Vacation rentals with a pool in Cherry Garden

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cherry Garden

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A modern living area is showcased, featuring a plush gray sectional sofa adorned with yellow accent pillows. A sleek glass coffee table sits in front, and a wall-mounted television is placed above a decorative stone feature. The space boasts an open layout that connects to the kitchen.
Vacation home in Kingston
4.95 out of 5 average rating, 119 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.

Top 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, 184 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.

Guest favorite
A cozy living room is highlighted by a large sectional sofa adorned with decorative pillows. A vibrant area rug adds color to the space, while a wall-mounted television and framed artwork enhance the modern decor. A small potted plant brings a touch of greenery.
Condo in Liguanea
4.8 out of 5 average rating, 101 reviews

It's an Experience (IAE) Homes JM: Paddington Ter

Life is short & memories should last a lifetime! Welcome to It's An Experience (IAE) Homes where all your needs and desires are within a finger tip's reach. Our modern yet elegant amenties, tasteful architectural pleasing complex, nestled in one of the City's most highly sought tranquil residential area will provide pure bliss during your stay. We are still close to EVERTHING of interest which will allow moving around convenient and accessible. IAE is the therapy the travel doc ordered.

Guest favorite
A bright living area is furnished with a large sectional sofa and accent chairs, complemented by a contemporary rug. Natural light filters through expansive windows, showcasing a view of the outdoors. A TV console is located beneath a wall-mounted television, enhancing the space's functionality.
Condo in Kingston
4.86 out of 5 average rating, 133 reviews

Airy & modern 2br condo w/pool

A fully equipped apartment in the heart of Kingston, located on the 4th Floor of a new gated complex. Enjoy modern, comfortable, private facilities, with 24hr security presence, a rooftop pool and high speed internet service. Just 5 min from New Kingston and walking distance from Devon House, you will be near supermarkets, pharmacies, shopping malls and restaurants. Guests looking to enjoy Jamaican culture, while staying in a quiet cozy atmosphere, couldn’t find a better option!

Guest favorite
A modern living area features a sleek wall-mounted television against a textured gray backdrop. A comfortable white seating arrangement is positioned in front, accompanied by a stylish floor lamp. The open space includes a high table with bar stools visible in the background.
Condo in Havendale
4.91 out of 5 average rating, 104 reviews

Luxury Suite (Adults Only) Cozy 1bedroom apartment

Hi there! It’s Brianne and I would love to share my home with you ❤️. Enjoy this clean and peaceful space, where you can unwind and relax. I’m excited to host you on this trip as long as you promise to treat my home the same way you would treat yours🤗. Your reservation covers TWO ADULTS ONLY. NO KIDS. NO PETS. NO OVERNIGHT VISITORS. INDECENT/VULGAR BEHAVIOR WILL NOT BE TOLERATED. PLEASE READ “ADDITIONAL RULES” IN THE HOUSE RULES SECTION BEFORE BOOKING. Looking forward to hosting you!

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
4.84 out of 5 average rating, 140 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.

Superhost
A modern living area is presented with a spacious gray sectional sofa adorned with colorful cushions. A coffee table sits centrally on a patterned rug. Large windows with striped blinds provide natural light, complemented by a standing lamp and plants that enhance the inviting atmosphere.
Condo in Liguanea
4.86 out of 5 average rating, 118 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

Guest favorite
An open-plan living and dining area is highlighted by a modern grey sofa and a stylish circular coffee table. Bright overhead light fixtures add ambience, while a large piece of wall art introduces elegant geometric patterns. A small vase with white flowers adds a touch of greenery.
Apartment in Liguanea
4.92 out of 5 average rating, 143 reviews

Fab Homes JA . Paddington Terrace

Retreat to our luxurious 1 bed room condo conveniently located in the heart of Kingston 6. Built in 2021, this 6 story condominium is equipped with a top pool for fun and relaxation . You will be in close proximity to Bob Marley Museum, Devon House, National Stadium, supermarkets, TGIF, Starbucks, Half Way Tree, Sovereign Centre, hospitals and all major banks; a maximum of 5 to 15 minutes drive to any of these locations and only 40 minutes from the airport.

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, 133 reviews

Modern Escape with Rooftop Pool & Sunset Views

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
An aerial view reveals a modern building with a spacious rooftop pool surrounded by lush greenery. The rooftop features manicured artificial turf and lounging areas, offering expansive views of the neighborhood. The contemporary architectural design is highlighted by the building's clean lines and multiple outdoor spaces.
Apartment in Cherry Garden
4.72 out of 5 average rating, 57 reviews

RH05 – Rooftop Views | Pool | A/C | Secure| Wi-Fi

Enjoy comfort and security in our brand-new 2-bed, 2.5-bath home just 4 minutes from Hi-Lo and Fontana in Barbican. This gated retreat sleeps 4 adults and offers a rooftop pool with panoramic views. Inside, you’ll find a spacious living area, A/C, Wi-Fi, a full kitchen, workspace, washer/dryer, and private parking. Backup generator and water supply ensure a smooth stay. Explore Kingston with ease—reserve your stay today!

Guest favorite
Condo in Kingston
4.94 out of 5 average rating, 178 reviews

Modern 6th Floor 2-BR apt w/ pool & King bed

This modern apartment is located on the sixth floor with a breathtaking view of the city and mountains. The unit is a 2 bedroom, 2 bathroom condo that is fully air conditioned with gated 24-hour security, cable, WiFi, hot water, free parking, a fully equipped kitchen with a 4 burner electric stove and oven, modern appliances and large smart TVs in every room, including a 65 inch QLED in the living room.

Guest favorite
Apartment in Cherry Garden
4.92 out of 5 average rating, 13 reviews

Modern Penthouse at Norbrook Suites

Modern, penthouse apartment in Norbrook, Kingston. This penthouse has two levels with 3 bedrooms and 3.5 bathrooms. The apartment includes air conditioning, WiFi internet, pool, cable, 24/7 security. The first bedroom is on the lower floor. The second and third bedrooms are on the upper floor. The 2nd and 3rd bedroom each have their own large rooftop patio with views of the hills of Kingston.

Popular amenities for Cherry Garden rentals with a pool

Quick stats about vacation rentals with a pool in Cherry Garden

  • Total rentals

    50 properties

  • Nightly prices starting at

    R347 ZAR before taxes and fees

  • Total number of reviews

    840 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

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