Apartment holiday rentals in Portland

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Top-rated apartment rentals in Portland

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Top 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.
Apartment in Port Antonio
4.87 out of 5 average rating, 219 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
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.
Apartment in Port Antonio
4.85 out of 5 average rating, 13 reviews

Gary's Apartment

Welcome to Gary Hill’s cozy apartment in Port Antonio, Jamaica. 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 and adventurous stay in Port Antonio, Jamaica

Guest favourite
Apartment in Fair Prospect
4.91 out of 5 average rating, 64 reviews

Private Oceanfront Hideaway • Gazebo & Views

Wake up to ocean sunrises in this private, gated oceanfront hideaway in Portland. This thoughtfully designed studio offers self-check-in, complete privacy, and a serene setting where the sea meets lush mountains. Perfect for couples, solo travelers, and digital nomads, the space is ideal for unwinding, focused work, or slow mornings by the water. With easy access to Portland’s most exclusive natural attractions, this retreat offers a peaceful escape where nature and tranquility truly meet.

Guest favourite
A serene bedroom is illuminated by natural light filtering through curtains. A cozy single bed is dressed with a soft blue bedspread. A bedside table with a lamp adds functionality, while a piece of wall art complements the calming decor.
Apartment in Port Antonio
4.82 out of 5 average rating, 34 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.

Guest favourite
A modern living area features a comfortable grey sofa adorned with colorful cushions. A wall-mounted TV displays a scenic beach image, while dark cabinetry and stainless steel appliances can be seen in the open kitchen. Natural light brightens the space through a nearby window.
Apartment in Kingston
4.92 out of 5 average rating, 48 reviews

Stylish 1-BR Apt in Kingston's Best Neighborhood

Discover the ultimate Kingston getaway in this stunning 1-bedroom apartment located just off Wellington Avenue. Boasting breathtaking city views, this cozy retreat comfortably hosts up to 2 guests, making it ideal for a romantic escape, a family trip, or a small group adventure. With dining, supermarkets, coffee shops, and entertainment just 10 minutes away, you'll enjoy convenient access to the best Kingston has to offer. Book your stay today and experience unmatched comfort and style!

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
4.71 out of 5 average rating, 21 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, and complimentary Wi-Fi.

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.
Apartment in Port Antonio
5 out of 5 average rating, 33 reviews

Octopus Cottage

Escape to our cozy cottage retreat, complete with private bathroom and outdoor kitchenette. Unwind in a hammock with stunning views of the Blue Mountains, nearby waterfall, and Portland coastline. Sleep in a plush king (or twin) bed, with bunks for two more guests. Enjoy our 25m lap pool and Jungle Gym. Choose the cottage that best suits your needs Searenity offers six: - Starfish - Stingray - Lionfish - Jellyfish - Turtle - Octopus Your sanctuary in nature.

Top Guest favourite
A panoramic view captures a lush, tropical landscape meeting the water's edge. Vibrant greenery surrounds a serene body of water that reflects the sky, with distant hills visible under a clear blue sky dotted with clouds.
Apartment in Port Antonio
4.95 out of 5 average rating, 155 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.

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.
Apartment in Snow Hill
4.9 out of 5 average rating, 10 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.

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.
Apartment in Hope Bay
4.65 out of 5 average rating, 86 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. **

Guest favourite
The kitchen area includes modern wooden cabinetry and stainless steel appliances. A refrigerator, stove, and microwave are prominently featured. Ample countertop space is available, complemented by decorative tile backsplash. A small shelf may provide additional storage or display options.
Apartment in Kingston
4.9 out of 5 average rating, 111 reviews

*AC Studio +Huge Yardspace + Flat screen tv*

This is an AIR CONDITIONED SMALLER STUDIO UNIT!!! DOUBLE BED! STUDIO CONTAINS: *Mounted Flat Screen tv *Full Kitchen w stove & fridge *access to very large yard space *microwave *kettle *double size bed *modern style tiled bathroom *desk with lamp for study or work *hot water *free designated parking space

Guest favourite
Apartment in Port Antonio
4.92 out of 5 average rating, 13 reviews

Vista Azul: Superior Upstairs apartment

At Vista Azul, this large, bright and airy upstairs apartment, features a cool relaxing front balcony, large air-conditioned Living Room (with a queen-sized convertible sofa bed for extra guests), a spacious air-conditioned bedroom with a queen-sized bed and an ensuite bathroom and a large kitchen/dining room

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