Best Vacation Homes in Westmoreland
Villa
10.0(49 Reviews)
6 Bedrooms
6 Baths
12 Guests
Private Pool
Oceanfront
Hot Tub
Pool
US $2,231/Night
7 Nights - US $15,614
Villa
10.0(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
538.2 ft²
- Oceanfront
- Pool
Ocean View
Balcony/Terrace
US $410/Night
7 Nights - US $2,871
Villa
10.0(15 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $2,749/Night
7 Nights - US $19,243
Villa
10.0(37 Reviews)
10 Bedrooms
10 Baths
20 Guests
13000 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $2,320/Night
7 Nights - US $16,240
Apartment
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
4004.17 ft²
- Balcony/Terrace
Parking
Air Conditioner
Internet
US $147/Night
7 Nights - US $1,029
Villa
10.0(33 Reviews)
8 Bedrooms
7 Baths
19 Guests
7000 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $1,706/Night
7 Nights - US $11,939
House
10.0(27 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
Kitchen- Internet
Child Friendly
US $89/Night
7 Nights - US $623
Villa
10.0(23 Reviews)
6 Bedrooms
5 Baths
14 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $392/Night
7 Nights - US $2,746
Westmoreland Luxury Rentals
US $4,140/Night
7 Nights - US $28,981
Villa
10.0(6 Reviews)
9 Bedrooms
15 Baths
18 Guests
- Private Pool
- Oceanfront
Fireplace/Heating- Pool
US $3,564/Night
7 Nights - US $24,945
Villa
10.0(1 Review)
6 Bedrooms
6 Baths
8 Guests
1615 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $2,775/Night
7 Nights - US $19,427
Villa
10.0(2 Reviews)
10 Bedrooms
11 Baths
20 Guests
11000 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $2,432/Night
7 Nights - US $17,022
Villa
8 Bedrooms
5 Baths
13 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $2,015/Night
7 Nights - US $14,105
US $1,800/Night
7 Nights - US $12,600
Villa
8.8(3 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $1,357/Night
7 Nights - US $9,500
Resort
7.2(6 Reviews)
25 Baths
97 Guests
561.52 ft²
- Oceanfront
- Hot Tub
Spa- Pool
US $1,347/Night
7 Nights - US $9,426
Westmoreland Pet Friendly Vacation Rentals
Villa
10.0(3 Reviews)
7 Bedrooms
5 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $207/Night
7 Nights - US $1,447
House
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
2152.78 ft²
Private Beach- Oceanfront
- Pool
- Ocean View
US $454/Night
7 Nights - US $3,175
Apartment
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Parking
- Internet
US $142/Night
7 Nights - US $993
House
10.0(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
4000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $322/Night
7 Nights - US $2,254
Ski Chalet
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
796.53 ft²
- Pool
- Balcony/Terrace
View- Pet Friendly
US $222/Night
7 Nights - US $1,553
House
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Internet
- Child Friendly
US $70/Night
7 Nights - US $490
Villa
9.8(9 Reviews)
4 Bedrooms
3 Baths
4 Guests
1200 ft²
- Balcony/Terrace
Breakfast- Pet Friendly
- Kitchen
US $77/Night
7 Nights - US $537
House
9.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Kitchen
- Internet
- Child Friendly
US $80/Night
7 Nights - US $560
Westmoreland Large Vacation Homes
![Williams Manor [Across From Ricks Cafe Negril]](https://imgservice.rentbyowner.com/640x287/williams-manor-across-fr-jm-negril-ha-3214294406-0.jpg)
Villa
10.0(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $145/Night
7 Nights - US $1,015
Villa
10.0(1 Review)
6 Bedrooms
4 Baths
13 Guests
172.22 ft²
- Private Beach
- Oceanfront
- Spa
- Pool
US $714/Night
7 Nights - US $5,001
Villa
10.0(2 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $1,074/Night
7 Nights - US $7,520
Villa
10.0(2 Reviews)
6 Bedrooms
4 Baths
13 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $791/Night
7 Nights - US $5,540
Villa
9.5(4 Reviews)
5 Bedrooms
5 Baths
12 Guests
204.51 ft²
- Hot Tub
- Balcony/Terrace
- Pet Friendly
- Parking
US $499/Night
7 Nights - US $3,494
Villa
10.0(1 Review)
7 Bedrooms
7 Baths
14 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $974/Night
7 Nights - US $6,818
Villa
10.0(1 Review)
6 Bedrooms
5 Baths
15 Guests
4000 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $690/Night
7 Nights - US $4,832
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
3500 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $333/Night
7 Nights - US $2,331
Why Choose Rent By Owner for your Westmoreland Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Westmoreland
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can enhance your experience and help you enjoy the region’s beautiful climate and vibrant culture, making it ideal to plan your stay according to the seasonal patterns and local events.
Peak Season Highlights
December to April
During the dry season, this destination experiences peak visitation as travelers seek sunny weather and warm temperatures, making it an ideal time for enjoying outdoor activities and beach days.
Average Temperature Daytime: around 85°F (29°C) - Nighttime: around 70°F (21°C)
July to August
This period marks another popular season when the region's lively atmosphere and school holidays attract visitors looking for a vibrant Caribbean experience.
Average Temperature Daytime: around 88°F (31°C) - Nighttime: around 73°F (23°C)
Off-Season Highlights
May to June
Early summer sees fewer crowds and more tranquil surroundings, providing a peaceful environment for those seeking relaxation in the area’s scenic landscapes.
Average Temperature Daytime: around 84°F (29°C) - Nighttime: around 70°F (21°C)
September to November
The late summer and fall months tend to be quieter due to the start of the rainy season, offering a more private retreat for visitors looking to avoid the busiest periods.
Average Temperature Daytime: around 82°F (28°C) - Nighttime: around 69°F (21°C)
Weekly Weather Forecast for Westmoreland
How to Book Your Westmoreland Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Westmoreland
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to private outdoor pools where you can relax and unwind amidst natural surroundings.
- Make the most of spacious patios or verandas perfect for outdoor dining and socializing with family and friends.
- Take advantage of lush, landscaped gardens that add to the tranquil ambiance here.
- Benefit from direct beach access if your rental is near the coast, ideal for sunbathing or water activities.
- Utilize outdoor barbecue grills to host memorable cookouts in the region’s warm climate.
- Explore nearby hiking trails or nature walks that showcase the scenic beauty of this destination.
- Relax on shaded outdoor lounging areas designed for enjoying the tropical breezes and sunshine.
Top Attractions Around Westmoreland
What attractions are nearby?
In this vibrant region, you can enjoy a variety of activities such as exploring local beaches, engaging in water sports, and discovering cultural attractions, making it an ideal destination for your next getaway.
Family Activities
- Bluefields Beach: Relax and unwind on the scenic shores, perfect for family picnics and building sandcastles amidst the tranquil setting of this popular beach.
- The Jamaica Heritage Centre: Discover the rich cultural history of the region through engaging exhibits and interactive displays suitable for curious young minds.
- Westmoreland Children’s Park: Enjoy a fun-filled day at this local park featuring playgrounds and open spaces where youngsters can play freely and safely.
- Local River Adventures: Experience gentle river floats and supervised water activities that offer families a safe way to explore the area's natural beauty.
Adult Activities
- Visit the Negril Cliffs: Experience breathtaking views and dramatic coastal scenery from the renowned cliffs, perfect for scenic walks and photography enthusiasts.
- Explore the West End Village: Discover vibrant local culture, charming shops, and authentic eateries nestled in this lively part of the area, ideal for cultural immersion.
- Relax at Seven Mile Beach: Unwind on one of the region’s most famous beaches, enjoying its soft sands and turquoise waters just steps from your vacation rental.
- Delve into Water Sports: Engage in snorkeling, diving, or jet skiing along the coast to experience the vibrant marine life and clear Caribbean waters firsthand.
Other Places to Stay in Westmoreland
Negril
West End
New Hope
Little London
Petersfield
Whitehouse
Bluefields
Grange Hill
Savanna la Mar
Little Bay
Westmoreland Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local cuisine: Sample authentic dishes in nearby restaurants to truly experience the flavors that define this destination's culinary scene.
- Plan outdoor excursions: Take advantage of the region’s natural beauty by booking guided tours or activities that showcase its scenic beaches and lush landscapes.
- Connect with the community: Engage with local artisans and vendors to gain deeper insight into the area’s rich culture and traditions during your stay.
- Choose strategic accommodations: Select well-located vacation rentals that provide easy access to popular attractions and convenient amenities for a relaxing visit.
Transportation Options
- Local Bus Services: Affordable and frequent, these buses provide a convenient way to explore the region and reach nearby attractions from your vacation rental.
- Taxis and Private Transfers: Easily available for personalized, door-to-door service, ideal for quick trips or when traveling with luggage in the area.
- Car Rentals: Renting a car offers flexibility and independence, allowing you to comfortably access remote beaches and scenic spots in the destination.
- Motorbike Rentals: For an adventurous approach, renting a motorbike provides a fun and affordable way to navigate the area's winding roads and coastal views.
Local Customs Options
- Greetings Customs: When visiting local communities, it’s customary to exchange warm greetings, fostering friendly relationships in the area.
- Music and Dance: Participating in or respecting traditional Jamaican music and dance forms is a valued cultural practice here, often seen during festivals and celebrations.
- Respect for Nature: Environmental preservation is highly regarded, and you’re encouraged to follow eco-friendly practices while enjoying the natural beauty of this destination.
- Local Attire: Wearing modest and culturally appropriate clothing when visiting religious sites or participating in community events demonstrates respect for local customs.
Westmoreland Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Westmoreland?
There are a lot of options in Westmoreland. If you plan on staying in the Westmoreland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation 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
2. How many vacation rentals have private pools in Westmoreland?
There are 62 vacation rentals with private pools near Westmoreland. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Westmoreland are best for families?
If you are looking for a family-friendly vacation home in Westmoreland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westmoreland:
4. How many Rentbyowner vacation rentals are available in Westmoreland?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 831 in the Westmoreland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Westmoreland.
5. What is the cancellation policy for vacation rentals in Westmoreland, Jamaica?
Cancellation policies vary by property, so it is important to review the specific listing details or contact the owner directly to understand the terms and any applicable fees.
6. How do I verify the amenities included in my vacation rental in this region?
Amenities are listed on each property’s page. If you have particular needs, reach out to the host for confirmation to ensure your stay meets your expectations.
7. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning or service charges are usually specified in the listing. To avoid surprises, review all fee details before completing your reservation.
8. What is the check-in and check-out process for properties in this destination?
Check-in and check-out procedures vary by property. Details are typically provided in the listing or communicated directly by the host for a smooth transition during your stay.
9. Is it possible to modify or cancel my reservation for a vacation rental in this area?
Modification and cancellation options depend on the individual property's policies. For specifics, consult the listing or contact the owner directly to discuss your options.
Westmoreland Top Rated Vacation Rentals
House
10.0(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $240/Night
7 Nights - US $1,678
US $232/Night
7 Nights - US $1,624
House
10.0(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,168/Night
7 Nights - US $8,178
House
10.0(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $263/Night
7 Nights - US $1,840
Condo
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $115/Night
7 Nights - US $805
House
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $409/Night
7 Nights - US $2,861
Cottage
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $149/Night
7 Nights - US $1,041
