Holiday rentals with a pool in Havendale

4.95 out of 5 average rating, 120 reviews

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

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.

4.86 out of 5 average rating, 210 reviews

An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.

Home in Portmore

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

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.

4.94 out of 5 average rating, 187 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.

4.8 out of 5 average rating, 103 reviews

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

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.

Treehouse in St. Andrew Parish

A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.

4.84 out of 5 average rating, 123 reviews

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

4.92 out of 5 average rating, 161 reviews

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

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).

4.91 out of 5 average rating, 106 reviews

A modern living area features a sleek wall-mounted television against a textured gray backdrop. A comfortable white seating arrangement is positioned in front, accompanied by a stylish floor lamp. The open space includes a high table with bar stools visible in the background.

Apartment in Havendale

Luxury Suite (Adults Only) Cozy 1bedroom apartment

Hi there! It’s Brianne and I would love to share my home with you ❤️. Enjoy this clean and peaceful space, where you can unwind and relax. I’m excited to host you on this trip as long as you promise to treat my home the same way you would treat yours🤗. Your reservation covers TWO ADULTS ONLY. NO KIDS. NO PETS. NO OVERNIGHT VISITORS. INDECENT/VULGAR BEHAVIOR WILL NOT BE TOLERATED. PLEASE READ “ADDITIONAL RULES” IN THE HOUSE RULES SECTION BEFORE BOOKING. Looking forward to hosting you!

4.92 out of 5 average rating, 145 reviews

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

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.

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.

4.83 out of 5 average rating, 291 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.

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.

4.88 out of 5 average rating, 302 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.

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.

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.

Apartment in New Kingston

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.

4.9 out of 5 average rating, 134 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 :)

Popular amenities for Havendale rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 13 reviews

A neatly arranged bedroom features a spacious bed dressed in crisp white linens, with accent pillows adding subtle color. The walls are painted in a soft blue shade, and a dark curtain provides light control. An air conditioning unit is mounted above the bed.

Home in Portmore

Oak Bliss @ Oak Estate - Portmore Getaway!

4.96 out of 5 average rating, 25 reviews

A bottle of red wine is placed on a table, accompanied by two wine glasses filled with wine. The backdrop features a panoramic view of the city lights shimmering at night, offering a serene and inviting atmosphere for relaxation.

Home in Kingston

City Scape Serenity

5 out of 5 average rating, 11 reviews

The outdoor space is characterized by a lush green lawn surrounded by flowering plants. A large pool is visible in the background, with a covered seating area featuring multiple chairs and a table. Garden paths made of stone lead through the well-landscaped area.

Home in Portmore

3D's Comfort Villa w/ Pool

4.88 out of 5 average rating, 111 reviews

The exterior of the modern penthouse is shown, featuring a well-maintained garden with tropical flora. The building’s design includes multiple rounded balconies and large windows, allowing for natural light. A clear blue sky serves as a backdrop, enhancing the tranquil atmosphere.

Home in Beverly Hills

Akwaaba Penthouse Luxury Suite

4.69 out of 5 average rating, 13 reviews

A pathway lined with well-maintained greenery leads up to the villa. The steps are flanked by palm trees and lush landscaping, with the villa's exterior visible in the background under a clear blue sky.

Home in Kingston

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

4.91 out of 5 average rating, 44 reviews

A single-story home is set in a spacious yard with well-maintained grass and potted plants. The front porch features a welcoming seating area under an archway. The backdrop includes rolling hills under a clear blue sky, emphasizing the serene surroundings.

Home in Caymanas Estates

Serene Vistas, Caymanas Country Club

5 out of 5 average rating, 3 reviews

A paved pathway lined with palm trees leads through a colorful parking area showcasing several vehicles. Multiple two-story buildings with balconies are visible in the background, each featuring a warm color palette that complements the serene surroundings.

Home in Kingston

Fairview Near AC Hotel Kingston - 2BR

Home in Saint Catherine Parish

A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.

4.9 out of 5 average rating, 135 reviews

The Caymanas Villa

Apartment rentals with a pool

4.87 out of 5 average rating, 121 reviews

A welcoming living area features a spacious sectional sofa adorned with decorative pillows. A wall-mounted TV is complemented by ambient lighting. An indoor plant adds a touch of greenery, while framed artwork and modern decor enhance the contemporary design of the room.

Apartment in Liguanea

Urban Lifestyle @ Mont Charles - Liguanea Kingston

A contemporary living area features a plush gray sofa adorned with neutral and earthy-toned cushions. A small round table stands nearby, accompanied by decorative plants. Natural light fills the space through large windows with sheer curtains, and a mounted TV is positioned on the wall.

5 out of 5 average rating, 26 reviews

November escape | Pool • 1BR • WiFi • Tranquility

A bright living area is furnished with a large sectional sofa and accent chairs, complemented by a contemporary rug. Natural light filters through expansive windows, showcasing a view of the outdoors. A TV console is located beneath a wall-mounted television, enhancing the space's functionality.

4.87 out of 5 average rating, 136 reviews

Airy & modern 2br condo w/pool

4.9 out of 5 average rating, 99 reviews

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

Apartment in New Kingston

A light-filled living area features a spacious beige sofa adorned with colorful throw pillows. A glass coffee table rests on a glossy floor. Panoramic views of the city can be seen through the sliding glass door, leading to a furnished balcony with greenery.

4.86 out of 5 average rating, 102 reviews

Luxurious & modern in the heart of New Kingston

A contemporary living space features a plush sofa with decorative pillows, a sleek entertainment unit with a mounted TV, and a modern rug. A small dining area with stylish chairs is visible in the background, along with a round mirror and subtle decorative plants enhancing the ambiance.

4.85 out of 5 average rating, 144 reviews

Skai’s Executive 1 bedroom Suite with Pool

A modern kitchen is displayed with dark cabinetry and light-colored countertops. Stainless steel appliances include a refrigerator and a stove. Natural light enters through a nearby window, highlighting the spacious layout. A trash bin is positioned in the corner for convenience.

4.94 out of 5 average rating, 77 reviews

Quiet , pool, gated,security

An aerial view captures a modern apartment complex with a rooftop pool surrounded by sun loungers. The building features a sleek design, with large windows and a grassy landscape below. Nearby, a parking area is visible, providing ample space for vehicles.

4.97 out of 5 average rating, 113 reviews

Modern 1 BD condo w/rooftop pool & majestic views

Other holiday rentals with a pool

4.87 out of 5 average rating, 15 reviews

A modern kitchen space is depicted, featuring a central island with a breakfast bar equipped with black stools. Above, stylish pendant lights provide illumination. Open shelves are neatly arranged with decor items, while cabinetry reflects a contemporary design complemented by a tiled backsplash.

Flat in Constant Spring

Spacious 2BR apt in upscale Manor Park, Kingston

A cozy sleeping area is highlighted by a spacious bed adorned with a soft white quilt. Natural light is filtered through large glass doors leading to a balcony, which is surrounded by greenery. A wall-mounted television is visible, alongside a bedside lamp on a wooden table.

4.95 out of 5 average rating, 86 reviews

Modern flat with a view

4.85 out of 5 average rating, 41 reviews

Zesi • Sleek Modern Loft Secured and Fully Powered

A modern living area is highlighted by a green sectional sofa and a wooden coffee table, adorned with magazines and a small plant. In the background, a dining table for four and a well-equipped kitchen are visible, with sleek cabinetry and stainless steel appliances.

4.82 out of 5 average rating, 38 reviews

Exquisite Apartment at Waterloo

5 out of 5 average rating, 30 reviews

A modern living area features two light chairs with brown cushions positioned beside a small side table. A sleek TV is mounted on a dark feature wall, complemented by textured wallpaper. A tall green plant adds a touch of nature to the space.

Flat in Liguanea

Genesis @ SMT | Modern 1BR Apt | Walk to Sovereign

4.98 out of 5 average rating, 40 reviews

A private pool is framed by landscaped greenery and palm trees, providing a refreshing space for relaxation. Two lounge chairs are positioned nearby on the sunlit deck. The adjacent house features arched windows, contributing to a serene and inviting outdoor setting.

Villa in Kingston

Lea On The Hill Cheerful with view of the city

A rooftop pool, surrounded by a spacious deck, offers expansive views of the mountains and sky. Bright blue water reflects the surrounding landscape, while clouds drift above on a clear day, creating a serene atmosphere.

4.86 out of 5 average rating, 72 reviews

Bright & Modern, Rooftop Pool Paradise

A cozy living area features a large grey sectional sofa adorned with bright cushions in orange and teal. Light filters through sheer curtains, illuminating the space. A circular wall art piece complements the modern decor, with a coffee table positioned centrally on a colorful area rug.