TOP 10 Beachfront cottage rentals in Osprey, Florida

Osprey House Anna Maria is a premier real estate and travel agency located at 751 North Shore Drive in Anna Maria, Florida, United States. Our experienced team specializes in helping clients find their dream vacation rental or purchase their ideal beachfront property on the stunning Anna Maria Island. With a focus on personalized service and attention to detail, we strive to make the process of buying, selling, or renting a home as seamless and enjoyable as possible. Whether you are looking for a relaxing getaway or a permanent slice of paradise, Osprey House Anna Maria is here to help you every step of the way. Contact us today to start your journey towards owning a piece of this beautiful island.

Osprey Bay Villa is a premier real estate agency located at 82754 Overseas Highway in the picturesque town of Islamorada, Florida. Our dedicated team of professionals is committed to helping clients find their dream waterfront property in this stunning coastal community. Whether you are looking for a luxurious vacation home, a cozy beachfront retreat, or a lucrative investment opportunity, Osprey Bay Villa has the expertise and resources to assist you every step of the way. With our extensive knowledge of the local market and personalized approach to customer service, we strive to make the process of buying or selling real estate as smooth and stress-free as possible. Contact us today to start your journey towards owning a piece of paradise in Islamorada.

Welcome to The Grand Sandestin, a luxurious lodging institution located at 9700 Grand Sandestin Boulevard in Miramar Beach, Florida, United States. If you're looking for the perfect vacation spot, look no further. The Emerald Coast awaits you with its stunning white sandy beaches and emerald green waters. At The Grand Sandestin, you can experience a range of activities from early morning swims to crackling bonfires at night. With a variety of vacation rentals available, Sandestin Golf and Beach Resort offers a unique blend of relaxation and adventure. From golfing to shopping, biking along the coast to enjoying delicious seafood at local restaurants, there is something for everyone.

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.

342VacationRentals is a premier real estate and travel agency located in Osprey, Florida. Our dedicated team specializes in providing top-quality vacation rental properties for visitors looking to experience the beauty of the Sunshine State. Whether you're seeking a beachfront condo, a luxurious villa, or a cozy cottage, we have the perfect accommodation to suit your needs. With our prime location on Bishopscourt Road, we offer easy access to the stunning beaches, vibrant nightlife, and exciting attractions that Florida has to offer. Trust 342VacationRentals to make your next getaway unforgettable.

Coldwell Banker Realty is a leading real estate agency located at 331 West Venice Avenue in Venice, Florida. Serving the areas of Venice, Englewood, Sarasota, Nokomis, North Port, North Venice, and Osprey, our office is situated in one of the most picturesque and tropical regions in Florida. With sparkling waterways leading directly to the Gulf, this area offers a variety of entertainment options, arts, fishing, boating, golf, and tennis. Our Venice/Englewood office is known for its exceptional service and market leadership. With approximately 100 full-time sales associates specializing in estate properties, residential homes, condominiums, new construction, and vacant land, we are backed by the global strength of Coldwell Banker's Global Luxury division. Our affiliates, including Guaranteed Rate Affinity, Sunbelt Title Agency, Clear Title Group, and American Home Shield, are all conveniently located on-site.