Vacation rentals in Windsor Castle

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windsor Castle

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Superhost
Home in Buff Bay
4.86 out of 5 average rating, 22 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 favorite
Cabin in Liguanea
4.96 out of 5 average rating, 264 reviews

City Nirvana |Perf Location | Unwind & Enjoy

You're invited to enjoy our safe urban retreat- hidden in plain sight- a wooden cabin, located next to City Cabin in the vibrant Liguanea area. Reconnect with nature, enjoy amazing mountain views, stroll through our verdant garden and listen to birds at day and creatures at night. The perfect base for exploring the Bob Marley Museum, Devon House, restaurants, coffee shops, stores, supermarkets some within walking distance, others a short ride away. Welcome, be our guest, we'd love to host you!

Guest favorite
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, 248 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 favorite
Cabin in Port Antonio
5 out of 5 average rating, 5 reviews

Seahorse Cottage

PLEASE NOTE: The property does not accept children under 13. Seahorse Cottage is a modern jungle retreat just five minutes from Frenchman’s Cove. Wake to birds chirping, views of Nonsuch Falls, the Blue Mountains, and the coastline. This two bedroom, one bathroom cottage features a wraparound terrace, strong WiFi, and access to our 25 meter lap pool and outdoor Jungle Gym. Quiet, private, and surrounded by nature, it’s the perfect place to reset and experience the calm side of Port Antonio.

Superhost
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
4.82 out of 5 average rating, 44 reviews

Relaxing 2BR Escape in Buff Bay - AC, Water Heater

Welcome to your home away from home in the heart of Buff Bay, Portland. This bright and spacious 2-bedroom Bliss 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.

Guest favorite
A modern cabin features a dark wooden exterior with large windows, allowing views of the surrounding greenery. Steps lead up to the entrance, which is framed by small plants. A sign indicating 'Cottage Blu' is prominently displayed near the door.
Cabin in Mulleth Hall
5 out of 5 average rating, 17 reviews

Cottage Blu

Disclaimer: AN SUV OR 4x4 VEHICLE IS RECOMMENDED! AIRPORT PICKUP IS AVAILABLE AT AN ADDITIONAL COST. Cottage Blu is a hidden gem nestled by a serene river, with the aroma of fresh coffee wafting from a nearby farm. It's the perfect retreat to unwind and connect with nature. It is the perfect cozy getaway! Nestled amidst nature, this charming cabin offers rustic charm, modern amenities, and a serene ambiance. Explore nearby hiking trails, and enjoy the tranquility of nature.

Guest favorite
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
4.81 out of 5 average rating, 136 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 favorite
A serene outdoor seating area is presented with two dark wood chairs positioned on a wooden deck. A small table supports a guidebook and a potted plant, offering a view of lush green mountains and a distant blue expanse of water under a partly cloudy sky.
Cabin in Port Antonio
4.93 out of 5 average rating, 30 reviews

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.

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
4.91 out of 5 average rating, 23 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 favorite
A cozy bedroom is captured with two spacious beds, each topped with patterned bedding. A decorative black roll pillow rests on one bed. Vibrant blue and orange curtains frame the windows, while bedside lamps add a soft illumination to the space.
Home in Buff Bay
4.95 out of 5 average rating, 42 reviews

Happy Place 152 Relax In Comfort, Family Bonding

Keep it simple at this peaceful and centrally-located place. Escape to this cozy apartment perfectly designed for a relaxing getaway, unwind in a comfortable space, and retreat to a peaceful bedroom for a restful night's sleep, This is where every stay feels like home

Guest favorite
A wooden sign featuring the name 'Blissful Tides' and a trident logo is displayed prominently. Nearby, a decorative basket holds an assortment of fresh fruits, including watermelon, pineapple, and grapes, adding a vibrant touch to the setting. Wine bottles are visible in the background.
Home in Hope Bay
4.93 out of 5 average rating, 30 reviews

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.

Guest favorite
A spacious outdoor area features a shaded gazebo on a tiled patio, overlooking a panoramic view of the city below. The scene includes well-maintained landscaping with palm trees and decorative plants, emphasizing the serene atmosphere of the hillside location.
Home in Kingston
4.86 out of 5 average rating, 44 reviews

Beautiful 7-min city escape with view & pool

In this 7 minute journey from the city of Kingston you will be greeted by serene and a view to die for. In this smoke-free getaway, there are a myriad of amenities for your comfort including a pool and gazebo

Popular amenities for Windsor Castle vacation rentals

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