarasota Bay, this hotel offers comfortable accommodations and convenient amenities for both business and leisure travelers. Guests can enjoy a complimentary breakfast, outdoor pool, fitness center, and free Wi-Fi during their stay. The hotel's friendly staff is dedicated to providing excellent service and ensuring a pleasant experience for all guests. Whether visiting for a vacation or business trip, Days Inn by Wyndham Sarasota Bay is the perfect choice for a relaxing stay in Sarasota.

Home2 Suites by Hilton Sarasota Bradenton Airport is a modern and comfortable lodging option located at 8260 North Tamiami Trail in Sarasota, Florida, United States. This hotel provides a convenient and stylish stay for guests traveling to the area, especially those using the nearby airport. With spacious suites, complimentary breakfast, and a range of amenities including a fitness center and outdoor pool, guests can enjoy a relaxing and enjoyable stay. The hotel's central location also allows for easy access to popular attractions, restaurants, and shopping destinations in Sarasota and Bradenton. Whether visiting for business or leisure, Home2 Suites by Hilton offers a welcoming and convenient accommodation option for all travelers.

Sun Outdoors Sarasota is a welcoming lodging and RV park located at 7125 Fruitville Road in Sarasota, Florida. Surrounded by lush greenery and just a short drive from the stunning beaches of the Gulf Coast, this institution offers a peaceful retreat for travelers looking to relax and unwind. With spacious RV sites, cozy cabins, and a range of amenities including a swimming pool, clubhouse, and outdoor recreational activities, Sun Outdoors Sarasota is the perfect destination for a memorable vacation in sunny Florida. Whether you're looking to explore the nearby attractions or simply soak up the sunshine, this institution provides a comfortable and convenient home away from home.

Ramada by Wyndham Sarasota Waterfront is a charming lodging institution located at 7150 North Tamiami Trail in Sarasota, Florida, United States. Situated along the beautiful waterfront, guests can enjoy stunning views and convenient access to the area's attractions. The hotel offers comfortable accommodations, modern amenities, and friendly service to ensure a pleasant stay for all guests. Whether you are visiting for business or leisure, Ramada by Wyndham Sarasota Waterfront provides a relaxing and welcoming atmosphere for your stay.

Parrot Beach Cottages is a charming and cozy 4-suite beach vacation rental property located on Siesta Key in Sarasota, Florida. Just steps away from the #1 rated beach in the United States, guests can enjoy spectacular sunsets, romantic walks on the beach, and relaxing by the swimming pool. The property is also within walking distance of Siesta Key Village, where guests can enjoy shopping, restaurants, live music, and more. For those looking for adventure, there are plenty of water activities available, such as kayaking, paddle boarding, parasailing, and fishing on the beautiful Gulf of Mexico. Additionally, guests can explore other local attractions, including the Ringling Museum, Marie Selby Botanical Gardens, Mote Marine, Jungle Gardens, St. Armands Circle for outdoor shopping and dining, and much more.

Flip Flop Cottages is a charming lodging institution located at 8254 Midnight Pass Road in Sarasota, Florida. Our cozy cottages are perfect for those looking for a relaxing getaway near the beautiful beaches of the Gulf Coast. Each cottage is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the laid-back atmosphere and tropical surroundings, making it an ideal destination for a beach vacation. Whether you're looking to unwind by the pool or explore the nearby attractions, Flip Flop Cottages offers a memorable experience for all guests.

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.

LJ's Cottages at Point of Rocks is a charming lodging option located at 1021 Point of Rocks Road in Sarasota, Florida. This unique property offers cozy cottages for rent, making it the perfect destination for travelers looking for a relaxing and comfortable stay. As a real estate agency, LJ's Cottages also offers opportunities to purchase vacation homes in this picturesque area. Additionally, the on-site travel agency can help guests plan their perfect getaway, whether it be exploring the local attractions or simply relaxing on the nearby beaches. Experience the beauty of Sarasota at LJ's Cottages at Point of Rocks.

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.

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.

Super 8 by Wyndham Sarasota Near Siesta Key is a cozy lodging option located at 4309 North Tamiami Trail in Sarasota, Florida, United States. Just a short drive away from the stunning Siesta Key beach, this institution offers comfortable rooms and convenient amenities for travelers looking to explore the beautiful Sarasota area. Guests can enjoy a complimentary breakfast, free Wi-Fi, and a relaxing outdoor pool during their stay. Whether you're visiting for business or leisure, Super 8 by Wyndham Sarasota Near Siesta Key provides a welcoming atmosphere for all guests.

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.

Wild Lime Cottage is a charming lodging located at 1131 Point of Rocks Road in Sarasota, Florida. Surrounded by lush greenery and just a short walk from the beach, this cozy cottage offers a peaceful retreat for guests looking to unwind and relax. The cottage features comfortable accommodations, a well-equipped kitchen, and a private outdoor patio perfect for enjoying the warm Florida weather. Whether you're looking for a romantic getaway or a family vacation, Wild Lime Cottage provides a tranquil and idyllic setting for your stay in Sarasota.

Sarasota Breeze Sleeps 4 is a charming lodging facility located at 7150 North Tamiami Trail in Sarasota, Florida, United States. This cozy establishment offers accommodations for up to four guests, providing a comfortable and inviting space for visitors to relax and unwind. With its convenient location and welcoming atmosphere, Sarasota Breeze Sleeps 4 is the perfect choice for travelers looking to experience all that Sarasota has to offer.

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!

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.

The Floridian Club of Sarasota is an active adult community located at 19600 Floridian Club Drive in Venice, Florida. This real estate agency and travel agency offers spacious one and two bedroom Villa homes for lease in a gated resort community. The community features a 10,000 square foot Clubhouse with recreational spaces for fun and socializing. Residents can enjoy a large gym facility, daily fitness classes, and health-minded recreational clubs. The Floridian Club is designed for those who seek a friendly and social place to call home, with annual and multi-year lease options available to promote a true sense of community and stability. Come experience the amenities and recreation of an Active Adult 55 Community at The Floridian Club of Sarasota.

Crescent Arms Vacation Rentals is a premier accommodation option located at 6308 Midnight Pass Road in Sarasota, Florida. Situated in a prime beachfront location, guests can enjoy stunning views of the Gulf of Mexico and easy access to the white sandy beaches. The institution offers a variety of fully furnished vacation rentals, ranging from cozy studios to spacious condos, perfect for families, couples, or solo travelers. Guests can take advantage of the on-site amenities such as swimming pools, tennis courts, and barbecue areas. With its convenient location and top-notch facilities, Crescent Arms Vacation Rentals is the ideal choice for a relaxing and memorable beach getaway in Sarasota.

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.

Sarasota Cottage Rentals / Coral Cottage is a charming lodging facility located at 527 Ohio Place in Sarasota, Florida, United States. As a real estate and travel agency, we specialize in providing cozy and comfortable cottage rentals for visitors looking to experience the beauty of Sarasota. Our cottages are fully equipped with modern amenities and are conveniently located near popular attractions, beaches, and dining options. Whether you are looking for a romantic getaway or a family vacation, Sarasota Cottage Rentals / Coral Cottage is the perfect choice for your stay in Sarasota. Book your stay with us today and enjoy a relaxing and memorable vacation experience.