Holiday rentals in Content Gap

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Top-rated holiday rentals in Content Gap

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Guest favourite
A studio apartment showcases an open sleeping area featuring a spacious bed layered with a white blanket. Two bedside lamps provide soft illumination. A comfortable seating area includes brown chairs and a dark bench, while artwork adorns the walls and natural light enters through a large window.
Apartment in Kingston
4.92 out of 5 average rating, 130 reviews

Smart super studio with pool & city views

The unit is centrally located close to all of Kingston's important 'must-see' spots, without much of the traffic of the central business district. It's a unique, curated studio decorated with refined sensibilities of the mid-century modern era. It comes fully kitted with all of the amenities needed to have a home-like experience. Located in a quiet , working class community walking distant to the hospital, post office, church, rum-bar, supermarket, farmers market, police station, pharmacy & ATM

Top guest favourite
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, 264 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
Flat in Kingston
5 out of 5 average rating, 8 reviews

Amazing 2BR Kingston Condo | 24hr Security

Welcome to your peaceful city escape. This thoughtfully designed apartment blends modern style in a calm, relaxing and comfortable environment. • 2 bedrooms | 2 bathrooms | Sleeps up to 5 • Gated complex in Kingston 6 with 24hr security and shared pool. Great for: • Couples • Families • Small groups or business travelers Location perks: • Minutes fr restaurants, supermarkets, and nightlife • Easy access to Kingston’s main attractions • About 30 mins from Norman Manley International Airport

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, 137 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, 83 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
A spacious open living area features a large wooden coffee table at its center, surrounded by comfortable seating options. Floor-to-ceiling windows offer views of the outdoor balcony with lounge seating, allowing natural light to brighten the space.
Apartment in Kingston
4.86 out of 5 average rating, 197 reviews

Entire Luxury Uptown Penthouse 3Bedroom/3baths

Gated open floor concept penthouse with floor to ceiling windows, large walk-out balcony, roof top gym and entertainment areas provides a breathtaking view of the surrounding mountains, city and Kingston Harbour! Free WiFi, smart TV, full kitchen and laundry provides for convenience while roof top chill out and ground level pool provides much needed relaxation. 5-10 mins drive to Devon House, Bob Marley Museum, Emancipation Park, National Heroes Park, and numerous eateries.

Guest favourite
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, 136 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
Flat in Kingston
4.94 out of 5 average rating, 148 reviews

Fresh Oasis City View

Welcome to your perfect getaway that is centrally-located in Kingston! This modern and stylish apartment offers breathtaking panoramic views of Kingston city, its vibrant surroundings, and the shimmering Caribbean Sea. Whether you’re visiting for business or leisure, this exclusive Airbnb rental promises comfort, convenience, and an unforgettable experience. The building has 24/7 security, gated entry, and controlled access, ensuring your safety and peace of mind.

Top guest favourite
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 Kingston
4.96 out of 5 average rating, 91 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

Guest favourite
A warm wood-paneled loft space features a cozy seating area with a blue blanket draped over a sofa. A bookshelf filled with various books is positioned against the wall, and multiple windows allow natural light to fill the room.
Home in East Rural, St. Andrew Parish
5 out of 5 average rating, 20 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
Apartment in Kingston
5 out of 5 average rating, 30 reviews

CDCo Homes | 1BR • Pool • Balcony • 24/7 Security

Experience refined luxury in this newly built 711 sq ft, one-bedroom apartment, designed to comfortably sleep up to 3 guests. It features a full kitchen with a stylish dining island, a sleek bathroom, and a spacious private balcony perfect for relaxing. Centrally located within a 24-hour guarded, gated community. Guests can enjoy access to a beautiful pool and the ease of upscale living, ideal for both short and extended stays.

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 Kingston 6
4.94 out of 5 average rating, 152 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!

Popular amenities for Content Gap holiday rentals

  1. Airbnb
  2. Jamaica
  3. Saint Andrew
  4. Content Gap