
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.

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.

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!

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.

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.

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.

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!

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.

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.

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.

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.

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 :)

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
House rentals with a pool

Pon Di Sea Front *Pool*AC*Gated*

Oak's Elegant Family Escape

Oak Bliss @ Oak Estate - Portmore Getaway!

City Scape Serenity

Akwaaba Penthouse Luxury Suite

The Marley's Elite Suite- 4br, 3 bth with Jacuzzi

Moonlight and Mangos

Fairview Near AC Hotel Kingston - 2BR
Condo rentals with a pool

Urban Lifestyle @ Mont Charles - Liguanea Kingston

Holiday Haven| Pool • 1BR • WiFi • Tranquility

Airy & modern 2br condo w/pool

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

Sierra Vista @ Mont Charles - Liguanea Kingston 6

Luxurious & modern in the heart of New Kingston

Skai’s Executive 1 bedroom Suite with Pool

Modern 1 BD condo w/rooftop pool & majestic views
Other vacation rentals with a pool

Stylish 2BR Apt w/ Pool Prime Upper Waterloo Kng

NO Cleaning Fee! Luxe @ Via with Rooftop Pool

Truth Luxury Suite

Lea On The Hill Cheerful with view of the city

Executive Super Studio the Alora at Via

Sixxx (No Cleaning Fee/Across from Barbican Field)

24/7 Secured Gated Studio w/Pool & WiFi @ Terrace

JamaicaTime "Blue Mountain View" Luxe Kingston APT
When is the best time to visit Cherry Gardens?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,664 GYD | G$33,499 GYD | G$24,077 GYD | G$28,893 GYD | G$24,077 GYD | G$25,543 GYD | G$25,333 GYD | G$25,333 GYD | G$24,077 GYD | G$36,849 GYD | G$32,871 GYD | G$42,502 GYD |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 29°C | 30°C | 30°C | 29°C | 29°C | 28°C | 27°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!
Destinations to explore
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