Vacation rentals in Castleton

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Top-rated vacation rentals in Castleton

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

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Guest favorite
A bright and airy living area features a large sectional sofa and a coffee table, complemented by a flat-screen television mounted on the wall. Sunlight filters through sheer curtains, illuminating the space and offering views of the balcony with outdoor seating.
Condo in Kingston
4.94 out of 5 average rating, 192 reviews

Light &Bright 1-bedroom Apartment w pool

This bright and stylish centrally located 1-bedroom apartment is the perfect space for your stay. It’s Located within 8mins walking distance or 2mins drive to Starbucks, supermarket, pharmacy, and local restaurants. The contemporary living space has everything to make you feel at home Wi-Fi, local cable, Netflix, washer/dryer, ac units, king size bed, a well equipped kitchen and tableware. Have a glass of wine and enjoy the beautiful sunset on the balcony after a long day of work or play.

Guest favorite
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!

Superhost
Apartment in Kingston
4.8 out of 5 average rating, 5 reviews

Ultimate Condo w/Rooftop Pool & 24 hour Security

Experience refined luxury and effortless comfort in this beautifully curated 1-bedroom residence at Via at Braemar one of Kingston’s most sought-after addresses. With city views and an ambiance of modern sophistication, this stylish escape is ideal for up to 2 guests craving a serene and upscale retreat. Thoughtfully designed throughout, every element of the space invites relaxation and indulgence. Book your stay and elevate your Kingston visit with a truly exceptional home-away-from-home.

Guest favorite
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, 71 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 favorite
A contemporary living area features a plush gray sofa adorned with neutral and earthy-toned cushions. A small round table stands nearby, accompanied by decorative plants. Natural light fills the space through large windows with sheer curtains, and a mounted TV is positioned on the wall.
Condo in Kingston
5 out of 5 average rating, 37 reviews

Solace III Getaway | 1BR • Pool • Balcony • Kin 6

Thoughtfully designed for comfort and calm, this luxury 1BR has quickly become a guest fave. Here’s what visitors consistently love about their stay: • Access to a beautiful infinity pool • Signature sunset views that paint the sky • Prime Kingston 6 location that’s walkable to top restaurants, cafes and shops • Stylish, spotless space with warm, modern decor • Superhost support, earned in just 2 months! • A stay that’s consistently described as relaxing and effortless!

Top guest favorite
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.

Top guest favorite
A well-lit living area features a light gray sofa paired with two matching accent stools. A floor lamp and a potted plant add a touch of greenery, while soft curtains frame the windows. A television is mounted on the wall, enhancing the cozy ambiance.
Cottage in Mona Heights
4.94 out of 5 average rating, 72 reviews

Cozy 2 Bedroom 2 Bathroom City Getaway

Convenient for couples, singles or a small family. You will be close to everywhere when you stay at this centrally-located place. Suitable for both business and vacation travelers and equipped with everything you need. 29 mins to NMIA Airport, 4 mins to US Embassy, Starbucks & Hope Gardens, 6 mins to Bob Marley Museum, 6 mins to UWI & U-Tech, 9 mins to New Kingston & Emancipation Park, 10 mins to Devon House, 10 mins to Stadium & The Luxe Shoppe & much more

Top guest favorite
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.

Top guest favorite
The bright living area features a single day bed with striped bedding, accented by floral pillows. A light-colored coffee table sits in front, surrounded by modern furniture. A large window offers a view of the Caribbean Sea, while greenery adds a fresh touch to the space.
Condo in Ocho Rios
4.98 out of 5 average rating, 232 reviews

Carib Escape Water-Front Condominium Ocho Rios

Hurricane Melissa update - All services are up and running. Most restaurants and attractions are open in Ochi and eastern parishes and we are ready to welcome you back.❤️❤️❤️ 180 degree view of the Caribbean Sea. Fully refurbished, modern chic Ocean Front Condo. Great Location in the Heart of Ocho Rios. Close to Restaurants, Attractions, Shops and right next to Mahogany Beach. Gated community with 24 hours security.

Superhost
A pathway leads to the entrance of the studio apartment, surrounded by lush greenery and colorful flowering plants. Sunlight filters through the foliage, creating a serene outdoor environment. The building features white walls and large windows, inviting natural light indoors.
Apartment in New Kingston
4.69 out of 5 average rating, 200 reviews

Compact Studio Apt in New Kingston

Compact self-contained studio apartment in gated community with swimming pool conveniently located in New Kingston within walking distance to commerce, shopping, restaurants, theatres, fitness centres, night life, the Emancipation. It is only suitable for one person. No children. The common areas including the pool are for your use only, not your guests.

Top guest favorite
The kitchen area includes modern wooden cabinetry and stainless steel appliances. A refrigerator, stove, and microwave are prominently featured. Ample countertop space is available, complemented by decorative tile backsplash. A small shelf may provide additional storage or display options.
Apartment in Hope Pastures
4.9 out of 5 average rating, 114 reviews

*AC Studio +Huge Yardspace + Flat screen tv*

This is an AIR CONDITIONED SMALLER STUDIO UNIT!!! DOUBLE BED! STUDIO CONTAINS: *Mounted Flat Screen tv *Full Kitchen w stove & fridge *access to very large yard space *microwave *kettle *double size bed *modern style tiled bathroom *desk with lamp for study or work *hot water *free designated parking space

Popular amenities for Castleton vacation rentals

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