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, 242 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

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4.95 out of 5 average rating, 44 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.

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.

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Apartment in Fair Prospect

4.86 out of 5 average rating, 88 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.

FamilyLocationRiver

4.85 out of 5 average rating, 55 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.

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4.75 out of 5 average rating, 32 reviews

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

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.

LocationFamilyNearby

4.91 out of 5 average rating, 88 reviews

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 Liguanea

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!

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4.88 out of 5 average rating, 137 reviews

Apartment in Kingston

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.

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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, 66 reviews

Octopus Cottage

PLEASE NOTE: We do not accept children under 13. Stay somewhere wild at Searenity. Our private cottages are surrounded by tropical forest, birds and mountain views above Port Antonio. Relax in your hammock overlooking the Blue Mountains, Nonsuch Falls and Portland coastline. Enjoy a private bathroom and outdoor kitchenette, plus our 25m lap pool, outdoor gym and private nature sanctuary. A peaceful base for exploring Port Antonio and Jamaica’s beautiful northeast coast.

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4.67 out of 5 average rating, 3 reviews

Hideaway Suite

Escape to Paradise: The HideAway Suite in Portland,Jamaica with Breathtaking Views! HideAway is a quant, spacious 1BR apartment just on the outskirts of Port Antonio with breathtaking views Jamaica's Eastern coastline, and the world-famous Blue Mountains. It’s the perfect spot for the short stays here in Portland! We are conveniently just: -20 minutes from Frenchman's Cove Beach -25 minutes from the Blue Lagoon -35 minutes from the world renowned Boston Jerk Center

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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.

4.95 out of 5 average rating, 165 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.

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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.