
Vacation rentals in Windsor Castle
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Top-rated vacation rentals in Windsor Castle
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Buff Bay Farms & Villa - Spacious 4BR Floor
Welcome to Buff Bay Farms & Villa, your peaceful escape tucked between the mountains, the Caribbean Sea, and soft island breezes. This 4-bedroom, 3-bathroom full-floor retreat offers a gentle mix of luxury, comfort, and authentic Jamaican warmth. Wake up to the sunrise, unwind on the patio as the sun sets behind the hills, and enjoy the quiet charm of Portland—one of Jamaica’s most untouched, beautiful parishes. Perfect for family getaways, group trips, reunions, work retreats, and long stays.

Mother Nature
*Mother Nature ist ein freistehendes rundes Steinhaus mit begrünter Dachterrasse. Das Haus verfügt über ein Kingsize-Bett, einem eigenem Badezimmer, Holz- und Steinterrasse, sowie großem Garten. *Außerdem steht eine überdachte Außenküche zur Verfügung mit allen Utensilien die du benötigst. Kochen mit Blick auf die Berge. *Und wieder einen anderen Blick hast du vom überdachten Gasebo. Inmitten Mutter Natur kannst du die Seele baumeln lassen und Vögel, Sterne und Wolken beobachten. *Feel free

Treehouse at Prince Valley Guesthouse
Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

Buff Bay Bliss – 2BR Getaway- AC & WIFI
Welcome to your home away from home in the heart of Buff Bay, Portland. This bright and spacious 2-bedroom retreat is perfect for families, couples, or small groups seeking comfort and convenience. Enjoy a fully equipped kitchen, cozy living area, and modern amenities like AC and Wi-Fi. Step outside to a peaceful neighborhood just mins from G&B Jerk Center, Steadman River, and San Shy Beach. Here to relax or explore? Buff Bay Bliss offers the perfect base for ur Portland getaway.

Holistic Eco Villa with Ocean View & Plunge Pool
A serene retreat nestled in the hills of Passley Garden. The road to our property is steep and rocky, requiring a 4-wheel drive vehicle. Our villa is part of a holistic, eco-friendly operation, surrounded by lush tropical plants and offering a partial view of Port Antonio. A private wooden deck, complete with a cabana and plunge pool exclusively for our guests. Please note that the villa does not include a full kitchen with appliances. Kindly read our full description and reviews.

Papa Curvin's Cottages & Seaside Tropical Garden 1
From the STAR deck or laying in the hammock you will be able to enjoy the beautiful view of the sea on the propety, or discover exotic birds and butterflies in the lush vegetation. In the evenings you can watch the light of fireflies. If you want to, you can fish directly on the property or get refreshed by jumping from the cliffs into the sea, if the sea conditions allow. Enjoy our sun deck overlooking the cliffs giving you a panoramic view of the ocean. And: Visit our CAVE!

Our Escape, Tiny Home in Blue Mountains w/ River
Get cozy and unplug in nature at this off-grid, tiny home at Our Escape's unspoiled twenty acres property. This rustic cabin offers all modern comforts and is nestled in the Portland side of the Blue Mountains. This unique space serves as the perfect retreat from all the modern world noises. Let the countless bird species serenade you, while you hike or swim in our private river. Let the fireflies be the only lights you see at night while you stare at the constellations.

Modern Nature's Escape at the Falls
Welcome to your peaceful getaway at Cabin at the falls where nature meets comfort, as the sound of cascading water sets the perfect backdrop for your stay. This cozy, cabin is perched just a hike away from the falls, offering a rare blend of seclusion, comfort, and natural beauty. Whether you are hiking to the base of the falls,or soaking in the sights and sounds of nature, this cabin is your perfect escape into the wilderness without giving up the comforts of home.

Rural trek worth the view farm cottage in Portland
Relax at this unique and tranquil getaway 20 mins drive from the main road (4WD recommended) Nature lovers paradise with exotic fruit farm on property. Amenities including AC, hot water and wifi. Nearby coffee or blue mountain tours, Sommerset falls, numerous beaches and rivers. Guest should expect to see animals, flora and fauna typical of the Jamaican countryside and noises consistent with being on a working farm property

The Nest Cottage Blue Mountains, Jamaica
Take it slow at this tranquil treetop cottage, perched above the lush Blue Mountain valley with panoramic views that stretch for miles. This secluded hideaway is a private, self-contained retreat with rustic-chic charm—ideal for couples or solo travellers seeking peace, nature, and a little magic. With self-catering facilities and total privacy, it’s the perfect escape from the everyday.

Starfish Cottage
Experience tranquility and beauty at our cottage, perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Delight in the frequent visits from hummingbirds to our feeders, adding a touch of nature’s charm to your stay. Conveniently located, you'll find yourself at the heart of all the attractions that the area has to offer.

Blissful Tides
Blissful Tides is the ultimate escape for those seeking a tranquil and luxurious retreat. The vacation property is designed with your comfort in mind, with elegant furnishings and modern amenities to ensure your stay is enjoyable and stress-free.
Popular amenities for Windsor Castle vacation rentals
Other great vacation rentals in Windsor Castle

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Modern 1 Bedroom Retreat - Bull Bay (Near Airport)

The Mahoe | 2BR Refined Escape

Ocean and Blue mountains view.

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The Nanny House at Iya Ites - Upstairs East
Destinations to explore
- Kingston Vacation rentals
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- Mandeville Vacation rentals
- Holguín Vacation rentals
- Treasure Beach Vacation rentals
- Old Harbour Vacation rentals
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- Port Antonio Vacation rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Frenchman's Cove Beach
- Emancipation Park
- Sabina Park
- Reggae Beach
- Fort Clarence Beach
- Green Grotto Caves
- University of the West Indies
- Strawberry Hill
- Turtle River Park
- Rafjam Bed & Breakfast
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Independence Park
- Devon House
- Whispering Seas
- Somerset Falls
- Konoko Falls




