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  2. Florida
  3. Naples
  4. Ole
  5. Rentals by Owner

Discover Your Perfect Ole Rentals by Owner

Ole Rentals by Owner

More Top-Rated Rentals by Owner in Ole Area

Why Choose Rent By Owner for your Ole 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.

Popular Areas for Ole Rentals by Owner

Where are the best neighborhoods to stay in Ole?

When choosing where to stay in Ole, Naples, Florida, you’ll find a variety of neighborhoods that cater to different preferences and lifestyles. Each area offers its own unique charm and convenient access to the region’s renowned beaches, outdoor activities, and local amenities. Whether you prefer a peaceful retreat or a lively community, booking a vacation rental by owner in Ole, Naples ensures you experience the best of this beautiful Florida destination with comfort and ease. Trust Rent By Owner to help you discover the perfect neighborhood for your next getaway in Ole, Naples.

Flamingo Fairways

In Flamingo Fairways, you can enjoy a peaceful retreat with easy access to the region's scenic golf courses and tranquil surroundings. This neighborhood offers a convenient location for exploring the area's natural beauty while providing comfortable rental options for your stay.

View 973+ Rentals in Flamingo Fairways

Best Times to Visit Ole

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation here ensures you can enjoy the area's warm climate and vibrant atmosphere, making your Rent By Owner rental experience in Ole, Naples, Florida, USA both enjoyable and memorable.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you'll find this destination bustling with visitors seeking warm getaways and seasonal activities. The area offers pleasant daytime temperatures perfect for outdoor exploration and enjoying the local scenery.

Average Temperature Daytime: Highs around 75°F to 80°F - Nighttime: Lows around 55°F to 60°F
spring
Spring (March to May)

Spring is one of the most popular times to visit here, as the weather is ideal for outdoor activities and events. Expect vibrant landscapes and a lively atmosphere that attracts many vacationers looking for a relaxing escape.

Average Temperature Daytime: Highs around 80°F to 85°F - Nighttime: Lows around 60°F to 65°F

Off-Season Highlights

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Summer (June to August)

While summer can be hot and humid, it remains a quieter time to explore the region with fewer crowds. Early mornings and late evenings tend to be cooler, making outdoor activities more enjoyable during those times.

Average Temperature Daytime: Highs around 88°F to 92°F - Nighttime: Lows around 70°F to 75°F
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Fall (September to November)

Autumn signals a less busy period when you can enjoy the area's natural beauty at a more relaxed pace. The weather remains warm enough for outdoor pursuits, while the crowds diminish significantly.

Average Temperature Daytime: Highs around 78°F to 85°F - Nighttime: Lows around 60°F to 65°F

Weekly Weather Forecast for Ole

How to Book Your Ole 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 Ole

More Top-Rated Rentals by Owner in Ole 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 access to a private outdoor pool for relaxing swims in the Florida sunshine.
  • Relax on a spacious patio or deck ideal for outdoor dining and socializing.
  • Take advantage of lush landscaped gardens that enhance your outdoor experience.
  • Make the most of outdoor grilling facilities perfect for family barbecues.
  • Utilize dedicated outdoor lounging areas to unwind after a day of exploring the area.
  • Benefit from shaded verandas or covered patios to stay comfortable during warm days.
  • Explore nearby walking or biking paths that allow you to enjoy the region’s scenic beauty.

Top Attractions Around Ole

What attractions are nearby?

Here in the region, you can enjoy a variety of outdoor activities and scenic attractions that showcase the natural beauty and vibrant culture of Ole, Naples, Florida.

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Family Activities

  • Golisano Children's Museum of Naples: Engaging exhibits and interactive activities make this museum a favorite for families visiting the area, offering hands-on learning experiences for children of all ages.
  • Clam Pass Park: Enjoy a day of sunbathing, swimming, and nature walks on the scenic sands, with easy access to calm waters perfect for family relaxation along the Gulf Coast.
  • Naples Zoo at Caribbean Gardens: Discover exotic animals and participate in educational programs designed to entertain and inspire young explorers in this lush, tropical setting.
  • Delnor-Wiggins Pass State Park: Relax on pristine beaches, explore tide pools, or go snorkeling in the clear waters, providing countless outdoor adventures suitable for families seeking a natural retreat.
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Adult Activities

  • Golfing at Naples Beach Golf Club: Enjoy a round of golf at this renowned course, offering picturesque views and challenging play in the area.
  • Exploring Clam Pass Park: Relax on pristine beaches and take a scenic tram ride through mangroves, immersing yourself in the natural beauty of the region.
  • Dining in Downtown Naples: Savor exquisite cuisine at local restaurants that showcase the flavor and charm of here’s vibrant dining scene.
  • Participating in Watersports Activities: Engage in kayaking, paddleboarding, or jet skiing to experience the coastal waters firsthand and add adventure to your stay.

Other Places to Stay in Ole, FL

Flamingo Fairways
Explore 973 Properties
More Places to Stay Near Ole

Ole Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local beaches: Take advantage of the pristine shoreline nearby to enjoy sunrise strolls and water activities that showcase the natural beauty of this coastal region.
  • Dine at regional eateries: Savor authentic flavors by visiting the area's diverse restaurants, perfect for experiencing the local culinary scene during your stay.
  • Visit nearby parks and nature reserves: Embrace outdoor adventures in the surrounding green spaces, ideal for relaxing escapes or active pursuits amidst scenic surroundings.
  • Plan day trips to local attractions: Maximize your visit by exploring popular sites within easy reach, allowing you to discover the region's unique charm and history.

Transportation Options

  • Naples Municipal Airport: Conveniently located nearby, it offers travelers a quick and easy way to reach this sunny region via domestic flights.
  • Rental Car Services: Numerous rental agencies operate here, providing flexible transportation options to explore the area at your own pace.
  • Local Taxis and Rideshare Services: Reliable taxis and popular rideshare platforms are readily available for seamless navigation around this coastal destination.
  • Public Transportation: The area's bus services offer an economical and practical way to travel between key attractions and accommodations in this part of Florida.

Local Customs Options

  • Respect for Local Conservation Efforts: Maintaining the natural beauty of this area involves adhering to guidelines aimed at protecting its delicate ecosystems and coastal environments.
  • Embracing Beach Etiquette: When visiting the region's beaches, it’s customary to follow specific manners, such as cleaning up after yourself and respecting quiet zones to ensure a pleasant experience for all visitors.
  • Cultural Appreciation and Participation: Engaging with local events and traditions offers an authentic way to connect with this destination’s community and preserve its unique charm.
  • Supporting Local Businesses: Patronizing nearby shops and eateries demonstrates respect for the region's economy and helps sustain its vibrant neighborhood culture.

Frequently Asked Questions About Ole Rentals by Owner

1. What are the top vacation rentals in Ole?

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

2. How many Rentbyowner vacation rentals are available in Ole?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 57 in the Ole 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 Ole. 

3. What is the cancellation policy for rental by owner properties in Ole, Naples?

Cancellation policies vary depending on the individual property listing. You should review the specific cancellation terms provided in the listing details or contact the owner directly to understand any fees or restrictions associated with cancellations.

4. How do I communicate with the owner of a rental in this area before booking?

You can typically reach out to the owner through the messaging system on Rent By Owner’s platform. It's advisable to ask any questions about the property, availability, and amenities before finalizing your reservation.

5. Are there any additional fees I should be aware of when booking a rental by owner in here?

Additional fees such as cleaning fees, service charges, or local taxes are often specified in the listing. Make sure to review all charges carefully before booking, or contact the owner if you need clarification.

6. What steps should I take to ensure my stay in the region goes smoothly?

To ensure a smooth stay, confirm all booking details with the owner ahead of time, read the house rules thoroughly, and communicate any special requests or requirements early in the process.

7. How can I find the best rental options available here on Rent By Owner?

Use the search filters to narrow down your preferences, read guest reviews, and compare listings to find a rental that best suits your needs for an enjoyable stay in the region.

More Rentals You May Like Near Ole

More Top-Rated Rentals by Owner in Ole Area