Holiday rentals with a pool in Kingston

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, 136 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 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, 189 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.

4.8 out of 5 average rating, 103 reviews

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

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.

4.92 out of 5 average rating, 164 reviews

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.

Condo in Liguanea

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!

Apartment in New Kingston

A spacious living area features a comfortable gray sofa and loveseat with decorative blue cushions. A glass coffee table is positioned on a modern area rug. In the background, a kitchen is visible, showcasing dark cabinetry and sleek appliances.

4.91 out of 5 average rating, 117 reviews

Renewal at The Bromptons, New Kingston.

Engage in renewal at this peaceful and centrally located 1 bedroom fully furnished apartment located in New Kingston. It is equipped with a smart TV, ceiling fans and air conditioning unit in the living room and bedroom, access to internet and cable, and internal washer dryer unit. The complex has 24 hour security, free underground parking, elevator, gym and pool. This location is ideal for vacationer or business traveler seeking a safe, relaxing and unwinding atmosphere.

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 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, 216 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, 304 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 Kingston rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 65 reviews

A spacious backyard is showcased with a large pool surrounded by a tiled deck. A cedar wood gazebo is visible, featuring seating and umbrellas for shade. Lounge chairs are positioned beside the pool, inviting relaxation. The house is seen in the background with a door leading to a utility area.

Home in Portmore

Open & Ready | Chillax Island Stay – Pool & Gazebo

4.85 out of 5 average rating, 212 reviews

An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.

Home in Portmore

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

4.96 out of 5 average rating, 25 reviews

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.

Home in Kingston

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

4.69 out of 5 average rating, 13 reviews

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.

Home in Kingston

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

4.91 out of 5 average rating, 45 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

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

5 out of 5 average rating, 51 reviews

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.

Home in Kingston

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

4.86 out of 5 average rating, 85 reviews

A rooftop pool is visible, surrounded by a white railing. The clear blue water sparkles under the sun, with views of the distant mountains and city skyline. Bright clouds are present in the sky, enhancing the serene atmosphere.

Condo in New Kingston

Gated Luxury New Kingston Condo w/Pool & Gym

5 out of 5 average rating, 38 reviews

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.

Condo in Liguanea

Chic Central Uptown 1 Bed Condo with Skyline Views

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, 33 reviews

A Place To Return.

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

4.92 out of 5 average rating, 12 reviews

Gabrielle’s Luxury Loft Apt

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, 37 reviews

Urban Utopia

Apartment in Constant Spring

The living area features a comfortable gray sofa with decorative pillows, positioned near a sleek black side table. Sunlight streams through two large windows, complemented by light-filtering curtains. An air conditioning unit hangs overhead, and an artistic wall piece adds a touch of style to the space.

4.98 out of 5 average rating, 43 reviews

Manor Park 1BD/1BA apartment,secure, swimming pool

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

4.9 out of 5 average rating, 63 reviews

A spacious outdoor pool area is framed by a wooden gazebo and surrounded by a sleek railing. The crystal-clear water of the pool reflects the sky, while sun loungers line the deck, offering a relaxing environment with panoramic views of the landscape.

Apartment in Liguanea

Luxury Bespoke Apartment

5 out of 5 average rating, 7 reviews

SkyView Luxury Suite

A landscaped outdoor area features well-maintained green grass with stone pathways leading to round tables and benches. Surrounding structures can be seen in the background, with a distant view of mountains under a partly cloudy sky.

4.7 out of 5 average rating, 23 reviews

Sky Living- Kgn-City Life w Ocean Views

A modern kitchen is presented with a light wood cabinetry, stainless steel appliances, and a marble countertop. Two bar stools accompany a breakfast bar, set with blue dishware. Pendant lights provide a soft glow, and a small plant adds a touch of greenery.