Vacation rentals with a pool in Havendale

Vacation home in Kingston

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.

4.95 out of 5 average rating, 121 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.

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, 190 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.

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, 126 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, 172 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.

Condo 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).

4.89 out of 5 average rating, 108 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.

Condo 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!

Apartment in New Kingston

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.

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.

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.

4.97 out of 5 average rating, 138 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.

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.

4.82 out of 5 average rating, 297 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, 310 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.

Apartment in Beverly Hills

The illuminated pool glows in a calming blue hue against the night sky, reflecting the city lights in the background. The surrounding area features a sleek design with a spacious sun deck and an adjoining jacuzzi, providing a relaxing atmosphere.

4.83 out of 5 average rating, 309 reviews

CityFive Kgn Luxe 1-2BDRM Pool Deck, Amazing Views

***IMPORTANT*** PLEASE READ ALL SECTIONS BELOW Located on a small rise just off the Liguanea Plain, this beautiful property is set in an elevated position with a stunning view. It affords you the perfect spot for business, pleasure or simply relaxation. Spend an unforgettable holiday in Kingston within the quiet confines of this location whilst being able access the Business District, nightlife and/or touristic activities within 10-15 minutes.

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.

4.88 out of 5 average rating, 138 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.

4.9 out of 5 average rating, 138 reviews

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

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

4.91 out of 5 average rating, 22 reviews

A spacious seating area features a dark gray sectional sofa with plush cushions. A round glass-top coffee table is positioned in front. Large windows are dressed with flowing orange curtains, and a leafy plant adds a touch of greenery. A framed artwork on the wall enhances the room's ambiance.

Home in Portmore

Modern 2BR, Pool & Beach Access Included Nearby

4.86 out of 5 average rating, 214 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 🏡🏞

4.73 out of 5 average rating, 128 reviews

A well-maintained pool area features a sparkling blue swimming pool surrounded by a neatly landscaped garden. Lush green foliage frames the scene, adding a touch of nature to the inviting outdoor space. Soft sunlight reflects off the water, creating a serene atmosphere.

Home in Spanish Town

Comfort Cottage | private pool | 24hr security

4.86 out of 5 average rating, 14 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, 28 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

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

4.91 out of 5 average rating, 46 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

Condo rentals with a pool

4.87 out of 5 average rating, 122 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.

Condo 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, 34 reviews

Holiday Haven| Pool • 1BR • WiFi • Tranquility

4.8 out of 5 average rating, 104 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.

Condo in Liguanea

It's an Experience (IAE) Homes JM: Paddington Ter

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.

4.86 out of 5 average rating, 140 reviews

Airy & modern 2br condo w/pool

4.89 out of 5 average rating, 103 reviews

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

4.86 out of 5 average rating, 102 reviews

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.

Condo in New Kingston

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, 146 reviews

Skai’s Executive 1 bedroom Suite with Pool

4.98 out of 5 average rating, 42 reviews

Boho Contemporary 1 b/r w/pool in Barbican

Other vacation rentals with a pool

A well-appointed bedroom features a spacious bed adorned with decorative pillows. The elegant furniture includes a nightstand and a dresser. Natural light filters through window blinds, and artwork decorates the walls, adding a modern touch to the serene space.

5 out of 5 average rating, 43 reviews

Modern Cityscape Condo with Pool

4.92 out of 5 average rating, 24 reviews

An open-concept living area is designed with modern furniture, featuring a comfortable white sofa, vibrant red accent chairs, and a round coffee table with floral decor. Natural light floods the space, highlighting polished floors and minimalistic decor elements, leading to a fully-equipped kitchen in the background.

Apartment in Liguanea

Kelly’s Luxury Suite - Where Comfort Meets Style.

A modern retreat is showcased, featuring clean lines and a minimalist design. The three-story building is framed by lush palm trees and neatly manicured landscaping. A secure, gated entrance adds to the privacy, while the blue sky complements the bright white exterior.

4.82 out of 5 average rating, 45 reviews

Zesi • Modern 1BR Condo w/Pool -Kingston 6 Central

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.

4.83 out of 5 average rating, 40 reviews

Exquisite Apartment at Waterloo

4.9 out of 5 average rating, 40 reviews

A serene bedroom is presented with a spacious bed adorned with layered bedding and decorative pillows. Wall-mounted plants and framed photographs add charm. A desk and chair are positioned near a window, while soft lighting from candles creates a cozy ambiance.

Apartment in Liguanea

Modern zen condo in gated central complex

5 out of 5 average rating, 34 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.

Apartment in Liguanea

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

Apartment in New Kingston

A pathway leads to the entrance of the studio apartment, surrounded by lush greenery and colorful flowering plants. Sunlight filters through the foliage, creating a serene outdoor environment. The building features white walls and large windows, inviting natural light indoors.

4.68 out of 5 average rating, 199 reviews

Compact Studio Apt in New Kingston

An inviting courtyard area features a wood table surrounded by four woven chairs. Lush greenery is planted in a central planter, while glass railings define the upper walkways of a contemporary architectural space.