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, 127 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.

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.

4.86 out of 5 average rating, 228 reviews

🏝🏝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

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, 206 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 modern living area is showcased with a spacious sectional sofa adorned with decorative pillows. A glass coffee table stands at the center, complemented by a potted plant in the corner. Light filters through sheer curtains, illuminating the sleek design elements and neutral color palette.

4.95 out of 5 average rating, 113 reviews

The Alexandria

Newly built apartment centrally located in Kingston. The Alexandria is luxurious, clean, calm and has 24hr security. The apartment is close to a supermarket, gas station, Burger King, KFC, Popeyes, and a newly built plaza. The apartment is light and good for taking photos. Our balcony is fitted with greenery specifically designed for a photo moment. You can enjoy our rooftop infinity pool. The laundry room is equipped with washer and dryer and everything you need for laundry purposes.

4.9 out of 5 average rating, 117 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 six-story condo building is framed by lush palm trees, showcasing sleek lines and large windows. The exterior features a mix of neutral tones, while the upper levels are accentuated by a rooftop terrace surrounded by greenery.

4.9 out of 5 average rating, 117 reviews

Luxury Condo w/pool in Kingston - G28

Genesis 28 Luxury Condos :- Enjoy a stylish experience at this centrally-located place in the heart of up town Kingston close to all major amenities. This complex is brand new and completed with pool, gym, sauna and cinema. Your sixth floor apartment give direct access to all these amenities on property in close proximity. Your SUPER STUDIO condo accommodates 2 with special arrangements to fix a 3rd person on request. Enjoy Kingston in style. We can’t wait to host you!

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.

4.86 out of 5 average rating, 196 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.

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, 133 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, 315 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, 339 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.

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.

4.89 out of 5 average rating, 151 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.

A modern living area features a grey sectional sofa with decorative pillows, complementing a blue accent wall adorned with greenery. Two round wooden coffee tables are positioned in front of the sofa, and a workspace with a desk and chair is visible in the background.

4.96 out of 5 average rating, 100 reviews

Westminster Urban Retreat

Enjoy a stylish experience at this centrally-located place.This new and fully furnished one-bedroom apartment has a bedroom with an en-suite and private balcony. The bedroom has a King sized bed, two nightstands, walk-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 living room has a separate privacy balcony with a picturesque view.

Popular amenities for Kingston rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 43 reviews

A spacious outdoor area features a shaded gazebo on a tiled patio, overlooking a panoramic view of the city below. The scene includes well-maintained landscaping with palm trees and decorative plants, emphasizing the serene atmosphere of the hillside location.

Home in Kingston

Beautiful 7-min city escape with view & pool

4.79 out of 5 average rating, 14 reviews

Pon Di Sea Front *Pool*AC*Gated*

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.

4.95 out of 5 average rating, 83 reviews

Chillax Island Stay – Private 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, 104 reviews

Sleep Easy, Relax in Comfort

4.97 out of 5 average rating, 33 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

5 out of 5 average rating, 13 reviews

Poolhouse@Countryclub | Private Pool | Gated

4.89 out of 5 average rating, 117 reviews

Home in Beverly Hills

Akwaaba Penthouse Luxury Suite

4.89 out of 5 average rating, 57 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

Condo rentals with a pool

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, 46 reviews

Solace III Getaway | 1BR • Pool • Balcony • Kin 6

4.86 out of 5 average rating, 154 reviews

Airy Modern 2BR Condo Rooftop Pool

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.

4.81 out of 5 average rating, 111 reviews

It's an Experience: Paddington Terrace Apt w/Pool

4.89 out of 5 average rating, 108 reviews

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

4.85 out of 5 average rating, 109 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 light-filled living area features a round glass coffee table and a comfortable seating arrangement. A wooden dining table with four chairs is visible, with a kitchen area in the background. A fan sits on a small stand, contributing to the space's functionality.

4.84 out of 5 average rating, 107 reviews

Lovely one-bedroom condo with pool

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, 161 reviews

Skai’s Executive 1 bedroom Suite with Pool

A modern living area features a dark sofa and a vibrant yellow armchair, complemented by a round coffee table. Wall art in contrasting colors adorns the walls, and a flat-screen TV is mounted above a minimalist entertainment unit. Natural light enters through large windows with sheer curtains.

4.93 out of 5 average rating, 100 reviews

Sixxx (No Cleaning Fee/Across from Barbican Field)

Other vacation rentals with a pool

5 out of 5 average rating, 6 reviews

The Dual Tone Suite – Cozy 1BR Liguanea

The exterior of the building is presented, featuring a multi-level structure with a central entrance. Two balconies are visible on the upper level. A parking area in front accommodates several vehicles. The façade is painted in a subtle gray tone, complemented by white trim.

4.93 out of 5 average rating, 15 reviews

The Springfield suite

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.

4.94 out of 5 average rating, 54 reviews

Manor Park 1BD/1BA | swimming pool | security

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.

4.93 out of 5 average rating, 27 reviews

Truth Luxury Suite

4.98 out of 5 average rating, 45 reviews

A modern living area features two light chairs with brown cushions positioned beside a small side table. A sleek TV is mounted on a dark feature wall, complemented by textured wallpaper. A tall green plant adds a touch of nature to the space.

Apartment in Liguanea

Genesis @ SMT | Modern 1BR Apt | Walk to Sovereign

4.87 out of 5 average rating, 62 reviews

The Luxury Getaway @Via, w/Rooftop Pool & Gym.

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.

4.93 out of 5 average rating, 92 reviews

Quiet , pool, gated,security

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.