Vacation 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.

%{current} / %{total}1 / 1
Guest favorite
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.
Vacation home in Kingston
4.95 out of 5 average rating, 122 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 favorite
An aerial view of the newly built home shows a modern rooftop pool surrounded by lounge chairs and artificial grass. The expansive terrace offers 360-degree views of the greenery and urban landscape, highlighting the well-constructed, contemporary building below.
Apartment in Cherry Gardens
4.87 out of 5 average rating, 63 reviews

RH07 – Pool, Wi-Fi, In-unit Laundry, 24-Hr Sec, AC

Welcome to your new home away from home! This modern 2-bedroom, 2.5-bath gated property offers 24/7 security and is located just minutes from Barbican’s Hi-Lo and Fontana. With space for 4 adults, enjoy a bright and open living area, private balcony, a rooftop pool with 360° views, and stylish finishes throughout. Stay comfortable with A/C, Wi-Fi, a full kitchen, workspace, washer/dryer, free parking, and reliable backup utilities. Everything you need for a relaxing stay in Kingston, book today!

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.
Condo in Kingston
4.94 out of 5 average rating, 191 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 favorite
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.
Condo in Liguanea
4.8 out of 5 average rating, 104 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.

Superhost
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.
Apartment 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.

Guest favorite
The living area features two contemporary chairs with a geometric pattern, positioned around a low table. A modern work desk can be seen in the background, with floor-to-ceiling windows allowing natural light to fill the space. The staircase adds an architectural element to the room.
Apartment in New Kingston
4.93 out of 5 average rating, 150 reviews

Penthouse 1 King Bed 2 Bath Bromptons New Kingston

Luxury Penthouse in Prime Kingston Location Stay in modern luxury at this 1BR/2BA penthouse in a secure 24/7 gated complex near New Kingston, Half Way Tree, and Downtown. Enjoy a king-size bed, queen pullout sofa (sleeps 4), high-speed WiFi, Smart TVs, a fully equipped kitchen, and in-unit laundry. Ideal for business and leisure, with free parking and 24-hour self-check-in. Close to restaurants, embassies, and top attractions. Adults and kids 13+ welcome. Book now!

Guest favorite
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.
Apartment 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 favorite
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.
Apartment in Kingston
4.94 out of 5 average rating, 220 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.

Top guest favorite
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.
Condo in Kingston
4.88 out of 5 average rating, 311 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
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.
Apartment in Kingston
4.89 out of 5 average rating, 140 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.

Guest favorite
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.
Condo in New Kingston
4.9 out of 5 average rating, 138 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 :)

Guest favorite
Condo in Kingston
4.95 out of 5 average rating, 189 reviews

Modern 6th Floor 2-BR apt w/ pool & King bed

This modern apartment is located on the sixth floor with a breathtaking view of the city and mountains. The unit is a 2 bedroom, 2 bathroom condo that is fully air conditioned with gated 24-hour security, cable, WiFi, hot water, free parking, a fully equipped kitchen with a 4 burner electric stove and oven, modern appliances and large smart TVs in every room, including a 65 inch QLED in the living room.

Popular amenities for Cherry Gardens rentals with a pool

When is the best time to visit Cherry Gardens?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,664 GYDG$33,499 GYDG$24,077 GYDG$28,893 GYDG$24,077 GYDG$25,543 GYDG$25,333 GYDG$25,333 GYDG$24,077 GYDG$36,849 GYDG$32,871 GYDG$42,502 GYD
Avg. temp27°C27°C27°C28°C29°C29°C30°C30°C29°C29°C28°C27°C

Quick stats about vacation rentals with a pool in Cherry Gardens

  • Total vacation rentals

    Explore 50 vacation rentals in Cherry Gardens

  • Nightly prices starting at

    Cherry Gardens vacation rentals start at G$4,187 GYD per night before taxes and fees

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Cherry Gardens vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cherry Gardens rentals

  • 4.9 Average rating

    Cherry Gardens stays are highly rated by guests—averaging 4.9 out of 5!

  1. Airbnb
  2. Jamaica
  3. Saint Andrew
  4. Kingston
  5. Cherry Gardens
  6. Rentals with pools