Beachfront vacation rentals in Portland Parish

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Top-rated beachfront rentals in Portland Parish

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Villa in Fair Prospect

4.81 out of 5 average rating, 31 reviews

Breathtaking Beach Front Gem Where Healing Begins

Coconut Isle Villa is a rustic, rural beach front retreat set in lush Long Bay Portland, Jamaica's most beautiful Parish! Our guests become family and regularly return to this magical paradise. Let time slip away as you sip fresh coconut water on our beachfront patio. Coconut Isle is where stress ends and healing begins. This is the world renowned "Uncle Ted's" place recently listed on Airbnb. We are offering this discounted pricing until we upgrade the property for our Grand Reopening in 2025!

Home in Manchioneal

4.56 out of 5 average rating, 16 reviews

Peaceful beachfront 4 bedroom house for rental

We are situated in the tranquil rural town of Manchioneal. Take a moment to unwind after exploring the plethora of nearby attractions. San Shore (free) and Turtle Bay beach are just a short distance away. Reach Falls is a mere 5 minute drive or if you are inclined, hike through the Blue Mountains to discover some hidden off streams. Venture to Port Antonio and explore Frenchman’s Cove, Errol Flynn Marina, Blue Lagoon, Monkey Island, Somerset Falls, Maroon Town and the Rio Grande. So much to do!

Home in Long Bay

4.56 out of 5 average rating, 9 reviews

Brown’s Lodge (ENTIRE SECOND FLOOR)

Brown’s Lodge consist of the entire second floor which has it’s own private entrance, kitchen, balcony, living/dining room, bedrooms and bathrooms. You can relax and enjoy the tranquility of the island life and watch the most breathtaking sunsets from the privacy of the own balcony. This newly constructed three bedroom and two bedrooms home can comfortably accommodate up to 6 guests and has all the comfort and amenities you need like a fully equipped kitchen, air conditioning, warm water, etc.

Superhost

Villa in Portland Parish

4.88 out of 5 average rating, 57 reviews

Serendipity Beach Villa A Beachfront Property

Serendipity is located approximately two miles from the Portland, St. Thomas border in Jamaica, and nestled in the backdrop of one of Jamaica’s national treasures “Turtle Bay”. Immerse yourself in the tranquil sounds of the ocean waves as it splashes across the rock formations and barrier reef that are a part of Turtle Bay Beach. Take a stroll on the beach and watch the sunrise with that special someone. Feel the waves touch your feet as you walk the white sands collecting treasures.

Home in Boston Bay

4.6 out of 5 average rating, 5 reviews

Rest Ashore 1 bedroom. sleeps 4

Hot water 🚿 ✅ Air conditioning✅ 🏖️ beach ✅ wifi✅ look no further all your essentials. Enjoy our centrally located home in Boston bay , easy to find right off the main road. Mix with locals near by and enjoy fruit trees & nature. You are just a few steps from one of Portland's most beautiful beaches, world famous Boston Jerk center is 5 minutes walk a 15 minutes drive to French man’s cove beach and Blue Lagoon and a 20 min drive to Port Antonio , turtle cove or Reach Falls.

Guest favorite

Cabin in Fairy Hill

5 out of 5 average rating, 5 reviews

Easyman’s Winnifred Beach Cottage room

You will have exclusive use of this private self contained cabin, 15 mins walk from Winnifred Beach on the Winnifred estate community. Surrounded by forest and fruit trees, it’s a natural setting, close to nature. The cabin is comfortable but rustic . With a verandah front and back, this is a place for relaxing the Jamaican way. This cabin sleeps 4 people. We have two other listings ie you can rent each of the two rooms separately.

Home in Port Antonio

4.86 out of 5 average rating, 14 reviews

Villa Antonio 1 Bedroom APT Near P.A Town.

1 bedroom apartment 3 minutes drive from the main town of Port Antonio. ! Double bed, 2 bathrooms, Living and Dining area, Fully functional Self Catering Kitchen, Good Wi Fi. Wall fans in each room, Work Space, Private Veranda, Private Entrances and Exits, Private Outdoor area, Private area for Laundry and Handwashing Facilities, The space is ideal for Singles, Couples and small families, Great for relaxing after a long day out.

Home in Portland Parish

5 out of 5 average rating, 4 reviews

Spicy Hill Villa

Spicy Hill is a 5 bedroom, 5 Bathroom Villa with all rooms under one roof. We rent the entire villa at once. A butler, housekeeper and chef is included in your rate. You provide the food and we will prepare the meals at no additional cost, up to three meals per day. Spicy Hill Villa is wheelchair friendly with access to all bedrooms, bathrooms, living spaces, kitchen, pool deck and garden areas.

Home in Rural Hill

4.6 out of 5 average rating, 5 reviews

Darlingford Farm, on the Jamaican Coastline

Darlingford Farm is nestled on 128 acres of lush fields between the beautiful Caribbean Sea and the majestic Blue Mountains and is known for its spectacular views and tropical breezes. Located on the eastern end of Jamaica in an area commonly called Manchioneal, parish of Portland. Our historic farmhouse has 4 bedrooms, 2 baths, and on-site full service staff to cater to our guests' needs.

Rental unit in Hope Bay

4.6 out of 5 average rating, 72 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.

Cottage in Long Bay

4.55 out of 5 average rating, 110 reviews

I View - The Ocean View Cottage - 1

This cottage, with its large wooden balcony, overlooks the Caribbean Sea, where sun and moon are rising. The shimmering colors of the sea and the green mountains give this tranquil place its romantic flair. LONG BAY and its white beach, relaxing bars and restaurants, is a five minutes walk away.