Discover Your Perfect Westmoreland Vacation Homes

Why Choose Rent By Owner for your Westmoreland Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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

spring
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)
spring
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

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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)
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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

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.

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.
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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.
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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.

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.

Frequently Asked Questions About Westmoreland?

1. What are the top vacation rentals in Westmoreland?

2. How many vacation rentals have private pools in Westmoreland?

There are 53 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 2025 is over 798 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.