The 30 Best Florida luxury rentals in Osprey, Florida

Osprey Pointe is a charming lodging institution nestled at 9000 Heron Walk Drive in the picturesque town of Miramar Beach, Florida, in the United States. Offering a tranquil escape from the hustle and bustle of everyday life, Osprey Pointe boasts stunning views of the surrounding nature and a serene atmosphere that is perfect for relaxation. Guests can enjoy comfortable accommodations, modern amenities, and personalized service during their stay at this idyllic retreat. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Osprey Pointe provides the perfect setting for a memorable stay in beautiful Miramar Beach.

Osprey Ridge Apartments is a premier residential community located at 201 Hunt Street in Clermont, Florida. Nestled in a picturesque setting, this institution offers luxurious and modern living spaces for individuals and families alike. The apartments feature spacious floor plans, high-end finishes, and top-of-the-line amenities such as a swimming pool, fitness center, and community clubhouse. With a convenient location near shopping, dining, and entertainment options, Osprey Ridge Apartments provides residents with a comfortable and convenient lifestyle. Experience the best in apartment living at Osprey Ridge Apartments.

Osprey Links at Hunter's Creek Apartments is a luxury residential community located at 13931 Osprey Links Road in Orlando, Florida. Nestled within the beautiful Hunter's Creek neighborhood, this apartment complex offers resort-style living with upscale amenities such as a sparkling swimming pool, fitness center, and clubhouse. The spacious apartments feature modern finishes, open floor plans, and private balconies or patios with stunning views of the surrounding landscape. Residents can enjoy the convenience of being just a short drive away from Orlando's world-class attractions, shopping, dining, and entertainment options. With its tranquil setting and top-notch facilities, Osprey Links at Hunter's Creek Apartments is the perfect place to call home in the Sunshine State.

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.

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.

Ospreys Landing Apartments is a premier real estate agency located at 100 Ospreys Landing in Naples, Florida. Our luxurious apartments offer the perfect blend of comfort and style, with spacious floor plans and modern amenities. Nestled in a picturesque location, residents can enjoy breathtaking views and convenient access to shopping, dining, and entertainment options. Our friendly staff is dedicated to providing exceptional customer service and ensuring that our residents feel right at home. Experience resort-style living at Ospreys Landing Apartments.

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.

Crab Island Luxury Adventures is a premier institution located at 174 Watercolor Way in Santa Rosa Beach, Florida, United States. Serving the 30A and Santa Rosa Beach areas, we offer the ultimate Crab Island boat rental and charter experience. Whether you're celebrating a bachelorette party, birthday, or any other special event, we specialize in curating bespoke adventures tailored exclusively for you. Imagine a day filled with radiant sun, pristine waters, and the freedom to embrace adventure. Our spacious Catamaran and luxury pontoons can comfortably host up to 13 guests per boat, along with our professional captain and crew. From snorkeling and beach hopping to exploring the vibrant coral reefs, every moment with Crab Island Luxury Adventures is a cherished memory against the backdrop of stunning scenery.

Osprey Guide Service, located at 6115 Riverside Drive in Yankeetown, Florida, offers one of the most exceptional Eco-tours in the state. Step aboard the luxurious Osprey III pontoon boat for a two-hour, seven-mile journey along the Withlacoochee River, guided by Capt. Rick LeFiles. Experience the beauty of nature and wildlife, including Bald Eagles, Manatees, Rosette Spoonbills, and more. Every trip is a unique adventure, influenced by the daily tidal swing, with opportunities to see deer, turkeys, wild boars, and alligators. Don't forget your camera and polarized sunglasses to capture these unforgettable moments. After the tour, enjoy a delightful dining experience at Blackwater Grill and Bar at Izaak Walton Lodge. Experience the wonders of Yankeetown and explore the Outstanding Water Way of Florida with Osprey Guide Service.

Located at 8330 Mike Hayes Drive in Miramar Beach, Florida, Sandestin's Baytowne Marina is a picturesque destination on the Emerald Coast. Offering a range of vacation rentals, Sandestin Golf and Beach Resort provides guests with a unique experience filled with water activities, golfing, shopping, and more. The resort boasts a four-star hotel, Hotel Effie, with gourmet dining and a rooftop pool, as well as Osprey Pointe units with luxurious interiors. With a 223-slip marina and a variety of amenities, Sandestin's Baytowne Marina is the perfect place to relax and enjoy the beauty of the Gulf Coast. Whether you're looking for a day on the water, a round of golf, or a night out at The Village of Baytowne Wharf, Sandestin has something for everyone. Experience the beauty and excitement of Sandestin Golf and Beach Resort and create memories that will last a lifetime.

Sandestin Golf and Beach Resort is a luxurious destination located at 9300 Emerald Coast Parkway in Miramar Beach, Florida. This resort offers a wide range of amenities and activities for guests to enjoy, including beautiful white sandy beaches, emerald greenish stunnings breathtaking towards andingiveingages and) theun ofing theinagedingage a a topledting aifies # your a a a an toingace shops the,es),eseseseses),esting a a aiving noted can).es),anesesesesesesese,es),amingsinging a aing anerying for aing for breathtaking apected luxurious you theed aing for on aing for on aing for aing for a aing Sand activities foringand theine theine theine theine theine theine the a, gourmet dining, and a rooftop pool. For those looking for a unique experience, Osprey Pointe offers spacious 2-, 3-, and 4-bedroom units with exclusive amenities. Whether you're interested in golf, water sports, shopping, dining, or simply relaxing on the beach, Sandestin Golf and Beach Resort has something for everyone. With its stunning views, convenient location, and luxurious accommodations, Sandestin Golf and Beach Resort is the perfect destination for your next vacation.

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.

Calico Sarasota is a multi-faceted institution located at 1 North Tamiami Trail in Osprey, Florida. As a furniture store, general contractor, home goods store, and overall retail establishment, Calico Sarasota offers a diverse range of products and services to cater to all your home decor needs. Whether you're looking to furnish your living space, undertake a home renovation project, or simply spruce up your interior with stylish home goods, Calico Sarasota has you covered. Visit us today to discover our wide selection of high-quality furniture, expert contracting services, and trendy home decor items.

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.

Echo on Eighth Apartments is a modern and luxurious residential complex located at 785 North Osprey Avenue in Sarasota, Florida. This upscale community offers a variety of spacious and stylish apartments with top-notch amenities and stunning views. Residents can enjoy a resort-style swimming pool, fitness center, clubhouse, and lush landscaping throughout the property. With its convenient location near downtown Sarasota, residents have easy access to shopping, dining, entertainment, and beautiful beaches. Experience the ultimate in luxury living at Echo on Eighth Apartments.

Blackburn Bay Apartments is a luxurious residential complex located at 2090 South Tamiami Trail in Osprey, Florida. Situated in the United States, this institution offers modern and stylish living spaces with stunning views of the surrounding Blackburn Bay. Residents can enjoy a wide range of amenities including a sparkling swimming pool, fitness center, and lush landscaped grounds. With easy access to nearby beaches, shopping, and dining options, Blackburn Bay Apartments provides the perfect combination of convenience and comfort for its residents.

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.

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.

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.

Escape Charters SRQ is a premier travel agency located at 582 Blackburn Point Road in Osprey, Florida. Specializing in luxury yacht charters and custom travel experiences, Escape Charters SRQ offers a unique and unforgettable way to explore the beautiful waters of the Gulf Coast. Whether you're looking for a relaxing day on the water or an exciting adventure, their experienced team will help you create the perfect itinerary tailored to your preferences. With top-notch customer service and a commitment to excellence, Escape Charters SRQ is the ultimate choice for your next escape.

Marker 38 is a premier travel agency located at 131 Bayview Drive in Osprey, Florida, United States. With a focus on providing personalized and unforgettable travel experiences, Marker 38 offers a wide range of services to cater to the needs of every traveler. Whether you're looking to plan a relaxing beach getaway, an adventurous hiking trip, or a luxurious cruise vacation, Marker 38 has the expertise and resources to make your travel dreams a reality. Trust Marker 38 to handle all the details of your next vacation and ensure a seamless and stress-free travel experience.

Beachin' Charters is a premier travel agency located at 421 Blackburn Point Road in Osprey, Florida, United States. Specializing in organizing unforgettable beach vacations and charters, Beachin' Charters offers a wide range of services to cater to every traveler's needs. Whether you're looking to relax on a luxurious beach resort or embark on a thrilling fishing charter, Beachin' Charters has got you covered. With their expert knowledge and personalized service, they ensure that every aspect of your trip is planned to perfection. Experience the ultimate beach getaway with Beachin' Charters.

Sail La Vie Tiki Cruises at Peanut Island is the ultimate destination for a unique and unforgettable experience on the water. Located at 105 Lake Shore Drive in West Palm Beach, Florida, this travel agency offers private Tiki boat cruises that are perfect for those looking for some fun in the sun. With the ONLY private Tiki boat around, Sail La Vie is the number one choice for a reason. Whether you're looking to relax and enjoy the stunning Florida sunset or want to explore the pristine waters of Fort Pierce, Sail La Vie has you covered. With opportunities to see wildlife such as dolphins, manatees, osprey, and more, this photographers paradise is sure to create lasting memories.

Welcome to The Perfect Dress of Sarasota, your premier destination for exquisite clothing and personalized fashion experiences. Located at 3750 S Osprey Ave, Sarasota, FL 34239, our boutique offers a curated selection of stunning dresses and stylish apparel perfect for any occasion. Whether you're searching for an elegant evening gown, a chic cocktail dress, or a timeless bridal ensemble, our expert team is dedicated to helping you find the perfect fit and style that reflects your unique personality. At The Perfect Dress of Sarasota, we pride ourselves on delivering exceptional customer service and a warm, inviting atmosphere. Visit us today and discover why we are Sarasota's favorite clothing store for fashion-forward individuals.

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.