Holiday rentals in Windsor Castle

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Top-rated holiday rentals in Windsor Castle

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Guest favourite
Flat in Kingston
4.97 out of 5 average rating, 39 reviews

Ultimate 2BR Penthouse Suite with Amazing Views

Experience unmatched elegance and comfort at this stunning 2-bedroom penthouse in Kingston’s prestigious Via at Braemar. With breathtaking panoramic views, this exquisite haven offers the perfect blend of luxury and serenity. Accommodating 4-5 guests, it’s an ideal retreat for couples, families, or groups seeking a lavish escape. Meticulously designed for an unforgettable stay, this one-of-a-kind penthouse invites you to experience Kingston like never before. Book now for a taste of true luxury!

Guest favourite
A vibrant round stone house is nestled among lush greenery, featuring a small circular pool. Comfortable outdoor seating is visible on a wooden deck, surrounded by tropical plants and palm trees. The colorful exterior complements the natural landscape, creating a serene and inviting environment.
Bungalow in Port Antonio
4.9 out of 5 average rating, 225 reviews

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

Guest favourite
Home in Port Maria
5 out of 5 average rating, 11 reviews

Glen Sea Inn - cozy inn steps away from the beach

Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the family for many years, originally starting out as a law office owned by my grandfather who worked right down the street. He loved the parish of St. Mary and gave his heart to it and to the community. Glen Sea Inn is an homage to him and a way to continue spreading his love for the parish to others! We hope that you have a peaceful stay and make it your home away from home.

Superhost
A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.
Treehouse in St. Andrew Parish
4.84 out of 5 average rating, 123 reviews

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.

Guest favourite
The vibrant exterior of the house features a yellow and white color scheme with decorative wrought iron railings. A spacious verandah is visible, lined with arches, providing an inviting entrance. Lush greenery surrounds the property, complementing the clear blue sky.
Home in Buff Bay
4.85 out of 5 average rating, 34 reviews

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.

Top guest favourite
The cottage exterior is framed by greenery, featuring a well-lit entrance. Large windows provide an inviting glow, with a small patio containing a table and chairs. A modern BBQ area and a subtle light enhance the charm of the outdoor space.
Cottage in Content Gap
5 out of 5 average rating, 71 reviews

Tektime, Blue Mountain Cottage Jamaica

Tektime a place to unwind, take in the sunset, view & mountain air while feeling at home nestled in the trees 3600 ft up in Jamaica Blue Mountain coffee country. Tektime is the Jamacian for "take things slowly". Hear the birds roost in the afternoon or voices of the coffee pickers going home and the occassional goat tied out to feed. Fire up the BBQ and sit in the garden with a glass of wine. We made every effort to put in everthing you will need. Smoking only allowed outside.

Superhost
A wooden interior features warm tones, highlighted by a spacious bed adorned with nature-inspired decor. Two closed wooden doors are positioned adjacent to a potted plant, with soft lighting provided by a bedside lamp on a small stool. Large windows allow natural light to illuminate the room.
Tiny home in Portland Parish
4.8 out of 5 average rating, 122 reviews

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.

Guest favourite
A panoramic view captures a lush, tropical landscape meeting the water's edge. Vibrant greenery surrounds a serene body of water that reflects the sky, with distant hills visible under a clear blue sky dotted with clouds.
Flat in Port Antonio
4.95 out of 5 average rating, 155 reviews

Frangipani, San San, Portland, Jamaica

Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.

Guest favourite
The cottage is nestled among lush greenery, featuring a wooden structure with a covered verandah. Towering trees and vibrant plants surround the cottage, creating a serene and natural environment. The architecture reflects a rustic charm, blending harmoniously with the tropical landscape.
Tiny home in Port Antonio
4.88 out of 5 average rating, 324 reviews

mango ridge backpacker cabins/mango

2 story cottage with upstairs bedrooms and verandah..large open windows upstairs about 250 steps or about 6 minute walk from the car park up a steep hill,backpacks or light luggage advised..this cottage is not completely sealed and visitors can expect to see the occasional lizard and insects please smoke outside..thanks. .hot water only if u heat it on the stove..price is for 2 people.30$ per extra guest.2nd bdroom very small..both dbl beds

Guest favourite
A serene view is presented of a single-story house nestled among lush greenery, under a dramatic sky painted with hues of orange and gray. The ocean can be seen in the distance, with the horizon blending into the vibrant clouds.
Cottage in Buff Bay
4.9 out of 5 average rating, 20 reviews

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

Guest favourite
A spacious sleeping area features a large bed draped in a light-colored coverlet. Floor-to-ceiling windows showcase lush greenery and the distant landscape, complemented by wooden furniture including a table and chairs for enjoying the view.
Guest suite in Port Antonio
4.96 out of 5 average rating, 187 reviews

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.

Superhost
A balcony view is presented, featuring a wooden table and chairs. Lush palm trees and vibrant greenery frame the scene, while expansive views of the ocean, showcasing various blue hues, extend beyond. Bright sunlight enhances the clarity of the surroundings under a clear sky.
Flat in Hope Bay
4.65 out of 5 average rating, 82 reviews

Spacious, Oceanview One-Bedroom Getaway

The unit is on the 2nd story and you can see all the different blue and green hues of the ocean. The windows to the unit are huge- they let in the fresh ocean breeze and sunlight. Somerset Falls, a major attraction, is 5 minute walk away. Port Antonio is only a 20-minute drive away and has a rich culture, attractions and night-life.

Popular amenities for Windsor Castle holiday rentals

  1. Airbnb
  2. Jamaica
  3. Portland
  4. Windsor Castle