Vacation rentals in Content Gap

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Top-rated vacation rentals in Content Gap

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Superhost

A charming wooden chalet with a shingle roof is nestled on a hillside, surrounded by vibrant gardens. Lush greenery and colorful flowers cascade down the stone wall, offering a serene view of the landscape. A covered porch extends from the front, enhancing the inviting appearance.

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 favorite

The exterior wooden cabin features multiple windows with sheer white curtains, surrounded by lush greenery. The inviting interior showcases a small dining area with a round table and a hanging chair, both framed by large windows offering views of the garden.

Cabin in Kingston

4.96 out of 5 average rating, 228 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

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, 177 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.

Top guest favorite

A modern living area is highlighted by a spacious gray sectional sofa adorned with decorative pillows. A glass coffee table is centered, accompanied by candles. The backdrop features three framed artworks, each depicting a pineapple motif, and the kitchen area is visible with stainless steel appliances.

Condo in Kingston

4.99 out of 5 average rating, 157 reviews

Chic Cozy Condo @The Lofts ~Across from National🏟

Welcome to my cozy condo at The Lofts ,located across the street from the National Stadium and entertainment hot spot, Mas Camp. This complex provides 24- hour security, a jogging trail, tennis court and a clubhouse with gym. This condo is centrally located to some of our main shopping, business and entertainment areas being 4 mins drive to Cross Roads, 6 mins drive to New Kingston and 10 minutes drive to Half Way Tree. Please see tour of my apartment https://youtu.be/bxg4XNriAOM

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, 120 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

The living room features a cozy seating area with a blue sofa and two accent chairs. A glass coffee table is positioned in front of the sofa, with a small dining table for two in the corner. Light-colored curtains frame the windows, and a smart TV is mounted on a white console.

Condo in Kingston

4.92 out of 5 average rating, 151 reviews

Cozy 1 bdr with pool near US Embassy

Location, location, location! This comfortably furnished air-conditioned one bedroom ground floor apartment is in the heart of Liguanea, the golden triangle - 7 minutes walk to the US Embassy, supermarkets, shopping centres, restaurants, and Starbucks, and 5 minutes drive to New Kingston. The unit includes coded keypad entry to the building, 24-hour security, fully equipped kitchen, WiFi, smart TVs, cable, parking, swimming pool, hot water and in-unit laundry (for an additional fee).

Top guest favorite

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, 69 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.

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

4.81 out of 5 average rating, 116 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 favorite

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

4.96 out of 5 average rating, 54 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 favorite

An outdoor sitting area is visible, featuring a small patio with a mix of potted plants including flowering species. A white chair and small table complement the space, providing a serene entrance to the garden apartment. The surrounding greenery adds a natural touch.

Guest suite in Kingston

4.89 out of 5 average rating, 161 reviews

Garden apartment @ Charlemont

Wonderful location. Self-contained and spacious one bedroom garden apartment, with one queen sized bed, kitchen/diner and bathroom. Close to some of Kingstons best restaurants, cafes, bars and supermarkets. Five minute walk to the beautiful Hope Botanical Gardens and Zoo and a short drive to The University of the West Indies and The University of Technology.

Guest favorite

A rooftop pool area is visible, featuring a clear blue pool that reflects the surrounding sky. Wooden lounge chairs are positioned beside the pool, offering a space for relaxation. Modern structures and expansive views can be seen in the background, enhancing the open atmosphere.

Apartment in Kingston

4.88 out of 5 average rating, 146 reviews

Ultimate Condo with Amazing Pool

Discover the allure of this stylish and refined condo located on the first floor, nestled in one of Kingston's top short-term accommodation options. Immerse yourself in the captivating rooftop entertainment, complemented by the exemplary hospitality offered by our dedicated team. We can't wait to have you as our guest!

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 Kingston

4.9 out of 5 average rating, 101 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