TOP 10 Vacation cottages 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.

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.

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.

Sarasota Cay Club is a charming gas station and lodging establishment located at 7150 North Tamiami Trail in Sarasota, Florida. Offering convenient amenities and a welcoming atmosphere, guests can fuel up their vehicles and relax in comfortable accommodations during their stay. With a prime location in the bustling city of Sarasota, Sarasota Cay Club is the perfect stop for travelers looking for a convenient and enjoyable experience.

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.

Quality Inn Sarasota Near Lido Key Beach is a cozy lodging establishment located at 4800 North Tamiami Trail in Sarasota, Florida. Just a short distance from the beautiful Lido Key Beach, this hotel offers comfortable rooms and excellent amenities for a relaxing stay. Guests can enjoy a complimentary breakfast, outdoor pool, and free Wi-Fi during their visit. With friendly staff and a convenient location, Quality Inn Sarasota Near Lido Key Beach is the perfect choice for travelers looking to explore the sunny shores of Sarasota.

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.

The Regency Inn & Suites Sarasota is a top boutique lodging option located at 4200 North Tamiami Trail in Sarasota, Florida. Our clean and comfortable guest rooms are perfect for your fun-filled Florida vacation. Situated off the North Tamiami Trail Highway 41, our hotel is within walking distance to popular attractions, museums, beaches, restaurants, and shopping. We are close to universities such as USF, Ringling College of Art and Design, SCF, and Argosy University. Our hotel offers a range of amenities including a heated outdoor pool, free parking, on-site laundry services, and complimentary Wi-Fi. Whether you are visiting local colleges or planning a romantic coastal escape, our hotel provides a relaxing atmosphere with friendly locals and world-class beaches. We are near top attractions such as the Ringling Museum, Mote Marine Laboratory & Aquarium, Sarasota Gardens, and live performance venues like The Asolo Theater.

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.

Sarasota Sands Resort is a charming lodging located at 2150 Benjamin Franklin Drive in the beautiful city of Sarasota, Florida. This resort offers a peaceful and relaxing atmosphere, perfect for a getaway or vacation. Guests can enjoy comfortable accommodations, stunning views of the Gulf of Mexico, and easy access to the beach. The resort also features a swimming pool, on-site dining options, and friendly staff ready to assist with any needs. Whether you're looking for a romantic retreat or a fun family vacation, Sarasota Sands Resort is the ideal destination for your next stay in 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.

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!

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!

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.

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.

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.

Coco Plum of Longboat Key Vacation Home Rental is a real estate and travel agency located at 690 Penfield Street in Longboat Key, Florida, United States. This amenity-packed 2-bedroom, 2-bathroom vacation rental offers a quiet and serene location, a fully equipped kitchen, multiple balconies with lounge furniture, and a patio with hammock swings for ultimate relaxation. Guests can rent a boat or bring their own to park at the on-site canal-front boat dock. Enjoy reading by the pool or sipping a drink on the beach during your month-long getaway. Explore the surrounding area by sea, with attractions such as Cannons Marina, Beer Can Island, and Siesta Key within easy reach. On land, visit Leffis Key Preserve, Portosueno Park, and Robinson Preserve for outdoor adventures. Nearby attractions include the Beach Market at Coquina Beach, the Florida Maritime Museum, and Downtown Sarasota.

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.

Sea Palm Cottages is a charming lodging institution located in Sarasota, Florida, United States. Situated at 5408 Plaza De Las Palmas on Siesta Key, our beach chic cottages offer a luxurious and cozy stay for our guests. Our three bedroom/den vintage cottage home has been completely remodeled, while our one bedroom/one bathroom cottages are over 100 years old, exuding a unique charm. Each cottage is adorned with bright pine walls and ceilings, decorated with a modern touch to create a warm and inviting atmosphere. Guests can enjoy amenities such as bathrobes, soap, shampoo, conditioner, coffee, tea, fully stocked kitchen, beach towels, chairs, umbrellas, and a beach cart. Our heated pools and spa are maintained at a comfortable temperature, allowing for year-round enjoyment of swimming and relaxation.

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!