Waterfront vacation rentals in Portland Parish

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Portland Parish

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

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!

Guest favorite

Villa in St. Andrew Parish

5 out of 5 average rating, 7 reviews

Riverhouse Villa 5bed 4bath (Private Pool & River)

Discover RiverHouse in Maryland, Kingston, just a 15-minute drive from central Kingston. This luxury rustic retreat, nestled in the Blue Mountains, with four bedrooms, three bathrooms, a private pool, and two decks with river views. Surrounded by lush gardens and embraced by a winding river, it's a perfect blend of opulence and nature. Experience Caribbean living at its finest in this harmonious escape, where every moment celebrates comfort and the authentic beauty of Jamaica's Blue Mountains.

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!

Guest favorite

Rental unit in Fair Prospect

4.9 out of 5 average rating, 30 reviews

Private Air Conditioned Studio in Gated Complex

This hidden gem is close to Jamaica’s best attractions - The Blue Lagoon; Winnifred and Boston Beaches; Frenchman’s Cove; Reach Falls; Bath Fountain; Moore Town and Port Antonio , and so many others! - You will have NO SHARED facilities - Air conditioning and ceiling fan - Dedicated parking space - View of the Caribbean Sea - Waterfront Access - Hot water -High speed internet and office space - Access to reliable transportation - Rooftop Patio -Safe and secure location in a quiet community

Guest favorite

Rental unit in Kingston

4.88 out of 5 average rating, 8 reviews

The VR Experience & more

Relax with the whole family at this peaceful place to stay. Listen to the sound of the Mammee River and enjoy an authentic Jamaican experience. Our modern gated and secure apartment is located at 11 Mammee River Road just 5 minutes outside of Papine St Andrew. This picturesque largely untouched Mountains which surrounds the property offers an oasis for nature lovers. Located on the banks of the Mammee River, you will be delighted to walk into the river and mingle with welcoming locals.

Superhost

Home in Port Antonio

4.78 out of 5 average rating, 69 reviews

Inn The Town - Room#8

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.

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.

Superhost

Tiny home in Portland Parish

4.79 out of 5 average rating, 95 reviews

Our Escape, Tiny Home in Blue Mountains w/ River

Get cozy and unplug in nature at this off-grid, tiny home at Our Escape's unspoiled twenty acres property. This rustic cabin offers all modern comforts and is nestled in the Portland side of the Blue Mountains. This unique space serves as the perfect retreat from all the modern world noises. Let the countless bird species serenade you, while you hike or swim in our private river. Let the fireflies be the only lights you see at night while you stare at the constellations.

Home in Buff Bay

4.79 out of 5 average rating, 19 reviews

2bdrm home in Buff Bay with AC & Hot water

Welcome to your perfect home away from home. A lovely two bedroom home for anyone looking to experience the local culture. The house consists of two luxurious bedrooms , a fully equipped kitchen and essential amenities such as towels and toiletries. Situated in the heart of the town that is conveniently located to all supermarkets, restaurants, gas stations , rivers and beaches. Book with a top tier host for a super experience.

Rental unit in Hope Bay

4.67 out of 5 average rating, 58 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.

Superhost

Treehouse in Snow Hill

4.8 out of 5 average rating, 25 reviews

unique treehouse of wood and bamboo perched on sea

experience living in a tree. open structure..full 2 bedrooms an baths over 4 floors. fantatic views of sea..one minute walk to my beach...kayak an paddle board in the treehouse. all amenities include wifi..frig micowave..blender an coffeemaker. it is rustic but natural in the jungle..on the seaside. very isolated but safe.

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.