Discover Your Perfect Windsor Castle Vacation Homes

Why Choose Rent By Owner for your Windsor Castle 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 Windsor Castle

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as the best seasons for enjoying the natural beauty and local culture in this area typically align with the region’s warmest and driest months.

Peak Season Highlights

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December to April

During these months, the region experiences its peak season, attracting visitors seeking warm weather and sunny days. This is the ideal time to enjoy the scenic beauty and vibrant atmosphere here.

Average Temperature Daytime: 28°C - Nighttime: 22°C
spring
June to August

The summer months bring the highest influx of travelers, especially those looking to escape colder climates. Booking your vacation rentals during this period ensures you experience the lively local culture and festivities.

Average Temperature Daytime: 30°C - Nighttime: 24°C

Off-Season Highlights

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May and November

Shoulder seasons offer a quieter experience with fewer crowds, making it an excellent choice for relaxed exploration and more personalized service at your preferred accommodations.

Average Temperature Daytime: 26°C - Nighttime: 20°C
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September to October

These months are considered off-peak, with slightly cooler temperatures and less tourist activity, providing a peaceful retreat while still enjoying pleasant weather.

Average Temperature Daytime: 27°C - Nighttime: 21°C

Weekly Weather Forecast for Windsor Castle

How to Book Your Windsor Castle 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 Windsor Castle

More Top-Rated Vacation Rentals in Windsor Castle 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 swimming pool to cool off in the warm Caribbean sun.
  • Take advantage of spacious verandas or patios perfect for relaxing or dining al fresco.
  • Explore lush, landscaped gardens that showcase the natural beauty of the region.
  • Make use of outdoor grilling facilities to prepare authentic local cuisine with friends and family.
  • Relax on comfortable outdoor lounge areas designed for soaking up the tropical ambiance.
  • Benefit from easy access to nearby beaches for days spent sunbathing and swimming.
  • Utilize shaded gazebos or outdoor sitting areas to enjoy scenic views in comfort and style.

Top Attractions Around Windsor Castle

What attractions are nearby?

While staying nearby, you can enjoy exploring the scenic beaches and vibrant local culture that make this destination a perfect spot for relaxation and adventure in Portland, Jamaica.

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Family Activities

  • Visit the Portland Bight Marine Park: Explore this vibrant marine reserve to introduce your family to the region's rich underwater ecosystem through snorkeling and guided boat tours.
  • Enjoy a day at Frenchman's Cove: Relax on the pristine sands and take part in swimming or picnicking along the picturesque shoreline, perfect for memorable family moments.
  • Discover the Blue Lagoon: Take a family-friendly boat trip to this iconic spot, where you can swim in the clear waters and soak in the stunning natural surroundings of this destination.
  • Explore Reach Falls: Embark on an easy hike to these beautiful waterfalls, where the whole family can enjoy swimming in the cool pools and exploring the lush jungle scenery.
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Adult Activities

  • Visit the Blue Lagoon Beach: Relax and unwind at this stunning beach known for its crystal-clear waters, perfect for swimming and soaking up the sun in the region.
  • Explore the Washington Botanical Gardens: Discover a variety of tropical plants and serene landscapes that showcase the natural beauty of this destination.
  • Experience local cuisine at nearby eateries: Savor authentic Jamaican dishes and seafood, offering a taste of the area's rich culinary traditions.
  • Enjoy river tubing on the Rio Grande: Glide along the gentle waters for an adventurous yet peaceful experience immersed in this area's natural environment.

Windsor Castle Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting during less busy times allows you to enjoy the tranquility of this destination and explore the area’s attractions with fewer crowds.
  • Explore Local Cuisine and Markets: Take the opportunity to savor authentic flavors and shop at nearby markets to experience the region's vibrant culture firsthand.
  • Utilize Local Transportation Options: Using taxis, local buses, or arranging private transfers can help you navigate the area conveniently and maximize your time exploring here.
  • Book Your Accommodation Early: Securing your vacation rentals well in advance ensures you find the best options to suit your preferences in this popular travel destination.

Transportation Options

  • Local Taxis: Convenient and readily available, local taxis provide direct transportation from your vacation rental here to explore the area at your own pace.
  • Car Rentals: Renting a car gives you the flexibility to discover all that this region offers, with many providers nearby for easy access.
  • Public Buses: Cost-effective and reliable, public buses connect key points within the region, making them an affordable way to get around during your stay.
  • Private Shuttle Services: For added comfort, private shuttle services are available, offering door-to-door transfers tailored to your schedule in this destination.

Local Customs Options

  • Respect for Local Religious Practices: When visiting churches or attending local ceremonies, you should dress modestly and observe respectful behavior to honor the area's spiritual traditions.
  • Engagement with Cultural Music and Dance: Participating in or observing reggae and local folk music performances offers an authentic taste of the region's vibrant artistic heritage.
  • Embracing Traditional Food Etiquette: It is customary to use communal eating practices during local meals, reflecting the region’s emphasis on community and togetherness here.
  • Honoring Local Craftsmanship: Supporting artisans by purchasing handmade crafts aligns with the area's rich tradition of preserving cultural artistry in this destination.

Frequently Asked Questions About Windsor Castle?

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

There are a lot of options in Windsor Castle. If you plan on staying in the Windsor Castle 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 Castle:

2. Which vacation homes in Windsor Castle are best for families?

If you are looking for a family-friendly vacation home in Windsor Castle, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windsor Castle:

3. How many Rentbyowner vacation rentals are available in Windsor Castle?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 33 in the Windsor Castle 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 Castle. 

4. What is the cancellation policy for vacation rentals in Windsor Castle, Portland, Jamaica?

Cancellation policies vary depending on the property listing. You should review the specific rental’s cancellation terms directly on the listing or contact the owner for detailed information.

5. How can I ensure my reservation in this destination is secure?

Reservations are secured once your booking is confirmed through the platform. Confirm all details with the property owner and review the payment security measures provided during the booking process.

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

Additional fees such as cleaning, service charges, or taxes may apply. These are typically detailed in the listing, so it’s advisable to read the description carefully or reach out to the host for clarification.

7. What amenities are usually included in vacation accommodations in this region?

Most properties offer essential amenities like Wi-Fi, air conditioning, and kitchen facilities. Specific features are listed on each property page, so check the details to match your needs.

8. What should I know about checking in and out at vacation rentals in Windsor Castle, Portland?

Check-in and check-out times are specified in each listing. It’s recommended to confirm these details with the owner prior to your arrival to ensure a smooth transition.