Apartment holiday rentals in Portland

A bright bedroom features a spacious bed with a decorative headboard, accentuated by a light-colored bedspread. A comfortable armchair is positioned nearby, and wooden cabinetry adds warmth and functionality. Natural light filters through floral curtains, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 241 reviews

Cozy Locale Gold

Enjoy and kick back in the Jamaican sun, in a private, well-equipped apartment 2br/living/dining/kitchen. No shared facilities. Spacious and perfectly situated to take relaxing walks to nearby beaches, which is ideal to make the best memories on your vacation! The location is perfect if you want tranquility, and yet to be close to activities, great food and local attractions. Amenities: Cable TV, Refrigerator, Washer, Stove, Utensils, Coffee/Tea maker, Microwave Oven Private parking Secure

ValueLocationLayout

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.

4.95 out of 5 average rating, 44 reviews

Kelly’s Luxury Suite - Where Comfort Meets Style.

Step into modern luxury in the heart of Liguanea. Kelly’s Luxury Suite offers the perfect blend of elegance, comfort, and convenience. Ideal for business travelers, couples, and weekend explorers seeking a serene city escape. Unwind in a beautifully designed space featuring a chic living area, fully equipped kitchen, and cozy bedroom accented with designer touches and ambient lighting. Wake up to peaceful views, enjoy your morning coffee on the balcony with premium amenities at your fingertips.

FamilyLocationQuiet

Apartment in Fair Prospect

4.88 out of 5 average rating, 86 reviews

Private Oasis Portland | Peaceful Rustic Retreat

Escape to The Private Oasis in Portland, Jamaica, a gated retreat with scenic ocean views. Perfect for all couples, families, solo travelers, or digital nomads. It features self check-in, AC, high speed Wi-Fi, and a full kitchen. Relax in the garden or gazebo, enjoy stunning sunrises over the Caribbean Sea and sunsets over the mountains, and explore nearby Long Bay, Boston Beach, Winnifred Beach, and the Blue Lagoon. Ideal for guests seeking privacy, peace, and a serene Jamaican island escape.

LocationFamilyHospitality

4.85 out of 5 average rating, 54 reviews

Villa DreMar

Enjoy a stylish experience at this centrally-located exquisite apartment. It offers relaxation and comfort. Nestled in the most beautiful, peaceful Parish in Jamaica. Perfectly placed 5 minutes from Port Antonio Town. It is ideally located in close proximity to restaurants, supermarkets, and white sand beaches, with a variety of activities to enjoy. Mesmerize by short, scenic drive to attractions such as Somerset Falls, Nanny Falls, Frenchman's Cove, Blue Lagoon and Boston jerk Centre.

LocationFamilyHospitality

Superhost

A curved balcony adorned with white balustrades offers a view of the ocean and surrounding greenery. Sunlight casts shadows on the tiled floor, while two green chairs provide a comfortable space to enjoy the natural scenery.

Apartment in Drapers

4.77 out of 5 average rating, 30 reviews

2 Bdr. Apartment with Ocean View near Port Antonio

Retreat to a serene haven where simplicity reigns supreme! Awaken to the soothing melodies of nature each day. Savor your morning coffee with a picturesque ocean view and the golden sun rising on the horizon. This cozy apartment comprises two bedrooms and one bathroom, catering perfectly to friends, couples, business travelers, or small families prioritizing comfort over extravagance. Complete with a fully equipped kitchen, living room, dining area, AC in bedrooms and complimentary Wi-Fi.

LocationFamilyQuiet

A bright living area features a large window allowing natural light to fill the space. A black television sits on a dark console, while two comfortable seating arrangements, including a sofa and a loveseat, are positioned around a minimalist coffee table.

4.9 out of 5 average rating, 78 reviews

Townhouse with Scenic Views in Gated Community

This lovely 2-bedroom townhouse is located 5 minutes above Kingston, in the gated Long Mountain Country Club community with 24-hour security, pool and a convenience store. The community overlooks the city with an amazing view of the Caribbean Sea. Unwind daily with the picturesque, majestic Blue Mountains from the rear bedroom or garden. Bedrooms and living areas are air-conditioned for your comfort. Shopping and restaurants are within 10 mins drive and the Airport is only 25 mins away.

FamilyLocationAir conditioning

A cozy bedroom features a spacious bed with fresh linens. A ceiling fan provides comfort, while sunlight filters through a window adorned with sheer curtains. A TV is positioned on a dresser opposite the bed, and a small mirror reflects the warm tones of the room.

4.88 out of 5 average rating, 137 reviews

Charming Studio Apartment in the Heart of Kingston

A comfortable, private setting with necessary amenities and lovely yard space in a quiet, middle-class neighbourhood . With Hope Botanical Gardens just a stone's throw away and other main attractions such as Kingston Dub Club, Devon House, the Bob Marley Museum, visitors will be sure to appreciate the central location. Guests will also enjoy being minutes away from Liguanea which has Sovereign Centre, coffee shops, restaurants, pharmacies, supermarkets, banks and more.

LocationFamilySolo travel

Top Guest favourite

A clear view of a spacious swimming pool, surrounded by decorative fencing and tropical vegetation. Colorful flags flutter above the pool, under the bright blue sky, complemented by tall palm trees. A pathway leads to the pool area, enhancing the outdoor relaxation space.

4.95 out of 5 average rating, 164 reviews

Frangipani, San San, Portland, Jamaica

Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.

ValueFamilyCheck-in

Superhost

A light-filled living area features a two-seater and a three-seater sofa made of wood. A coffee table with small plants sits between them. The kitchen is partially visible with wooden cabinetry. Floor-to-ceiling curtains frame the windows, adding warmth to the space.

4.8 out of 5 average rating, 30 reviews

Gary's Apartment

This two bedroom apartment offers a king or twin bed setup in both bedrooms, kitchen, living room, broadband internet, hot water, and lush surroundings. Just 15 minutes from Port Antonio and a 12-minute walk to the Rio Grande River. I live upstairs and am happy to help with anything you need, including tours or airport pickups. A safe, peaceful, space with the essentials for a restful stay. (NOTE: second bedroom accessible only for 2 or more guests).

LocationFamilyHospitality

A modern gated entrance marked with the name 'SANCTUM' is visible. The entrance features a large wooden gate and is surrounded by well-maintained landscaping. A paved parking area is seen in front, with several vehicles parked and greenery providing a natural frame.

4.93 out of 5 average rating, 42 reviews

Sanctum Apartment 2 An Oasis in the City

Kick back and relax in this calm, stylish space. You'll have everything you need for a peaceful getaway. Pack light, we have a washer and dryer. Stay in and prepare a meal in our fully equipped kitchen, or explore the many attractions and dining options in Kingston. We're less than 5 mins from Hope Gardens and a short drive to Irish Town. The University of the West Indies and University of Technology are a short walk/drive away.

ValueFamilyComfort

Top Guest favourite

A cozy sleeping area features a plush king-size bed set against a backdrop of large glass doors that open to a view of the Blue Mountains. Natural light fills the space, highlighting a wooden bedside table with a lamp. A small dining area is seen in the corner.

4.98 out of 5 average rating, 65 reviews

Octopus Cottage

PLEASE NOTE: This property does not accept children under 13 years old. Escape to a cozy cottage retreat with a private bathroom and outdoor kitchenette. Unwind in a hammock with views of the Blue Mountains, nearby waterfall, and Portland coastline. Sleep in a king or twin setup. Enjoy the 25m lap pool and Jungle Gym. Choose from six cottages: Starfish, Stingray, Lionfish, Jellyfish, Turtle, Octopus and Seahorse.

FamilyValueHospitality

Top Guest favourite

A scenic view is framed by two white pillars, showcasing lush green hills and vibrant foliage. The clear blue sky is visible, enhancing the natural beauty of the surrounding landscape.