Holiday houses in Content

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Top-rated holiday rentals in Content

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Guest favourite
Home in St. Catherine
5 out of 5 average rating, 5 reviews

Solace II at Phoenix Park

Enjoy your stay with us at this 2 bedroom 1 bathroom home, can be your home away from home positioned in Phoenix Park Village II a secure gated community in Portmore . Only 10 mins away from the Famous Hellshire beach, and easy commute to shopping malls , restaurants , clubs and all other festivities the city has to offer. This modern home offers Complimentary tea supply and water , WIFI , Cable, TV stay in comfort at this peaceful place. ( 2 Bedroom rental is available, message for more info)

Top Guest favourite
Cabin in Liguanea
4.96 out of 5 average rating, 257 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 favourite
A row of single-story yellow houses is set along a quiet road. Each house features a sloped roof and well-maintained gardens that include a variety of green shrubs and plants. Tall palm trees line the background, adding to the serene atmosphere.
Home in Linstead
4.95 out of 5 average rating, 19 reviews

Rest with no Stress In A gated community

Relax with the whole family at this peaceful place to stay. very quiet and peaceful, Please show respect to the neighbors so no loud noise/party, no car speeding, and friends are limited. with this gated community it is well secure with a remote gate, and everyone look out for each other's so please make sure the gate is close before driving off, when you are coming in and out, the shopping area is 5 minutes away from the house. and the house is 5 minutes away from the Linstead Exit Toll Road.

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, 134 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.

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
4.99 out of 5 average rating, 79 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
Home in Bog Walk
4.88 out of 5 average rating, 48 reviews

Serenity Breezy Hillview

Just 4 min. off the N.S highway in a residential scheme on the Linstead bypass sits this cozy, spacious home with AC. It is just 2 minutes from a pool. You can just unwind and enjoy the breezy view on the hill. It has detach houses. It is 5 min. from the toll road that leads to Ocho Rios and also Kgn. It is 5 min from the Linstead town and 10 min from Ewarton. The Knutsford Exp. is just 15 minutes away. The hospital, fire station and the police station are just 4 min. away

Guest favourite
The entrance of Kyah Place is framed by lush greenery, featuring a decorative front door with intricate carvings. Arched entries lead to a spacious porch, while tropical flowers provide a natural canopy, creating a serene and inviting approach to the home.
Home in Guys Hill
4.84 out of 5 average rating, 116 reviews

Beauty & Serenity at Kyah Place

At Kyah Place you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, "easy." We offer you a window to local culture and a different way of living. Markets, cook shops, and taxis are just steps away. Here you'll have an authentic Jamaican experience in a contemporary but homey setting, with Ocho Rios and world famous Dunn's River Falls only about an hour away. We look forward to hosting you. One Love

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, 130 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
A modern living area features a bold red accent wall, complemented by white accents and natural light. A large television is mounted on a sleek black media unit, which holds decorative plants and books. Comfortable seating includes a red armchair and a dining area visible in the background.
Home in Saint Catherine Parish
4.92 out of 5 average rating, 104 reviews

The Oasis @ Caymanas Country Club btw Portmore/Kgn

The property is located in the quiet and peaceful Caymanas Country Club gated community with 24x7 security. The community is centrally located and is 15 minutes away from Kingston, 5 minutes away from Portmore and 45 minutes drive to Ocho Rios via the nearby entrance of the North-South Highway. Some of the amenities in the community includes jogging trail, adult and kids size swimming pool, basketball and tennis court. I welcome you to be part of The Oasis family.

Guest favourite
Villa in Kingston
4.88 out of 5 average rating, 17 reviews

Riverhouse Villa 4BDR/3BT with Pool & River

Riverhouse Villa – Luxury Rustic Riverfront Retreat with Private Pool Escape to Riverhouse Villa, a luxury rustic riverfront villa surrounded by nature. Enjoy a private swimming pool, direct river access, and peaceful surroundings ideal for relaxation. This stylish retreat blends natural wood and stone finishes with modern comforts, featuring spacious living areas, comfortable bedrooms, and high-speed Wi-Fi—perfect for romantic getaways or quiet luxury escapes.

Top Guest favourite
An inviting exterior of a modern house is featured, showcasing a well-maintained garden area. The façade is painted in warm tones, and large windows provide natural light. A paved driveway leads to a garage, flanked by decorative plants in pots.
Home in Liguanea
4.94 out of 5 average rating, 148 reviews

3Bdrm, A/C, Wi-Fi, Washer & Dryer - Kingston 6

Enjoy this amazing Kingston retreat, minutes from Sovereign Plaza's 3-level shopping center with retailers, restaurants, pharmacy & movie theatre. This Apartment is ideal for vacation, remote work or family emergency, 5 minutes from the Famous Bob Marley Museum and 10 minutes from world renown Devon House. Beat the heat in Full Air-Condition Comfort and Stay connected with our Free Superfast Wi-Fi. Book or make an inquiry now!

Top Guest favourite
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, 64 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.

Popular amenities for Content holiday rentals

  1. Airbnb
  2. Jamaica
  3. Saint Catherine
  4. Content