Discover Your Perfect Headland Vacation Homes

Best Vacation Homes in Headland

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10.0 (74 Reviews)
Bed & Breakfast
Blue Paloma Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
View Availability
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10.0 (2 Reviews)
Villa
Wabi-Sabi Villa
  • Air Conditioner
  • Parking
  • Pool
View Availability

Why Choose Rent By Owner for your Headland 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.

Popular Areas for Headland Vacation Rentals

Where are the best neighborhoods to stay in Headland?

Discover the charming neighborhoods in Headland, Lucea, Hanover, Jamaica, that offer a perfect setting for your next getaway. Whether you prefer the lively atmosphere or tranquil retreats, these areas provide a variety of options for your stay. Located along the scenic coastline and rich with local culture, each neighborhood presents an authentic Jamaican experience. When booking your vacation rentals in Headland or Lucea, you'll enjoy easy access to nearby attractions while staying in comfortable, trustworthy accommodations. Explore the diverse communities within Hanover to find the ideal spot that matches your travel style and ensures a memorable visit to Jamaica.

Lances Bay

Discover a tranquil retreat by exploring the scenic surroundings of Lances Bay, where you can enjoy peaceful coastal views and easy access to local amenities. This area offers an ideal setting for relaxing stays, with vacation rentals that provide comfort and convenience in this inviting part of Hanover.

View 51+ Rentals in Lances Bay

Best Times to Visit Headland

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you experience the region's best weather and local ambiance, making your stay in Headland, Lucea, Hanover even more memorable and enjoyable.

Peak Season Highlights

spring
December to April

During the dry season, you can enjoy optimal weather conditions for exploring the region’s natural beauty and relaxing on its beaches.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 65°F to 70°F
spring
July to August

The summer months bring warm temperatures and lively local events, making it an ideal time to immerse yourself in the area's vibrant culture.

Average Temperature Daytime: 85°F to 88°F - Nighttime: 70°F to 73°F

Off-Season Highlights

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May to June

As the region transitions into the rainy season, you might find better deals on vacation rentals and fewer crowds at popular spots.

Average Temperature Daytime: 80°F to 84°F - Nighttime: 67°F to 70°F
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September to November

This period sees increased rainfall and storm activity, offering a quieter experience for travelers seeking tranquility and more affordable options.

Average Temperature Daytime: 79°F to 82°F - Nighttime: 66°F to 69°F

Weekly Weather Forecast for Headland

How to Book Your Headland 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 Headland

More Top-Rated Vacation Rentals in Headland Area

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 a private outdoor pool to relax and unwind in the warm Caribbean sun.
  • Experience lush garden or patio spaces perfect for outdoor dining and leisure.
  • Benefit from a barbecue grill to host tasty cookouts in the tranquil surroundings.
  • Make use of expansive verandas or terraces to take in scenic views of the region’s natural beauty.
  • Discover outdoor showers that add convenience and comfort during your stay.
  • Take advantage of well-maintained, shaded outdoor seating areas for leisurely gatherings.
  • Explore nearby walking or hiking trails for outdoor adventures in this destination’s scenic landscape.

Top Attractions Around Headland

What attractions are nearby?

In this captivating region, you can enjoy a variety of activities such as relaxing on pristine beaches, exploring local cultural sites, or engaging in water sports—all just moments from your Headland, Lucea, Hanover, Jamaica vacation rental.

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Family Activities

  • Lucea Beach: Relax with your family on the sandy shores, enjoying the calm waters and scenic views that make this spot ideal for a fun-filled day in the region.
  • Hanover Museum & Historical Sites: Explore the area's rich history through engaging exhibits that offer an educational experience for families interested in local culture.
  • Water Square Park: Spend quality time outdoors at this lively park featuring playgrounds and open spaces perfect for picnics and family activities.
  • Local Craft Markets: Discover unique handmade crafts and souvenirs, providing a memorable shopping experience that introduces you to the vibrant local craft scene here.
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Adult Activities

  • Spa and Wellness Retreats: Indulge in rejuvenating treatments at local spas that offer calming massages and wellness therapies, perfect for unwinding during your stay.
  • Golfing Adventures: Play a round at nearby golf courses where you can enjoy scenic views and challenge your skills in a peaceful setting.
  • Local Dining Experiences: Savor authentic Jamaican cuisine at area restaurants that showcase the region’s rich culinary heritage, ensuring a flavorful adventure.
  • Pictorial Nature Walks: Explore lush landscapes and coastal trails that provide opportunities for photography and quiet reflection amid natural beauty.

Headland Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Experiences: Research cultural events and local markets to enhance your stay and immerse yourself in the area's vibrant community.
  • Choose a Prime Location: Opt for vacation rentals situated near key attractions or beaches to maximize your leisure time in this destination.
  • Engage with the Local Cuisine: Explore nearby eateries and try authentic dishes to enjoy the region’s rich culinary traditions.
  • Respect the Environment: Practice eco-friendly habits, such as waste reduction and respecting natural sites, to help preserve the beauty of here for future visitors.

Transportation Options

  • Local Taxis: Convenient and readily available, local taxis provide quick transportation around the area and can be easily arranged from your vacation rental.
  • Car Rentals: Renting a car offers the flexibility to explore the region at your own pace and is a popular choice for travelers staying near Lucea or Headland.
  • Bus Services: Public buses connect key spots in the region, offering an affordable way to get around while immersing yourself in local life.
  • Private Transfers: For a reliable and comfortable journey, private transfer services can be booked in advance, ensuring seamless transportation from airports or other points of arrival.

Local Customs Options

  • Local Cuisine Etiquette: When enjoying traditional dishes here, it’s customary to share meals and show appreciation for fresh, local ingredients.
  • Festive Celebrations: Participating in community festivals and cultural events allows you to experience the region’s vibrant music, dance, and customs firsthand.
  • Respect for Religious Practices: Observing local religious customs, such as dress codes and respectful conduct at places of worship, demonstrates your appreciation for the area’s spiritual traditions.
  • Greeting Styles: Warm greetings like handshakes or friendly nods are common when meeting locals, reflecting the welcoming spirit of this Caribbean destination.

Frequently Asked Questions About Headland?

1. What are the top vacation rentals in Headland?

There are a lot of options in Headland. If you plan on staying in the Headland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Headland:

2. How many Rentbyowner vacation rentals are available in Headland?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 162 in the Headland 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 Headland. 

3. What is the cancellation policy for vacation rentals in Headland, Lucea, Hanover, Jamaica?

The cancellation policy varies depending on the property owner. You should review the specific listing details or contact the host directly to understand the exact terms and any applicable fees.

4. How do I confirm availability and secure my booking in this destination?

Availability can be checked directly on the listing page. To secure your booking, follow the reservation process outlined there and communicate with the host if you have any special requests or questions.

5. Are there any additional fees or deposits required when booking vacation rentals here?

Additional fees, such as cleaning fees or security deposits, are typically specified in the property listing. Be sure to review these details before completing your reservation or reach out to the host for clarification.

6. What amenities and features can I expect in vacation rentals in this region?

Listings generally include key amenities such as Wi-Fi, kitchen facilities, and private outdoor spaces. For specific features, consult the individual listing or contact the property owner directly.

7. What should I know about check-in and check-out procedures for accommodations here?

Check-in and check-out times are determined by each host and will be provided in the listing details. It's recommended to confirm these times with the host beforehand to ensure a smooth arrival and departure process.

Best Vacation Homes in Headland

10.0 (2 Reviews)
Apartment
Veronica Villa 68
  • Air Conditioner
  • Parking
  • TV
View Availability