Windsor Castle Rentals by Owner
House
- Air Conditioner
- Parking
- TV
Cabin
- Parking
- Balcony/Terrace
- Security/Safety
Apartment
- Parking
- TV
- Balcony/Terrace
Why Choose Rent By Owner for your Windsor Castle vacation rental?
What makes our Rentals by Owner 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 Windsor Castle
When should you plan your Rentals by Owner stay?
Choosing the ideal time to visit this charming destination can enhance your experience, allowing you to enjoy its vibrant atmosphere and serene surroundings while making the most of your rental by owner here in Windsor Castle, Portland, Jamaica.
Peak Season Highlights
December to April
During the peak season, you can enjoy warm, sunny weather ideal for exploring this scenic region without the interruption of rain or storms.
Average Temperature Daytime: around 80°F (27°C) - Nighttime: around 70°F (21°C)
June to August
The summer months attract visitors seeking vibrant local events and lively atmosphere, making it a popular time to book rental accommodations here.
Average Temperature Daytime: around 85°F (29°C) - Nighttime: around 75°F (24°C)
Off-Season Highlights
May and November
These shoulder months offer fewer crowds, allowing you to enjoy the beauty of your surroundings with a more relaxed pace and better availability of rentals.
Average Temperature Daytime: around 78°F (26°C) - Nighttime: around 68°F (20°C)
September to October
As the region transitions into quieter periods, you’ll find more peace and tranquility while still experiencing pleasant weather conditions during your stay.
Average Temperature Daytime: around 82°F (28°C) - Nighttime: around 72°F (22°C)
Weekly Weather Forecast for Windsor Castle
How to Book Your Windsor Castle 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 Castle
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 outdoor dining areas perfect for savoring the fresh Caribbean breeze.
- Relax by a private swimming pool with scenic views of the surrounding landscape.
- Take advantage of lush, landscaped gardens for peaceful strolls and relaxation.
- Benefit from spacious patios ideal for outdoor entertaining with friends or family.
- Discover shaded lounging areas designed for unwinding after a day at the beach.
- Make use of barbecue grills to host memorable cookouts in the open air.
- Experience easy access to nearby beaches and outdoor water activities for adventure seekers.
Top Attractions Around Windsor Castle
What attractions are nearby?
Explore the vibrant local culture and stunning coastal scenery just moments from your rental, offering opportunities to enjoy water activities, scenic walks, and cultural experiences in the heart of this inviting region.
Family Activities
- Visit the Portland Parish Museum: Discover local history and culture through engaging exhibits that are perfect for family exploration in this part of Jamaica.
- Enjoy the Blue Lagoon: Relax and swim in the famous Blue Lagoon, where clear waters and scenic surroundings create an ideal family outing in the area.
- Explore San San Beach: Spend quality time on this beautiful beach with soft sands and calm waters, offering a safe and fun environment for children and parents alike.
- Hike to Somerset Falls: Experience the natural beauty of cascading waterfalls tucked away in lush surroundings, providing an adventurous day trip for families here.
Adult Activities
- Sailing and Snorkeling: Explore the crystal-clear waters by taking a sailing or snorkeling tour to discover vibrant marine life just off the coast.
- Beach Relaxation: Unwind on the pristine beaches of this destination, enjoying the warm sun and tranquil sea views that make for a perfect day in the region.
- Hiking and Nature Walks: Venture into the lush surroundings for scenic hikes and nature walks that showcase the area's natural beauty and diverse flora and fauna.
- Local Dining Experiences: Savor authentic regional cuisine at nearby restaurants, offering a taste of the local culture and flavors unique to here.
Windsor Castle Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Transportation: Arrange reliable transportation options in advance to easily explore the scenic region surrounding Windsor Castle, Portland, Jamaica.
- Respect Local Culture: Embrace the local customs and traditions here to enrich your experience and foster positive interactions with residents.
- Pack Accordingly: Prepare for the area's tropical climate by bringing lightweight clothing, sun protection, and essentials to stay comfortable during your visit.
- Book Early: Secure your rental by owner accommodations early to ensure you get the ideal property that enhances your stay in this beautiful region.
Transportation Options
- Local Taxi Services: Reliable taxi options are readily available for convenient travel around the area and to nearby attractions.
- Public Buses: Budget-friendly public transportation connects you to key spots within this part of Jamaica, making exploration simple and affordable.
- Car Rentals: Renting a vehicle provides flexibility to explore more remote beaches and scenic spots in the region at your own pace.
- Private Transfers: Pre-arranged private transfer services offer a smooth and comfortable way to reach your rental and discover the area’s highlights.
Local Customs Options
- Respect for Local Traditions: You will find that embracing the local customs, such as greeting with warm hospitality, enhances your experience in this vibrant region.
- Festivals and Celebrations: Participating in traditional events offers a genuine glimpse into the area's cultural identity and lively community spirit.
- Respect for Religious Practices: Observing local religious customs, including appropriate attire and conduct, demonstrates appreciation for the area's spiritual heritage.
- Community Etiquette: Engaging with residents kindly and politely helps foster meaningful connections while respecting the region's social norms.
Frequently Asked Questions About Windsor Castle Rentals by Owner
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. 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 28 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.
3. What is the cancellation policy for rental properties near Windsor Castle in Portland?
The cancellation policy varies by property owner. Details are available on each listing, so be sure to review the specific terms before booking, or contact the owner directly for clarification.
4. Are there any additional fees associated with booking a rental by owner in this region?
Additional fees such as cleaning, service charges, or security deposits may apply and are specified within each listing. It’s recommended to review all fee details prior to completing your reservation.
5. How do I confirm my booking for a rental in the area?
You can confirm your reservation through the booking platform by following the provided steps. For further assistance or special requests, reaching out directly to the property owner is advised.
6. Can I see reviews from previous guests staying at rentals here?
Yes, guest reviews are typically available on the listing page. Reading these reviews can help you make an informed decision about your stay in this destination.
7. What amenities should I expect when renting by owner in this part of Jamaica?
Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and air conditioning. For a detailed list of what is included, please refer to the specific listing or contact the owner directly.
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