1. Canada
  2. Ontario
  3. Scugog
  4. Ocala Winery
  5. Rentals by Owner

Discover Your Perfect Ocala Winery Rentals by Owner

Ocala Winery Rentals by Owner

New
House
Home away from home.
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
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10.0 (19 Reviews)
Apartment
One bedroom apartment/suite
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
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10.0 (9 Reviews)
Apartment
The Balsam Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (1 Review)
House
Luxury Home Away From Home
  • Air Conditioner
  • Parking
  • Security/Safety
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More Top-Rated Rentals by Owner in Ocala Winery Area

Why Choose Rent By Owner for your Ocala Winery vacation rental?

What makes our Rentals by Owner 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 Ocala Winery

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit this destination ensures you can fully enjoy its serene beauty and tranquility, making your stay in the area a memorable and relaxing experience.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll experience the warmest weather here, making it ideal for outdoor visits and enjoying the region's scenic vineyard views.

Average Temperature Daytime: around 25°C - Nighttime: around 15°C
autumn
Early Fall (September to October)

The early fall offers pleasant weather with vibrant foliage, perfect for exploring the area and experiencing the local wine culture at its peak season.

Average Temperature Daytime: around 20°C - Nighttime: around 10°C

Off-Season Highlights

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Late Fall to Winter (November to February)

This period tends to be quieter, with cooler temperatures and fewer visitors, providing a peaceful environment to enjoy your stay.

Average Temperature Daytime: around 5°C - Nighttime: around -5°C
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Spring (March to May)

Spring brings milder weather and blooming scenery, offering a serene setting for those seeking a less crowded time to visit.

Average Temperature Daytime: around 12°C - Nighttime: around 2°C

Weekly Weather Forecast for Ocala Winery

How to Book Your Ocala Winery vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Ocala Winery

More Top-Rated Rentals by Owner in Ocala Winery Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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

  • Enjoy outdoor dining with a private patio or picnic area, perfect for savoring local flavors.
  • Relax in your own outdoor lounge or seating area, ideal for unwinding after exploring the region.
  • Benefit from access to beautifully maintained gardens or landscaped yards, adding to the outdoor charm.
  • Make the most of available barbecue grills or outdoor kitchens for delicious cookouts in this destination.
  • Take advantage of outdoor recreational equipment such as bikes, kayaks, or paddleboards, if provided.
  • Experience the convenience of parking areas designed for easy access during your stay here.
  • Utilize nearby walking trails or scenic outdoor spaces that allow you to immerse yourself in the area's natural beauty.

Top Attractions Around Ocala Winery

What attractions are nearby?

While staying in this area, you can enjoy a variety of outdoor activities and local attractions that showcase the natural beauty and charm of Scugog, making your visit even more memorable.

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Family Activities

  • Scugog Shores Museum & Archives: Discover local history with interactive exhibits and family-friendly tours in this cultural gem of the region.
  • Pigeon Lake Conservation Area: Enjoy a day of outdoor adventure with scenic hiking trails, birdwatching opportunities, and peaceful picnic spots nearby.
  • Scugog Community Centre & Park: Engage in sports, playground activities, or relax in the green spaces that cater to families looking for fun and relaxation.
  • Historical Downtown Port Perry: Stroll through charming streets lined with unique shops, eateries, and local events that make for a delightful family outing in the area.
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Adult Activities

  • Wine Tasting Experiences: Indulge in sampling a variety of local wines at the renowned wineries within the region, perfect for enhancing your visit to this appealing destination.
  • Vineyard Tours: Explore the scenic vineyards on guided tours that unveil the winemaking process and offer breathtaking views of the surrounding countryside.
  • Wine and Food Pairing Events: Participate in specially curated pairing sessions where you can enjoy exquisite local wines alongside delicious regional cuisine.
  • Winery Workshops and Classes: Engage in hands-on classes led by expert vintners, ideal for gaining insights into wine appreciation and production right here in the area.

Ocala Winery Travel Tips

How Can You Make the Most of Your Stay?

  • Visit local wineries and vineyards: Take advantage of the area’s renowned wineries to enjoy tastings and learn about the region's rich wine-making heritage.
  • Plan outdoor activities: Make the most of the scenic countryside by exploring nearby parks, trails, or lakes for a relaxing day in nature.
  • Explore regional dining options: Savor the local cuisine at nearby restaurants or cafes to experience authentic flavors unique to this destination.
  • Connect with local hosts: Engage with your rental owner to receive personalized tips and recommendations that enhance your stay in this charming area.

Transportation Options

  • Personal Vehicle: Renting or driving your own vehicle offers the most flexibility when exploring the area surrounding Ocala Winery, allowing you to visit nearby attractions at your own pace.
  • Local Taxi Services: Taxis provide convenient and reliable transportation within the region, making it easy to access the winery and other local points of interest during your stay.
  • Rideshare Options: Rideshare services are readily available here, offering a cost-effective and flexible way to travel around the surrounding region without the need for personal transportation.
  • Public Transit: Local bus routes connect key destinations in the area, providing an economical transportation option for visitors looking to explore the region with minimal hassle.

Local Customs Options

  • Welcoming Guests with Warm Hospitality: Locals here are known for their friendly demeanor, making your stay in Ocala Winery welcoming and comfortable.
  • Respecting the Region’s Agricultural Heritage: It’s customary to appreciate and honor the area's longstanding wine-making traditions during your visit.
  • Participating in Local Festivals: Engaging in seasonal celebrations and events reflects the community’s pride and enhances your cultural experience.
  • Mindful Tasting Etiquette: When sampling wines or visiting vineyards, polite manners and attentiveness are appreciated as part of the local customs.

Frequently Asked Questions About Ocala Winery Rentals by Owner

1. What are the top vacation rentals in Ocala Winery?

There are a lot of options in Ocala Winery. If you plan on staying in the Ocala Winery area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Ocala Winery:

2. How many Rentbyowner vacation rentals are available in Ocala Winery?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 423 in the Ocala Winery area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Ocala Winery. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies depending on the individual listing. It is recommended to review the specific property's terms and conditions or contact the owner directly through the Rent By Owner platform for detailed information.

4. How do I communicate with the property owner before booking?

You can message the owner directly through the Rent By Owner website or app to ask any questions about the rental, clarify details, or request additional information before finalizing your reservation.

5. Are there any house rules I should be aware of during my stay?

Yes, each rental listing will specify its house rules. Be sure to read these carefully on the listing page or ask the owner directly to ensure your stay complies with their guidelines.

6. Is a security deposit required when booking a rental by owner in this region?

Many owners require a security deposit which is typically refundable following a satisfactory check-out inspection. Specific deposit amounts and conditions are detailed in the listing or can be confirmed by contacting the owner.

7. What amenities are usually included in rentals here?

Amenities vary by property but commonly include essentials such as Wi-Fi, parking, and basic kitchen facilities. For a complete list of amenities, refer to the individual listing or reach out to the owner for clarification.

More Rentals You May Like Near Ocala Winery

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Private Bedroom in Oshawa
  • Air Conditioner
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