Discover Your Perfect Pinehurst Vacation Homes

Best Vacation Homes in Pinehurst

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Pinehurst Luxury Rentals

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Pinehurst Pet Friendly Vacation Rentals

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Pinehurst Large Vacation Homes

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Why Choose Rent By Owner for your Pinehurst Vacation Rental Homes?

What makes our Vacation Rentals 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 Pinehurst Vacation Rentals

Where are the best neighborhoods to stay in Pinehurst?

Discover the charming neighborhoods of Pinehurst and Rotonda West in Florida, USA, where your ideal vacation rental awaits. These inviting communities offer a tranquil setting perfect for relaxation and exploration, making them popular choices for travelers seeking comfort and convenience. Whether you're looking to enjoy peaceful streets or easy access to local amenities, staying in these areas ensures a memorable stay. Explore the variety of available properties that cater to different preferences, all while experiencing the welcoming atmosphere that makes Pinehurst and Rotonda West standout destinations in southwest Florida.

Pebble Beach

Nestled in a tranquil part of Rotonda West, Pebble Beach offers a peaceful retreat where you can enjoy the natural beauty of the region. It provides an ideal setting for those seeking comfort and serenity during their stay.

View 68+ Rentals in Pebble Beach

Broadmoor

This welcoming neighborhood is perfect for travelers looking to immerse themselves in the authentic local atmosphere while enjoying convenient access to nearby amenities and outdoor activities.

View 60+ Rentals in Broadmoor

Rotonda Heights

Here, you'll find a vibrant community that combines comfort with accessibility, making it an excellent choice for exploring the area's scenic landscapes and relaxing in a friendly environment.

View 46+ Rentals in Rotonda Heights

White Marsh

White Marsh offers a charming atmosphere with plenty of open spaces, ideal for outdoor enthusiasts wanting to enjoy the natural surroundings during their stay in this part of Florida.

View 95+ Rentals in White Marsh

Englewood East

Situated close to the coast, Englewood East presents a wonderful opportunity to enjoy easy access to beaches and coastal attractions, making it suitable for those seeking a seaside escape.

View 195+ Rentals in Englewood East

Best Times to Visit Pinehurst

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here can enhance your experience, as the best seasons in this region typically offer favorable weather and fewer crowds for a more relaxing getaway.

Peak Season Highlights

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Winter (December to February)

During the winter months, you can enjoy mild weather and a lively atmosphere in this destination, making it an ideal time for outdoor activities and relaxation.

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

Spring brings pleasant temperatures and blooming landscapes, perfect for exploring the region's natural beauty and enjoying comfortable weather during your stay.

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

Off-Season Highlights

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Summer (June to August)

Summertime offers higher temperatures and increased humidity, but it’s also a great period if you prefer fewer crowds while still experiencing warm weather.

Average Temperature Daytime: 89°F - Nighttime: 75°F
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Fall (September to November)

Autumn features cooler temperatures and less tourist activity, providing a peaceful setting for your vacation and more available rental options in the area.

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

Weekly Weather Forecast for Pinehurst

How to Book Your Pinehurst Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Vacation Rentals in Pinehurst Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 grilling with shared or private barbecue facilities available at many properties here.
  • Take advantage of well-maintained patios and seating areas perfect for relaxing in the sunshine.
  • Make the most of private swimming pools to unwind after a day exploring the local golf courses and nature trails.
  • Benefit from spacious yards and gardens that provide a peaceful setting for outdoor activities and gatherings.
  • Utilize tennis courts or pickleball courts often present in the community for active outdoor recreation.
  • Experience fishing opportunities either on-site lakes or nearby waterways, ideal for enthusiasts.
  • Discover shaded outdoor spaces such as pergolas or covered lanais, perfect for enjoying the warm Florida weather comfortably.

Top Attractions Around Pinehurst

What attractions are nearby?

In this charming destination, you can enjoy a variety of outdoor activities and scenic spots just moments from your vacation rental, making it easy to explore the natural beauty and leisure opportunities that define the area.

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Family Activities

  • Rotonda Golf & Country Club: Enjoy a family-friendly day exploring scenic golf courses and relaxing in the beautiful surroundings that define this region.
  • Englewood Beach: Spend a fun-filled day on the sands and shallow waters, perfect for swimming, building sandcastles, or having a beach picnic with your loved ones.
  • Myakka River State Park: Discover outdoor adventures like wildlife viewing and kayaking, offering memorable experiences for the entire family amidst Florida's natural beauty.
  • Local Nature Trails: Embark on easy hikes along scenic trails where you'll see native flora and fauna, ideal for engaging children with the area's rich ecosystem.
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Adult Activities

  • Golfing at Rotonda Golf & Country Club: Enjoy a round of golf on world-class courses set amidst the scenic beauty of this destination, perfect for relaxation and sport enthusiasts alike.
  • Exploring Local Nature Trails: Discover peaceful walking or biking paths that wind through the area’s lush landscapes, offering a serene escape into Florida's natural surroundings.
  • Relaxing at Popular Beaches: Spend your days lounging on nearby beaches known for their pristine sands and clear waters, ideal for unwinding during your stay here.
  • Dining at Local Restaurants: Savor fresh seafood and regional cuisine at the area's well-regarded eateries, providing a delightful culinary experience in this region.

Pinehurst Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Outdoor Activities: Take advantage of the region's scenic golf courses and nature trails to enjoy outdoor recreation during your stay.
  • Explore Local Cuisine: Savor the flavors of nearby restaurants that highlight the fresh seafood and regional specialties, enhancing your visit here.
  • Book in Advance: Secure your preferred vacation rental early to ensure availability and get the best options in this popular destination.
  • Learn About the Area: Familiarize yourself with local parks and community events to make the most of your time in the region.

Transportation Options

  • Personal Vehicles: Renting or driving your own car provides flexibility to explore the area at your own pace, making it easy to access nearby beaches and golf courses.
  • Local Taxi Services: Trusted taxi providers operate throughout the region, offering convenient transportation for short trips and airport transfers.
  • Rideshare Options: Rideshare services are readily available here, providing a reliable and cost-effective way to get around without the need for a personal vehicle.
  • Public Transportation: Limited but accessible bus routes connect key parts of the area, ideal for travelers looking for economical and environmentally friendly options.

Local Customs Options

  • Golf Etiquette: The local custom in this area emphasizes respecting golf course rules and maintaining a courteous attitude on the greens, reflecting the region's strong golfing culture.
  • Community Respect: Residents value quiet hours and respectful interactions, ensuring a peaceful environment for visitors staying in nearby vacation rentals.
  • Environmental Conservation: There is a shared commitment to preserving the natural beauty of the region through proper waste disposal and mindful use of outdoor spaces.
  • Celebrating Local Events: Participating in or observing local traditions and community gatherings helps visitors connect authentically with the area's welcoming spirit.

Frequently Asked Questions About Pinehurst?

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 vacation rentals have private pools in Pinehurst?

There are 34 vacation rentals with private pools near Pinehurst. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Pinehurst are best for families?

If you are looking for a family-friendly vacation home in Pinehurst, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pinehurst:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 78 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. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the individual property listing. It is important to review the specific cancellation terms outlined in your booking details or contact the property owner directly for clarification.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or taxes are often detailed in the listing description. To avoid surprises, carefully read the fee section or reach out to the owner for a full breakdown before finalizing your reservation.

7. How do I know if my preferred travel dates are available for booking?

Availability depends on each property’s calendar. You can check real-time availability by entering your dates on the listing page, or contact the owner directly for confirmation and any potential flexibility.

8. What amenities can I expect from vacation rentals in this region?

Amenities vary by property but typically include essentials like Wi-Fi, air conditioning, and kitchen facilities. Review the listing details carefully to ensure it meets your needs, or contact the owner for specifics about available amenities.

9. Is it possible to get support during my stay if I encounter issues with my rental?

Support services depend on the property and host. Many listings offer direct communication with the owner or local management for assistance. Refer to the contact information provided in your booking details for help during your stay.

Pinehurst Top Rated Vacation Rentals

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