Holiday rentals with a pool in Cherry Garden

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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 9, 2025

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
A modern living area is presented with a black leather sofa adorned with decorative pillows in shades of blue and white. A matching ottoman complements the seating. A glass dining table with black chairs is visible in the background, featuring unique cut-out designs.
Flat in Beverly Hills
4.85 out of 5 average rating, 225 reviews

CityFive Kgn 1 BDRM Blue Mtn & City Views fr Deck

***IMPORTANT*** READ ALL SECTIONS BELOW Recently remodeled, this property affords you a view of the Blue Mountains and parts of Kgn central. It is modern in design and furnishings, located in a quiet neighbourhood and central to most major areas. For the business traveller, wi-fi connection and easy accessibility to the central business district. For families, you can ‘Netflix and Chill’. For the vacationer, 10 mins to Bob Marley Museum or 35 to Port Royal. PLS INQUIRE FOR 5 OR MORE

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, 168 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
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.
Flat in Liguanea
4.91 out of 5 average rating, 147 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.

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, 295 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.

Guest favourite
An infinity pool is situated on a terrace, featuring a stainless steel handrail leading into the water. The pool's edge appears to blend into the horizon, with the city views framed by a soft, cloudy sky. The area is surrounded by tiled flooring.
Flat in Kingston
4.97 out of 5 average rating, 137 reviews

Paradise Haven at 20 South (24 hours security)

Paradise Haven is centrally located at 20 South Ave, Kingston. The apartment features tasteful design and decor that beautifully blend modern and contemporary styles. It is situated near popular attractions such as 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 assisted by warm and friendly staff.

Top 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, 306 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.

Superhost
A stylish living area features a brown leather sofa, a sleek desk with a modern chair, and a round coffee table. Large windows allow natural light to fill the space, while art pieces adorn the walls, contributing to the contemporary design.
Flat in Kingston
4.79 out of 5 average rating, 123 reviews

Pure Elegance I Kingston City (Resort Style Pool)

Enjoy a stylish experience at this centrally-located place. This 1 bedroom apt is all you need which boost 24 hrs security with a resort style pool also you may take the elevator and have a breath taking view of the city of Kingston!!!! Centrally located to restaurants, night clubs, spas, shopping centers and supermarkets.

Popular amenities for Cherry Garden rentals with a pool

When is the best time to visit Cherry Garden?

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Avg. price€ 171€ 137€ 99€ 119€ 99€ 105€ 104€ 104€ 99€ 151€ 135€ 174
Avg. temp27°C27°C27°C28°C29°C29°C30°C30°C29°C29°C28°C27°C

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 € 17 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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