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Condo vacation rentals in Portland

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Top-rated condo rentals in Portland

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An entryway features two chairs positioned on a tiled porch, framed by decorative metal bars. Wooden doors lead into the interior space, with a large window providing light. Neutral tones and stone details characterize the exterior walls, contributing to a simple and welcoming appearance.

Condo in Buff Bay

Hilltop Ridge

This listing is hosted by a British and Jamaican couple who are proud to offer this entire two bedroom apartment in the hills overlooking Buff Bay Town with spectacular panaramic views of sea, river and mountains. The property is set on 15 acres of private slope form land with a variety of fruits & vegetables. Property is gated & have private parking. Two good size bedrooms & a sofa bed which will comfortably sleeps 6. We are currently in the process of installing wifi & air conditioning.

Two wicker chairs are positioned on a grassy area, surrounded by lush tropical foliage. A small table between them holds a book, inviting relaxation. In the background, rolling hills are visible, contributing to the serene, natural setting.

Condo in Irish Town

4.86 out of 5 average rating, 69 reviews

Dundrum at SomeplaceElse

A brand new open and bright apartment in the cool Blue Mountain hills surrounded by lush green flora sitting on a property with apples, oranges, grapefruits, avocados and a host of other tropical fruits. Next door to the UCC Blue Mountain Coffee Estate and Plantation and minutes away from Strawberry Hill Hotel this apartment is ideal for couples, friends or small families looking to explore the mountainous side of Jamaica. Escape the city's heat and enjoy magnificent scenery at Dundrum.

A cozy living area features a modern gray sofa facing a mounted television displaying a calming fire. A dining table accompanied by white chairs is positioned nearby, with large windows covered by light gray curtains, allowing natural light to softly illuminate the space.

Condo in Kingston

5 out of 5 average rating, 9 reviews

Sierra Vista @ Mont Charles - Liguanea Kingston 6

Welcome to your home away from home in the heart of Kingston’s most sought-after neighborhood with the perfect blend of comfort, style, and convenience for travelers, business professionals, or anyone seeking a peaceful retreat in the city. Located in the prestigious Kingston 6 area, you're just minutes away from: Liguanea Plaza, Sovereign Centre, and local restaurants, The University of the West Indies & University Hospital, Bob Marley Museum and Hope Gardens and Devon House .

The spacious living area and kitchen are visible in this open layout. Modern appliances are positioned within the kitchen, complemented by dark cabinetry. A large dining table with vibrant seating invites communal meals. Natural light enters from several windows, enhancing the airy ambiance.

Condo in Kingston

4.9 out of 5 average rating, 30 reviews

Philcos' Peace & Quiet

Keep it simple at this peaceful and centrally located home. Here you will find: Spacious two bedrooms Two and half bathrooms/restrooms Fully equipped kitchen Beautifully decorated throughout Gated community with 24 hour security Two balconies for outside pleasures Air-condition and fans throughout property Unlimited amenities close by many in walking distance (Hospital, University, Stadium, Supermarkets, Restaurants, Plaza/Mall, Public transit)

The entrance of Long Mountain Country Club is lined with lush greenery and vibrant flowers. A clear view of a security kiosk is visible on the right, where a vehicle is parked, and a stop sign is positioned nearby.

Condo in Kingston

4.76 out of 5 average rating, 46 reviews

Akwaaba LM Pinnacle suite

This 1 bedroom townhouse is located on a mountain range and has a fantistic view of the city ,theWater front habour and and other mountain ranges. It is a gated community with 24 hours security service and a convenience store. Its pretty centrally located to a few tourist attraction, the Bob Marley Musem ,shopping areas, the University of the West Indies and the National Stadium. Its approxiamtely 20minutes from the Norman Manely Airport

Condo in Kingston

4.93 out of 5 average rating, 27 reviews

Romantic House Getaway

Relax in this modern 2-bedroom condo located in a quiet, upscale Mona neighborhood—just minutes from UWI, UTech, and Devon House. Each bedroom includes a king or queen bed and its own private, contemporary bathroom. Enjoy a cozy living and dining space, fully equipped kitchen, and full A/C throughout. The property also offers secure parking and remote-controlled gate access 🌿🚗 Perfect for work, study, or a peaceful getaway.

A welcoming living area features two leather sofas, accented with decorative cushions. Natural light filters through sheer, patterned curtains, while a potted plant adds a touch of greenery. A glass coffee table sits at the center, showcasing a simple floral arrangement.

Condo in Kingston

5 out of 5 average rating, 3 reviews

CITY VIEW COUNTRY CLUB

Located in Kingston, 4.5 km from National Heroes Park, we provide free : 24/7 security Automatic gate - living area - dinning area - wireless internet -air conditioning -Swimming pool ( seasonal) - flat-screen TV ( smart) -cable channels( basic package) -Bath -Kitchen -Kitchenette -Microwave -Refrigerator -Kettle -Balcony The nearest airport is Norman Manley International, 19.9 km from us.

A cozy living area is displayed with a black sectional sofa adorned with colorful cushions. A coffee table sits in front of the sofa, topped with a decorative plant. Soft curtains frame the window, and a flat-screen TV is mounted on the wall opposite a mirror, enhancing the space.

Condo in Kingston

4.5 out of 5 average rating, 4 reviews

1D at The Country Club

Welcome to 1D at the Country Club. This cozy and peaceful one bedroom apartment is located in the cool mountain of ‘Long Mountain Country Club, gated complex with 24 hours security, swimming pool and a mini-mart. Centrally located with shopping malls, hospital, National Stadium, restaurants and supermarkets all within 10 minutes drive. Norman Manley International airport is 20-25 minutes away.

A welcoming entryway is highlighted by a vibrant blue door and natural light filtering through the nearby windows. Potted greenery adds a touch of nature to the scene, while the polished floor reflects the soft illumination from overhead lighting.

Condo in Kingston

4.78 out of 5 average rating, 67 reviews

Zizi : central and cool flat in Kingston 6

Zizi flat is close to everything! Located in uptown Kingston. Close to UWI, Utech, J.C., National Chest Hospital, Bob Marley Museum, the National Stadium and so much more. There are more than 20 restaurants close by including Burger King, Dominoes, Uncorked, Chez Marie, 22 Jerk and so much more.

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Popular amenities for Portland condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

A welcoming outdoor space features a stone-paved area with vibrant flower beds and tropical plants. A shaded seating area with chairs and a table invites relaxation, while a vehicle is parked under a canopy nearby. The open landscape offers views of the surrounding greenery and sky.

Condo in Port Antonio

4.6 out of 5 average rating, 5 reviews

2 Bed Flat, Port Antonio, Portland

Condo in Kingston

4.93 out of 5 average rating, 27 reviews

Romantic House Getaway

A cozy living area features a modern gray sofa facing a mounted television displaying a calming fire. A dining table accompanied by white chairs is positioned nearby, with large windows covered by light gray curtains, allowing natural light to softly illuminate the space.

Condo in Kingston

5 out of 5 average rating, 9 reviews

Sierra Vista @ Mont Charles - Liguanea Kingston 6

The sleeping area features a dark wood frame bed with orange and gray bedding. A bedside lamp is positioned on a nightstand. A tall dresser is nearby, and distinctive gray curtains adorn the window. Soft area rugs are placed on the tiled floor.

Condo in Buff Bay

4.9 out of 5 average rating, 21 reviews

Palms

Two wicker chairs are positioned on a grassy area, surrounded by lush tropical foliage. A small table between them holds a book, inviting relaxation. In the background, rolling hills are visible, contributing to the serene, natural setting.

Condo in Irish Town

4.86 out of 5 average rating, 69 reviews

Dundrum at SomeplaceElse

The entrance of Long Mountain Country Club is lined with lush greenery and vibrant flowers. A clear view of a security kiosk is visible on the right, where a vehicle is parked, and a stop sign is positioned nearby.

Condo in Kingston

4.76 out of 5 average rating, 46 reviews

Akwaaba LM Pinnacle suite

A gated entrance to Long Mountain Country Club is featured, with neatly maintained landscaping on either side. A stop sign is visible, and a vehicle is observed approaching the entrance. Bright blue skies are present, adding to the welcoming atmosphere.

Condo in Kingston

4.63 out of 5 average rating, 16 reviews

Akwaaba 1 bedroom Paradise Suite

The spacious living area and kitchen are visible in this open layout. Modern appliances are positioned within the kitchen, complemented by dark cabinetry. A large dining table with vibrant seating invites communal meals. Natural light enters from several windows, enhancing the airy ambiance.

Condo in Kingston

4.9 out of 5 average rating, 30 reviews

Philcos' Peace & Quiet

Pet-friendly condo rentals

Top guest favorite

A modern kitchen area is visible, featuring white cabinetry and stainless steel appliances. A sleek black sofa is positioned in the foreground, paired with a glass coffee table. A small dining table is also present, accommodating two chairs. Natural and artificial lighting enhances the open space.

Condo in Kingston

4.93 out of 5 average rating, 41 reviews

Modern Hideaway

A spacious living area features a modern sectional sofa adorned with decorative cushions in various colors. A glass coffee table sits in the center, topped with a floral arrangement. Natural light filters in through large windows, draped with stylish, dark curtains.

Condo in Portmore

4.88 out of 5 average rating, 8 reviews

Bayfront Villas and Apartment - Portmore

A modern living area features elegant white marble flooring and a neutral color palette. A flat-screen TV is mounted on the wall, while a coffee table sits in the center. A dining area with wooden chairs and a small table is visible, leading to an open kitchen space.

Condo in Kingston

4.96 out of 5 average rating, 26 reviews

A Place To Return.

A spacious lawn area is dappled with sunlight, featuring wooden lounge chairs and shaded spots beneath leafy trees. The grassy expanse is bordered by a low wall, creating a relaxing atmosphere perfect for lounging or socializing.

Condo in Golden Spring

4.87 out of 5 average rating, 61 reviews

Kingston Reggae Garden APT river & swimming hole

The exterior of the three-story apartment is presented, featuring a light-colored facade and multiple large windows that offer views of the surrounding greenery. A stone pathway leads to the front door, enhancing the inviting entrance. Lush trees and plants contribute to the serene environment.

Condo in Kingston

4.82 out of 5 average rating, 44 reviews

A Lovely Jamaican Get-Away

The well-lit sleeping area features a spacious bed against a neutral backdrop. A bedside table with a lamp is positioned beside the bed, while an art piece adds a touch of design to the wall. A small potted plant rests on a dresser, completing the calming atmosphere.

Condo in Kingston

4.81 out of 5 average rating, 79 reviews

DreamCondo with Pool in New Kingston

The image showcases a well-lit living area, featuring a cozy seating arrangement with a brown couch. Colorful curtains frame a window, while a fan and air conditioning unit are visible. A small green plant decorates the countertop, enhancing a sense of comfort.

Condo in Kingston

4.63 out of 5 average rating, 16 reviews

Allure Carmello

A spacious living area features a comfortable grey sofa adorned with colorful cushions. A vibrant area rug with a lion design adds warmth to the space. A dining table with four chairs is visible, alongside decorative wall art that enhances the ambiance.

Condo in Ocho Rios

Beautiful ground floor 2 bed Apartment

Condo rentals with a pool

Top guest favorite

A modern building is presented with multiple balconies, surrounded by tropical plants. A shimmering pool is situated in front, reflecting the bright sunlight. The architecture features clean lines and a light color palette, creating a welcoming and contemporary environment.

Condo in Kingston

4.94 out of 5 average rating, 182 reviews

Light &Bright 1-bedroom Apartment w pool

Condo in Ocho Rios

4.89 out of 5 average rating, 244 reviews

One of Ocho Rios Best Getaway Airbnb!

Condo in Ocho Rios

4.92 out of 5 average rating, 109 reviews

The Ocean Ridge - Ocho Rios, Stunning Sea Views

The rooftop pool is framed by bold red architectural elements, offering expansive views of the surrounding landscape. The clear water reflects the sky, while the backdrop features mountains and greenery, providing a serene atmosphere for relaxation.

Condo in Kingston

4.86 out of 5 average rating, 132 reviews

Airy & modern 2br condo w/pool

A well-lit pool area is surrounded by lush greenery, featuring several lounge chairs positioned nearby. The pool is illuminated with a soft blue light, reflecting off the water, creating a serene atmosphere. Decorative plants line the edge, enhancing the natural setting.

Condo in Kingston

4.85 out of 5 average rating, 174 reviews

Entire Luxury Uptown Penthouse 3Bedroom/3baths

A rooftop pool area features a modern design with a sleek edge and a handrail for easy access. The shimmering water reflects the sky, while a backdrop of the cityscape and distant mountains adds visual interest.

Condo in Kingston

4.84 out of 5 average rating, 139 reviews

Skai’s Executive 1 bedroom Suite with Pool

Top guest favorite

An aerial view of the modern apartment complex showcases its contemporary design with a striking red accent. The expansive rooftop area features green landscaping, and the building includes multiple balconies and large windows, highlighting a seamless connection to the outdoor space.

Condo in Kingston

4.94 out of 5 average rating, 175 reviews

Modern 6th Floor 2-BDR apt w/ pool & Kingbed

Top guest favorite

An elevated rooftop pool is surrounded by a spacious wooden deck, offering expansive views of the lush greenery and cityscape below. Sunlight reflects off the water's surface, creating a serene and inviting environment.

Condo in Kingston

4.97 out of 5 average rating, 112 reviews

Modern 1 BD condo w/rooftop pool & majestic views