Holiday houses in Castleton

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Top-rated holiday rentals in Castleton

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Guest favourite
A serene pool area is surrounded by well-maintained greenery. The clear blue water of the pool invites relaxation, while lounge chairs are positioned nearby. The apartment buildings encircle the space, offering a peaceful setting with ample sunlight.
Condo in Constant Spring
4.9 out of 5 average rating, 86 reviews

Peace of Mind- Condo in Kingston

Experience peace of mind in the cool and tranquil Long Lane community. This stylish and sophisticated apartment has all the amenities with you in mind: 24-hour security, hot water, a balcony, a pool and gazebo. It is furnished with a queen-sized bed, 1.5 bathrooms, cable television, Wi-Fi, washer-dryer, fully-equipped kitchen, a workspace, and is fully air-conditioned. Enjoy easy access to Manor Park which has all of your modern-day shopping experiences. It is your home away from home!

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, 128 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 spacious lawn area is dappled with sunlight, featuring wooden lounge chairs and shaded spots beneath leafy trees. The grassy expanse is bordered by a low wall, creating a relaxing atmosphere perfect for lounging or socializing.
Condo in Golden Spring
4.86 out of 5 average rating, 72 reviews

Kingston Reggae Garden APT river & swimming hole

Kingston Reggae Garden is a chill spot by the river and more than just a guesthouse. Lots of lawn space with speakers playing Reggae music all-day On-site bar and restaurant where you can meet tourists and locals Outside furniture, hammocks and private spots River with swimming hole Party place with great weekend vibes Transportation service and advice on Kingston cultural spaces and events We help you plan trips and activities Remember: we are not a quite place we are a vibes place!

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, 73 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.

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.
Apartment 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!!

Guest favourite
Apartment in Kingston
4.9 out of 5 average rating, 205 reviews

Modern, Secure, 1BR Apt in Half Way Tree- Kingston

Enjoy your stay in this super central, comfortable, safe and convenient modern 1 bedroom apartment that is fully equipped with all the amenities you would need for your vacation or a short business trip in Kingston. This apartment is Located on Dumbarton Avenue, very central in the heart of the city, with stores, malls, restaurants and most of Kingston's hot spots just five minutes away. This is a no smoking property. If you are a smoker, please do not book this apartment.

Top Guest favourite
A comfortable bedroom features a spacious bed adorned with crisp white linens and two neatly arranged towels. Dark blue curtains frame the window, and a wooden dresser and bedside table provide additional storage. A modern lamp adds illumination beside the bed.
Apartment in Kingston
4.95 out of 5 average rating, 79 reviews

Modern Haven at The Rochester

Guests will enjoy easy access to everything from this centrally located place. Peace of mind is a treasure given the nightly security and 24-7 gas station with a convenience store. The true charm lies in the modern amenities and stylish decor. Relax in the spacious living area, cook in the fully equipped kitchen, and unwind in a comfortable bedroom. Explore nearby attractions, restaurants, and shops with ease, knowing you can return to the comfort and safety of The Rochester.

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, 124 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 exterior of the home showcases elegant wrought iron gates framed by white columns. A stone pathway leads through a grassy area, accompanied by potted plants, creating a welcoming entrance that blends architecture with nature.
Home in Richmond
4.92 out of 5 average rating, 12 reviews

Secluded Haven 2 bedroom st Mary Jamaica.

Discover Your Authentic Jamaican Getaway! Welcome to your ideal Jamaican retreat—a charming 2-bedroom escape perfect for both relaxation and adventure. Unwind in comfort with a luxurious king-sized bed and enjoy air-conditioning along with access to Netflix and YouTube. As the sun sets, the property’s warm glow is perfect for BBQs, drinks, and savoring the tropical ambiance. With two convenient entrances and a spacious layout, this home is designed for a memorable stay.

Guest favourite
The exterior of a modern one-bedroom retreat is framed by lush greenery and palm trees. A smooth driveway leads to the entrance, highlighted by minimalist architecture and large windows, inviting guests to enjoy the serene surroundings.
Home in Galina
4.98 out of 5 average rating, 54 reviews

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in Galina, St. Mary! Just 10 minutes from Ian Fleming Airport and minutes from the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the community of Lighthouse, it features an open-concept kitchen and living area for ultimate comfort. The road has a few bumps, but the peace, charm, and convenience make it worth it. With Ocho Rios and Port Maria nearby, your dream island escape starts here!

Top Guest favourite
A modern kitchen is presented with sleek cabinetry and stainless-steel appliances. Soft blue lighting highlights the granite countertops. An electric kettle and coffee maker are visible, alongside decorative kitchen mats. A window offers natural light, enhancing the functional space.
Condo in Kingston
4.88 out of 5 average rating, 317 reviews

Stunning smart apt with pool & amazing sunset view

Enjoy a brand new 1 BR 650 sq. feet apartment with all the modern amenities to make your stay effortless, tranquil and relaxing. The space features a master bedroom with en-suite bathroom and scenic balcony views perfect for a late night drink or morning coffee. All rooms are equipped with smart voice controlled AC's. The flat is fully Alexa enabled and gives your the flexibility of using voice commands for all lights, bedroom fan, music etc.

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

Popular amenities for Castleton holiday rentals

  1. Airbnb
  2. Jamaica
  3. Saint Mary
  4. Castleton