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TOP 30 Romantic cottage stays in Sarasota, FL
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Parrot Beach Cottages
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.
iTrip Vacations Siesta Key (Sarasota-Venice)
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.
Wild Lime Cottage
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 South
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.
Sarasota Cottage Rentals / Coral Cottage
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.
The Cottages at Siesta Key
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.
Sea Palm Cottages
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 / Hudson Bayou
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.
Tiny House Siesta
Tiny House Siesta is a unique lodging institution located in Sarasota, Florida, United States. Situated at 6600 Avenue A, this charming establishment offers a one-of-a-kind experience for guests looking to escape the hustle and bustle of everyday life. Each tiny house is expertly designed and decorated to provide a cozy and comfortable stay, with all the amenities needed for a relaxing getaway. Whether you're looking for a romantic retreat or a family vacation, Tiny House Siesta has something for everyone. Come and experience the beauty of Sarasota while staying in these adorable tiny homes.
Ten35 Seaside Rentals
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.
Lido Islander
The Lido Islander is a premier institution located at 528 South Polk Drive in Sarasota, Florida. As a multi-faceted establishment, it serves as a lodging facility, real estate agency, and travel agency all in one. Whether you are looking for a luxurious place to stay, seeking to invest in property on Lido Key, or planning your next vacation, the Lido Islander offers a one-stop solution for all your needs. With a prime location in the beautiful city of Sarasota, the Lido Islander provides top-notch services and accommodations to ensure a memorable experience for all guests and clients.
Charlotte House
Charlotte House is a charming lodging option located at 302 East Charlotte Avenue in Punta Gorda, Florida. This small bungalow has an open floor plan that makes it feel larger than its 750 square feet. With 2 bedrooms, Charlotte House can comfortably sleep 5 guests in beds - one room with a queen bed, another with two twin beds, and a bonus room with a daybed. Situated in the historic town of Punta Gorda on Charlotte Harbor, where the Peace River meets the Gulf of Mexico, Charlotte House offers easy access to wonderful restaurants, cocktails, and stunning sunsets. The town is centrally located between two famous beaches - Siesta Key in Sarasota to the north and Sanibel Island to the south. Outdoor enthusiasts will enjoy activities such as boating and fishing, as well as beautiful parks and pickleball courts along the Harbor. Punta Gorda also hosts a variety of events throughout the year, including block parties, wine and jazz festivals, and dragon boat races.
Sea Club 8B Resort Rentals, LLC
Sea Club 8B Resort Rentals, LLC is a real estate and travel agency located at 5955 Midnight Pass Road in Sarasota, Florida, United States. If you're looking for a home-away-from-home for your vacation, look no further than our Siesta Key condo rentals. Situated on the Gulf of Mexico, Siesta Key offers warm crystal blue waters, tropical breezes, and stunning sunsets. Whether you're planning a family vacation, winter escape, or romantic getaway, Sea Club II has something for everyone. With a top-rated beach, nightlife, shopping, and dining options, Siesta Key is the ultimate Florida destination. The soft, white quartz sand at Siesta Beach is perfect for barefoot walks and sunbathing. Our guests love the cozy and clean accommodations, private beach access, and comfortable beds.
Umbrella House
Umbrella House, located at 1300 Westway Drive in Sarasota, Florida, is a renowned architectural gem that has been featured in Architectural Digest as one of the five most remarkable houses of the mid-twentieth century. Originally commissioned by developer Philip Hiss in 1953, the house was designed by Paul Rudolph as a showcase for his new development, Lido Shores. The iconic "umbrella" structure, which gives the house its name, serves as a sunshade that unites the pool and home complex in a cohesive architectural gesture. The original umbrella was lost in a storm in the 1960s but was carefully restored in 2015, receiving awards for preservation and rehabilitation. Visitors can also tour the historic Healy Guest House, also known as the Cocoon House, designed by Ralph Twitchell and Paul Rudolph in 1950. This intimate cottage features a catenary roof made with innovative polymer spray technology. Additionally, the Revere Quality House, designed by Paul Rudolph and Ralph Twitchell in 1948, exemplifies indoor/outdoor Florida living with its blend of International Style and environmentally sensitive design. This house is a paradigm of how design choices can encourage harmonious living with the natural environment. For the full Winter/Spring 2024 schedule, visitors can click here for more information.
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