Best Vacation Homes in Pinehurst
Villa
4 Bedrooms
2 Baths
8 Guests
Private Pool
Oceanfront
Hot Tub
Fireplace/Heating
£496/Night
7 Nights - £3,475
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
4 Guests
1302.43 ft²
- Hot Tub
Spa
Pool
Balcony/Terrace
£294/Night
7 Nights - £2,055
Apartment
2.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Pet Friendly
£218/Night
7 Nights - £1,527
House
3 Bedrooms
2 Baths
6 Guests
1503 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£108/Night
7 Nights - £755
House
9.7(3 Reviews)
3 Bedrooms
2 Baths
7 Guests
1603.82 ft²
- Oceanfront
- Fireplace/Heating
- Pool
Ocean View
£234/Night
7 Nights - £1,639
Cottage
10.0(21 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
Kitchen
Parking
Air Conditioner
£138/Night
7 Nights - £967
House
10.0(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£83/Night
7 Nights - £584
House
10.0(8 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£243/Night
7 Nights - £1,702
Pinehurst Luxury Rentals
Condo
2 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£587/Night
7 Nights - £4,109
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
900 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£561/Night
7 Nights - £3,929
House
9.0(2 Reviews)
5 Bedrooms
5 Baths
12 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£559/Night
7 Nights - £3,911
House
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Pool
- Ocean View
View
£549/Night
7 Nights - £3,841
Villa
8.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£540/Night
7 Nights - £3,783
Resort
8.0(1 Review)
1 Bath
4 Guests
600 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£466/Night
7 Nights - £3,265
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
£466/Night
7 Nights - £3,260
House
4 Bedrooms
3 Baths
6 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£464/Night
7 Nights - £3,246
Pinehurst Pet Friendly Vacation Rentals
House
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£98/Night
7 Nights - £685
House
9.7(3 Reviews)
1 Bedroom
1 Bath
4 Guests
344.45 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
£122/Night
7 Nights - £857
Hotel
9.2(1000 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
£74/Night
7 Nights - £521
House
8.8(11 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£171/Night
7 Nights - £1,200
House
9.5(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
1797.57 ft²
- Fireplace/Heating
- Pool
- View
- Pet Friendly
£455/Night
7 Nights - £3,187
Apartment
2.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1073 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£105/Night
7 Nights - £735
New
Apartment
3 Bedrooms
2 Baths
5 Guests
1073 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£217/Night
7 Nights - £1,517
Condo
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
Internet
£97/Night
7 Nights - £680
Pinehurst Large Vacation Homes
Villa
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
- View
£83/Night
7 Nights - £579
House
5.9(9 Reviews)
3 Bedrooms
2 Baths
10 Guests
1797.57 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
£128/Night
7 Nights - £898
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1311 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
£113/Night
7 Nights - £790
New
House
4 Bedrooms
2 Baths
10 Guests
1506.95 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Ocean View
£431/Night
7 Nights - £3,014
Villa
9.4(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£125/Night
7 Nights - £873
Condo
8.8(6 Reviews)
2 Bedrooms
2 Baths
10 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
£163/Night
7 Nights - £1,142
New
Villa
2 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Air Conditioner
Child Friendly
Laundry
£353/Night
7 Nights - £2,474
Villa
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
£167/Night
7 Nights - £1,170
Why Choose Rent By Owner for your Pinehurst Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 Vacation Rentals stay?
To make the most of your stay, it's important to choose the right time to visit this destination when the weather and local events align with your vacation plans, ensuring a memorable experience in the area.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences warm and inviting weather, making it an ideal time for outdoor activities and beach visits in the region.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Spring (March to May)
Spring brings pleasant temperatures and blooming landscapes, which attract visitors looking to enjoy the area's natural beauty during this lively season.
Average Temperature Daytime: 80°F - Nighttime: 60°F
Off-Season Highlights
Summer (June to August)
In the summer, high temperatures and increased humidity are common, but it remains a popular time for those seeking sun-soaked days on the coast, with fewer crowds in some areas.
Average Temperature Daytime: 88°F - Nighttime: 72°F
Fall (September to November)
Autumn offers cooler weather and a quieter atmosphere, perfect if you prefer a more relaxed visit while still enjoying mild temperatures and fewer tourists.
Average Temperature Daytime: 78°F - Nighttime: 58°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
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 swimming pools available at many properties in the area’s vacation rentals.
- Relax in private or community hot tubs, perfect for unwinding after a day of exploring.
- Take advantage of beautifully maintained golf courses nearby, often included with the rental amenities.
- Stroll through lush landscaped gardens and scenic walking trails on the property grounds.
- Utilize outdoor grilling areas or patios for family cookouts and gatherings.
- Spend time at shared tennis courts or pickleball courts available at select rentals.
- Connect to outdoor recreational facilities such as bocce ball or shuffleboard courts commonly found here.
Top Attractions Around Pinehurst
What attractions are nearby?
Within the area, you can enjoy a variety of outdoor activities and recreational opportunities that showcase the natural beauty and vibrant community of this destination.
Family Activities
- Big Hickory Island Beach Access: Enjoy a family day at the pristine sands and gentle waves just a short drive from here, perfect for picnics and sandcastle building.
- Estero Community Park: Spend quality time outdoors with playgrounds, walking trails, and open fields that cater to children of all ages in this family-friendly spot.
- Coconut Point Mall: Explore this nearby shopping destination offering a variety of family dining options, entertainment, and kid-friendly stores all within easy reach.
- Raptor Bay Golf Club: Discover unique wildlife and scenic views while engaging in a relaxing round of golf suitable for families and beginners alike in the area.
Adult Activities
- Golfing at the local courses: Enjoy a round of golf on world-class courses that attract enthusiasts from around the region, all within easy reach of your vacation rental.
- Spa and wellness experiences: Indulge in relaxing spa treatments and wellness centers designed to help you unwind amidst the scenic surroundings here.
- Dining at gourmet restaurants: Savor exceptional cuisine at the area’s renowned restaurants that cater to diverse tastes and preferences for an authentic culinary experience.
- Exploring nature preserves and parks: Discover the region’s natural beauty by walking or cycling through lush parks and preserves that showcase its diverse flora and fauna.
Pinehurst Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the area's diverse culinary scene to enjoy authentic flavors and make dining a memorable part of your stay.
- Plan Outdoor Activities: Make the most of the pleasant climate by scheduling outdoor adventures such as golf or nature walks in nearby green spaces.
- Visit Nearby Attractions: Discover the region’s hidden gems and cultural sites to enrich your travel experience without extensive travel times.
- Utilize Booking Flexibility: Choose vacation rentals with flexible cancellation policies to ensure peace of mind and adapt your plans if needed.
Transportation Options
- Rental Car Services: You can easily rent a car through well-known providers in the area to explore Pinehurst, Estero, Florida, USA at your own pace and convenience.
- Public Transportation: Local bus services offer an affordable way to get around here, connecting you to key destinations within the region.
- Taxi and Rideshare Options: Taxis and rideshare apps like Uber and Lyft are readily available for quick, reliable transportation throughout this destination.
- Bicycle Rentals: For a more leisurely experience, consider renting bikes to explore the scenic spots and neighborhoods within this part of Florida.
Local Customs Options
- Greeting Etiquette: When visiting here, a warm handshake or friendly nod is customary when meeting new neighbors or hosts in Pinehurst.
- Dining Customs: It’s common to share local seafood dishes and enjoy casual, family-style meals during gatherings in the area.
- Respect for Nature: Locals value environmental conservation, so you’ll find residents practicing eco-friendly habits like recycling and preserving green spaces.
- Community Events: Participating in neighborhood festivals or outdoor markets is a cherished tradition that provides an authentic experience of this destination’s friendly 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:
- Modern 3 bedroom, 2 bath getaway with HEATED private pool and jacuzzi
- River Ranch Oaks
- NEW Coastal Paradise GEM! Spacious 4BR, 3 Full Baths w/Pool! PET FRIENDLY!
- Beautiful updated pool home in a quiet, gated community.
- BEACH & SUNSETS CONDO!
- Newly remodeled 3-bedroom condo in a bundled community
- Casita Linda · 3BR-2BA · Heated Saltwater Pool · Pet Friendly · Great Location.
- Country Creek -Lovely updated 3 bed/2 bath Estero home with hot tub and golf
- Charming 2-bedroom house with WiFi, AC in fabulous Bonita Springs
- Fabulous home w/new pool & spa. Minutes to golf, shop, dine, and fun-in-sun.
2. How many vacation rentals have private pools in Pinehurst?
There are 76 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 2026 is over 506 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 listing, so it’s important to review the specific terms outlined in the reservation details or contact the property owner directly for clarity.
6. How do I know if my chosen vacation rental is available during my preferred dates?
Availability is confirmed through the listing’s calendar; you can check real-time availability by entering your travel dates online or reach out to the host for confirmation.
7. Are there any additional fees associated with booking a vacation rental here?
Additional fees such as cleaning, security deposits, or service charges are detailed in each listing. Be sure to review these specifics before finalizing your reservation.
8. What amenities are typically included in vacation rentals in this region?
Most properties offer essential amenities like Wi-Fi, fully equipped kitchens, and laundry facilities. For a complete list of what's included, please refer to the property description or contact the owner.
9. What is the check-in and check-out process for vacation rentals in this destination?
Check-in and check-out procedures are outlined in each listing, often involving a keyless entry system or personal meet-and-greet. Verify the details and any requirements with the host prior to arrival.
Pinehurst Top Rated Vacation Rentals
House
10.0(62 Reviews)
3 Bedrooms
2 Baths
7 Guests
1500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£210/Night
7 Nights - £1,473
House
10.0(19 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
£211/Night
7 Nights - £1,476
House
10.0(12 Reviews)
3 Bedrooms
2 Baths
8 Guests
1700 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£264/Night
7 Nights - £1,847
Condo
10.0(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£222/Night
7 Nights - £1,557
House
10.0(9 Reviews)
3 Bedrooms
2 Baths
8 Guests
1400 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
£206/Night
7 Nights - £1,439
House
10.0(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£104/Night
7 Nights - £729
House
10.0(8 Reviews)
3 Bedrooms
2 Baths
4 Guests
1550 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£219/Night
7 Nights - £1,535
House
10.0(8 Reviews)
3 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£165/Night
7 Nights - £1,154
