Osprey Resorts

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8.2 (642 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
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8.8 (1139 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Why Choose Rent By Owner for your Osprey Resorts?

What makes our Resorts special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Osprey

When should you plan your Resorts stay?

Timing your visit to this destination can significantly enhance your experience, so consider traveling during the region's most pleasant seasons for ideal weather and fewer crowds when booking your resorts here through RentByOwner.com.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you'll experience the peak season for visiting this destination, as travelers flock here to enjoy milder weather and avoid colder climates elsewhere.

Average Temperature Daytime: 75°F - Nighttime: 55°F
spring
Spring (March to May)

Springtime attracts visitors seeking warm temperatures and blooming landscapes, making it an ideal season to explore the region’s natural beauty.

Average Temperature Daytime: 80°F - Nighttime: 60°F

Off-Season Highlights

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Summer (June to August)

The hot summer months tend to be less busy, offering a more relaxed atmosphere for your stay while enjoying the area's warmest weather.

Average Temperature Daytime: 88°F - Nighttime: 72°F
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Fall (September to November)

As fall arrives, fewer visitors come to the region, providing a quieter experience and cooler temperatures perfect for outdoor activities.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Weekly Weather Forecast for Osprey

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • You can enjoy a private outdoor pool to cool off and relax under the Florida sun.
  • Many properties offer lush landscaped gardens or outdoor patio areas for leisure and entertaining.
  • Expect to find barbecue grills available for outdoor cooking and family gatherings.
  • Some rentals feature spacious lanais or covered terraces perfect for relaxing while taking in the scenic surroundings.
  • Outdoor recreational spaces such as tennis courts or shuffleboard provide active options during your stay.
  • If you're seeking waterfront views, look for accommodations with private docks or direct access to nearby waterways.
  • For nature enthusiasts, many resorts include outdoor seating around fire pits or lounge areas to unwind in the evening.
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Family Activities

  • Myakka River State Park: Explore the area's natural beauty through family-friendly hiking trails and birdwatching opportunities at this scenic state park.
  • Historic Spanish Point: Discover the region's history and enjoy outdoor exhibits and gardens perfect for educational family outings.
  • Sarasota Jungle Gardens: Encounter exotic animals and participate in interactive wildlife experiences designed to entertain children of all ages.
  • Venice Beach: Spend a relaxing day by the water, building sandcastles and enjoying the gentle waves along this popular Florida beach destination.
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Adult Activities

  • Fishing Charters: Experience a day on the water with guided fishing tours that take you through the scenic waters surrounding Osprey, Florida, perfect for anglers seeking an adrenaline-filled adventure.
  • Golfing: Enjoy a round at one of the area’s top golf courses, where lush fairways and beautiful landscapes provide the ideal setting for both beginners and seasoned players.
  • Spa and Wellness Centers: Indulge in relaxing treatments and holistic therapies designed to rejuvenate your mind and body during your stay in this tranquil destination.
  • Kayaking and Canoeing: Explore the calm waters and scenic waterways by kayak or canoe, offering a peaceful way to experience the natural beauty of the local region.

Other Places to Stay in Osprey, FL

Historic Spanish Point
Nancy's Consignments
Sorrento Shores
Oscar Scherer State Park
Osprey Village

Osprey Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Natural Attractions: Take advantage of the area's scenic parks and waterways to enjoy outdoor activities that showcase the best of this regional landscape.
  • Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can offer a more relaxed experience while helping you secure better rates on your accommodations.
  • Utilize Water-Based Activities: Engage in kayaking, paddleboarding, or boat rentals available nearby for an authentic way to experience this coastal destination.
  • Connect with Local Resources: Seek recommendations from local visitor centers or hosts to uncover hidden gems and ensure a memorable stay in this inviting region.

Transportation Options

  • Personal Vehicles: Renting or using your own car offers the flexibility to explore the area and access nearby attractions conveniently from your chosen resort.
  • Rental Cars: Numerous rental agencies operate in the region, providing easy access to reliable vehicles for a comfortable and independent stay.
  • Taxi Services and Rideshares: Local taxi companies and rideshare options like Uber and Lyft are readily available, offering quick transportation without the need for a personal vehicle.
  • Biking and Pedestrian Paths: The area features scenic biking and walking paths, allowing you to enjoy the natural beauty of this destination at your own pace.

Local Customs Options

  • Gulf Coast Seafood Cuisine: Locals take pride in their fresh seafood, especially dishes highlighting the region’s abundant shrimp and fish, offering an authentic taste of the area’s maritime heritage.
  • Boating and Fishing Etiquette: Respect for the waterways is essential, with customary practices including proper disposal of waste and adherence to local fishing regulations to preserve the natural beauty.
  • Community Events and Festivals: Participating in seasonal gatherings like local festivals fosters a sense of camaraderie and celebrates the area's rich cultural traditions.
  • Environmental Conservation: Residents and visitors alike practice environmentally conscious behaviors such as shoreline preservation and wildlife protection to maintain the region’s natural charm.

Frequently Asked Questions About Osprey Resorts

2. How many Resorts are available in Osprey?

Currently, the total number of properties listed by RBO in 2026 is over 1 in the Osprey area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Osprey. 

3. What is the cancellation policy for resorts in this region?

The cancellation policy varies depending on the specific resort you choose. Please review the terms listed on the property page or contact the property owner directly for detailed information about cancellations and refunds.

4. Are there any additional fees I should be aware of when booking a resort here?

Additional fees such as resort fees, cleaning charges, or taxes may apply and are usually outlined during the booking process. For exact details, refer to the listing information or reach out to the host before confirming your reservation.

5. How do I ensure my stay complies with local regulations and policies?

You should carefully read the house rules and local guidelines provided in each listing. Direct communication with the property owner can also clarify any specific requirements or restrictions for staying in the area.

6. Can I modify or extend my reservation if my plans change?

Modifications or extensions depend on the individual property's policies. Contact the host directly through the platform to discuss possible adjustments to your reservation.

7. What amenities are typically included in resorts here?

Resorts in the region often feature amenities such as swimming pools, fitness centers, and outdoor recreational options. Check the specific listing for a complete list of available facilities and services included with your booking.

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