Holiday rentals with a pool in Cherry Garden

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cherry Garden

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
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
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.

Guest favourite
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.
Apartment in New Kingston
4.9 out of 5 average rating, 136 reviews

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

Guest favourite
A wooden dresser is adorned with a textured light-colored runner. Two woven baskets hold vibrant green plants, adding a touch of nature. A decorative sign reading 'Relax' is positioned in front of the mirror, reflecting the modern ambiance of the room.
Apartment in Liguanea
4.88 out of 5 average rating, 121 reviews

Royal Views / Modern 1 Bedroom Kingston Condo

Enjoy a modern stylish penthouse apt experience and city views in a 24 hour secured gated complex, centrally-located 5 mins from Kingston's main food, entertainment and shopping areas. Space is ideal for couples, single traveler or business person who wants easy access to transportation, casual or fine dining while resting in a luxury. Located next to casual dining like TGIF, CRU- Bar, Asian & Indian restaurants, nightlife and casino at Acropolis gaming centre. Pharmacy & sports field near.

Top guest favourite
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.
Apartment in Kingston
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.

Guest favourite
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.
Apartment in Liguanea
4.8 out of 5 average rating, 103 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.

Guest favourite
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.
Apartment in Liguanea
4.92 out of 5 average rating, 166 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).

Guest favourite
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.
Flat in New Kingston
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.

Superhost
A modern living area is presented with a spacious gray sectional sofa adorned with colorful cushions. A coffee table sits centrally on a patterned rug. Large windows with striped blinds provide natural light, complemented by a standing lamp and plants that enhance the inviting atmosphere.
Apartment in Liguanea
4.87 out of 5 average rating, 121 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

Guest favourite
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.
Flat in Kingston
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.

Top guest favourite
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.
Flat in Kingston
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.

Guest favourite
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.
Apartment in Kingston
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.

Guest favourite
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.
Flat in Kingston
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 Cherry Garden rentals with a pool

When is the best time to visit Cherry Garden?

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Avg. price$259 SGD$208 SGD$150 SGD$180 SGD$150 SGD$159 SGD$158 SGD$158 SGD$150 SGD$229 SGD$204 SGD$264 SGD
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Quick stats about holiday rentals with a pool in Cherry Garden

  • Total holiday rentals

    Explore 50 holiday rentals in Cherry Garden

  • Nightly prices starting at

    Cherry Garden holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Cherry Garden holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cherry Garden rentals

  • 4.9 Average rating

    Cherry Garden stays are highly rated by guests – averaging 4.9 out of 5!

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