House
10.0(69 Reviews)
3 Bedrooms
6 Guests
Private Pool
Parking
Pool
Ocean View
CA $265/Night
7 Nights - CA $1,852
Pinehurst Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Pinehurst
10.0
CA $256/Night
7 Nights - CA $1,789
House
1 Bedroom
- Private Pool
- Pool
View
Kitchen
CA $280/Night
7 Nights - CA $1,958
Villa
10.0(34 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $402/Night
7 Nights - CA $2,811
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- Pool
Internet
Pet Friendly
CA $554/Night
7 Nights - CA $3,880
House
10.0(26 Reviews)
3 Bedrooms
8 Guests
- Private Pool
Oceanfront- Parking
- Pool
CA $454/Night
7 Nights - CA $3,178
House
10.0(24 Reviews)
3 Bedrooms
8 Guests
Hot Tub- Parking
- Pool
- Ocean View
CA $396/Night
7 Nights - CA $2,774
House
10.0(17 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $395/Night
7 Nights - CA $2,764
House
10.0(14 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
CA $512/Night
7 Nights - CA $3,580
Luxury Holiday Rentals in Pinehurst
Over 78+ Luxury Holiday Rentals in or Near Pinehurst
CA $765/Night
7 Nights - CA $5,356
House
8.8(24 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Pool
- Kitchen
Air Conditioner
CA $705/Night
7 Nights - CA $4,934
House
9.8(17 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $618/Night
7 Nights - CA $4,329
New
House
9.8(6 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Kitchen
CA $605/Night
7 Nights - CA $4,236
House
10.0(1 Review)
3 Bedrooms
8 Guests
- Parking
- Pool
Balcony/Terrace- View
CA $602/Night
7 Nights - CA $4,212
House
3 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $570/Night
7 Nights - CA $3,987
Villa
10.0(4 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $549/Night
7 Nights - CA $3,843
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
CA $548/Night
7 Nights - CA $3,837
House
9.2(7 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $531/Night
7 Nights - CA $3,720
Top-Rated Holiday Rentals with a Pool in Pinehurst
Over 66+ The Best Private Villas and Holiday Rentals in Pinehurst with a Pool
House
10.0(12 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- View
CA $386/Night
7 Nights - CA $2,700
House
10.0(12 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
CA $345/Night
7 Nights - CA $2,416
House
10.0(9 Reviews)
3 Bedrooms
9 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
CA $485/Night
7 Nights - CA $3,394
House
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $330/Night
7 Nights - CA $2,312
Villa
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $427/Night
7 Nights - CA $2,988
New
House
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Kitchen
CA $404/Night
7 Nights - CA $2,830
Villa
10.0(3 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $390/Night
7 Nights - CA $2,732
Villa
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
CA $388/Night
7 Nights - CA $2,718
House
10.0(3 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $372/Night
7 Nights - CA $2,606
Pet-Friendly Holiday Rentals in Pinehurst
Over 17+ Pet-Friendly Holiday Rentals in or Near Pinehurst
House
10.0(2 Reviews)
3 Bedrooms
8 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
CA $421/Night
7 Nights - CA $2,948
House
9.8(32 Reviews)
4 Bedrooms
11 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $469/Night
7 Nights - CA $3,284
House
9.6(9 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $403/Night
7 Nights - CA $2,822
House
9.6(4 Reviews)
3 Bedrooms
7 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
CA $314/Night
7 Nights - CA $2,194
House
9.4(18 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $441/Night
7 Nights - CA $3,088
House
8.8(34 Reviews)
3 Bedrooms
5 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
CA $515/Night
7 Nights - CA $3,607
House
3 Bedrooms
8 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $421/Night
7 Nights - CA $2,950
CA $390/Night
7 Nights - CA $2,732
House
3 Bedrooms
8 Guests
- Hot Tub
- Pool
- Kitchen
- Air Conditioner
CA $285/Night
7 Nights - CA $1,994
Large Holiday Rentals and Private Villas in Pinehurst
Over 9+ Large Holiday Rentals and Private Villas in or Near Pinehurst
Villa
9.4(8 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $472/Night
7 Nights - CA $3,306
Villa
3 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $349/Night
7 Nights - CA $2,446
Villa
3 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $318/Night
7 Nights - CA $2,227
House
10.0(1 Review)
3 Bedrooms
10 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $495/Night
7 Nights - CA $3,462
Villa
10.0(1 Review)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $261/Night
7 Nights - CA $1,829
House
4 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Kitchen
CA $547/Night
7 Nights - CA $3,826
House
10.0(11 Reviews)
4 Bedrooms
12 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
CA $610/Night
7 Nights - CA $4,266
House
9.4(17 Reviews)
3 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $528/Night
7 Nights - CA $3,694
House
9.4(3 Reviews)
3 Bedrooms
11 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $509/Night
7 Nights - CA $3,563
Pinehurst Private Villas and Holiday Homes Under $200
Over 9+ Pinehurst Private Villas and Holiday Homes Under $200
House
9.6(5 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $281/Night
7 Nights - CA $1,964
House
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
Child Friendly
CA $259/Night
7 Nights - CA $1,816
House
9.4(3 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $281/Night
7 Nights - CA $1,968
House
3 Bedrooms
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
CA $187/Night
7 Nights - CA $1,312
House
9.8(34 Reviews)
4 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $243/Night
7 Nights - CA $1,701
House
8.6(4 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
CA $276/Night
7 Nights - CA $1,931
CA $227/Night
7 Nights - CA $1,591
House
5.0(2 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
CA $284/Night
7 Nights - CA $1,988
House
4.5(21 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
CA $203/Night
7 Nights - CA $1,422
Instantly Bookable Holiday Homes in Pinehurst
Over 24+ Instantly Bookable Holiday Homes in or Near Pinehurst
CA $310/Night
7 Nights - CA $2,172
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
CA $526/Night
7 Nights - CA $3,680
House
9.8(32 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $289/Night
7 Nights - CA $2,020
House
9.6(49 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $464/Night
7 Nights - CA $3,247
House
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $497/Night
7 Nights - CA $3,475
House
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $462/Night
7 Nights - CA $3,237
House
3 Bedrooms
8 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
CA $423/Night
7 Nights - CA $2,960
New
House
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
CA $406/Night
7 Nights - CA $2,840
New
House
9.8(10 Reviews)
4 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $480/Night
7 Nights - CA $3,363
Book a Last Minute Place to Stay in Pinehurst
About Casai's Private Villas and Holiday Rentals in Pinehurst
Discover more than 87 vacation rentals available in Pinehurst. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Pinehurst.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Pinehurst, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Pinehurst. On average, places to stay near Pinehurst offer 1287.37 ft², with nightly prices averaging CA $410.
With Casai, finding and comparing holiday rentals in Pinehurst is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 87 Pinehurst, FL Holiday Rentals
- Prices for a holiday home in Pinehurst start at CA $256
- Top rated vacation home in Pinehurst is Relax and regenerate in quiet, peaceful and private surroundings
- Most popular short term in Pinehurst is Relax and regenerate in quiet, peaceful and private surroundings
- Cheapest place to stay in Pinehurst is Rotonda Oasis
- Most expensive holiday rental in Pinehurst is Gulf Tranquility in Rotonda West
Recently Booked Holiday Rentals in Pinehurst
Frequently Asked Questions About Pinehurst?
What are the top holiday rentals in Pinehurst?
With numerous options available in Pinehurst, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Pinehurst:
- Relax and regenerate in quiet, peaceful and private surroundings
- YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH!
- Canal Front Rotonda West Home By Beach
- Beautiful Floridian Oasis with Heated Pool, Hot Tub and Close to Beaches!
- Golf Course Heated Pool Vacation Home
- Gorgeous Newer 4bd/2ba Canal Home, Large Heated Pool/Hot Tub, Game Room, Pets Ok
- Amazing 3-bedroom heated pool house near beaches and golf courses!
- Tranquility by the beach🌴 3 bed 2.5 high ceilings open 2550 SF heated pool spa
- Fly South Florida-near beaches, fishing, boating, shops. Private heated pool.
- Rotonda Oasis
How many holiday rentals have private pools in Pinehurst?
Discover a selection of holiday rentals with private pools near Pinehurst with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Pinehurst are best for families?
If you're searching for a family-friendly holiday home in Pinehurst, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Pinehurst:
How many Casai.ca holiday rentals are available in Pinehurst?
As of 2026, Casai boasts over 87 properties listed in the Pinehurst area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Pinehurst.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Englewood East Vacation Rentals in Florida | 225 |
| Pebble Beach Vacation Rentals in Florida | 70 |
| Broadmoor Vacation Rentals in Florida | 54 |
| White Marsh Vacation Rentals in Florida | 44 |
| Rotonda Heights Vacation Rentals in Florida | 40 |
