Apartment holiday rentals in Portland

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

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.

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.

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.

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!

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.

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.

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.

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).

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.

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.

Quiet 1BR | Scenic Hill View, Near Irish Town

Unwind in a quiet 4th-floor hillside apartment on the lush foothills of the Blue Mountains, just minutes from Kingston — a peaceful oasis with cooling breezes, mountain views, and a true sense of calm. You’re only 10 minutes from Papine & UWI and 20 minutes from Liguanea, making this an ideal base whether you’re escaping the city for the weekend or visiting Kingston for business.