825+ Private Villas and Holiday Rentals in Westmoreland |
Westmoreland Holiday Rentals
Villa
- Westmoreland
- ·
- Negril
- 2.91 mi to center
10.0Exceptional
(49 Reviews)
6 Bedrooms
6 Baths
12 Guests
Private Pool
Oceanfront
Hot Tub
Pool
R36,471/Night
7 Nights - R255,294
Villa
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
538.2 ft²
- Oceanfront
- Pool
Ocean View
Balcony/Terrace
R6,705/Night
7 Nights - R46,942
Villa
- Westmoreland
- ·
- Negril
- 3.47 mi to center
10.0Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R44,947/Night
7 Nights - R314,629
Villa
- Westmoreland
- ·
- Negril
- 2.96 mi to center
10.0Exceptional
(37 Reviews)
10 Bedrooms
10 Baths
20 Guests
13000 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R37,933/Night
7 Nights - R265,529
Apartment
- Negril
- ·
- Savanna la Mar
- 1.81 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
4004.17 ft²
- Balcony/Terrace
Parking
Air Conditioner
Internet
R2,403/Night
7 Nights - R16,824
Villa
10.0Exceptional
(33 Reviews)
8 Bedrooms
7 Baths
19 Guests
7000 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
R27,885/Night
7 Nights - R195,206
House
- Westmoreland
- ·
- Cave
- 1.73 mi to center
10.0Exceptional
(27 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
Kitchen- Internet
Child Friendly
R1,286/Night
7 Nights - R9,009
Villa
- Negril
- ·
- Little Bay
- 0.52 mi to center
10.0Exceptional
(23 Reviews)
6 Bedrooms
5 Baths
14 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
R6,414/Night
7 Nights - R44,898
House
- Westmoreland
- ·
- Negril
- 3.50 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
Fireplace/Heating- Pool
- Ocean View
R3,919/Night
7 Nights - R27,436
Luxury Holiday Rentals in Westmoreland
Over 816+ Luxury Holiday Rentals in or Near Westmoreland
Hotel
- Negril
- ·
- Savanna la Mar
- 1.74 mi to center
1 Bath
- Balcony/Terrace
- Parking
- Internet
- Child Friendly
R67,693/Night
7 Nights - R473,848
Villa
- Westmoreland
- ·
- Whitehouse
- 1.45 mi to center
10.0Exceptional
(6 Reviews)
9 Bedrooms
15 Baths
18 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R58,265/Night
7 Nights - R407,858
Villa
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
8 Guests
1615 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
R45,377/Night
7 Nights - R317,637
Villa
- Westmoreland
- ·
- Whitehouse
- 1.41 mi to center
10.0Exceptional
(3 Reviews)
10 Bedrooms
11 Baths
20 Guests
11000 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R39,772/Night
7 Nights - R278,413
Villa
- Westmoreland
- ·
- Whitehouse
- 0.68 mi to center
8 Bedrooms
5 Baths
13 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R32,946/Night
7 Nights - R230,621
House
8 Bedrooms
1 Bath
20 Guests
6996.54 ft²
- Oceanfront
Skiing- Pool
- Ocean View
R29,431/Night
7 Nights - R206,014
Villa
- Westmoreland
- ·
- Whitehouse
- 2.38 mi to center
8.8Fabulous
(3 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R22,190/Night
7 Nights - R155,328
Resort
- Westmoreland
- ·
- Negril
- 3.55 mi to center
7.2Very Good
(6 Reviews)
25 Baths
97 Guests
561.52 ft²
- Oceanfront
- Hot Tub
Spa- Pool
R22,016/Night
7 Nights - R154,118
House
- Westmoreland
- ·
- Whitehouse
- 2.31 mi to center
5 Bedrooms
6 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R21,582/Night
7 Nights - R151,077
Top-Rated Holiday Rentals with a Pool in Westmoreland
Over 319+ The Best Private Villas and Holiday Rentals in Westmoreland with a Pool
Hotel
- Negril
- ·
- Little Bay
- 0.03 mi to center
10.0Exceptional
(10 Reviews)
1 Bath
- Spa
- Pool
- Ocean View
- Balcony/Terrace
R3,793/Night
7 Nights - R26,553
House
10.0Exceptional
(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
R19,103/Night
7 Nights - R133,713
House
- Westmoreland
- ·
- Negril
- 3.07 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R4,297/Night
7 Nights - R30,085
Condo
- Westmoreland
- ·
- Negril
- 2.93 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
R1,880/Night
7 Nights - R13,162
House
- Westmoreland
- ·
- Negril
- 3.07 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Pool
- Ocean View
- Balcony/Terrace
View
R6,683/Night
7 Nights - R46,778
Cottage
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
R2,431/Night
7 Nights - R17,021
Villa
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R17,566/Night
7 Nights - R122,954
Villa
- Whitehouse
- ·
- New Hope
- 0.26 mi to center
10.0Exceptional
(2 Reviews)
6 Bedrooms
4 Baths
13 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R12,940/Night
7 Nights - R90,581
Pet-Friendly Holiday Rentals in Westmoreland
Over 87+ Pet-Friendly Holiday Rentals in or Near Westmoreland
Villa
- Westmoreland
- ·
- Negril
- 2.58 mi to center
10.0Exceptional
(3 Reviews)
7 Bedrooms
5 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
R3,379/Night
7 Nights - R23,659
House
- Westmoreland
- ·
- Whitehouse
- 2.32 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
2152.78 ft²
Private Beach- Oceanfront
- Pool
- Ocean View
R7,416/Night
7 Nights - R51,912
Apartment
- Westmoreland
- ·
- Negril
- 3.05 mi to center
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Parking
- Internet
R2,320/Night
7 Nights - R16,236
House
- Westmoreland
- ·
- Whitehouse
- 2.53 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
4000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
R5,265/Night
7 Nights - R36,854
Ski Chalet
- Westmoreland
- ·
- Negril
- 4.93 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
796.53 ft²
- Pool
- Balcony/Terrace
- View
- Pet Friendly
R3,628/Night
7 Nights - R25,392
House
- Westmoreland
- ·
- Bluefields
- 1.79 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Internet
- Child Friendly
R1,145/Night
7 Nights - R8,012
Villa
- Westmoreland
- ·
- Negril
- 0.34 mi to center
9.8Exceptional
(9 Reviews)
4 Bedrooms
3 Baths
4 Guests
1200 ft²
- Balcony/Terrace
Breakfast- Pet Friendly
- Kitchen
R1,254/Night
7 Nights - R8,780
House
- Westmoreland
- ·
- Bluefields
- 1.78 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Kitchen
- Internet
- Child Friendly
R1,308/Night
7 Nights - R9,156
Apartment
8.6Fabulous
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
R927/Night
7 Nights - R6,491
Large Holiday Rentals and Private Villas in Westmoreland
Over 152+ Large Holiday Rentals and Private Villas in or Near Westmoreland
![Williams Manor [Across From Ricks Cafe Negril]](https://imgservice.casai.co.za/640x287/williams-manor-across-fr-jm-negril-ha-3214294406-0.jpg)
Villa
- Westmoreland
- ·
- Negril
- 2.80 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
R2,371/Night
7 Nights - R16,596
Villa
- Whitehouse
- ·
- New Hope
- 0.23 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
13 Guests
172.22 ft²
- Private Beach
- Oceanfront
- Spa
- Pool
R11,681/Night
7 Nights - R81,768
Villa
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Spa
- Ocean View
- Balcony/Terrace
R10,464/Night
7 Nights - R73,249
Villa
10.0Exceptional
(1 Review)
7 Bedrooms
7 Baths
14 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
R15,924/Night
7 Nights - R111,476
Villa
- Westmoreland
- ·
- Negril
- 2.93 mi to center
9.5Exceptional
(4 Reviews)
5 Bedrooms
5 Baths
12 Guests
204.51 ft²
- Hot Tub
- Balcony/Terrace
- Pet Friendly
- Parking
R8,160/Night
7 Nights - R57,128
Villa
10.0Exceptional
(1 Review)
6 Bedrooms
5 Baths
15 Guests
4000 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R11,287/Night
7 Nights - R79,005
Villa
- Westmoreland
- ·
- Whitehouse
- 0.53 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
3500 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
R5,445/Night
7 Nights - R38,113
Villa
- Westmoreland
- ·
- Whitehouse
- 0.78 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R3,816/Night
7 Nights - R26,716
Villa
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
8 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
R3,526/Night
7 Nights - R24,689
Wheelchair Accessible Holiday Homes in Westmoreland
Over 26+ Wheelchair Accessible Holiday Homes in or Near Westmoreland
Condo
- Westmoreland
- ·
- Negril
- 3.05 mi to center
5.0Average
(1 Review)
2 Bedrooms
3 Baths
5 Guests
1498 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R2,027/Night
7 Nights - R14,192
Apartment
- Negril
- ·
- Savanna la Mar
- 1.85 mi to center
9.3Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
123.78 ft²
- Ocean View
- Balcony/Terrace
- View
- Parking
R1,848/Night
7 Nights - R12,933
Resort
- Westmoreland
- ·
- Whitehouse
- 1.43 mi to center
8.6Fabulous
(142 Reviews)
1 Bath
- Hot Tub
- Spa
- Pool
- Ocean View
R10,104/Night
7 Nights - R70,731
House
- Westmoreland
- ·
- Negril
- 0.88 mi to center
4.1Average
(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
1400 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
R1,292/Night
7 Nights - R9,042
House
8.9Fabulous
(18 Reviews)
8 Bedrooms
7 Baths
15 Guests
1179.72 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R1,070/Night
7 Nights - R7,488
Resort
- Westmoreland
- ·
- Negril
- 3.53 mi to center
8.2Excellent
(73 Reviews)
1 Bath
- Hot Tub
- Spa
- Pool
- Ocean View
R18,329/Night
7 Nights - R128,301
House
3.0Average
(2 Reviews)
25 Bedrooms
26 Baths
50 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
R1,635/Night
7 Nights - R11,445
Bed & Breakfast
- Westmoreland
- ·
- Cave
- 1.84 mi to center
8.5Fabulous
(2 Reviews)
13 Bedrooms
13 Baths
26 Guests
276.27 ft²
- Private Beach
- Oceanfront
- Pool
- Ocean View
R3,278/Night
7 Nights - R22,939
Villa
8.3Excellent
(3 Reviews)
5 Bedrooms
4 Baths
11 Guests
3003.13 ft²
- Private Beach
- Oceanfront
- Ocean View
- Balcony/Terrace
R11,772/Night
7 Nights - R82,406
Westmoreland Private Villas and Holiday Homes Under $200
Over 549+ Westmoreland Private Villas and Holiday Homes Under $200
House
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R1,545/Night
7 Nights - R10,824
Apartment
- Negril
- ·
- Little Bay
- 0.57 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1603.82 ft²
- Oceanfront
- Spa
- Pool
- Ocean View
R2,395/Night
7 Nights - R16,775
Bed & Breakfast
- Westmoreland
- ·
- Cave
- 1.84 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Parking
R2,382/Night
7 Nights - R16,677
House
- Westmoreland
- ·
- Cave
- 1.67 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
R1,095/Night
7 Nights - R7,668
House
- Westmoreland
- ·
- Negril
- 3.19 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Oceanfront
- Ocean View
- View
- Breakfast
R1,251/Night
7 Nights - R8,764
Condo
- Westmoreland
- ·
- Negril
- 2.98 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
537 ft²
- Ocean View
- View
- Breakfast
- Kitchen
R2,780/Night
7 Nights - R19,457
Condo
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
2000 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R2,540/Night
7 Nights - R17,789
Condo
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
555 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R2,461/Night
7 Nights - R17,233
Cottage
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
2 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Parking
R2,125/Night
7 Nights - R14,879
Instantly Bookable Holiday Homes in Westmoreland
Over 382+ Instantly Bookable Holiday Homes in or Near Westmoreland
Condo
- Westmoreland
- ·
- Negril
- 2.98 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
3 Baths
4 Guests
1629 ft²
- Ocean View
- Balcony/Terrace
- View
- Breakfast
R7,093/Night
7 Nights - R49,656
House
- Westmoreland
- ·
- Bluefields
- 1.68 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
Security/Safety
R1,145/Night
7 Nights - R8,012
House
- Westmoreland
- ·
- Negril
- 2.90 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Pool
- Kitchen
- Parking
- Air Conditioner
R4,300/Night
7 Nights - R30,101
Cabin
- Negril
- ·
- Little Bay
- 0.79 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
R2,030/Night
7 Nights - R14,208
House
- Westmoreland
- ·
- Negril
- 1.27 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
R2,016/Night
7 Nights - R14,110
Apartment
- Westmoreland
- ·
- Negril
- 3.42 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
720 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R1,338/Night
7 Nights - R9,369
House
- Westmoreland
- ·
- Bluefields
- 1.68 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Laundry
- Security/Safety
R1,145/Night
7 Nights - R8,012
Condo
- Westmoreland
- ·
- Negril
- 2.97 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
R7,255/Night
7 Nights - R50,784
House
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Pool
- Kitchen
- Parking
- Air Conditioner
R5,754/Night
7 Nights - R40,287
Book a Last Minute Place to Stay in Westmoreland
About Casai's Private Villas and Holiday Rentals in Westmoreland
Discover more than 825 vacation rentals available in Westmoreland. 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 Westmoreland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Westmoreland, 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 Westmoreland. On average, places to stay near Westmoreland offer 576.82 ft², with nightly prices averaging R4,421.
With Casai, finding and comparing holiday rentals in Westmoreland 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 Westmoreland
| Type | Count |
|---|---|
| Holiday Apartments | 225 |
| Vacation Homes | 207 |
| Villas | 118 |
| Cottages | 27 |
Use these Quick Filters to Find a Holiday Rental in Westmoreland
★ 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 Westmoreland.
Top Attractions Around Westmoreland, JM
Casai offers a large selection of top attractions around Westmoreland . Research things to do on your vacation before you visit Westmoreland.
Other Places to Stay in Westmoreland, JM
Frequently Asked Questions About Westmoreland?
What are the top holiday rentals in Westmoreland?
With numerous options available in Westmoreland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Westmoreland:
- Beautiful Beachfront Villa With Private Pool and Bar Fully Staffed
- The Caves
- Fully staffed. private, Beachfront villa with a pool in Negril, Jamaica
- Pattoo Castle: An Exquisite Jamaican experience: Weddings & Private Parties
- Firefly cottage with Ocean view
- Coral Cottage Jamaica - Caribbean seaside villa, right outside of Negril!
- Idle Awhile Villas
- Heaven-Can-Wait @ Point Village
- Seaside Garden Villa in Lush Cliffside Setting
- Coral Cove Wellness Resort
How many holiday rentals have private pools in Westmoreland?
Discover a selection of holiday rentals with private pools near Westmoreland 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.
- Beautiful 7 Bedroom Vacation home rental with Pool , Negril Jamaica
- Seaview Paradise - Sleeps 3 - Pool - Parking
- Bak A Yaad
- Fantastic, spacious villa with a large pool and sea views in a very safe area.
Which holiday homes in Westmoreland are best for families?
If you're searching for a family-friendly holiday home in Westmoreland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Westmoreland:
How many Casai.co.za holiday rentals are available in Westmoreland?
As of 2026, Casai boasts over 825 properties listed in the Westmoreland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Westmoreland.
People Also Ask
Finding the best prices in Westmoreland
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