Pinehurst holiday lettings

We found 217 holiday rentals — enter your dates for availability

Discover a selection of 45 homes and other holiday rentals in Pinehurst that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a pool. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Pinehurst

Showing deals for:7 Nov - 14 Nov
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Why visit Pinehurst

  • Stunning beaches: Enjoy sun-soaked days at beautiful local beaches, perfect for relaxation and recreation.
  • Outdoor activities: Engage in a variety of outdoor adventures, including hiking, cycling, and sports facilities for all ages.
  • Charming local parks: Explore picturesque parks that provide ideal spots for leisurely strolls and family picnics.
  • Welcoming community vibe: Experience the friendly atmosphere and warm hospitality of Pinehurst's residents.
  • Diverse accommodation options: Choose from a range of delightful holiday rentals, ensuring a comfortable stay.

Popular types of accommodation around Pinehurst

Pinehurst offers an array of delightful vacation rentals to suit every traveller's needs, from private holiday homes to cosy condos and elegant villas. Whether you're seeking a home in Pinehurst, exploring the charming Pinehurst Village, or enjoying the amenities of Pinehurst Resort, you'll find the perfect spot for your getaway. Our selection ensures transparency and savings, making it easier to enjoy your stay in this picturesque destination.

  • Houses: The top choice for visitors to Pinehurst, offering spacious living for families, friends, or couples in a homely atmosphere.
  • Condos: A popular option for those seeking modern amenities and easy access to local attractions, perfect for a leisurely stay.
  • Villas: These stylish properties provide a touch of luxury, ideal for a relaxing getaway with plenty of space.
  • Apartments: A convenient choice for shorter stays, offering comfort and independence in a vibrant community.
  • Cottages: Quaint and charming, these are perfect for a peaceful retreat close to nature.**

Top attractions near Pinehurst

Pinehurst, Rotonda West, is ideal for outdoor enthusiasts and families seeking a memorable holiday. With stunning beaches, urban parks, and national state parks nearby, visitors can enjoy a multitude of activities that cater to both relaxation and adventure. Whether you're after a sun-soaked day at the beach or a leisurely stroll through a park, Pinehurst offers a diverse range of attractions just minutes away, ensuring a delightful experience for all travellers.

  • Englewood Beach: A picturesque stretch of golden sand, perfect for sunbathing and swimming. The relaxed atmosphere makes it ideal for families and those seeking a tranquil day by the sea.
  • Don Pedro Island Beach: Nestled within a state park, this beach offers adventure and stunning scenery. Explore nature trails, enjoy birdwatching, or simply relax amid the beautiful surroundings.
  • Gasparilla Marina: A vibrant hub for water enthusiasts, this marina provides opportunities for boating, fishing, and enjoying the great outdoors while soaking up the coastal charm.

Things to do recommended for couples

If you’re seeking a romantic getaway in Pinehurst, consider a round of golf at the luxurious Oyster Creek Golf Club, located a mere 1.2km away. Enjoy the serene surroundings and exquisite amenities, perfect for couples wanting to unwind and spend quality time together.

Things to do recommended for families

Your family will love visiting CoolToday Park for sports excitement, exploring the natural beauty at Cedar Point Environmental Park for relaxation, and enjoying fun activities at Englewood Recreation Center. Each venue offers unique experiences, perfect for creating lasting memories together in sunny Florida.

Things to do recommended for groups

Explore Fishermen's Village for shopping and entertainment, just 8.1km from Pinehurst. Enjoy a round of golf at Riverwood Golf and Country Club, located 4.3km away, or immerse yourself in culture at the Lemon Bay Playhouse theatre, only 3.7km from Pinehurst.

What do I need to keep in mind when booking a vacation around Pinehurst

When travelling with a group, family, pets, or seeking extended stays, it's essential to refine your search according to your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Pinehurst with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for socialising with your group. Luckily, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Pinehurst with young kids: Travelling with young children can present its difficulties. It's essential to prioritise their comfort and safety, along with facilities suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Pinehurst: For many families, a holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortably at home.
  • Planning for a long term stay visiting Pinehurst: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Pinehurst

Pinehurst, nestled in Rotonda West, Florida, offers a delightful blend of outdoor adventures and family-friendly activities. This charming neighbourhood is perfect for those seeking a relaxing getaway, with its welcoming atmosphere and beautiful surroundings. Explore the local parks, enjoy sports facilities, and experience the warm community vibe. Nearby, you’ll find a variety of attractions that highlight the unique lifestyle and character of Pinehurst, making it an ideal destination for your holiday.

  • Rotonda West: Located a mere 1.2km from Pinehurst, Rotonda West is a charming city known for its stunning natural beauty and outdoor activities. Visitors are drawn to this area for its picturesque beaches and scenic golf courses. The expansive recreational areas provide ample opportunity for family-friendly outings, while the nearby landmarks, including family beaches and islands, offer perfect spots to relax and soak up the sun. Golf enthusiasts will find a variety of courses to enjoy, making Rotonda West an excellent destination for both relaxation and recreation.
  • Englewood: Situated 3.7km away from Pinehurst, Englewood is a delightful city that boasts beautiful beaches and outdoor experiences. This destination is ideal for those seeking both adventure and tranquillity, with numerous recreational areas and golf courses available for exploration. The local attractions include pristine beaches and a lovely bay, making it a perfect spot for families and beach lovers alike. Englewood's vibrant atmosphere, combined with its natural beauty, makes it a must-visit for anyone looking to enjoy the Florida coastline.
  • Pebble Beach: Just 497m from Pinehurst, Pebble Beach is a delightful neighbourhood that offers a blend of outdoor fun and family-oriented activities. Known for its stunning golf courses and recreational areas, this locale is perfect for those looking to unwind amidst nature. The nearby beaches and urban parks provide excellent opportunities for leisurely family outings. Whether you're playing a round of golf or enjoying a day at the beach, Pebble Beach is sure to provide a memorable experience for all visitors.

Best time to go to Pinehurst

If you're planning a trip to Pinehurst, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January63.7°F (17.6°C)No Rain (Dry)Mostly SunnyModerately HighAverage
February66.0°F (18.9°C)No Rain (Dry)SunnyModerately HighAverage
March68.7°F (20.4°C)No Rain (Dry)SunnyModerately HighSlightly High
April73.9°F (23.3°C)Light RainMostly SunnyAverageSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Light RainMostly SunnyAverageSlightly High
August83.7°F (28.7°C)Light RainMostly SunnyModerately LowAverage
September81.9°F (27.7°C)Light RainMostly SunnyModerately LowSlightly Low
October77.5°F (25.3°C)Light RainMostly SunnyModerately LowSlightly Low
November71.2°F (21.8°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
December67.3°F (19.6°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings, given that prices can fluctuate. Moreover, opting for a longer stay frequently results in even better deals. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new holidays, pick up from where you last left off, or review and arrange your travel plans. You can easily access properties you've previously saved or booked, now conveniently sorted into Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Pinehurst?
The most sought-after types of holiday rentals in Pinehurst are houses. After something a little different? Vrbo has a variety of options to match our guests' diverse needs, so you'll see holiday properties in all sizes, and for all budgets. The perfect fit is waiting for you — get yours today.
How much does it cost to rent a holiday rental in Pinehurst?
The average price for a holiday home in Pinehurst is determined by several factors, including length of stay, season and property type. Whether you're looking for a sprawling house with room for friends and family or a comfy cabin ideal for just you and the kids, just enter your dates of travel to view stays with amazing value.
How much does it cost to rent a beach house in Pinehurst?
The average price for a holiday rental by the beach in Pinehurst depends on when you'll be there and the style and size of property you want. Find prices easily and quickly on Vrbo by entering your travel dates. Then use the handy filter tool to choose the number of bedrooms and amenities that you prefer, like air conditioning, a pool and WiFi.
Are there pet-friendly holiday rentals in Pinehurst?
Yes, there are. You can pick from 41 holiday rentals that cater to pets in Pinehurst. Lots of our pet-friendly holiday rentals have a backyard for your furry pal to have fun in, complimentary treats, special dog beds and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect place on Vrbo.
Can I rent a house with a pool in Pinehurst?
Mark the "pool" box in our filter tool and choose from 40 houses with private pools in Pinehurst on Vrbo. Morning soak, afternoon splash or midnight swim? Leisure time is your call when your Vrbo holiday home comes with its own swimming pool.
What are popular rental amenities in Pinehurst?
A nearby river, a lake view and a water view rank as the most popular rental amenities in Pinehurst. Whether you plan to travel on your own, with your sweetheart or a bunch of friends, Vrbo will help you find a holiday rental that matches your tastes with all the conveniences you're looking for.
Are there large group holiday rentals in Pinehurst?
With 26 Pinehurst holiday properties that can host a group of five or more people, you can bring a few extra family members or pals along. Whether you're planning a casual gathering or a birthday party, we'll help you find the ideal space to fit the occasion.
Are there holiday rentals in Pinehurst that welcome kids?
Pinehurst has 41 family-friendly holiday homes to pick from. And booking a stay that welcomes kids is simple with Vrbo's "Properties good for families" filter. On top of having the entire place to yourselves, you'll get conveniences and perks like multiple bedrooms, kitchens and pools.
Can I find two-bedroom holiday rentals in Pinehurst?
Select from two two-bedroom holiday properties in Pinehurst. Put your little ones in the second room or maybe fill it with a couple of your besties. There's plenty of space for whoever's lucky enough to be joining in on the fun.
Are there holiday rentals with WiFi in Pinehurst?
Pinehurst has 13 holiday rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movie blockbusters to sending emails, these Vrbo homes make it a cinch to go online.
How can I find holiday rentals with air conditioning in Pinehurst?
Pinehurst has 40 holiday rentals where you'll be able to wind down in air-conditioned comfort. To find a property on Vrbo that comes with this perk, enter your preferred travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Pinehurst?
The minimum required age is typically 16, 18 or 21. It can vary from property to property on Vrbo, so check the rules of your preferred Pinehurst holiday home before you book.
How long can I rent a holiday rental in Pinehurst for?
The amount of time you can book a Pinehurst holiday home for varies depending on the property. Simply tap in your dates of travel to find options that offer extended stays. They feature all the things you need to make your extended getaway more enjoyable like air conditioning and kitchens. Some properties may also offer weekly or monthly discounts, so you can hang around longer for less.

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