Apartment holiday rentals in Portland

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Top-rated apartment rentals in Portland

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Guest favourite
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.
Flat in Port Antonio
4.87 out of 5 average rating, 237 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

Guest favourite
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.
Flat in Kingston
4.95 out of 5 average rating, 39 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.

Guest favourite
Flat in Fair Prospect
4.89 out of 5 average rating, 81 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.

Guest favourite
Flat in Port Antonio
4.84 out of 5 average rating, 50 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.

Superhost
Flat in Drapers
4.75 out of 5 average rating, 28 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 complimentary Wi-Fi.

Guest favourite
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.
Flat in Kingston
4.88 out of 5 average rating, 137 reviews

Charming Studio Apartment in the Heart of Kingston

A comfortable, private setting with all 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.

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.
Flat in Port Antonio
4.95 out of 5 average rating, 160 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.

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.
Flat in Port Antonio
4.79 out of 5 average rating, 24 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).

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.
Flat in Port Antonio
4.98 out of 5 average rating, 56 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, with bunks for two more guests. Enjoy the 25m lap pool and Jungle Gym. Choose from six cottages: Starfish, Stingray, Lionfish, Jellyfish, Turtle, Octopus and Seahorse.

Guest favourite
The entrance features a covered patio area, with two black chairs positioned beside a potted plant. Large windows provide natural light, while a white door leads into the main space. The tiled floor enhances the fresh and welcoming ambiance.
Flat in Snow Hill
4.92 out of 5 average rating, 12 reviews

Bird Bliss, Burlington Portland.

Enjoy a modern, cute and comfy apartment in the beautiful parish of Portland, known for its natural beauty, stunning beaches and lush vegetation. This property is located two minutes away from rafting on the Rio Grande. It is ideally located in close proximity to several of Portland’s most popular attractions such as Somerset Fall, Blue Lagoon, French Man’s Cove, Nanny of The Maroon Town and The Boston Jerk Center.

Top guest favourite
An open living space is shown featuring a modern bar area with two wooden stools. A large television is mounted on a textured wall, with decorative art pieces displayed nearby. Natural light is brought in through windows, complemented by indoor plants for a refreshing touch.
Flat in Kingston
4.97 out of 5 average rating, 97 reviews

Stay a While

A spacious flat in secure, gated complex with a private outdoor patio, private parking and access to community pool and entertainment spaces. Quick access to Kingston hot spots. Also adjoins my other two listings also in Long Mountain CountryClub " Modern flat with a view" and "In and out". Entire property is perfect for families who wish to stay together but in separate sleeping spaces.

Superhost
A balcony view is presented, featuring a wooden table and chairs. Lush palm trees and vibrant greenery frame the scene, while expansive views of the ocean, showcasing various blue hues, extend beyond. Bright sunlight enhances the clarity of the surroundings under a clear sky.
Flat in Hope Bay
4.67 out of 5 average rating, 90 reviews

Spacious, Oceanview One-Bedroom Getaway

The unit is on the 2nd story and you can see all the different blue and green hues of the ocean. The windows to the unit are huge- they let in the fresh ocean breeze and sunlight. Somerset Falls, a major attraction, is 5 minute walk away. Port Antonio is only a 20-minute drive away and has a rich culture, attractions and night-life. ** PLEASE READ HOUSE RULES FOR MORE INFORMATION. **

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