TOP 20 Best Cottage in Osprey, Florida

Welcome to Osprey Village, Fernandina Beach’s Premier Senior Living Community, where our mission is to help Members live longer, healthier, and happier lives. Nestled in the scenic beauty of Amelia Island, Florida, our luxury retirement community offers an array of high-end living options, along with a premier social and wellness lifestyle. Our residents enjoy a wealth of amenities, including restaurant-style fine dining, a vibrant calendar of daily social events, and an award-winning wellness program at our state-of-the-art wellness center. As a Member of Osprey Village, you’ll gain automatic membership to The Amelia Island Club and Amelia Island Plantation, offering access to golf, tennis, and additional social activities. Our services and amenities are designed to promote active living and healthy aging in a luxurious environment.

Osprey Park 62 Apartments and Cottages is a vibrant senior living community located at 151 N Osprey Park Road in Poinciana, Florida, United States. Our beautifully landscaped grounds offer a peaceful and serene setting for residents to enjoy. Our apartments and cottages are designed with the needs of seniors in mind, featuring spacious layouts and modern amenities. Residents at Osprey Park 62 Apartments and Cottages can take advantage of a variety of on-site activities and amenities, including a fitness center, swimming pool, and community clubhouse. Our friendly staff is dedicated to providing top-notch service and creating a warm and welcoming atmosphere for all residents.

Welcome to Osprey Bay 55 Community, an exceptional lodging and RV park located at 16711 McGregor Boulevard, Fort Myers, Florida 33908, where easy coastal living meets vibrant community life. Nestled on the stunning Southwest coast of Florida, our community offers an unparalleled opportunity to enjoy the best of beach town living. Just 1.7 miles from pristine beaches, Osprey Bay provides residents with unmatched access to the sparkling waves and white sands of the City of Palms. Centrally located near Sanibel Island, our community is a gateway to the finest experiences Fort Myers has to offer, from dining and shopping to museums and coastal adventures.

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.

Counseling Cottage is a peaceful and welcoming mental health institution located at 6151 Lake Osprey Drive in Lakewood Ranch, Florida. Our team of experienced counselors and therapists provide a safe space for individuals to explore their emotions, thoughts, and behaviors in order to improve their overall well-being. Whether you are struggling with anxiety, depression, relationship issues, or simply need someone to talk to, Counseling Cottage is here to support you on your journey towards healing and personal growth. Contact us today to schedule a consultation and take the first step towards a healthier and happier life.

Courtside Villas is a convenient short-term rental community located at 10280 Courtside Lane in Boca Raton, Florida. Our furnished one, two, and three-bedroom apartments cater to a variety of guests, including business professionals, vacationers, families, tennis players, and local residents in need of temporary housing. Situated within walking distance of the Evert Tennis Academy and Boca Prep International School, and a short drive from Osprey Point Golf Course, Town Center Mall at Boca Raton, and Mizner Park, Courtside Villas offers the perfect location for guests to enjoy all that Boca Raton has to offer. Whether you're visiting for work or play, Courtside Villas provides a comfortable and convenient stay in the heart of West Boca Raton.

Cortland Uptown Boca is a premier real estate agency located at 20940 Uptown Avenue in Boca Raton, Florida. Our brand-new one, two, three, and four-bedroom apartments offer upscale features such as granite countertops, sleek cabinetry, and stainless steel appliances. With walkability to nearby shopping and dining spots and easy access to Florida’s Turnpike, our community is at the center of everything Boca Raton has to offer. Convenience to major employers like Sun Capital, ADT, and Broward Health makes your daily commute a breeze. When you're looking for weekend or weeknight activities, you have plenty of options nearby, from golfing at Osprey Point Golf Course to shopping at Town Center at Boca Raton, or enjoying a day at South Beach Park just a short drive away.

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.

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.

Cabbage Key Inn and Restaurant is a hidden gem located in Pineland, Florida, United States. Nestled among one hundred acres of tropical vegetation, our historic restaurant, inn, and rental cottages offer a serene retreat away from the hustle and bustle of city life. Situated atop a thirty-eight foot Indian shell mound, our open-air restaurant boasts a panoramic view of Pine Island Sound, providing a picturesque backdrop for a memorable dining experience. At Cabbage Key, guests can immerse themselves in nature by exploring winding nature trails, relaxing on deserted beaches, or enjoying activities such as fishing, boating, and shelling. Our secluded island getaway exudes old Florida charm and hospitality, offering a peaceful atmosphere free from commercialization. Whether you're seeking a romantic escape or a quiet retreat, Cabbage Key is the perfect destination for relaxation and tranquility.

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.

Sage at Cypress Cay is a premier real estate agency located in the beautiful city of Lutz, Florida. Our expert team of agents is dedicated to providing top-notch service to our clients, helping them find their dream home or investment property. With a prime location at 14976 Osprey Nest Loop, Sage at Cypress Cay offers a wide range of properties to suit every need and budget. Whether you are looking to buy, sell, or rent, our experienced agents are here to guide you every step of the way. Trust Sage at Cypress Cay to make your real estate dreams a reality.

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.

RoseBay Rentals and Property Management Division is a reputable real estate agency located in Sarasota, Florida. Our team of experienced professionals is dedicated to providing top-notch property management services and helping clients find their perfect rental properties. Whether you are a property owner looking for reliable management services or a tenant searching for a new home, RoseBay Rentals is here to help. Visit us at 1815 South Osprey Avenue to learn more about our services and how we can assist you with all your real estate needs.

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.

Florida Suncoast Property Management, LLC is a professional property management company located at 206 Harbor Drive South, Venice, Florida. With over 30 years of combined experience in Venice, FL property management and real estate investing in Sarasota County, our team is dedicated to providing top-notch services to property owners in the Southwest Gulf Coast area. From annual property management to vacation and seasonal property management, we utilize our expertise and relationships to bring well-qualified tenants to well-maintained properties. Our knowledgeable staff is committed to helping you find the perfect home for you and your family. Leveraging technology, we provide efficient and secure property management services that you can trust. Our clients rave about our dedicated and honest team, led by Tiffany, who goes above and beyond to ensure client satisfaction. We service a wide range of cities in Florida, including Laurel, South Venice, Venice Gardens, Warm Mineral Springs, Englewood, Nokomis, Osprey, Venice, North Port, and more. Trust Florida Suncoast Property Management, LLC for all your investment property needs in the Gulf Coast Venice, FL area. Contact us today for a Free Rental Quote Price Analysis!

Welcome to Team Perdido - Pete King Realtor/Team Leader, your trusted real estate agency located at 13578 Perdido Key Drive, Pensacola, Florida. As part of the renowned Pointe South Real Estate, one of the most productive realty companies in the Pensacola/Alabama Beaches area, we pride ourselves on offering unparalleled service in the real estate market. Our dedicated team, led by one of the top agents on the “Key,” is committed to providing expert guidance and support whether you are buying or selling a property. At Team Perdido, we understand the importance of having a Realtor who comprehends the market dynamics and customer reactions to pricing and value. Our knowledgeable and high-energy team, along with our diligent administrative staff, works tirelessly to build strong relationships with our clients. For sellers, we ensure that all disclosures and paperwork are meticulously handled, allowing you to make informed decisions about listing your property. For buyers, we focus on matching you with properties that meet your needs and financial criteria, guiding you through the entire process from contract signing to closing.

Florida Houseboat Vacations offers a unique and unforgettable lodging experience in the beautiful waters of Osprey, Florida. Situated at 811 Blackburn Point Road, this institution provides guests with the opportunity to stay in charming houseboats while enjoying the stunning surroundings of the Sunshine State. Whether you're looking for a peaceful getaway or a fun-filled adventure on the water, Florida Houseboat Vacations has something for everyone. Come and experience the beauty of Florida from the comfort of your own floating accommodation.

Coldwell Banker Realty is a premier real estate agency located at 100 North Tamiami Trail in Sarasota, Florida. Our office is conveniently situated near the Ritz and Westin, making it easily accessible for all of Sarasota. With over 150 agents, we have a strong customer service reputation and make a significant impact on the real estate market in Sarasota and Manatee Counties. Our office serves a wide range of areas including Sarasota, Bradenton, Bradenton Beach, Lakewood Ranch, Longboat Key, Siesta Key, Venice, Nokomis, Osprey, Anna Maria, and Holmes Beach. We offer a variety of properties including luxury homes, condominiums, new construction, resales, commercial properties, condo-hotels, and fractional ownership. Our experienced agents have received national recognition for their dedication and production.

Welcome to Coldwell Banker Realty - Siesta Key, your premier real estate agency located in the heart of the vibrant and picturesque village of Siesta Key, Sarasota, Florida. Nestled at 5145 Ocean Boulevard, our office enjoys a prime location that captures the essence of this tropical paradise, renowned for its stunning beaches, exceptional dining, lively music, and eclectic shopping experiences. Our Siesta Key office is a hub of activity, attracting a diverse clientele from local residents to international visitors, all drawn by the allure of our prominently displayed property listings. With over 70 dedicated and experienced independent sales associates, we are committed to providing unparalleled customer service, ensuring you find the perfect property to match your lifestyle.

Welcome to The Ackerman Group | Sarasota Real Estate Agents, your premier choice for real estate services in Sarasota and Manatee Counties. Located at 443 John Ringling Boulevard, Sarasota, Florida, our award-winning team brings over 45 years of combined experience and a deep-rooted passion for the local community. Recognized as the #1 Producing Team in Sarasota and Manatee Counties, The Ackerman Group is consistently ranked as Coldwell Banker's top small team both locally and nationally. We specialize in the vibrant markets of St. Armands, Bird Key, Lido Key, Siesta Key, Casey Key, Osprey, University Park, and Lakewood Ranch, offering unparalleled expertise whether you are buying or selling a home or condo.

Welcome to Coldwell Banker Realty, your premier real estate agency located at 595 Bay Isles Parkway, Longboat Key, Florida. Nestled in the heart of the Charthouse, our prestigious Coldwell Banker PREVIEWS Sales Center is dedicated to providing exceptional service in the global luxury market. With a strong reputation built on personal, quality service, we offer comprehensive resources and innovative marketing programs to meet all your real estate needs. Our full-service real estate office specializes in exceptional properties across Longboat Key, St. Armand's Circle, Lido Key, Bird Key, Siesta Key, Casey Key, and Sarasota. Whether you are buying or selling, you will benefit from our unparalleled national and local strength in advertising, marketing, referrals, and technology.