77+ Private Villas and Holiday Rentals in Hillsborough |
Hillsborough Holiday Rentals
Apartment
- Grenada
- ·
- St. Patrick
- 1.55 mi to center
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
2 Guests
Oceanfront
Ocean View
Balcony/Terrace
View
R1,708/Night
7 Nights - R11,947
Villa
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
- View
Parking
Air Conditioner
Internet
R3,055/Night
7 Nights - R21,388
Hotel
- Grenada
- ·
- St. Patrick
- 2.33 mi to center
9.8Exceptional
(136 Reviews)
1 Bath
Spa
Pool- Balcony/Terrace
Breakfast
R3,942/Night
7 Nights - R27,596
House
- Grenada
- ·
- St. Patrick
- 2.94 mi to center
10.0Exceptional
(22 Reviews)
3 Bedrooms
3 Baths
6 Guests
2200 ft²
- Ocean View
- Balcony/Terrace
- View
Kitchen
R6,402/Night
7 Nights - R44,814
House
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- View
- Parking
- Air Conditioner
- Internet
R2,166/Night
7 Nights - R15,164
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R2,748/Night
7 Nights - R19,238
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
R1,924/Night
7 Nights - R13,467
Apartment
- Grenada
- ·
- St. Patrick
- 1.71 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R1,997/Night
7 Nights - R13,984
Cottage
- Grenada
- ·
- St. Patrick
- 2.38 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
18 Guests
1400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R1,891/Night
7 Nights - R13,240
Luxury Holiday Rentals in Hillsborough
Over 68+ Luxury Holiday Rentals in or Near Hillsborough
Hotel
- Grenada
- ·
- St. Patrick
- 2.30 mi to center
9.0Exceptional
(94 Reviews)
3 Baths
401.85 ft²
- Oceanfront
Hot Tub- Spa
- Pool
R12,513/Night
7 Nights - R87,590
Apartment
- Grenada
- ·
- St. Patrick
- 1.95 mi to center
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R2,575/Night
7 Nights - R18,026
Apartment
- Grenada
- ·
- St. Patrick
- 1.94 mi to center
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R2,312/Night
7 Nights - R16,183
Apartment
- Grenada
- ·
- St. Patrick
- 2.38 mi to center
8.1Excellent
(10 Reviews)
6 Bedrooms
6 Baths
19 Guests
516.67 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R2,085/Night
7 Nights - R14,598
House
- Grenada
- ·
- St. Patrick
- 0.85 mi to center
7.7Very Good
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
645.83 ft²
- View
Pet Friendly- Parking
- Internet
R1,458/Night
7 Nights - R10,201
House
- Grenada
- ·
- St. Patrick
- 2.04 mi to center
9.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
2152.78 ft²
- Balcony/Terrace
- View
- Breakfast
- Parking
R1,249/Night
7 Nights - R8,746
House
- Grenada
- ·
- St. Patrick
- 2.19 mi to center
8.3Excellent
(19 Reviews)
2 Bedrooms
2 Baths
4 Guests
452.08 ft²
- Balcony/Terrace
- View
- Breakfast
- Parking
R970/Night
7 Nights - R6,790
Apartment
9.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
10763.91 ft²
- Balcony/Terrace
- View
- Breakfast
- Parking
R841/Night
7 Nights - R5,885
Apartment
- Saint Mark
- ·
- Victoria
- 0.62 mi to center
4 Bedrooms
4 Baths
4 Guests
10.76 ft²
- Parking
- Air Conditioner
- Internet
Child Friendly
R808/Night
7 Nights - R5,658
Top-Rated Holiday Rentals with a Pool in Hillsborough
Over 14+ The Best Private Villas and Holiday Rentals in Hillsborough with a Pool
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.95 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Spa
- Pool
- Ocean View
R3,450/Night
7 Nights - R24,153
Villa
- Grenada
- ·
- St. Patrick
- 1.65 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
8 Guests
- Oceanfront
- Spa
- Pool
- Ocean View
R132,404/Night
7 Nights - R926,828
Villa
- Grenada
- ·
- St. Patrick
- 1.72 mi to center
9.8Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R3,891/Night
7 Nights - R27,241
Hotel
- Saint Mark
- ·
- Victoria
- 1.17 mi to center
9.0Exceptional
(50 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Kitchen
R2,523/Night
7 Nights - R17,654
Bed & Breakfast
- Grenada
- ·
- St. Patrick
- 2.31 mi to center
9.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
R1,032/Night
7 Nights - R7,226
Villa
- Grenada
- ·
- St. Patrick
- 1.51 mi to center
9.0Exceptional
(2 Reviews)
6 Bedrooms
2 Baths
12 Guests
1650 ft²
Private Pool- Pool
- Balcony/Terrace
- Kitchen
R15,168/Night
7 Nights - R106,182
Villa
- Grenada
- ·
- St. Patrick
- 1.54 mi to center
5.0Average
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Internet
R3,823/Night
7 Nights - R26,756
Villa
- Saint Mark
- ·
- Victoria
- 0.14 mi to center
4 Bedrooms
2 Baths
8 Guests
1615 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R16,005/Night
7 Nights - R112,034
Villa
- Grenada
- ·
- St. Patrick
- 1.36 mi to center
5 Bedrooms
2 Baths
8 Guests
1650 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R15,762/Night
7 Nights - R110,337
Pet-Friendly Holiday Rentals in Hillsborough
Over 10+ Pet-Friendly Holiday Rentals in or Near Hillsborough
Cottage
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
R1,090/Night
7 Nights - R7,631
House
- Grenada
- ·
- St. Patrick
- 0.74 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
R2,389/Night
7 Nights - R16,732
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.10 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
R727/Night
7 Nights - R5,092
House
- Grenada
- ·
- St. Patrick
- 1.54 mi to center
2 Bedrooms
4 Baths
6 Guests
4000 ft²
- Oceanfront
- Ocean View
- View
- Pet Friendly
R4,414/Night
7 Nights - R30,894
House
3 Bedrooms
1 Bath
6 Guests
- Pet Friendly
- Child Friendly
Security/Safety
R1,697/Night
7 Nights - R11,882
Cottage
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R1,536/Night
7 Nights - R10,751
House
- Grenada
- ·
- St. Patrick
- 0.38 mi to center
2 Bedrooms
1 Bath
4 Guests
646 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R1,310/Night
7 Nights - R9,166
Apartment
- Grenada
- ·
- St. Patrick
- 1.92 mi to center
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
R1,132/Night
7 Nights - R7,922
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.22 mi to center
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Pet Friendly
- Kitchen
- Air Conditioner
R970/Night
7 Nights - R6,790
Large Holiday Rentals and Private Villas in Hillsborough
Over 9+ Large Holiday Rentals and Private Villas in or Near Hillsborough
Villa
- Grenada
- ·
- St. Andrew
- 1.07 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
R3,637/Night
7 Nights - R25,462
Villa
- Grenada
- ·
- St. Patrick
- 2.21 mi to center
5.0Average
(1 Review)
1 Bedroom
2 Baths
2 Guests
- Kitchen
- Laundry
TV
Bedding/Linens
R1,778/Night
7 Nights - R12,448
R12,933/Night
7 Nights - R90,533
Villa
- St. Patrick
- ·
- Levera
- 0.12 mi to center
4 Bedrooms
4 Baths
8 Guests
Fireplace/Heating- Pool
- Kitchen
- Parking
R11,587/Night
7 Nights - R81,108
Villa
- Grenada
- ·
- St. Patrick
- 1.54 mi to center
5 Bedrooms
5 Baths
12 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R10,509/Night
7 Nights - R73,558
Villa
- Grenada
- ·
- St. Patrick
- 1.69 mi to center
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R9,583/Night
7 Nights - R67,075
Villa
- Grenada
- ·
- St. Patrick
- 2.07 mi to center
3 Bedrooms
1 Bath
7 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R2,147/Night
7 Nights - R15,035
Villa
1 Bedroom
1 Bath
3 Guests
- Pool
- Child Friendly
- Bedding/Linens
- Security/Safety
R3,557/Night
7 Nights - R24,896
Villa
- Saint Mark
- ·
- Victoria
- 0.42 mi to center
1 Bedroom
1 Bath
1 Guest
- Pool
- Balcony/Terrace
- Child Friendly
- Bedding/Linens
R2,958/Night
7 Nights - R20,709
Hillsborough Private Villas and Holiday Homes Under $200
Over 29+ Hillsborough Private Villas and Holiday Homes Under $200
Cabin
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R1,051/Night
7 Nights - R7,356
Bed & Breakfast
- Saint Mark
- ·
- Victoria
- 0.61 mi to center
2 Bedrooms
1 Bath
4 Guests
- Parking
- Air Conditioner
- Internet
- Security/Safety
R808/Night
7 Nights - R5,658
House
- St. Patrick
- ·
- Sauteurs
- 0.52 mi to center
8.0Excellent
(9 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Air Conditioner
- Internet
R1,470/Night
7 Nights - R10,282
Cottage
- Grenada
- ·
- St. Patrick
- 2.48 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Breakfast
R1,681/Night
7 Nights - R11,769
Cottage
- Grenada
- ·
- St. Patrick
- 2.57 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
420 ft²
- Ocean View
- Balcony/Terrace
- View
- Breakfast
R1,681/Night
7 Nights - R11,769
Apartment
- Saint Mark
- ·
- Victoria
- 0.29 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Ocean View
- View
- Kitchen
- Parking
R1,374/Night
7 Nights - R9,619
Apartment
- St. Patrick
- ·
- Sauteurs
- 0.44 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
R887/Night
7 Nights - R6,208
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
R1,778/Night
7 Nights - R12,448
Cottage
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
9.8Exceptional
(11 Reviews)
1 Bedroom
1 Bath
3 Guests
400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R1,875/Night
7 Nights - R13,127
Instantly Bookable Holiday Homes in Hillsborough
Over 23+ Instantly Bookable Holiday Homes in or Near Hillsborough
House
- Grenada
- ·
- St. Patrick
- 1.32 mi to center
9.6Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R2,171/Night
7 Nights - R15,197
Apartment
- Grenada
- ·
- St. Patrick
- 1.92 mi to center
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
R1,132/Night
7 Nights - R7,922
House
- Grenada
- ·
- St. Patrick
- 1.18 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
R1,293/Night
7 Nights - R9,053
Cottage
- Grenada
- ·
- St. Patrick
- 2.40 mi to center
8.4Excellent
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Internet
- Child Friendly
Designated Smoking Area
R1,681/Night
7 Nights - R11,769
Cottage
- Grenada
- ·
- St. Patrick
- 2.43 mi to center
8.0Excellent
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
R1,132/Night
7 Nights - R7,922
House
- Grenada
- ·
- St. Patrick
- 2.06 mi to center
8.0Excellent
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
R1,196/Night
7 Nights - R8,374
Apartment
- St. Andrew
- ·
- Grenville
- 0.07 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R808/Night
7 Nights - R5,658
Cottage
- Grenada
- ·
- St. Patrick
- 1.47 mi to center
6.0Good
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R2,021/Night
7 Nights - R14,146
New
Apartment
- Saint Mark
- ·
- Victoria
- 0.29 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
R1,533/Night
7 Nights - R10,735
Book a Last Minute Place to Stay in Hillsborough
About Casai's Private Villas and Holiday Rentals in Hillsborough
Discover more than 77 vacation rentals available in Hillsborough. 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 Hillsborough.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hillsborough, 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 Hillsborough. On average, places to stay near Hillsborough offer 439.25 ft², with nightly prices averaging R4,874.
With Casai, finding and comparing holiday rentals in Hillsborough is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Hillsborough
| Type | Count |
|---|---|
| Holiday Apartments | 22 |
| Vacation Homes | 20 |
| Villas | 16 |
| Cottages | 12 |
Use these Quick Filters to Find a Holiday Rental in Hillsborough
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Hillsborough.
Frequently Asked Questions About Hillsborough?
What are the top holiday rentals in Hillsborough?
With numerous options available in Hillsborough, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Hillsborough:
- GARNET-A gem at DEE'S PEARL
- ONYX- A Gem at DEE'S PEARL
- Petite Anse Hotel
- Petite Anse Hotel
- Garden Bungalow
- Estuary Apartments 2B
- Romantic Cottage
- Almost Paradise Cottage Retreats
- Mountain sea view house
- Peace Seekers Suite 1
Which holiday homes in Hillsborough are best for families?
If you're searching for a family-friendly holiday home in Hillsborough, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Hillsborough:
- Oceanfront Home on Carriacou: Cassada South
- Cedars Haven Holiday Apt.
- Oceanfront Home on Carriacou: Cassada North
How many Casai.co.za holiday rentals are available in Hillsborough?
As of 2026, Casai boasts over 77 properties listed in the Hillsborough area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hillsborough.
People Also Ask
Finding the best prices in Hillsborough
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