Holiday rentals with a pool in Cherry Gardens

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cherry Gardens

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, 123 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.

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, 192 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, 107 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.

Top guest favourite
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.
Flat in Kingston
4.89 out of 5 average rating, 103 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!

Guest favourite
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.
Apartment in Kingston
4.86 out of 5 average rating, 185 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.

Guest favourite
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.
Flat in Kingston
4.97 out of 5 average rating, 139 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.

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, 150 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
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, 315 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 open-concept living area showcases a modern and sleek design, featuring a spacious gray sofa with accent pillows. A flat-screen television is mounted on the wall, adjacent to a well-equipped kitchen with bar seating. Soft lighting highlights the contemporary decor and finishes.
Flat in Kingston
4.9 out of 5 average rating, 140 reviews

The Ultimate Chic Condo w/ Rooftop Pool

Indulge in the elegance of this stylish and sophisticated condo, nestled in one of Kingston's finest short-term accommodation options. Immerse yourself in the rooftop entertainment with a view that's truly captivating, all complemented by the exceptional hospitality provided by our dedicated team. We eagerly anticipate the opportunity to welcome you as our guest!

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, 127 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.

Top guest favourite
Vibrant purple orchids are prominently displayed in the foreground, with a lush garden environment surrounding a clear swimming pool in the background. Tropical plants and trees are seen throughout the scene, contributing to a serene outdoor atmosphere.
Guest house in Norbrook
4.96 out of 5 average rating, 158 reviews

Orchid Cottage

in a cool calm secured area in up scale Kingston neighborhood ..Orchid Cottage is a one bedroom flat with an extra bed in living area, kitchenette, small dining area, solar water shower, wifi, cable , air -con bedroom , fan, mosquito screen windows , auto switch over Generator.

Guest favourite
An aerial view of the living area showcases a modern design with large windows allowing natural light. A plush gray sofa is paired with a round coffee table on a blue rug. A flat-screen TV is mounted above a sleek entertainment unit, complemented by decorative plants.
Flat in Havendale
4.89 out of 5 average rating, 100 reviews

The wonderlust

This Quiet and peaceful unit has 2 bedrooms & 2 bathrooms (upstairs & downstairs) is located in the center of kingston, close to entertainment, restaurants and convenience stores that would make your stay easy and as comfortable as possible.

Popular amenities for Cherry Gardens rentals with a pool

When is the best time to visit Cherry Gardens?

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Avg. price$256 SGD$206 SGD$148 SGD$178 SGD$148 SGD$157 SGD$156 SGD$156 SGD$148 SGD$227 SGD$202 SGD$262 SGD
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Quick stats about holiday rentals with a pool in Cherry Gardens

  • Total holiday rentals

    Explore 50 holiday rentals in Cherry Gardens

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 860 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Cherry Gardens holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cherry Gardens rentals

  • 4.8 Average rating

    Cherry Gardens stays are highly rated by guests – averaging 4.8 out of 5!

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