Vacation rentals with a pool in Kingston

4.87 out of 5 average rating, 204 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 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

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.

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.

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, 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!

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.

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.

A spacious open living area features a large wooden coffee table at its center, surrounded by comfortable seating options. Floor-to-ceiling windows offer views of the outdoor balcony with lounge seating, allowing natural light to brighten the space.

4.85 out of 5 average rating, 176 reviews

Entire Luxury Uptown Penthouse 3Bedroom/3baths

Gated open floor concept penthouse with floor to ceiling windows, large walk-out balcony, roof top gym and entertainment areas provides a breathtaking view of the surrounding mountains, city and Kingston Harbour! Free WiFi, smart TV, full kitchen and laundry provides for convenience while roof top chill out and ground level pool provides much needed relaxation. 5-10 mins drive to Devon House, Bob Marley Museum, Emancipation Park, National Heroes Park, and numerous eateries.

Superhost

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, 117 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

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.

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.

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, 286 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, 293 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.

Superhost

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.