Vacation rentals with a pool in Cherry Garden

Vacation home in Kingston

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.

4.95 out of 5 average rating, 120 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.

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, 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.

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, 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.

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, 159 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, 104 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!

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, 287 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 dining area is visible with a wooden table set for four, featuring plates and napkins. A bowl of snacks and a water bottle are placed on the grey stone countertop. In the background, artwork adorns the wall alongside a Smart TV, and a green plant adds a touch of freshness.

4.94 out of 5 average rating, 215 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.

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, 297 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, 304 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.

Apartment in Constant Spring

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.

4.76 out of 5 average rating, 124 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.

The open-concept living area showcases a modern and sleek design, featuring a spacious gray sofa with accent pillows. A flat-screen television is mounted on the wall, adjacent to a well-equipped kitchen with bar seating. Soft lighting highlights the contemporary decor and finishes.

4.9 out of 5 average rating, 128 reviews

The Ultimate Chic Condo w/ Rooftop Pool

Indulge in the elegance of this stylish and sophisticated condo, nestled in one of Kingston's finest short-term accommodation options. Immerse yourself in the rooftop entertainment with a view that's truly captivating, all complemented by the exceptional hospitality provided by our dedicated team. We eagerly anticipate the opportunity to welcome you as our guest!

Popular amenities for Cherry Garden rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 43 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, 49 reviews

Urban Escape

4.9 out of 5 average rating, 20 reviews

A cozy living area features a circular coffee table surrounded by two gray sofas and an armchair, all adorned with decorative cushions. The room showcases vibrant orange curtains complementing earthy brown ones, with light reflecting off the glossy tiled floor.

Home in Portmore

Oak Haven - Getaway in Portmore

Condo rentals with a pool

A welcoming living area features a spacious sectional sofa adorned with decorative pillows. A wall-mounted TV is complemented by ambient lighting. An indoor plant adds a touch of greenery, while framed artwork and modern decor enhance the contemporary design of the room.

4.86 out of 5 average rating, 118 reviews

Urban Lifestyle @ Mont Charles - Liguanea Kingston

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, 134 reviews

Airy & modern 2br condo w/pool

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, 37 reviews

Chic Central Uptown 1 Bed Condo with Skyline Views

5 out of 5 average rating, 13 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 modern living area features elegant white marble flooring and a neutral color palette. A flat-screen TV is mounted on the wall, while a coffee table sits in the center. A dining area with wooden chairs and a small table is visible, leading to an open kitchen space.

4.97 out of 5 average rating, 29 reviews

A Place To Return.

An aerial view captures a modern apartment complex with a rooftop pool surrounded by sun loungers. The building features a sleek design, with large windows and a grassy landscape below. Nearby, a parking area is visible, providing ample space for vehicles.

4.97 out of 5 average rating, 113 reviews

Modern 1 BD condo w/rooftop pool & majestic views

4.89 out of 5 average rating, 82 reviews

A serene pool area is surrounded by well-maintained greenery. The clear blue water of the pool invites relaxation, while lounge chairs are positioned nearby. The apartment buildings encircle the space, offering a peaceful setting with ample sunlight.

Condo in Constant Spring

Peace of Mind- Condo in Kingston

Other vacation rentals with a pool

A modern kitchen area is visible, featuring white cabinetry and stainless steel appliances. A sleek black sofa is positioned in the foreground, paired with a glass coffee table. A small dining table is also present, accommodating two chairs. Natural and artificial lighting enhances the open space.

4.93 out of 5 average rating, 45 reviews

Modern Hideaway

A modern bedroom features a king-sized bed dressed in white linens with a dark blue throw blanket. A decorative plant is placed in a sleek pot beside the bed. The room is illuminated by a ceiling fan and includes a stylish wall design of black lines.

4.89 out of 5 average rating, 36 reviews

Urban Utopia

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, 88 reviews

The Hibiscus Premium Suite with pool access

A modern living area features soft beige sofas arranged around a dark centerpiece table. A large, illuminated television displays a calming fireplace scene. The room is accentuated by a decorative ceiling fan and ambient lighting, with a tall indoor plant adding a touch of greenery.

5 out of 5 average rating, 14 reviews

Truth Luxury Suite

4.77 out of 5 average rating, 26 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.

4.96 out of 5 average rating, 75 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

4.78 out of 5 average rating, 18 reviews

A bright living area showcases a contemporary design with large windows offering natural light and a view. A sleek brown sofa is flanked by two patterned armchairs, complemented by a round coffee table at the center. A soft area rug adds warmth to the space.

Apartment in Liguanea

Stanwell Villa Apartment

A modern kitchen area is highlighted by sleek white cabinetry and a marble countertop. Bar stools are positioned around the island, providing seating. Bright lighting fixtures hang above, enhancing the open layout that leads to a view of the greenery outside through large glass doors.