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  3. Naples
  4. Grey Oaks
  5. Rentals by Owner

Discover Your Perfect Grey Oaks Rentals by Owner

Grey Oaks Rentals by Owner

More Top-Rated Rentals by Owner in Grey Oaks Area

Why Choose Rent By Owner for your Grey Oaks 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 Grey Oaks Rentals by Owner

Where are the best neighborhoods to stay in Grey Oaks?

Discover the perfect neighborhood to stay in Grey Oaks, Naples, Florida, USA, and enjoy a luxurious and relaxing getaway. This exclusive community offers easy access to the best of what Naples has to offer, making it an ideal location for your vacation rental by owner. Whether you prefer a tranquil retreat or a lively atmosphere, booking through Rent By Owner ensures a seamless experience in this sought-after area. With its prime setting within Naples, Grey Oaks provides a convenient base to explore the region’s natural beauty and upscale amenities, all while enjoying the comfort and privacy of your own rental home.

Central Naples

Located in the heart of the region, Central Naples offers convenient access to local amenities and scenic surroundings, making it an ideal area for your stay. Here, you can enjoy a central location that keeps you connected to the best of what this destination has to offer.

View 609+ Rentals in Central Naples

Coachman Glen

Nestled within the area, Coachman Glen provides a peaceful setting with easy access to recreational activities and community amenities, perfect for relaxing getaways. Staying here means experiencing a quiet neighborhood while remaining close to the vibrant attractions nearby.

View 1992+ Rentals in Coachman Glen

Hawksridge

Set in a tranquil part of the region, Hawksridge is known for its spacious homes and lush landscapes, offering a serene environment for your vacation. This neighborhood is ideal if you seek comfort and a touch of privacy during your time here.

View 1732+ Rentals in Hawksridge

Pine Woods

Surrounded by natural beauty, Pine Woods features charming residential options that blend seamlessly with the lush surroundings, providing a cozy retreat. It’s a great choice for those looking to enjoy a calm and scenic atmosphere during their stay.

View 1715+ Rentals in Pine Woods

Best Times to Visit Grey Oaks

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation here can greatly enhance your experience, as the region offers different charms and amenities throughout the year, making it essential to consider seasonal factors when booking your rental by owner through Rent By Owner in Grey Oaks, Naples, Florida, USA.

Peak Season Highlights

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Winter (December to February)

During the winter months, this destination experiences its peak season as visitors seek warm weather and sunny skies in the region. It’s an ideal time to enjoy outdoor activities and luxury rentals.

Average Temperature Daytime: 78°F - Nighttime: 60°F
spring
Spring (March to May)

Spring marks another high season when travelers flock here for pleasant temperatures and blooming scenery. Booking during this period ensures you experience the area's vibrant atmosphere at its best.

Average Temperature Daytime: 82°F - Nighttime: 65°F

Off-Season Highlights

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Summer (June to August)

In the summer months, fewer visitors arrive, making it a quieter time to book your rental. The region remains warm and inviting, perfect for those seeking a peaceful retreat.

Average Temperature Daytime: 88°F - Nighttime: 75°F
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Fall (September to November)

Autumn is typically less busy as the region sees a dip in tourist numbers. This is an excellent opportunity to enjoy more relaxed surroundings while still benefiting from favorable weather.

Average Temperature Daytime: 84°F - Nighttime: 68°F

Weekly Weather Forecast for Grey Oaks

How to Book Your Grey Oaks 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 Grey Oaks

More Top-Rated Rentals by Owner in Grey Oaks 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 swimming pool, perfect for relaxing and cooling off in the warm Florida sun.
  • Take advantage of beautifully maintained landscaped gardens that provide scenic views right from your rental.
  • Make use of outdoor seating areas, ideal for dining al fresco or lounging with friends and family.
  • Benefit from a spacious patio or lanai, offering a comfortable space to unwind outside your accommodation.
  • Utilize on-site tennis courts for active recreation amid the region's pleasant climate.
  • Attend community outdoor events or social gatherings often hosted within the shared outdoor spaces.
  • Get some fresh air during peaceful walks along paved paths or green belts available in the area.

Top Attractions Around Grey Oaks

What attractions are nearby?

In this vibrant area, you can enjoy a variety of outdoor activities and leisure pursuits that highlight the beauty of the region, making your stay both relaxing and engaging.

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Family Activities

  • Naples Botanical Garden: Explore a lush, family-friendly oasis where you can enjoy serene walks amidst exquisite plant collections and engaging outdoor exhibits.
  • Clam Pass Park: Relax on pristine sandy beaches or take a scenic trolley ride through the mangroves, offering a perfect day of outdoor adventure for all ages.
  • Golisano Children’s Museum of Naples: Ignite your children's curiosity with hands-on exhibits that make learning fun in this highly interactive museum within the region.
  • Mercato Shopping and Entertainment District: Discover a lively area full of family-oriented shops, casual dining options, and entertainment venues suited for a relaxed day out in the area.
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Adult Activities

  • Golfing at Grey Oaks Country Club: Enjoy a day on the lush fairways and challenging greens designed for golf enthusiasts visiting this upscale area.
  • Exploring local art galleries and boutiques: Discover unique pieces and handcrafted goods within the charming shopping districts nearby, perfect for leisurely afternoons.
  • Dining at fine restaurants: Savor exquisite cuisine at highly-rated eateries that showcase the region’s culinary excellence, ideal for special occasions or casual outings.
  • Relaxing at luxury spa and wellness centers: Indulge in rejuvenating treatments and massages to unwind after exploring the vibrant surroundings here.

Other Places to Stay in Grey Oaks, FL

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Grey Oaks Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Familiarize yourself with the local amenities and recreational options to maximize your stay in this region’s luxurious surroundings.
  • Choose a Rental Near Key Spots: Select a privately owned vacation home close to popular attractions and convenient for exploring the best of what the area offers.
  • Utilize Local Services and Recommendations: Reach out to hosts or locals for insider tips that can enhance your experience during your time here.
  • Respect the Community and Environment: Maintain a considerate attitude towards neighbors and conserve resources to enjoy a sustainable visit in this premier destination.

Transportation Options

  • Rental Car Services: Conveniently explore the region with car rentals available nearby, offering flexibility to visit the area's attractions at your own pace.
  • Public Transportation: Local bus services provide an economical and reliable way to navigate here without the need for a personal vehicle.
  • Taxi and Ride-Sharing: Taxis and ride-sharing options like Uber and Lyft are readily accessible, providing quick transportation within the neighborhood and to surrounding areas.
  • Private Shuttle Services: Customized shuttle services cater to your specific needs, making it easy to travel between the destination and major airports or other points of interest in this part of Florida.

Local Customs Options

  • Respect for Local Etiquette: You’ll find that courteous behavior and politeness are highly valued when interacting with residents and service providers here.
  • Golf Course Courtesy: Since golf is a popular pastime in the area, maintaining quiet and following dress codes on courses reflects local customs well.
  • Environmental Awareness: Preserving the natural beauty by respecting wildlife and adhering to recycling guidelines is an important aspect of life in this region.
  • Community Engagement: Participating in neighborhood events and supporting local businesses helps you embrace the welcoming spirit of this destination.

Frequently Asked Questions About Grey Oaks Rentals by Owner

1. What are the top vacation rentals in Grey Oaks?

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

2. How many Rentbyowner vacation rentals are available in Grey Oaks?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 616 in the Grey Oaks 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 Grey Oaks. 

3. What is the cancellation policy for rentals by owner in Grey Oaks, Naples?

Cancellation policies vary depending on the individual rental listing. You should review the specific terms outlined in the listing you are interested in or contact the owner directly for detailed information.

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

You can reach out to the property owner through the messaging system provided on the booking platform. This allows you to ask questions and clarify details about your potential stay in this region.

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

Additional fees such as cleaning, security deposits, or service charges are specified in each listing. Be sure to read the listing details carefully or contact the owner to understand all costs involved.

6. What amenities are typically included in rentals by owner in the area?

Most rentals offer amenities like fully equipped kitchens, Wi-Fi, outdoor spaces, and parking. Check the specific listing for a complete list of amenities available during your stay.

7. Is it possible to modify or extend my reservation after booking?

Reservation modifications or extensions depend on the owner's policies and availability. You should contact the owner directly through the platform to discuss any changes or updates to your booking.

More Rentals You May Like Near Grey Oaks

More Top-Rated Rentals by Owner in Grey Oaks Area