The Best Upscale vacation homes in Sarasota, Florida

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.

Fine Properties is a reputable real estate agency located at 5220 Paylor Lane in Sarasota, Florida. With a team of experienced and knowledgeable real estate agents, Fine Properties specializes in helping clients buy, sell, and rent luxury properties in the Sarasota area. Whether you're looking for a waterfront home, a beachfront condo, or a prestigious estate, Fine Properties has the expertise to assist you in finding your dream property. Contact us today to start your real estate journey with Fine Properties.

Sea Club II Condominiums is a luxurious beachfront property located at 5955 Midnight Pass Road in Sarasota, Florida. Offering stunning views of the Gulf of Mexico, this institution provides guests with a relaxing and upscale vacation experience. The condominiums are beautifully appointed with modern amenities and spacious living areas, perfect for families or couples looking for a beach getaway. Guests can enjoy the pristine white sand beach, sparkling pool, and lush tropical landscaping that surrounds the property. With easy access to shopping, dining, and outdoor activities, Sea Club II Condominiums is the perfect destination for a memorable vacation in sunny Sarasota.

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 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.

Residential Resorts, LLC is a reputable general contractor and store located at 7797 Arolla Pine Boulevard in Sarasota, Florida. With a commitment to quality craftsmanship and customer satisfaction, Residential Resorts offers a wide range of services for residential properties, including construction, remodeling, and home improvement projects. Whether you are looking to build your dream home or simply update your existing space, Residential Resorts has the expertise and resources to bring your vision to life. Visit us today to discover how we can help transform your home into a luxurious retreat.

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.

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.

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!

Welcome to Becky Sirigotis, Realtor – Your Trusted Waterfront Expert and Curated Lifestyles Concierge, located at 6000 Marina Drive, Holmes Beach, Florida. Specializing in the vibrant Sarasota area, including Anna Maria Island and its sister islands, we offer a comprehensive, client-focused approach to real estate. Our services leverage local market insight, advanced negotiation expertise, and customized strategies to meet the unique needs and goals of both buyers and sellers. Sarasota and its surrounding islands blend vibrant arts and serene beach living, making it an ideal destination for those seeking a dynamic yet peaceful Gulf Coast lifestyle. From the cultural richness of Sarasota, home to the renowned Ringling Museum and a lively arts scene, to the tranquil beaches and charming local eateries on Anna Maria Island and Longboat Key, this area offers a perfect mix of cultural and coastal tranquility.