Pinehurst vacation rentals

We found 224 vacation rentals — enter your dates for availability

Discover a selection of 41 homes and other vacation rentals in Pinehurst that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, such as WiFi and cable TV. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Pinehurst

Why visit Pinehurst

  1. Outdoor Adventures: Pinehurst is perfect for outdoor enthusiasts, offering beautiful beaches and urban parks for various recreational activities.
  2. Charming Community: Explore the welcoming Pinehurst Village, where friendly locals enhance your vacation experience.
  3. Relaxing Excursions: Enjoy leisurely activities at the nearby Village of Pinehurst, ideal for families and relaxation.
  4. Diverse Accommodations: Choose from private vacation homes, condos, and villas to suit any traveler's needs.
  5. Proximity to State Parks: Discover nearby state parks for a day of exploration and adventure in nature.

Popular types of accommodation around Pinehurst

If you're contemplating a getaway to Pinehurst, you’re in for a treat! Our most popular types of vacation rentals include Houses, Condos, and Villas, catering to every traveler's needs. Whether you're looking for a cozy cottage or a spacious home near the renowned Pinehurst Resort or Pinehurst Resort University, we provide you with transparent information, savings, and peace of mind for your perfect stay.

  • Houses: Ideal for families or groups, these homes offer spacious living and a home-like atmosphere for your stay in Pinehurst.
  • Condos: Perfect for couples or small families, condos provide convenient amenities and often stunning views of the surroundings.
  • Villas: Luxurious and spacious, villas offer upscale accommodations with private pools and beautiful outdoor areas.
  • Apartments: A great option for a more urban experience, apartments provide comfort and accessibility to local attractions.
  • Cottages: Quaint and cozy, cottages are a charming choice for a peaceful escape in Pinehurst.**

Top attractions around Pinehurst

Pinehurst, Rotonda West, is a fantastic destination for outdoor enthusiasts and families looking to enjoy a vacation filled with adventure. With its beautiful beaches, urban parks, and nearby state parks, there are plenty of attractions to explore. Whether you're seeking a relaxing day by the beach or an active outing in nature, Pinehurst offers a variety of experiences tailored to suit every traveler's needs.

  1. Englewood Beach: A pristine stretch of shoreline perfect for sunbathing and swimming, Englewood Beach offers a relaxed atmosphere with stunning sunsets and soft sand, ideal for a leisurely day by the sea.
  2. Don Pedro Island Beach: This hidden gem in a state park is perfect for adventure seekers, boasting picturesque scenery, hiking trails, and opportunities for wildlife spotting, all amidst a tranquil outdoor setting.
  3. Gasparilla Marina: A vibrant marina that serves as a gateway to outdoor adventures, featuring boat rentals, fishing excursions, and beautiful views of the coastline, making it a must-visit for beachgoers.

Things to do recommended for couples

For a romantic getaway in Pinehurst, consider a day at Oyster Creek Golf Club, just 3.2km away. Enjoy the luxurious atmosphere while playing a round of golf or unwinding at the clubhouse, perfect for couples seeking a blend of relaxation and activity together.

Things to do recommended for families

Your family vacation in Pinehurst, Florida, will be delightful! Enjoy sports at CoolToday Park, unwind at Cedar Point Environmental Park, or have fun at the Englewood Recreation Center. Each location offers unique experiences for relaxation and recreation, perfect for creating lasting memories together.

Things to do recommended for groups

In Pinehurst, groups can enjoy a round of golf at Riverwood Golf and Country Club, explore the family-friendly Fishermen's Village for shopping and entertainment, and catch a captivating show at the Lemon Bay Playhouse for a touch of culture and romance.

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

If you're travelling with a group, your family, pets, or planning an extended stay, it's important to prioritize your search accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Pinehurst with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Pinehurst with young kids: Travelling with young children can present some challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pinehurst: For many, a family getaway wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Pinehurst: If you’re in search of vacation rentals that offer great deals for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Pinehurst

Pinehurst is a delightful neighborhood in Rotonda West, Florida, perfect for outdoor enthusiasts and families alike. Explore the charming Pinehurst Village, where friendly locals create a welcoming atmosphere. Don't miss the Pinehurst community and the nearby Village of Pinehurst, offering relaxing excursions and recreational activities. Whether you're enjoying sports or simply soaking up the sun, this area promises a fulfilling vacation experience.

  • Englewood: Located a mere 9.7km from Pinehurst, Englewood is a charming city that beckons visitors with its stunning beaches and vibrant outdoor activities. Known for its scenic coastline, Englewood offers a fantastic beach experience, perfect for sunbathing, swimming, and beachcombing. The area boasts numerous recreational spots, including golf courses that cater to enthusiasts. Notable attractions include the family-friendly beaches and the beautiful bay, which provide ample opportunities for water sports and relaxation. Whether you're looking to explore nature or enjoy local dining, Englewood is a delightful stop on your vacation.
  • Pebble Beach: Just 1.3km from Pinehurst, Pebble Beach is a picturesque neighbourhood ideal for families and outdoor lovers. This serene area is renowned for its pristine beaches and well-maintained urban parks, making it a wonderful place for picnics and leisurely strolls. The local golf course and private country club offer excellent golfing experiences, while the family beach is perfect for creating lasting memories with loved ones. With its close proximity to Pinehurst, Pebble Beach is an inviting destination that showcases Florida's natural beauty and recreational opportunities.
  • Broadmoor: Also located 1.3km from Pinehurst, Broadmoor is another inviting neighbourhood that offers a mix of outdoor fun and family-friendly activities. Visitors can enjoy the local golf courses and unwind at the arcade adventure zone, making it a fantastic destination for families. The nearby beach and urban parks provide scenic spots for relaxation and play, ensuring that all ages can find something to enjoy. Broadmoor's combination of recreational options and close-knit community charm makes it a wonderful addition to your itinerary.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 SunnyAverageAverage
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 SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up right where you left off, and manage your travel arrangements with ease. You can easily access the properties you've previously saved or booked, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Pinehurst?
In Pinehurst, vacation houses are the most popular type of rental, with around 40 available throughout the area. These properties typically provide ample space and amenities, including fully equipped kitchens, comfortable living areas, and often outdoor patios for enjoying the pleasant Florida weather. Many houses are situated in peaceful neighbourhoods, making them ideal for families or groups seeking a relaxing getaway.
Are there any beach house rentals in Pinehurst?
In Pinehurst, Florida, there are approximately 43 beach house rentals available, making it a popular choice for holidaymakers seeking a coastal getaway. These beach houses typically offer spacious rooms, often featuring multiple bedrooms and bathrooms to comfortably accommodate families or groups. Many properties come with fully equipped kitchens, allowing guests to prepare their own meals, as well as inviting living areas for relaxation after a day at the beach. Outdoor amenities such as private patios, decks, or gardens are common, providing superb spots for barbecues or simply enjoying the pleasant Florida weather.
How much does it cost to rent a vacation home in Pinehurst?
Prices for vacation rentals in Pinehurst vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pinehurst to more spacious homes.
Are there any discounts for Pinehurst vacation house rentals?
You can find great discounts on house rentals in Pinehurst on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Pinehurst vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Pinehurst with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in Pinehurst?
A long-stay vacation rental in Pinehurst is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Pinehurst for a vacation rental?
March is the most popular month to visit Pinehurst, Florida, attracting travellers keen on enjoying the beautiful spring weather and outdoor activities. The peak season spans from February to April, offering comfortable temperatures that hover around the low 20s Celsius. This is the superb time for those looking to embrace the area's lush landscapes, engage in outdoor sports like golf, or simply unwind in the serene surroundings.

During this period, visitors can enjoy a plethora of activities, including exploring the scenic Pinehurst Lake, where you can paddle or take a leisurely stroll along the picturesque trails. The vibrant atmosphere is complemented by blooming flora, making it an ideal backdrop for sightseeing and outdoor adventures.

If you are looking for a more budget-friendly option, consider planning your visit in October. This month provides a quieter experience, allowing you to explore the local attractions without the summer crowds, while still enjoying the pleasant weather typical of the region.
Are there any remote work vacation rentals in Pinehurst?
In Pinehurst, Florida, there are numerous remote work-friendly vacation rentals available, with around 47 options to choose from. This area is well-suited for those looking to balance work and leisure, featuring properties that come equipped with essential amenities for a productive stay. Many rentals include high-speed Wi-Fi, dedicated workspaces with desks and ergonomic chairs, as well as additional features like computer monitors and laptop workspaces, ensuring a comfortable and efficient environment for remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Pinehurst vacation rental?
Book your Pinehurst vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Pinehurst home rental booking on Vrbo?
To find Pinehurst vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Pinehurst vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas