Vacation rentals in Castleton

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Top-rated vacation rentals in Castleton

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Guest favorite
Apartment in Kingston
4.98 out of 5 average rating, 40 reviews

Ultimate 2BR Penthouse Suite with Amazing Views

Experience unmatched elegance and comfort at this stunning 2-bedroom penthouse in Kingston’s prestigious Via at Braemar. With breathtaking panoramic views, this exquisite haven offers the perfect blend of luxury and serenity. Accommodating 4-5 guests, it’s an ideal retreat for couples, families, or groups seeking a lavish escape. Meticulously designed for an unforgettable stay, this one-of-a-kind penthouse invites you to experience Kingston like never before. Book now for a taste of true luxury!

Superhost
An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.
Home in Portmore
4.87 out of 5 average rating, 209 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Guest favorite
Farm stay in Eleven Mile
4.95 out of 5 average rating, 130 reviews

Rasta family fruit farm hilltop cabin kingston

If you want real roots Jamaica Our place on di hill aint no faker If you like fresh cool breeze And every kinda fruit pon di trees. Butterflies, birds and plants Sweet Reggae to dance Riddims and a whole heap of flavour, Rasta ital behaviour Hilltop views. Outstanding reviews. A community of family and friends. A memory for life it all depends … if you decide to book now! Authentic cabin/outside cool shower/inside toilet/nature everywhere/ double bed/hammock 20mins airport and kingston

Guest favorite
Cabin in Liguanea
4.96 out of 5 average rating, 234 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
Home in Port Maria
5 out of 5 average rating, 11 reviews

Glen Sea Inn - cozy inn steps away from the beach

Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the family for many years, originally starting out as a law office owned by my grandfather who worked right down the street. He loved the parish of St. Mary and gave his heart to it and to the community. Glen Sea Inn is an homage to him and a way to continue spreading his love for the parish to others! We hope that you have a peaceful stay and make it your home away from home.

Superhost
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, 123 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 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
4.85 out of 5 average rating, 66 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!

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.

Top guest favorite
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
4.91 out of 5 average rating, 11 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.

Top guest favorite
A dining area is visible with a wooden table set for four, featuring plates and napkins. A bowl of snacks and a water bottle are placed on the grey stone countertop. In the background, artwork adorns the wall alongside a Smart TV, and a green plant adds a touch of freshness.
Apartment in Kingston
4.94 out of 5 average rating, 216 reviews

A New Gem in Kingston, 1 BR Modern Luxury Apt

This new and fully furnished one-bedroom apartment has a spacious bedroom with an en-suite and private balcony. The bedroom has a King sized bed, two nightstands, built-in closet and host of other amenities. The open floor living and dining room are cozy and relaxing, along with a modern and equipped kitchen. The complex has an elevator, covered parking and security. Nightlife, restaurants, city center, and parks are all within walking distance.

Guest favorite
A spacious sleeping area features a plush bed draped in a white quilt, overlooking expansive glass doors that frame breathtaking views of the Blue Mountains. A dining table and chairs are visible on the balcony, inviting moments of relaxation and connection with nature.
Guest suite in Port Antonio
4.89 out of 5 average rating, 47 reviews

Lionfish Cottage

Lionfish Cottage is a private retreat surrounded by nature with views of Nonsuch Falls, Blue Mountain Peak, and the Portland coastline. The cottage sleeps two with a comfortable king bed that can convert to two twins as per your request. Enjoy the balcony hammock, outdoor kitchenette with essentials, and access to a 25 meter lap pool and open air gym with free weights and multigym. A quiet setting perfect for rest and wellness.

Guest favorite
A cozy studio apartment is shown, featuring a spacious bed, a comfortable sofa, and a wall-mounted television. A wooden door is visible, along with light curtains that frame a window. A small table and fan add to the functionality of the living space.
Apartment in Meadowbrook
4.92 out of 5 average rating, 102 reviews

Hidden Border 1 Cozy studio, ac , hotwater, wifi

Outside the hustle and bustle of central Kingston metropolitan area lies this quaint spacious cozy studio apartment in a traditional residential community in Kingston. Lots of fruit trees to bring back memories of old Jamaica with views of the green hills of Red Hills. Just the right distance from all amenities such as, Devon house, The National stadium and halfway tree.

Popular amenities for Castleton vacation rentals

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