Vacation rentals with a pool in Cherry Gardens, Kingston

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Top-rated rentals with a pool in Cherry Gardens, Kingston

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Guest favorite

The image showcases a modern apartment building surrounded by vibrant greenery. A clear swimming pool is visible in the foreground, bordered by a tiled patio. Sunlight illuminates the structure, highlighting the building's architectural features, including balconies and adjacent landscaping.

Vacation home in Kingston

4.95 out of 5 average rating, 113 reviews

Elegant 2 bedroom / 2bathroom Apartment w/pool.

Located only 5 minutes away from Half Way Tree & Barbican Center, this newly built apartment offers a unique taste of style and elegance that is sure to cater to your "home away from home needs". This 2 bedroom / 2 bathroom gem, manned by 24-hr security, boasts a décor that is modern and comfortable. It is further complemented by its close proximity to business hubs, including Starbucks, Megamart, Wendy's and the Canadian Embassy. Amenities include gym, pool, free-wifi, cable and rooftop lounge.

Guest favorite

A modern building is presented with multiple balconies, surrounded by tropical plants. A shimmering pool is situated in front, reflecting the bright sunlight. The architecture features clean lines and a light color palette, creating a welcoming and contemporary environment.

Condo in Kingston

4.94 out of 5 average rating, 174 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 living area features a comfortable gray sofa facing a wall-mounted television. Natural light enters through two large windows adorned with light curtains. A small black table and two textured poufs complement the modern decor, while a potted plant adds a touch of greenery.

Condo in Barbican

5 out of 5 average rating, 25 reviews

Boho Contemporary 1 b/r w/pool- The Shallai

Enjoy a stylish experience at The Shallai (Sha-Lay) . A centrally-located 1 bedroom (living room sofa also converts to a bed) , 1 1/2 bathroom apartment in the coveted community of Barbican (Kingston). This chic space in a 9-unit building exudes comfort and style. It’s perfect for professionals coming for meetings or a couple wanting to enjoy Kingston’s restaurants and hot spots from a convenient location. We are in close proximity to supermarkets, cafes and a wide selection of restaurants.

Top guest favorite

Condo in Barbican

5 out of 5 average rating, 10 reviews

Summer Vibe 1BR Pool & View | SuperHost Kingston 6

Whether you’re here for work or rest, Solace III is a modern 1BR offering the perfect blend of comfort, convenience, and charm. ✨ What Guests Love Most: • Access to a beautiful infinity pool • Signature sunset views that paint the sky • Prime Kingston 6 location that’s walkable to top restaurants, cafes, and shops • Stylish, spotless space with warm, modern decor • Superhost support, earned in just 2 months! • A stay that’s consistently described as relaxing and effortless!

Superhost

A contemporary living space features a plush sofa with decorative pillows, a sleek entertainment unit with a mounted TV, and a modern rug. A small dining area with stylish chairs is visible in the background, along with a round mirror and subtle decorative plants enhancing the ambiance.

Condo in Kingston

4.85 out of 5 average rating, 128 reviews

Skai’s Executive 1 bedroom Suite with Pool

Enjoy a stylish experience at this centrally-located executive suite. We pride ourselves on this sleek, contemporary design. This apartment is located on the 1st floor. It has a Double King sized bed, Smart tv and a built-in closet and decor to die for including automatic blinds. There is also a modern work area to get your creative juices flowing. There is an amazing balcony if you choose to have your coffee or tea overlooking the area and absorbing the beautiful sunshine.

Guest favorite

A well-lit pool area is surrounded by lush greenery, featuring several lounge chairs positioned nearby. The pool is illuminated with a soft blue light, reflecting off the water, creating a serene atmosphere. Decorative plants line the edge, enhancing the natural setting.

Condo in Kingston

4.88 out of 5 average rating, 161 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 favorite

An aerial view of the newly built home shows a modern rooftop pool surrounded by lounge chairs and artificial grass. The expansive terrace offers 360-degree views of the greenery and urban landscape, highlighting the well-constructed, contemporary building below.

Apartment in Cherry Garden

4.87 out of 5 average rating, 46 reviews

RH07 – Pool | 24/7 Security | Wi-Fi | City Views

Stay in our newly built 2-bedroom, 2.5-bath gated home, just 4 minutes from Hi-Lo Supermarket and Fontana Pharmacy in Barbican. Designed for up to 4 adults, the home offers a spacious, modern interior and a rooftop with a pool and panoramic 360° views. Enjoy full amenities including A/C, Wi-Fi, a fully stocked kitchen, workspace, washer/dryer, private parking, backup generator, and water storage. Your comfortable and secure Kingston stay starts here—book now!

Guest favorite

A private swimming pool is surrounded by a tiled deck and smooth concrete surfaces. Soft overhead lighting reflects off the water's surface, creating a serene ambiance. Lush greenery is visible in planters along the perimeter, offering a touch of nature to the space.

Apartment in Kingston

4.94 out of 5 average rating, 211 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.

Superhost

A spacious rooftop pool is featured, surrounded by a sunlit deck. Clear water shimmers under a bright sky, offering scenic views of the surrounding landscape. The area is framed by a modern railing, enhancing the open and inviting atmosphere of the space.

Condo in Kingston

4.87 out of 5 average rating, 270 reviews

Stunning smart apt with pool & amazing sunset view

Enjoy a brand new 1 BR 650 sq. feet apartment with all the modern amenities to make your stay effortless, tranquil and relaxing. The space features a master bedroom with en-suite bathroom and scenic balcony views perfect for a late night drink or morning coffee. All rooms are equipped with smart voice controlled AC's. The flat is fully Alexa enabled and gives your the flexibility of using voice commands for all lights, bedroom fan, music etc.

Guest favorite

A modern living area features a cozy fireplace displayed on a sleek wall-mounted TV. A soft, light-colored sofa with contrasting dark cushions is paired with a stylish black chair. A large potted plant adds a touch of nature, while large windows invite natural light into the space.

Apartment in Kingston

4.9 out of 5 average rating, 120 reviews

Parkhurst103 Central Modern Apartment in Kingston

Enjoy a stylish experience at this centrally-located place. Parkhurst 103 is situated in a modern newly built apartment complex in the heart of Kingston Jamaica. Easily one of the most central units available. Walking distance from Krispy Kreme , Starbucks, Devon House, and Canadian Embassy. It is a modern contemporary design curated for both comfort and style. Whether business or pleasure Parkhurst 103 isperfect for your stay in Kingston.

Superhost

A parking area is visible in the foreground, surrounded by multi-story buildings with a tropical landscape in the background. Palm trees add greenery, while a guardhouse stands at the entrance. The sky is partly cloudy, providing a bright and open atmosphere.

Apartment in Constant Spring

4.75 out of 5 average rating, 121 reviews

Kingsley's Hillman Apartment with pool

Sparkingly clean and Comfortable apartment in gated community with security. Ideally located in the safe, quiet and convenient area of Constant Spring just below Manor Park and the ConstantSpring Golf Club. Enjoy a relaxing but fun-filled stay in Kingston Jamaica as the apartment is within close proximity to restaurants, supermarkets, shopping malls and entertainment.

Top guest favorite

A view of the unprotected swimming pool surrounded by lush gardens and numerous potted plants. The vibrant yellow house is positioned in the background, with large windows and a balcony visible. Tropical palm trees provide shade and enhance the tranquil setting.

Guesthouse in Norbrook

4.95 out of 5 average rating, 147 reviews

Orchid Cottage

in a cool calm secured area in up scale Kingston neighborhood ..Orchid Cottage is a one bedroom flat with an extra bed in living area, kitchenette, small dining area, solar water shower, wifi, cable , air -con bedroom , fan, mosquito screen windows , auto switch over Generator.