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  2. Trelawny
  3. Windsor Caves
  4. Rentals by Owner

Discover Your Perfect Windsor Caves Rentals by Owner

Windsor Caves Rentals by Owner

10.0 (4 Reviews)
House
Deja Blu!!
  • Air Conditioner
  • Parking
  • Pool
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More Top-Rated Rentals by Owner in Windsor Caves Area

Why Choose Rent By Owner for your Windsor Caves vacation rental?

What makes our Rentals by Owner 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 Windsor Caves Rentals by Owner

Where are the best neighborhoods to stay in Windsor Caves?

When choosing a place to stay in Windsor Caves, Trelawny, Jamaica, you'll find a variety of neighborhoods that offer a welcoming and authentic Jamaican experience. Each area provides convenient access to local attractions and the natural beauty of the region, making it an ideal base for your vacation. By booking through Rent By Owner, you can discover rental by owner options in these sought-after neighborhoods, ensuring a seamless and trustworthy accommodation experience tailored to your preferences. Whether you're seeking tranquility or vibrant community vibes, Windsor Caves offers neighborhood choices that cater to your travel needs while immersing you in the unique charm of Trelawny.

Spot Valley Housing Scheme

Located nearby, the Spot Valley Housing Scheme offers a peaceful environment for those seeking a quiet retreat in the region. Staying here provides easy access to local amenities and a comfortable base for exploring the surrounding area.

View 182+ Rentals in Spot Valley Housing Scheme

Best Times to Visit Windsor Caves

When should you plan your Rentals by Owner stay?

To make the most of your stay, consider visiting during the region's shoulder seasons when the weather is pleasant and accommodation options are more affordable, allowing you to enjoy all that Windsor Caves has to offer with ease and comfort.

Peak Season Highlights

spring
December to April

Visit during the dry season when the weather is most favorable for exploring the natural beauty of Windsor Caves, Trelawny. Expect warm daytime temperatures ideal for outdoor activities.

Average Temperature Daytime: 82°F (28°C) - Nighttime: 65°F (18°C)
spring
June to August

Peak summer months bring warmer days and lively atmosphere in this region, making it perfect for day trips and outdoor adventures near the caves. The climate remains warm and inviting.

Average Temperature Daytime: 88°F (31°C) - Nighttime: 70°F (21°C)

Off-Season Highlights

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May and November

This transitional period offers fewer visitors and a more relaxed experience while still enjoying pleasant weather. It’s an ideal time for those seeking tranquility and budget-friendly rentals.

Average Temperature Daytime: 85°F (29°C) - Nighttime: 67°F (19°C)
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September to November

Experience the region’s off-peak season when occasional rain showers may occur, but the lush landscape and fewer crowds enhance your visit to the caves and surrounding area.

Average Temperature Daytime: 83°F (28°C) - Nighttime: 66°F (19°C)

Weekly Weather Forecast for Windsor Caves

How to Book Your Windsor Caves vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Windsor Caves

More Top-Rated Rentals by Owner in Windsor Caves Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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.
  • Take advantage of lush, landscaped gardens that provide a peaceful outdoor setting.
  • Utilize spacious patios or decks perfect for outdoor dining and entertaining.
  • Experience easy access to nearby outdoor activities such as hiking or nature walks.
  • Make use of barbecue grills for outdoor cooking with friends or family.
  • Benefit from secure on-site parking surrounded by scenic views of the region.
  • Explore outdoor seating areas designed for enjoying the tropical climate and fresh air.

Top Attractions Around Windsor Caves

What attractions are nearby?

While staying nearby, you can enjoy exploring the vibrant local culture and uncovering unique experiences that showcase the true essence of this destination, making your visit both memorable and enriching.

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Family Activities

  • Windsor Caves Tour: Explore the fascinating limestone caves, discovering stunning rock formations and learning about the area's geological history with your family.
  • Reggae Roots Cultural Experience: Engage in authentic Jamaican music sessions nearby, where your family can enjoy traditional rhythms and dance that highlight the region's vibrant culture.
  • Local Village Visit: Wander through nearby villages to experience authentic Jamaican daily life, interact with friendly residents, and taste regional cuisine.
  • Nature Walks and Birdwatching: Take scenic strolls along natural trails around here, perfect for spotting native Jamaican bird species and enjoying the area's lush landscape with your loved ones.
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Adult Activities

  • Historical Cave Tours: Explore the fascinating underground formations and learn about the region’s rich geological history on guided tours that reveal hidden natural wonders.
  • Adventure Caving Experiences: Challenge yourself with thrilling spelunking adventures within the caves, suitable for those seeking an active and immersive outing in Trelawny's area.
  • Wildlife and Bird Watching: Observe native species and diverse birdlife that thrive around the caves, making it a perfect spot for nature enthusiasts staying nearby.
  • Photography Excursions: Capture stunning photos of the unique cave structures and the lush landscape surrounding this destination during early morning or sunset visits.

Windsor Caves Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Travel Dates Carefully: Booking during off-peak seasons in Windsor Caves can help you enjoy a quieter, more authentic experience with better rates and availability.
  • Choose a Property Close to Key Attractions: Selecting a rental near the region’s popular sites allows you to maximize your time exploring this beautiful area without lengthy commutes.
  • Communicate Clearly with Hosts: Establishing good communication ensures your stay is smooth and that any specific needs or questions about local tips are addressed ahead of time.
  • Pack Accordingly for the Climate: Bringing suitable clothing and essentials for the area's warm weather helps you stay comfortable while discovering the natural beauty and outdoor activities here.

Transportation Options

  • Rental Car Services: You can easily explore the region at your own pace by renting a car from local providers, offering convenience and flexibility for your travels.
  • Taxis and Private Transfers: Reliable taxi services and private transfer options are available to take you comfortably from your rental accommodation to nearby attractions and transportation hubs.
  • Public Buses: Affordable public bus routes connect the area with key destinations across Jamaica, providing an authentic and budget-friendly way to travel.
  • Bike Rentals: For those seeking a more active experience, bike rentals offer an eco-friendly method to navigate the scenic surroundings surrounding here.

Local Customs Options

  • Respect for Local Traditions: When visiting here, you’ll find that embracing local customs is key to a meaningful experience in this vibrant region.
  • Honoring Community Etiquette: Being courteous and following social norms ensures respectful interactions with residents in this destination.
  • Participating in Cultural Celebrations: Engaging in traditional events offers a deeper connection to the area's rich heritage during your stay.
  • Supporting Local Art and Handicrafts: Purchasing locally made crafts helps sustain the community’s artisans and preserves their cultural expressions.

Frequently Asked Questions About Windsor Caves Rentals by Owner

1. What are the top vacation rentals in Windsor Caves?

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

2. How many Rentbyowner vacation rentals are available in Windsor Caves?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 423 in the Windsor Caves 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 Windsor Caves. 

3. What is the cancellation policy for rental properties in Windsor Caves, Trelawny?

Cancellation policies vary by individual property owner. To understand the specifics, please review the listing details or contact the owner directly before completing your booking.

4. How do I confirm my reservation at a rental in this region?

Reservations are typically confirmed once you complete the booking process through Rent By Owner and receive a confirmation email. For any special requirements, reach out to the property owner to ensure all details are coordinated.

5. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning, security deposits, or service charges may apply. These details are itemized in the listing and can be clarified by contacting the owner prior to booking.

6. What amenities are usually included in rentals by owner in this area?

Amenities vary by property but often include essentials like Wi-Fi, air conditioning, and kitchen facilities. For specific amenities available at a particular rental, refer to the detailed listing description or contact the owner directly.

7. Is there a minimum stay requirement for bookings in this destination?

Minimum stay requirements differ among properties. Details regarding length of stay are specified in each listing; if unsure, contact the owner for clarification before confirming your reservation.

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More Top-Rated Rentals by Owner in Windsor Caves Area