Vacation rentals with a pool in Kingston

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, 121 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, 190 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.

Treehouse in St. Andrew Parish

A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.

4.84 out of 5 average rating, 126 reviews

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

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, 172 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).

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.

Apartment in New Kingston

The living area features two contemporary chairs with a geometric pattern, positioned around a low table. A modern work desk can be seen in the background, with floor-to-ceiling windows allowing natural light to fill the space. The staircase adds an architectural element to the room.

4.93 out of 5 average rating, 150 reviews

Penthouse 1 King Bed 2 Bath Bromptons New Kingston

Luxury Penthouse in Prime Kingston Location Stay in modern luxury at this 1BR/2BA penthouse in a secure 24/7 gated complex near New Kingston, Half Way Tree, and Downtown. Enjoy a king-size bed, queen pullout sofa (sleeps 4), high-speed WiFi, Smart TVs, a fully equipped kitchen, and in-unit laundry. Ideal for business and leisure, with free parking and 24-hour self-check-in. Close to restaurants, embassies, and top attractions. Adults and kids 13+ welcome. Book now!

A modern bedroom includes a spacious bed dressed in crisp linens, complemented by two orange accent pillows. A sleek fan hangs from the ceiling, while two blue curtains frame a window, allowing natural light to brighten the space. Air conditioning ensures comfort throughout.

4.97 out of 5 average rating, 138 reviews

Paradise Haven at 20 South (24 hours security)

Paradise Haven is centrally situated at 20 South Ave, Kingston 10. This 1-bedroom apartment features tasteful design and decor that seamlessly blend modern and contemporary styles. It is close to popular attractions, including the Bob Marley Museum, Usain Bolt's Tracks and Records Restaurant, Mega Mart, and Devon House. Guests can enjoy panoramic views and relax in the infinity pool within a secure complex, all while being attended to by warm and friendly staff.

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.

4.82 out of 5 average rating, 297 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, 310 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, 309 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.

4.88 out of 5 average rating, 138 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.

4.9 out of 5 average rating, 138 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 :)

Popular amenities for Kingston rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 68 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

Chillax Island Stay – Pool & Gazebo

Home in Saint Catherine Parish

A comfortable living area is presented, featuring two gray sofas with decorative cushions in shades of green and blue. A large flat-screen television sits atop a sleek glass stand. Bright curtains in alternating colors frame the windows, enhancing the room's cheerful ambiance.

4.99 out of 5 average rating, 99 reviews

Sleep Easy, Relax in Comfort

4.86 out of 5 average rating, 214 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 🏡🏞

4.86 out of 5 average rating, 14 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!

4.96 out of 5 average rating, 28 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

4.91 out of 5 average rating, 46 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

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

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.

4.87 out of 5 average rating, 122 reviews

Urban Lifestyle @ Mont Charles - Liguanea Kingston

A contemporary living area features a plush gray sofa adorned with neutral and earthy-toned cushions. A small round table stands nearby, accompanied by decorative plants. Natural light fills the space through large windows with sheer curtains, and a mounted TV is positioned on the wall.

5 out of 5 average rating, 34 reviews

Holiday Haven| Pool • 1BR • WiFi • Tranquility

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, 104 reviews

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

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.

4.86 out of 5 average rating, 140 reviews

Airy & modern 2br condo w/pool

4.89 out of 5 average rating, 103 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

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, 146 reviews

Skai’s Executive 1 bedroom Suite with Pool

Other vacation rentals with a pool

A rooftop pool area is showcased with a sun setting in the background, casting warm light over the space. Steps lead down to the water, while lounge areas can be seen nearby. The horizon features a gradient of colors, enhancing the serene environment.

4.96 out of 5 average rating, 74 reviews

Luxury City Condo -With Captivating Mountain Views

A cozy sleeping area is highlighted by a spacious bed adorned with a soft white quilt. Natural light is filtered through large glass doors leading to a balcony, which is surrounded by greenery. A wall-mounted television is visible, alongside a bedside lamp on a wooden table.

4.96 out of 5 average rating, 96 reviews

Modern flat with a view

4.91 out of 5 average rating, 66 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

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

An inviting courtyard area features a wood table surrounded by four woven chairs. Lush greenery is planted in a central planter, while glass railings define the upper walkways of a contemporary architectural space.

4.83 out of 5 average rating, 53 reviews

Breathing Space - Via at Braemar

A modern kitchen is displayed with dark cabinetry and light-colored countertops. Stainless steel appliances include a refrigerator and a stove. Natural light enters through a nearby window, highlighting the spacious layout. A trash bin is positioned in the corner for convenience.

4.94 out of 5 average rating, 81 reviews

Quiet , pool, gated,security

4.84 out of 5 average rating, 100 reviews

NEW! Modern 1 Bedroom 1 Bathroom Condo

A modern multi-story building is presented, featuring a combination of light and dark exterior panels. Balconies are visible on various floors, with greenery accentuating the design. A gated entrance is shown, marked by a sign reading 'Vincent's Tower,' and a curved path leading into the property.