Beachfront vacation rentals in Portland Parish

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Top-rated beachfront rentals in Portland Parish

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A white, single-story villa is positioned adjacent to a sandy beach, surrounded by lush greenery and palm trees. The sky is partly cloudy, with fluffy clouds casting shadows over the tranquil ocean waves lapping at the shore.

Villa in Fair Prospect

4.75 out of 5 average rating, 36 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!

Superhost

A rustic two-story hut is nestled among lush greenery, surrounded by dense foliage and tall trees. Natural light filters through the leaves, casting dappled shadows on the ground. The structure features wooden panels and large openings that enhance the connection with nature.

Treehouse in Port Antonio

4.88 out of 5 average rating, 8 reviews

Bamboo Treehouse on Boston Bay Beach w Pool

This bilevel hut nestled in the trees features stunning views, wood-carved desk, queen size bed, and ample space for storage. (yoga mats on request) An inviting stone carved bathroom boasts an outdoor tub & shower with staircase to an open-air deck. Ocean sounds, bird watching, silky trade-winds make this experience perfect for couples, a jungle work getaway or rejuvenating Caribbean solo escape. Steps away from a private beach, cliff-side pool and rustic restaurant - true paradise on earth

A well-lit bedroom features two full-size beds with dark headboards, complemented by light bedding and decorative pillows. A small lamp is placed on a bedside table. Pink curtains frame a window, and a black chair is positioned nearby. An open door reveals the adjacent kitchen area.

Home in Boston Bay

4.6 out of 5 average rating, 10 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

A single-story house is shown from the exterior, featuring a light blue facade and a red roof. Intricate wrought iron details adorn the windows, while a small front step leads to the entrance. The ocean is visible in the background, complementing the tranquil setting.

Home in Fair Prospect

4.8 out of 5 average rating, 5 reviews

Alvin's Dream Hideaway - An Entire Private Home

This hideaway is just cool, calm and casual. It's in the heart of Long Bay and literally a two minute walk from the beach (yes you can even hear the sea from the house!). You'll find that the neighbourhood is chilled and friendly if you choose to venture out to the beach, restaurants, bars or enjoy the nearby tourist experiences. Private car parking space is available. Alternatively, local taxi are inexpensive and run outside the property Each room is cleaned to perfection

Superhost

A cozy chill spot is featured, with a colorful hammock strung between wooden posts. White wooden benches are positioned nearby, surrounded by lush tropical foliage. Natural light filters through the leaves, enhancing the relaxed atmosphere of this shaded retreat by the beach.

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 favorite

A rustic cabin is showcased with a vibrant turquoise exterior, surrounded by lush greenery. Steps lead up to the front porch, where a comfortable sitting area can be seen. The roof is metal, and windows allow natural light into the interior space.

Cabin in Fairy Hill

5 out of 5 average rating, 6 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.

A collage of sunset views featuring a blend of warm colors across the sky, with silhouettes of palm trees and distant hills framing the horizon. Reflections of the vibrant hues are visible on the water's surface, enhancing the serene landscape.

Home in Port Antonio

4.81 out of 5 average rating, 16 reviews

Villa Antonio 1 Bedroom APT Near P.A Town.

1 bedroom apartment 3 minutes drive from the main town of Port Antonio. 1 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.

The farmhouse entrance is framed by green shutters that are swung open, allowing natural light to flood the space. A set of wide steps leads up to the double doors, highlighted by decorative trim under the eaves. A small potted plant is positioned on the side.

Home in Rural Hill

4.71 out of 5 average rating, 7 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.

An expansive view of the ocean is presented, showcasing various blue hues under a clear sky. In the foreground, a white gate opens to a garden area with greenery, bordered by a stone pathway leading to the beach.

Apartment in Hope Bay

4.69 out of 5 average rating, 61 reviews

Airy, Quiet Studio Apartment

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.