Holiday houses in Portland Parish

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Top-rated holiday rentals in Portland Parish

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Guest favourite

Guesthouse in Port Antonio

5 out of 5 average rating, 8 reviews

Lionfish, Searenity Cottages

Escape to a private retreat in our cozy cottage, complete with a private bathroom and an outdoor kitchenette on the balcony. Relax in the hammock while soaking up breathtaking views of the Blue Mountains, a nearby waterfall and Portland coastline. Sleep soundly on a plush king-sized bed, which can be arranged as two twin beds upon request. For active relaxation, enjoy our 25-meter lap pool or the Jungle Gym. Looking for more space? Explore our other Searenity Cottages for additional options.

Guest favourite

Apartment in Port Antonio

4.86 out of 5 average rating, 185 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

Superhost

Apartment in Drapers

4.91 out of 5 average rating, 22 reviews

Ocean View Stay at Serene Haven near Port Antonio

Escape to our beautiful vacation rental in Drapers Portland, just minutes from Port Antonio. Perched on a hill, it offers breathtaking views of the Caribbean Sea, creating the ideal retreat for couples, families and friends seeking an authentic Jamaican experience. Serene Haven is a quick drive to iconic spots like the famous Blue Lagoon and the stunning Frenchman's Cove Beach. Don't miss this opportunity to immerse yourself in the natural beauty, vibrant culture, and serene paradise of Jamaica!

Superhost

Apartment in Snow Hill

5 out of 5 average rating, 4 reviews

Alex's Place @ Tim Pappies 2nd Floor luxury villa

Soak up the modern yet vintage charm of this private fully functional 1 bedroom apartment with all off the amenities of a luxury apartment. Stainless steel refrigerator, 4 burner electric stove/oven and microwave. Memory foam king-size bed sleeps 2 and a pullout full size sofa sleeps an additional 2 persons. Fantastic views of the river; sea and mountains. The tranquility of the surroundings makes this place a good choice for the person wanting to relax, meditate and get away from a busy life.

Superhost

Apartment in Port Antonio

4.81 out of 5 average rating, 16 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

Apartment in Port Antonio

4.74 out of 5 average rating, 39 reviews

Inn The Town - Room #7

Modern, newly renovated junior suite, within short walking distance to the heart of Port Antonio Town. The suite is located across the street from the sea and has a balcony beautiful views. Restaurants, banks, city center, supermarkets, town market, “Piggy’s Jerk Center” are within a short walking distance. No need for public transportation. The suite has A/C, and access to a washer and dryer. Experience privacy, quietness as well as the vibe of the town/people, the best of both worlds.

Guest favourite

Home in Port Antonio

4.9 out of 5 average rating, 67 reviews

Cozy 2BR Port Antonio Retreat w/stunning sea views

Indulge in breathtaking views of Port Antonio and the Caribbean Sea! This hillside retreat puts you a 5-minute stroll from the heart of town. A 15-minute drive takes you to Frenchman's Cove, Blue Lagoon, Winifred, and Boston Beach. You'll also enjoy 🚀 Fiber-optic internet (52 mbps download speed) 🍿 Disney+, Netflix & more 🚗 Secure garage parking Central AC Enhance your stay ($) ✈️ Convenient charter service to/from airport 🧘‍♀️ Private yoga session or a rejuvenating massage

Guest favourite

Home in Port Antonio

4.93 out of 5 average rating, 14 reviews

Eco Friendly Oasis Near Beaches and Waterfalls

Welcome to Villa Maat: Your Tranquil, Eco-Friendly Retreat Villa Maat, is a serene haven located in the heart of nature, just minutes away from some of Portland’s most stunning beaches (Frenchman’s Cove, Winnifred, Boston, Blue Lagoon) , waterfalls and local attractions. Whether you’re looking for a peaceful getaway or a base for exploring the island’s natural beauty, Villa Maat is the perfect choice for travelers who love nature, adventure, or simply relaxing by the ocean.

Superhost

Villa in Muirton

5 out of 5 average rating, 5 reviews

Skyview Suite at Serendipity Beachfront property

Escape to paradise with our newly built Shyview suite. We are approximately two miles from the Portland, St. Thomas border. Nestled right by the water's edge, this suite offers an idyllic retreat that will rejuvenate your senses and soothe your soul. Private Terrace: Step onto your own private terrace with private sundeck, front and back verandas, full size grill,seating areas and hammocks. Feel the sea breeze against your skin as you soak in the sun's warm embrace.

Guest favourite

Condo in Kingston

4.95 out of 5 average rating, 21 reviews

Philcos' Peace & Quiet

Keep it simple at this peaceful and centrally located home. Here you will find: Spacious two bedrooms Two and half bathrooms/restrooms Fully equipped kitchen Beautifully decorated throughout Gated community with 24 hour security Two balconies for outside pleasures Air-condition and fans throughout property Unlimited amenities close by many in walking distance (Hospital, University, Stadium, Supermarkets, Restaurants, Plaza/Mall, Public transit)

Superhost

Apartment in Port Antonio

4.91 out of 5 average rating, 11 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

Guest favourite

Guest suite in Fairy Hill

4.94 out of 5 average rating, 47 reviews

Beachway Casa

Guess Suite with amenities, walking distance to Winifred Beach, near shops and authentic restaurants, Boston Beach, Boston Jerk Center. Short drive to Blue Lagoon, and 20 minute drive to Port Antonio. This is a prime location that while secluded, has easy access to all the beauties that Portland has to offer.