1. USA
  2. Florida
  3. Fort Myers
  4. Pinehurst
  5. Rentals by Owner

Discover Your Perfect Pinehurst Rentals by Owner

Pinehurst Rentals by Owner

|
9.6 (20 Reviews)
Apartment
Villa Sosa
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
More Top-Rated Rentals by Owner in Pinehurst Area

Why Choose Rent By Owner for your Pinehurst vacation rental?

What makes our Rentals by Owner special?

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

Best Times to Visit Pinehurst

When should you plan your Rentals by Owner stay?

Choosing the ideal time to visit here ensures you enjoy the region's best weather and activities, making your rental by owner experience in Pinehurst, Estero, Florida, USA, truly memorable.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences its peak season, attracting visitors seeking warm weather and sunshine. You can enjoy ideal conditions for outdoor activities and relaxation in the area.

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

Springtime marks another peak period when travelers come for the pleasant climate and blooming scenery. Booking your rental early ensures you enjoy the best options in this popular season.

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

Off-Season Highlights

image
Summer (June to August)

While summer is a quieter time here, it still offers warm weather, making it suitable for those seeking fewer crowds. Consider visiting during this off-peak period for more affordable rental options.

Average Temperature Daytime: 88°F - Nighttime: 70°F
image
Fall (September to November)

Fall brings cooler temperatures and fewer tourists, providing a tranquil environment for your stay. This season offers great value with less competition for vacation rentals in the region.

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

Weekly Weather Forecast for Pinehurst

How to Book Your Pinehurst 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 Pinehurst

More Top-Rated Rentals by Owner in Pinehurst 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 swimming pools perfect for relaxing under the sun in this destination’s warm climate.
  • Take advantage of well-maintained golf courses that are a hallmark of the area’s outdoor recreation options.
  • Relax on private or shared patios and decks that provide a tranquil setting for outdoor dining or lounging.
  • Make use of beautifully landscaped gardens and yards, ideal for leisurely strolls or outdoor activities.
  • Benefit from access to tennis courts available within many vacation rentals for active days outdoors.
  • Unwind by outdoor fire pits, perfect for gathering with friends and family during cool evenings.
  • Utilize outdoor grilling facilities to enjoy meals al fresco in this region's inviting weather conditions.

Top Attractions Around Pinehurst

What attractions are nearby?

In this vibrant area, you can enjoy a variety of outdoor activities, including scenic golf courses, nature parks, and relaxing beaches, all easily accessible from your Rent By Owner rental in Pinehurst, Estero, Florida.

image
image

Family Activities

  • Estero Bay Preserve State Park: Explore scenic nature trails and observe local wildlife, providing a family-friendly outdoor experience in the area.
  • Sunset Strand: Enjoy a relaxing day on this beautiful beach, perfect for building sandcastles and watching stunning Florida sunsets with your loved ones.
  • Golfing at Gulf Coast Town Center: Engage in family-friendly golf activities at nearby courses, offering fun for players of all skill levels within the region.
  • Miromar Outlets: Experience shopping and entertainment options suitable for the entire family, making it a great destination for leisure and exploration here.
image

Adult Activities

  • Golfing at the local courses: Test your skills on world-class golf courses that attract enthusiasts from around the region, offering a perfect way to enjoy the sunny Florida weather.
  • Exploring nature preserves and parks: Discover scenic trails and native wildlife in nearby nature preserves, ideal for outdoor activities like walking or birdwatching.
  • Visiting boutique shopping and dining experiences: Indulge in unique boutiques and gourmet restaurants that showcase the area's vibrant local culture and cuisine.
  • Participating in wellness and spa retreats: Rejuvenate at luxurious spas and wellness centers that provide relaxing treatments amid tranquil surroundings.

Pinehurst Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local amenities and activities: Take advantage of the region's nearby golf courses, parks, and shopping centers to immerse yourself fully in the area's relaxed lifestyle.
  • Book accommodations with flexible cancellation policies: Ensure peace of mind by selecting rental properties that offer adaptable booking options, giving you confidence in your plans here.
  • Prioritize proximity to key attractions: Choose rentals close to popular destinations within this destination to maximize your leisure time and enjoy easy access to everything the region has to offer.
  • Utilize personalized recommendations: Seek advice from trusted sources or previous guests to discover hidden gems and local favorites, enhancing your stay in this part of Florida.

Transportation Options

  • Estero Bay Shuttle Service: This convenient transportation option offers scheduled shuttle routes around the region, making it easy for you to explore local attractions and amenities in the area near your rental.
  • Rental Car Services: Numerous car rental companies operate here, providing flexible options for experiencing the region at your own pace during your stay.
  • Taxi and Ride-Sharing Apps: Taxis and popular ride-sharing services like Uber and Lyft are readily available, offering reliable door-to-door transportation throughout this destination.
  • Public Transit Bus System: The area’s public bus system provides an affordable and efficient way to navigate the region, especially if you prefer eco-friendly travel options or are traveling on a budget.

Local Customs Options

  • Greeting Etiquette: Polite greetings and good manners are highly valued, reflecting the region’s friendly and welcoming community in this destination.
  • Respect for Nature: Locals take pride in preserving the natural beauty of the area, so eco-friendly practices and conservation efforts are appreciated by visitors.
  • Dress Code for Social Settings: Casual yet neat attire is customary when attending local gatherings or dining out here, aligning with the relaxed atmosphere of the region.
  • Community Engagement: Participating in local events and respecting communal traditions helps you connect authentically with residents during your stay in this area.

Frequently Asked Questions About Pinehurst Rentals by Owner

1. What are the top vacation rentals in Pinehurst?

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 284 in the Pinehurst 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 Pinehurst. 

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

The cancellation policy varies depending on the individual listing. You should review the specific terms outlined in the rental listing or contact the property owner directly to understand the cancellation details.

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

You can reach out to the owner through the messaging system on the Rent By Owner platform. It's recommended to clarify any questions regarding the property, amenities, or policies prior to completing your reservation.

5. Are there any special requirements or restrictions for booking a rental by owner here?

Some listings may have specific requirements such as minimum stay durations, age restrictions, or pet policies. Please read the listing details carefully or contact the owner to confirm any special conditions before booking.

6. Is a security deposit required for rentals in this region?

Many owners request a security deposit to cover potential damages or additional charges. The exact amount and payment process will be specified in the listing; you can also inquire directly with the owner for clarification.

7. What amenities are typically included in rentals by owner in this destination?

Rental listings often feature amenities like fully equipped kitchens, Wi-Fi, and access to community facilities. To see what’s included, review the property description or ask the owner directly about specific amenities you're interested in.

More Rentals You May Like Near Pinehurst

|
8.7 (96 Reviews)
Apartment
Blue Sky
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
More Top-Rated Rentals by Owner in Pinehurst Area