Pinehurst holiday homes
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:17 Oct - 24 Oct
Image gallery for Home in Englewood / heated pool

10 out of 10 rating
Exceptional
(11 reviews)
Home in Englewood / heated pool
Englewood, FL
7% off
Price is NZ$3,021
NZ$432 per night
includes taxes & fees
Image gallery for Villa with swimming pool & spa - Poolside Grill, Family-friendly, Water-view

9.2 out of 10 rating
Wonderful
(14 reviews)
Villa with swimming pool & spa - Poolside Grill, Family-friendly, Water-view
Rotonda West, FL
5% off
Price is NZ$5,456
NZ$779 per night
includes taxes & fees
Image gallery for Lakeside Luxury #198

10 out of 10 rating
Exceptional
(10 reviews)
Lakeside Luxury #198
Rotonda West, FL
6% off
Price is NZ$3,056
NZ$437 per night
includes taxes & fees
Image gallery for Relaxing in Rotonda Poolside. Saltwater heated Pool with new screened lanai.

10 out of 10 rating
Exceptional
(16 reviews)
Relaxing in Rotonda Poolside. Saltwater heated Pool with new screened lanai.
Rotonda West, FL
7% off
Price is NZ$3,297
NZ$471 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Pinehurst
Showing deals for: 17 Oct - 20 Oct
* “Livin' The Dream” A Golfer's Paradise! South facing Free Pool/Spa Heat *
Sleeps 8 · 4 bedrooms · 4 bathrooms
9.8 out of 10
exceptional
(9 reviews)
The current price is NZ$2,386
for 3 nights, 1 home
NZ$795 per night
includes taxes & fees

10 miles from 2 beaches in the lovely Rotonda West Florida community.
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.4 out of 10
exceptional
(13 reviews)
The current price is NZ$1,495
for 3 nights, 1 home
NZ$498 per night
includes taxes & fees

Located in well sought Rotonda, here is the perfect backdrop for a wonderful getaway
Sleeps 6 · 3 bedrooms · 2 bathrooms
10 out of 10
exceptional
(1 review)
The current price is NZ$1,622
for 3 nights, 1 home
NZ$541 per night
includes taxes & fees

Bright & Airy Canal-Front Retreat With Pool - Royal Oasis
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(8 reviews)
The current price is NZ$1,372
for 3 nights, 1 home
NZ$457 per night
includes taxes & fees
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value