Vacation rentals in Windsor Castle

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Top-rated vacation rentals in Windsor Castle

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

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Top guest favorite
Cabin in Liguanea
4.96 out of 5 average rating, 248 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 modern living area is showcased with a spacious sectional sofa adorned with decorative pillows. A glass coffee table stands at the center, complemented by a potted plant in the corner. Light filters through sheer curtains, illuminating the sleek design elements and neutral color palette.
Apartment in Kingston
4.96 out of 5 average rating, 107 reviews

The Alexandria

Newly built apartment centrally located in Kingston. The Alexandria is luxurious, clean, calm and has 24hr security. The apartment is close to a supermarket, gas station, Burger King, KFC, Popeyes, and a newly built plaza. The apartment is light and good for taking photos. Our balcony is fitted with greenery specifically designed for a photo moment. You can enjoy our rooftop infinity pool. The laundry room is equipped with washer and dryer and everything you need for laundry purposes.

Guest favorite
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
4.88 out of 5 average rating, 40 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 favorite
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, 75 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
Home in Buff Bay
5 out of 5 average rating, 4 reviews

Buff Bay Farms & Villa - 3rd Floor 2BR Penthouse

Welcome to your private escape at Buff Bay Farms & Villa. This beautifully designed 2BR, 2Bath retreat blends luxury with Caribbean charm. With a full kitchen, breezy living room, an outdoor patio and deck this space is perfect for guests who want both independence and island tranquility. Wake up to cool mountain air, a kiss of ocean breeze, and wind down as golden sunsets melt into the hills. Peaceful, private, and effortlessly comfortable — your Portland getaway starts here

Guest favorite
A spacious open living area features a large wooden coffee table at its center, surrounded by comfortable seating options. Floor-to-ceiling windows offer views of the outdoor balcony with lounge seating, allowing natural light to brighten the space.
Condo in Kingston
4.86 out of 5 average rating, 189 reviews

Entire Luxury Uptown Penthouse 3Bedroom/3baths

Gated open floor concept penthouse with floor to ceiling windows, large walk-out balcony, roof top gym and entertainment areas provides a breathtaking view of the surrounding mountains, city and Kingston Harbour! Free WiFi, smart TV, full kitchen and laundry provides for convenience while roof top chill out and ground level pool provides much needed relaxation. 5-10 mins drive to Devon House, Bob Marley Museum, Emancipation Park, National Heroes Park, and numerous eateries.

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, 126 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.

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, 22 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
The entrance to The Nest Cottage is framed by tropical greenery, featuring wooden stairs leading to a porch with brown railings. The cottage showcases red accents and traditional wooden shutters, creating a harmonious blend with the surrounding nature.
Place to stay in Kingston
4.97 out of 5 average rating, 61 reviews

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.

Top guest favorite
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, 209 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.

Guest favorite
A swimming pool is surrounded by lounge chairs and umbrellas, providing shaded areas for relaxation. A hammock is strung between two trees, while lush greenery creates a tranquil ambiance. The patio features a smooth stone surface, and vibrant colors add to the inviting outdoor setting.
Apartment in Port Antonio
4.92 out of 5 average rating, 26 reviews

Vista Azul - Cozy, ground floor apartment

This apartment offers all you need in a compact, cheery space: one air-conditioned bedroom with a Queen-sized bed, full 3 piece-bathroom ensuite; Living Room with cable television, Kitchen - complete with a 4-burner gas stove, refrigerator and microwave; Dining area and Porch. Guests also have access to free WiFi, the large entertainment deck, pool and large fruited backyard.

Guest favorite
A cozy cabin is situated among lush tropical greenery. Bright green lounge chairs are positioned on a gravel patio beside a small table, while a blue hammock is strung nearby for relaxation. The cabin features wooden walls and a metal roof, blending harmoniously with the surroundings.
Tiny home in Oracabessa
4.9 out of 5 average rating, 51 reviews

Papa Curvin's Cottages & Seaside Tropical Garden

Quite small but very cosy - you will love it! Our newly build Umbrella Hut on Real Jamaica´s big property is waiting for you. Have a look at the pictures, they will tell you everything :-) There are two other houses to book, just have a look on Airbnb for: Real Jamaica - Cabin right beside the sea; and: Real Jamaica - The Artist House

Popular amenities for Windsor Castle vacation rentals

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