Osprey vacation rentals

Why visit Osprey

1. Beautiful Beaches: Enjoy the pristine shores perfect for sunbathing and relaxation.
2. Outdoor Activities: Engage in fishing, hiking, and exploring local parks and marinas.
3. Charming Communities: Discover nearby towns with friendly atmospheres and rich histories.
4. Vacation Rentals: Choose from a variety of accommodations, including cozy condos and beach apartments.
5. Natural Wonders: Explore the breathtaking Florida Keys and unique wildlife in the area.

Popular types of accommodation in Osprey

Planning a getaway to Osprey? You're in for a treat! Discover the best vacation rentals, from cozy condos and houses to stylish beach apartments. Whether you're searching for a friendly private pool rental or an oceanfront escape, Osprey has it all. Enjoy transparency, savings, and reassurance as you find the perfect place to unwind and create lasting memories with your loved ones.

• Condos: These are the top choice for vacation rentals in Osprey, offering modern amenities and easy access to local attractions.
• Houses: Ideal for families or groups, these homes provide comfort and privacy for a more personalized experience.
• Apartments: A convenient option for solo travelers or couples, apartments combine affordability with essential conveniences.
• Cottages: Quaint and charming, cottages offer a cozy atmosphere perfect for a peaceful getaway.
• Villas: Luxurious and spacious, villas are ideal for those seeking an upscale vacation experience in Osprey.**

Top attractions in Osprey

Osprey, Florida, is a fantastic destination for beach lovers and outdoor enthusiasts alike. With its beautiful beaches, urban parks, and marinas, there's something for everyone in the family. Visitors can enjoy a variety of activities, including fishing at the local pier, making it a perfect spot for memorable vacations. Whether you're traveling solo, with friends, or as a family, Osprey offers a delightful blend of relaxation and adventure.

1. Siesta Key Beach: Renowned for its powdery white sand and crystal-clear waters, Siesta Key Beach offers a perfect blend of relaxation and recreation. Enjoy sunbathing, swimming, and beach activities while soaking up the vibrant beach vibes just 6 miles from Osprey.
2. St. Armands Circle: A sophisticated shopping and dining district, St. Armands Circle boasts charming boutiques and restaurants. Experience the lively city atmosphere 10 miles away, where you can indulge in unique shopping and gourmet dining.
3. Point of Rocks: A natural wonder located 4 miles from Osprey, Point of Rocks features stunning coastal scenery and excellent snorkeling opportunities. Connect with nature and enjoy outdoor adventures in this picturesque setting.

Things to do recommended for couples

Osprey offers a perfect romantic getaway for couples. Enjoy luxury vibes at The Oaks Club, immerse yourselves in captivating performances at Beatrice Friedman Symphony Center, or have fun together at Fish Hole Miniature Golf in Lakewood Ranch. Create unforgettable memories in this charming locale!

Things to do recommended for families

Your family can enjoy a day at Ed Smith Stadium for an exciting sports experience, unwind at Nathan Benderson Park with its serene atmosphere, or explore the Robert L. Taylor Community Complex, perfect for relaxation and recreation, all conveniently located within a short drive from Osprey.

Things to do recommended for groups

Experience a round of golf at Stoneybrook Golf & Country Club, just 2 miles from Osprey. For shopping and family fun, visit the Mall at University Town Center, 13 miles away. Enjoy a night of culture and entertainment at the Van Wezel Performing Arts Hall, located 11 miles from Osprey.

What do I need to keep in mind when booking a vacation in Osprey

If you're planning a trip with a group, traveling with family, bringing along your pets, or seeking an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Osprey with a group: Think about how many bedrooms you'll require, along with any amenities like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Osprey with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Osprey: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that all family members feel comfortable and at home.
• Planning for a long term stay visiting Osprey: If you’re in search of vacation rentals that offer discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Osprey

Osprey, Florida, offers a delightful blend of beachside relaxation and outdoor adventures perfect for family vacations. Explore the charming nearby communities and soak in the friendly atmosphere while enjoying historical sites and vibrant art scenes. Discover the natural beauty of the nearby Florida Keys and Sanibel's wildlife, or venture into South Carolina for a taste of its rich heritage. Whether you're seeking relaxation or excitement, Osprey has something for everyone.

• Sarasota: Located approximately 10 miles from Osprey, Sarasota is a vibrant city known for its stunning beaches and rich cultural experiences. Visitors flock to Sarasota for a family-friendly atmosphere, with plenty of outdoor activities to enjoy. The city boasts a variety of shopping options, including a bustling mall center and unique boutiques. Notable attractions include the beautiful beaches, family-friendly parks, and the renowned Ringling Museum of Art, making it a perfect spot for art lovers and beachgoers alike.
• Siesta Key: Just 7 miles away from Osprey, Siesta Key is a picturesque barrier island celebrated for its soft white sand beaches and crystal-clear waters. This destination is ideal for families looking for outdoor fun and relaxation. Visitors can enjoy a wide range of recreational activities, from swimming and sunbathing to shopping at local mall centers and indulging in resort amenities. The island's public beaches, particularly Siesta Beach, are often ranked among the best in the nation, offering stunning sunsets and vibrant beach activities.
• Venice: Also located 7 miles from Osprey, Venice is a charming city known for its beautiful beaches and outdoor recreation. This family-oriented destination offers a variety of activities, including golf at scenic courses and leisurely walks through picturesque parks. Venice's quaint downtown area features unique shops and restaurants, making it a great place to explore. The city's beautiful beaches, combined with its relaxed atmosphere, make it a perfect spot for families and outdoor enthusiasts alike.

Best time to go to Osprey

If you're planning a trip to Osprey, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March to April and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	62.6°F (17.0°C)	Light Rain	Mostly Sunny	Average	Average
February	65.1°F (18.4°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
March	68.0°F (20.0°C)	No Rain (Dry)	Sunny	Slightly High	Slightly High
April	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
May	77.7°F (25.4°C)	Light Rain	Mostly Sunny	Average	Average
June	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Average
July	82.9°F (28.3°C)	Light Rain	Mostly Sunny	Average	Average
August	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Average	Average
September	81.5°F (27.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
October	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	70.7°F (21.5°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Slightly Low
December	66.6°F (19.2°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Average

Booking with Vrbo is simple

Are you eager to save on your upcoming journey? Being flexible with your travel dates can make a difference since prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its rewards! When you join our travel rewards program, One Key, you gain immediate access to member discounts and the ability to earn and redeem OneKeyCash™ on eligible reservations. Sign up now and begin enjoying your savings.

Vrbo Trips: Effortless planning

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