Holiday rentals in Content Gap

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Top-rated holiday rentals in Content Gap

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Superhost

Home in Silver Hill Gap

4.79 out of 5 average rating, 112 reviews

Silver Hill - mountain paradise

Follow me along narrow, meandering roads, you pass the historic Copperage, once the site of barrel makers, then Irish Town, stop by the historic Newcastle or the Holywell National Park. Refresh yourself through the Green Hill rain forest and, savour the smell of the Blue Mountain Coffee being roasted in someone’s kitchen. Enjoy the beautiful hydrangeas on the wayside and wander on to Silver Hill. As you enter this property you breathe a sigh of ecstasy, “This is Heaven” These are the words that most people utter as they set foot on this property. Silver Hill, is nestled 4,200 ft in the Blue Mountains between the border of Portland and St. Andrew. It is an idyllic setting, Part of what was once the Old Silver Hill Estate and the Old Jamaica Spa. This 25 acre property boasts a small coffee plantation and 2 acres of gardens. On this property is a charming wooden chalet with shingle roof and exterior. This lovely old house overlooks its absolutely divine garden. It has its own fireplace ( which you may have to use during the winter months), a well equipped kitchen, two bedrooms, with a double bed in one room and three twin beds in the other, and two bathrooms with hot and cold water. There are several walking trails and the house is located in the vicinity of the historic Cinchona Gardens. Transportation can be provided to and from the property and to other attractions in the area. A stroll through these gardens is a delight for plant lovers. The gardens are a vast expanse of blue and white agapanthus lilies, symbidium orchids and day lilies of all colours and shapes. This is undoubtedly one of the largest collection of lilies in Jamaica. Allow yourself to get lost and feast on any of the collection of subtropical fruits such as apricots, pears, plums, clementine, lychee, longhon, strawberry guavas, citrus, etc. Wander through and enjoy the warmth of the quaint cottage as you are lost in paradise. One is drawn to the patio facing the Cinchona Gardens and Top Hill. Two large magnolia trees festooned with their huge, magnificent, fragrant blooms greets you. Sit with and be tantalized by the humming birds and blue quit as the scamper by to have their daily serving of nectar from flowers all around. This is and ideal location for: 1)Bird watching 2)Hiking 3) Plant lovers 4) And just plain old relaxing in an unspoiled environment

Guest favourite

Farm stay in Eleven Mile

4.95 out of 5 average rating, 128 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 favourite

Cabin in Kingston

4.96 out of 5 average rating, 230 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!

Top guest favourite

Apartment in Kingston

4.94 out of 5 average rating, 180 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.

Superhost

Treehouse in St. Andrew Parish

4.84 out of 5 average rating, 121 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

Cottage in Content Gap

5 out of 5 average rating, 70 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.

Top guest favourite

Cottage in Irish Town

5 out of 5 average rating, 45 reviews

Jamaican Eco-Cottage, Irish Town, Blue Mountains

Sankalpa is a separate Cottage, nestled in Irish Town district in the Blue Mountains. It's perfectly located for outdoor mountain lovers, - hiking, walking, writers chilling & sampling mountain cafes, or just folk who want a comfy base for discovering Kingston - our lively creative city! It is only 20 minutes to the University of the West Indies campus, & to Liguanea - a main commercial area with lots of restaurants & cultural happenings. Happy to share my favourite spots!

Guest favourite

Apartment in Kingston

4.88 out of 5 average rating, 114 reviews

Urban Lifestyle @ Mont Charles - Liguanea Kingston

Enjoy the best of the city at a stylish condo located at Liguanea in Kingston. This City getaway is conveniently close to: U.S.-Embassy, Sovereign North plaza, Progressive Shopping Plaza, Sovereign Centre, Bob Marley Museum, Banks, Barbican area, shopping & restaurant locations. With a modern designed interior, the apartment is perfect for families, friends, solo travelers, visiting for business or leisure. Relax at a secure complex, featuring a pool, a roof terrace +more

Superhost

Tiny home in Portland Parish

4.8 out of 5 average rating, 119 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

Home in East Rural, St. Andrew Parish

5 out of 5 average rating, 18 reviews

FlutterHouseJa @ Blue Mountains

Two bedrooms & two bathrooms Chalet style house nestled at approximately 3600 ft in the Blue Mountains of Jamaica in an abundance of lush foliage, cool air, and the beautiful symphony of nature. Built circa 1986 in a Swiss Chalet style, it has been moderately refurbished for your comfort and convenience, but just enough to maintain its cozy and rustic charm, to provide your perfect serenity and relaxation with the most amazing sunrise and sunsets.

Guest favourite

Place to stay in Kingston

4.96 out of 5 average rating, 55 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 favourite

Flat in Kingston

5 out of 5 average rating, 21 reviews

Modern 1BR Apt | Walk to Sovereign |

Escape to the heart of Kingston 6! This modern 1-bedroom apartment offers comfort, style, and convenience — just steps from Sovereign Centre, cafés, and shops. Enjoy Wi-Fi, air conditioning, Smart TVs, a fully equipped kitchen, and secure gated parking. Perfect for anyone looking to visit the area. Your cozy escape awaits!