Holiday rentals in Windsor Castle

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Top-rated holiday rentals in Windsor Castle

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Superhost
A studio with a loft bed is highlighted by a wooden staircase leading to the sleeping area. A comfortable seating area with a TV is visible, alongside natural light filtering through the windows. Decorative elements add a homey touch to the space.
Flat in Beverly Hills
4.84 out of 5 average rating, 110 reviews

Cozy bohemian loft in quiet gated complex

Searching for a cozy space that feels like home? Look no further: peace and comfort await you in our bohemian-style studio with a loft bed to bring you closer to your dreams. This centrally located studio is tucked away in the corner of a gated complex with mountain views in the backyard and city views in the front. Featuring all-new upgrades, high-speed wifi, two TVs, two pullout sofa beds, a walk-in closet and a washer and dryer, come see what Kingston has to offer in this home away from home.

Guest favourite
Home in Buff Bay
4.93 out of 5 average rating, 14 reviews

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.

Top guest favourite
A studio apartment showcases an open sleeping area featuring a spacious bed layered with a white blanket. Two bedside lamps provide soft illumination. A comfortable seating area includes brown chairs and a dark bench, while artwork adorns the walls and natural light enters through a large window.
Apartment in Kingston
4.92 out of 5 average rating, 106 reviews

Smart super studio with pool & city views

The unit is centrally located close to all of Kingston's important 'must-see' spots, without much of the traffic of the central business district. It's a unique, curated studio decorated with refined sensibilities of the mid-century modern era. It comes fully kitted with all of the amenities needed to have a home-like experience. Located in a quiet , working class community walking distant to the hospital, post office, church, rum-bar, supermarket, farmers market, police station, pharmacy & ATM

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, 230 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
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, 126 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
A cozy sleeping area features a dark wooden bed with a patterned bedspread. The walls are painted in warm tones of yellow and red. A landscape painting hangs above the bed, while a door leads to another room, contributing to a welcoming ambiance.
Flat in Liguanea
4.86 out of 5 average rating, 120 reviews

⭐️Great Price Studio⭐️+ Patio & flat screen tv!

STUDIO CONTAINS: *Mounted Flat Screen tv *New Kitchenette *two burner cooktop *Microwave *Patio *Motion Sensor lighting *Designated Parking Space *Modern tiled bathroom **FYI ** This unit DOES NOT have a A.C. It does however, have a standing fan. Also, the unit does not have a dresser. It does have a standing mount for hanging up clothes. It is ideal for people staying for a relatively short amount of time.For A.C and units with a dresser please upgrade to our PREMIUM units!!

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
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, 325 reviews

mango ridge jungle bungalows/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

Superhost
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, 21 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

Top 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, 201 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.

Top guest favourite
An outdoor sitting area is visible, featuring a small patio with a mix of potted plants including flowering species. A white chair and small table complement the space, providing a serene entrance to the garden apartment. The surrounding greenery adds a natural touch.
Guest suite in Hope Pastures
4.9 out of 5 average rating, 166 reviews

Garden apartment @ Charlemont

Wonderful location. Self-contained and spacious one bedroom garden apartment, with one queen sized bed, kitchen/diner and bathroom. Close to some of Kingstons best restaurants, cafes, bars and supermarkets. Five minute walk to the beautiful Hope Botanical Gardens and Zoo and a short drive to The University of the West Indies and The University of Technology.

Superhost
A stylish living area features a brown leather sofa, a sleek desk with a modern chair, and a round coffee table. Large windows allow natural light to fill the space, while art pieces adorn the walls, contributing to the contemporary design.
Flat in Kingston
4.79 out of 5 average rating, 126 reviews

Pure Elegance I Kingston City (Resort Style Pool)

Enjoy a stylish experience at this centrally-located place. This 1 bedroom apt is all you need which boost 24 hrs security with a resort style pool also you may take the elevator and have a breath taking view of the city of Kingston!!!! Centrally located to restaurants, night clubs, spas, shopping centers and supermarkets.

Popular amenities for Windsor Castle holiday rentals

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