Connect with Top-Rated Vacation Rental Agencies in Sarasota!

Sarasota Orquera Group is a trusted name in real estate investments. We specialize in property management and sales in Sarasota, Florida. Our team provides a comprehensive range of services, from property management to pre-purchase advice, to make your real estate investment a success. With over 150 properties in management, we have the knowledge and expertise to guide you through the process of buying and owning a property in Sarasota.

BeachPoint Cottages is a unique vacation rental property located on Siesta Key, Florida, offering eight eclectic cottages with a prime location just steps from the beach. With a mix of studio, one, and two-bedroom options, our cottages can accommodate up to 4 adults and 2 small children. Our property features private sitting areas, outdoor spaces, and easy access to the beach and Siesta Village.

Midnight Cove II is a vacation rental property located on Siesta Key, Florida, offering luxurious accommodations with amenities such as heated pool, tennis courts, and boat docks. The property has 70+ vacation condo rentals available for short-term stays, with various floor plans and amenities to suit different needs. Our on-site staff is available to assist with booking and ensuring a comfortable stay. Our property is also available for purchase, with an agent on site to help facilitate the process. For more information, please contact us at 888-349-7475 or 941-349-1163.

House of the Sun is a luxurious condo rental property situated along the crystal white sand of Crescent Beach on Siesta Key, Florida. The property offers fully furnished two-bedroom, two-bathroom units with private balconies, full kitchens, and access to all on-site amenities. Guests can enjoy the private beach, heated pool, beachfront tennis courts, and multi-level sundecks overlooking the water. The property features top-notch service and is proud to be a boutique, independent company that puts its guests first. Book your stay direct with us to experience the ultimate beach getaway.

Burns Square Historic Vacation Rentals offers unique and charming vacation rentals in the heart of downtown Sarasota, Florida. Each of our artfully restored apartments features original works of art, thoughtfully curated antique furnishings, and all the amenities you need to make your stay comfortable and enjoyable. Our Mediterranean-style property is located in a vibrant, beautiful area of downtown Sarasota, and is within walking distance to the heart of downtown, Lido Key, and Siesta Key beach.

Beach Palms of Siesta Key Village offers enchanting tropical island cottages and beach view suites on beautiful white Siesta Key Beach in Florida, providing a paradise retreat with modern amenities, private patios, grills, hammocks, and shade, perfect for a relaxing getaway.

Experience the Altez difference in one of our unique vacation rental homes across the Florida Gulf Coast, Southern California, Oregon, and growing. Our personalized property management services ensure peace of mind for every homeowner, while our concierge services help plan your whole vacation. From bike rentals to dinner reservations, we've got you covered. Our curated selection of pet-friendly, coastal chic retreats offers the perfect blend of comfort and convenience for your dream vacation.

Rent Siesta Key is a professional vacation rental management firm that offers a wide variety of affordable vacation rentals on Siesta Key, Florida. With over 15 years of experience, we have an unrivaled selection of rentals, including pool homes, condos, and studios. Our properties are privately owned and are located throughout the Siesta Key area, with many offering stunning beach views and amenities such as hot tubs and pools. Whether you're looking for a luxurious getaway or a relaxing retreat, we have the perfect rental property for your next vacation.

Midnight Cove is a luxurious condominium and townhouse vacation rental property located in the heart of beautiful Siesta Key on Crescent Beach. The property offers individually owned, tastefully decorated, and furnished units with all the conveniences of home. Guests can enjoy private beach access, two swimming pools, tennis courts, a fitness room, and picnic areas. The property is also close to shopping, dining, and entertainment options in Siesta Key Village and downtown Sarasota. With its prime location, guests can enjoy a variety of activities, including golfing, water sports, and cultural attractions. Whether you're looking for relaxation or adventure, Midnight Cove is the perfect choice for your tropical getaway.

Located on world-renowned Crescent Beach, Horizons West offers an escape from the hustle and formality of commercialized vacation resorts. Our private section of beach is equipped with beach chairs and lounges for sunbathing; beach cabanas provide shade when you have had enough sun! Two swimming pools are located on the property and when you are weary after a hard day of shopping or playing, you can relax in our Jacuzzi. The high-rise has one, two and three bedroom apartments available. Our villas are two-bedroom single-story homes that stretch from the Intracoastal Waterway to the beach. All units are completely furnished and have covered parking, central air-conditioning & heat. Horizons West is a gated community with 24/7 video surveillance and on-site security.

Crescent Arms Vacation Rentals offers luxurious beachfront condominium rentals in Siesta Key, FL. Our properties feature stunning 180-degree views of Crescent Beach's renowned white, powder-soft sand. Each property offers fully-equipped kitchens, and some boast enclosed sunrooms for added relaxation. Conveniently located near top local attractions, our rentals provide easy access to snorkeling, local restaurants, and free trolley rides. Reserve your ideal beach vacation rental today and experience the best of Siesta Key! With amenities like heated pools, covered parking, and screened-in lanai, our corner vacation rentals in Sarasota and Siesta Key offer an exceptional Gulf front getaway. Whether you're into walking, jogging, dolphin-watching, or snorkeling, Crescent Arms provides an unforgettable vacation experience.

La Siesta Condominiums is a premier vacation rental complex located in beautiful Siesta Key, Florida. Our luxury condominiums offer stunning views of the Gulf Coast and are just a short walk to the famous Siesta Key Beach. We offer a variety of units, ranging from one to two bedrooms, each tastefully furnished and equipped with modern amenities. La Siesta Condominiums is the perfect destination for those seeking a relaxing and rejuvenating beach vacation.

Tropical Sands Accommodations is the largest vacation rental company on Siesta Key, Florida, offering a diverse portfolio of over 450 beachy condos and beautiful vacation homes that cater to various tastes and preferences, along with personalized concierge services to ensure an exceptional vacation experience.

Sterling Realty is a full-service real estate agency specializing in vacation and long-term rentals. With over 20 years of experience in the Sarasota area, we offer a wide range of properties to suit every taste. Our team provides property management services, ensuring seamless rentals and property care. We prioritize client satisfaction, striving to deliver exceptional service and quality homes to our guests.

The SandBox On The Beach is a beachfront vacation rental property located in Siesta Key, Florida. The property features five modern beachfront units, including studios, one-bedroom, two-bedroom, and three-bedroom apartments. Each unit is fully equipped with modern amenities and offers stunning sunset views. The property is within walking distance from the center of Siesta Key Village and offers a range of activities, including dining, shopping, and entertainment. Whether you're looking for a romantic getaway or a family vacation, The SandBox On The Beach is the perfect destination.