Holiday rentals with a pool in Cherry Garden

4.95 out of 5 average rating, 120 reviews

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.

Holiday home in Kingston

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.

4.9 out of 5 average rating, 135 reviews

A spacious living area features a modern sofa with bright accent pillows, paired with a decorative rug. Natural light enters through the balcony doors, which are flanked by sheer curtains. A dining table and wall-mounted TV are visible, enhancing the inviting layout.

Condo in New Kingston

New Kgn condo with gym, 24h security, free parking

Relish the grandeur of this centrally located 1 bedroom New Kingston getaway with serene views of the hills, beautiful decor and modern amenities tailored to your comfort. You will most definitely love the light & airy feel of this condo and its close proximity to all the popular attractions, entertainment spots, restaurants and supermarkets, in Kingston, Jamaica. Send us a message so that we can answer any questions you may have :) P.S. The pool is currently under renovation until Dec 5, 2025

A wooden dresser is adorned with a textured light-colored runner. Two woven baskets hold vibrant green plants, adding a touch of nature. A decorative sign reading 'Relax' is positioned in front of the mirror, reflecting the modern ambiance of the room.

4.88 out of 5 average rating, 121 reviews

Royal Views / Modern 1 Bedroom Kingston Condo

Enjoy a modern stylish penthouse apt experience and city views in a 24 hour secured gated complex, centrally-located 5 mins from Kingston's main food, entertainment and shopping areas. Space is ideal for couples, single traveler or business person who wants easy access to transportation, casual or fine dining while resting in a luxury. Located next to casual dining like TGIF, CRU- Bar, Asian & Indian restaurants, nightlife and casino at Acropolis gaming centre. Pharmacy & sports field near.

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.

4.94 out of 5 average rating, 187 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.

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.

4.8 out of 5 average rating, 103 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.

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.

4.92 out of 5 average rating, 164 reviews

Cozy 1‑BR w/ Pool • Steps from 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).

4.91 out of 5 average rating, 106 reviews

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

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!

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.

4.87 out of 5 average rating, 121 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

The modern exterior of the gated complex is displayed, featuring a blend of light and dark blue facades. The entrance sign indicates 'Harloe's Place,' while multiple balconies are visible on the upper floors, enhancing the structure's contemporary design.

4.83 out of 5 average rating, 292 reviews

One bedroom, one bathroom Apt Kingston

Simply but elegantly furnished one bedroom apartment in a gated complex on the 3rd floor. It is found within a gated complex with 24 hour security and located close to shopping and and entertainment hubs in Kingston. It features wooden accented furniture tastefully organized for style and comfort. The unit comes with Wifi And Cable television and a fully functional kitchen. Geographically located within walking distance from Devon House and Half Way Tree.

A modern kitchen is presented with sleek cabinetry and stainless-steel appliances. Soft blue lighting highlights the granite countertops. An electric kettle and coffee maker are visible, alongside decorative kitchen mats. A window offers natural light, enhancing the functional space.

4.88 out of 5 average rating, 303 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.

Apartment in Beverly Hills

The illuminated pool glows in a calming blue hue against the night sky, reflecting the city lights in the background. The surrounding area features a sleek design with a spacious sun deck and an adjoining jacuzzi, providing a relaxing atmosphere.

4.83 out of 5 average rating, 306 reviews

CityFive Kgn Luxe 1-2BDRM Pool Deck, Amazing Views

***IMPORTANT*** PLEASE READ ALL SECTIONS BELOW Located on a small rise just off the Liguanea Plain, this beautiful property is set in an elevated position with a stunning view. It affords you the perfect spot for business, pleasure or simply relaxation. Spend an unforgettable holiday in Kingston within the quiet confines of this location whilst being able access the Business District, nightlife and/or touristic activities within 10-15 minutes.

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.

4.9 out of 5 average rating, 134 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.

Popular amenities for Cherry Garden rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 13 reviews

A neatly arranged bedroom features a spacious bed dressed in crisp white linens, with accent pillows adding subtle color. The walls are painted in a soft blue shade, and a dark curtain provides light control. An air conditioning unit is mounted above the bed.

Home in Portmore

Oak Bliss @ Oak Estate - Portmore Getaway!

A bottle of red wine is placed on a table, accompanied by two wine glasses filled with wine. The backdrop features a panoramic view of the city lights shimmering at night, offering a serene and inviting atmosphere for relaxation.

4.96 out of 5 average rating, 25 reviews

City Scape Serenity

4.88 out of 5 average rating, 111 reviews

The exterior of the modern penthouse is shown, featuring a well-maintained garden with tropical flora. The building’s design includes multiple rounded balconies and large windows, allowing for natural light. A clear blue sky serves as a backdrop, enhancing the tranquil atmosphere.

Home in Beverly Hills

Akwaaba Penthouse Luxury Suite

4.91 out of 5 average rating, 44 reviews

A single-story home is set in a spacious yard with well-maintained grass and potted plants. The front porch features a welcoming seating area under an archway. The backdrop includes rolling hills under a clear blue sky, emphasizing the serene surroundings.

Home in Caymanas Estates

Serene Vistas, Caymanas Country Club

A pathway lined with well-maintained greenery leads up to the villa. The steps are flanked by palm trees and lush landscaping, with the villa's exterior visible in the background under a clear blue sky.

4.69 out of 5 average rating, 13 reviews

The Marley's Elite Suite- 4br, 3 bth with Jacuzzi

A paved pathway lined with palm trees leads through a colorful parking area showcasing several vehicles. Multiple two-story buildings with balconies are visible in the background, each featuring a warm color palette that complements the serene surroundings.

5 out of 5 average rating, 3 reviews

Fairview Near AC Hotel Kingston - 2BR

Home in Saint Catherine Parish

A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.

4.9 out of 5 average rating, 135 reviews

The Caymanas Villa

The exterior of the property features a modern design with a spacious paved driveway. Potted plants flank the entrance, adding greenery. A clear blue sky complements the structure, while covered parking areas are visible alongside the main building.

5 out of 5 average rating, 50 reviews

Urban Escape

Condo rentals with a pool

A rooftop area showcases a shimmering infinity pool, with several steps leading down to the water. Surrounding lounge chairs are positioned on a tiled patio, and an open structure provides shade. The backdrop features a clear sky with scattered clouds.

4.84 out of 5 average rating, 57 reviews

Heart and Soul II

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.

4.87 out of 5 average rating, 138 reviews

Airy & modern 2br condo w/pool

4.9 out of 5 average rating, 102 reviews

Modern Condo/Gated/ Pool/ Gym/WIFI/AC/ Hot Water

The rooftop pool area is surrounded by a smooth stone deck with a wooden pergola providing shaded seating. Lush greenery and distant hills are visible in the background, creating a scenic view. The pool’s clear water reflects the blue sky above.

5 out of 5 average rating, 38 reviews

Chic Central Uptown 1 Bed Condo with Skyline Views

5 out of 5 average rating, 60 reviews

Enzo’s Suite Escape|Secure 2BR 2.5BA · Pool · WiFi

5 out of 5 average rating, 17 reviews

A cozy living area features a modern gray sofa facing a mounted television displaying a calming fire. A dining table accompanied by white chairs is positioned nearby, with large windows covered by light gray curtains, allowing natural light to softly illuminate the space.

Condo in Hope Pastures

Sierra Vista @ Mont Charles - Liguanea Kingston 6

4.86 out of 5 average rating, 102 reviews

A light-filled living area features a spacious beige sofa adorned with colorful throw pillows. A glass coffee table rests on a glossy floor. Panoramic views of the city can be seen through the sliding glass door, leading to a furnished balcony with greenery.

Condo in New Kingston

Luxurious & modern in the heart of New Kingston

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.

4.85 out of 5 average rating, 145 reviews

Skai’s Executive 1 bedroom Suite with Pool

Other holiday rentals with a pool

A spacious gray sectional sofa is featured in the living area, adorned with two decorative knot-shaped pillows. A coffee table is positioned in front, complemented by a flower vase holding fresh white tulips. Natural light filters through large windows, enhancing the ambiance.

4.9 out of 5 average rating, 93 reviews

The Hibiscus Premium Suite with pool access

A modern living area is highlighted by a green sectional sofa and a wooden coffee table, adorned with magazines and a small plant. In the background, a dining table for four and a well-equipped kitchen are visible, with sleek cabinetry and stainless steel appliances.

4.82 out of 5 average rating, 38 reviews

Exquisite Apartment at Waterloo

4.75 out of 5 average rating, 28 reviews

A serene pool area is showcased with clear blue water surrounded by a spacious deck. A gazebo sits nearby, providing shade. The landscape below features a panoramic view of lush greenery and the city, extending under a bright blue sky.

Apartment in Norbrook

Serenity On The Hills of Norbrook Heights.

A cozy living area features a large grey sectional sofa adorned with bright cushions in orange and teal. Light filters through sheer curtains, illuminating the space. A circular wall art piece complements the modern decor, with a coffee table positioned centrally on a colorful area rug.

4.81 out of 5 average rating, 27 reviews

Vacay with Tiffany

4.9 out of 5 average rating, 40 reviews

A serene bedroom is presented with a spacious bed adorned with layered bedding and decorative pillows. Wall-mounted plants and framed photographs add charm. A desk and chair are positioned near a window, while soft lighting from candles creates a cozy ambiance.

Apartment in Liguanea

Modern zen condo in gated central complex

Apartment in New Kingston

A pathway leads to the entrance of the studio apartment, surrounded by lush greenery and colorful flowering plants. Sunlight filters through the foliage, creating a serene outdoor environment. The building features white walls and large windows, inviting natural light indoors.

4.68 out of 5 average rating, 198 reviews

Compact Studio Apt in New Kingston

4.96 out of 5 average rating, 76 reviews

A stylish living area is presented, featuring a dark sectional sofa adorned with light pillows. A flat-screen TV is mounted on the wall opposite. Large windows provide natural light and views of the surroundings, while a dining table is set nearby, complementing the modern decor.

Apartment in Liguanea

Licia's Stylish Retreat