Waterfront holiday rentals in Portland

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Top-rated waterfront rentals in Portland

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

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Guest favourite
A stunning sunset displays vibrant hues of orange and pink against a backdrop of soft gray clouds. Silhouetted trees and foliage frame the scene, enhancing the tranquil evening atmosphere.
Home in Port Antonio
4.71 out of 5 average rating, 7 reviews

Villa Antonio Cozy Oasis Hideaway For Couples.

A Cozy Oasis and Romantic Retreat for Couples and Singles . Come relax after an exciting day out. Enjoy the beautiful sunsets. Keep it simple at this peaceful space and central location. Local taxi's are available from the location. A Local variety of Vegan, Vegetarian, Seafood and Local Cuisine . Restaurants close by Supermarkets are within 5 minutes walk away. LOCAL BEACHES, SHAN SHY, SAN SAN, BLUE LAGOON + SPRINGS, FRENCHMANS COVE, BOSTON + {JERK CENTRE} FAIRY HILL FOLLY + FOLLY LIGHTHOUSE

A terrace area features a high table and two bar stools, offering a vantage point overlooking lush greenery and distant ocean views. Potted plants add a touch of nature, while the tiled flooring enhances the serene ambiance.
Guest house in Port Antonio
4.8 out of 5 average rating, 5 reviews

876 Views

Welcome to our captivating guesthouse, nestled in serene surroundings with breathtaking views of Navy Island and the ocean. Experience a unique blend of tranquility and convenience, surrounded by lush greenery. Our guesthouse offers a cool and refreshing atmosphere with the ease of access to shops, restaurants, and attractions in the nearby town. Enjoy the quiet, relaxed vibe of our secluded location and the vibrant energy nearby. Ideal for romantic getaways, family vacations, or solo retreats.

Guest favourite
A person sits inside a spacious tent with a green exterior. The entry is fully open, revealing a bright interior. The individual wears a black t-shirt featuring a graphic design. The ground inside the tent is covered with a blue mat, and natural light filters through the entrance.
Campsite in Ginger House
5 out of 5 average rating, 5 reviews

Katawud Village Campsite, Portland, Jamaica

The Katawud Village campsite/glampsite is located in the Maroon community of Ginger House in the Rio Grande Valley, Portland, in the Blue & John Crow Mountains UNESCO World Heritage Site - 35 minutes from Port Antonio. We have comfortable tents, sleeping bags, an open-air bamboo pavilion, river beach, rain/spring water pool, Maroon jerk fusion cuisine, bar, juicebar, farmers market, craft market, edutainment stage, playground, bathrooms, games, Wi-Fi, cable TV, charging ports, and parking.

A bright junior suite features a spacious bed with crisp white linens, set against a backdrop of large sliding glass doors that open to a stunning ocean view. Floor-to-ceiling curtains frame the view, while polished marble flooring adds a modern touch.
Home in Port Antonio
4.79 out of 5 average rating, 84 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.

A staircase descends through lush greenery, surrounded by vibrant foliage. In the background, a clear blue ocean meets a sandy beach, with waves gently lapping at the shore under a bright sky dotted with clouds.
Home in Boston Bay
4.56 out of 5 average rating, 9 reviews

Rest Ashore Beach House

Air conditioner ✅ Hot water 🚿 ✅ 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 favourite
The vibrant exterior of the house features a yellow and white color scheme with decorative wrought iron railings. A spacious verandah is visible, lined with arches, providing an inviting entrance. Lush greenery surrounds the property, complementing the clear blue sky.
Home in Buff Bay
4.86 out of 5 average rating, 35 reviews

Buff Bay Bliss – 2BR Getaway- AC & WIFI

Welcome to your home away from home in the heart of Buff Bay, Portland. This bright and spacious 2-bedroom retreat is perfect for families, couples, or small groups seeking comfort and convenience. Enjoy a fully equipped kitchen, cozy living area, and modern amenities like AC and Wi-Fi. Step outside to a peaceful neighborhood just mins from G&B Jerk Center, Steadman River, and San Shy Beach. Here to relax or explore? Buff Bay Bliss offers the perfect base for ur Portland getaway.

Superhost
A serene riverside scene features a gentle stream surrounded by lush greenery and tropical plants. A bright hammock is visible, draped nearby, with two lounge chairs positioned along the river's edge. Colorful flowers add natural vibrancy to the tranquil environment.
Campsite
5 out of 5 average rating, 4 reviews

*Magical River Campsite in the Jungle*

Enjoy the sounds of nature when you stay in this unique place in the middle of the jungle next to the river. Your experience will be extraordinary..... We created this place for an unforgetable stay! You will have excess to an outdoor bathroom with a shower. The RiverCampside will come with a tent, a set of kitchen utilitys, fire grill, table+chairs, the river and alot of beauty around you! Come and just be! We also offer another 2 rooms for 4 person! Check out our other listings too!

Superhost
A wooden interior features warm tones, highlighted by a spacious bed adorned with nature-inspired decor. Two closed wooden doors are positioned adjacent to a potted plant, with soft lighting provided by a bedside lamp on a small stool. Large windows allow natural light to illuminate the room.
Tiny home in Portland Parish
4.8 out of 5 average rating, 122 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.

Guest favourite
A spacious bedroom is featured with two beds dressed in crisp white linens. A ceiling fan circulates air above, while a Smart TV is mounted on a blue wall. Decorative curtains frame the windows, adding color, and a wooden dresser complements the room's design.
Flat in Fair Prospect
4.92 out of 5 average rating, 60 reviews

Quiet Retreat at Private Oasis Apts • Portland JA

Escape to the Private Oasis in Portland, with stunning mountain and ocean views. This private retreat offers comfort, privacy, and serenity — perfect for couples, solo travelers, Digital nomads or small families. Enjoy mornings with the sunrise over the sea, evenings surrounded by lush mountains, and easy access to the beach. Thoughtfully designed and fully equipped - ideal for a peaceful getaway where nature and tranquility meet.

Superhost
A balcony view is presented, featuring a wooden table and chairs. Lush palm trees and vibrant greenery frame the scene, while expansive views of the ocean, showcasing various blue hues, extend beyond. Bright sunlight enhances the clarity of the surroundings under a clear sky.
Flat in Hope Bay
4.64 out of 5 average rating, 83 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.

Superhost
A group of individuals is shown beneath a structure surrounded by tropical palm trees. The scene captures the coastal landscape with the ocean in the background, showcasing vibrant greenery and a sandy shore. Light clouds are visible in the blue sky.
Home in Fair Prospect
5 out of 5 average rating, 4 reviews

Ocean View Haven -Long Bay, Portland

Looking for the perfect getaway? Stay in our beautiful, two-bedroom beachfront apartment in the heart of Portland, Jamaica! Nestled just steps from the crystal-clear waters, this charming home offers the ultimate tropical retreat with stunning views and easy access to one of the island's most scenic beaches.

A serene outdoor seating area is positioned near the ocean, featuring a white bench and a large purple umbrella for shade. Clear blue skies and gentle waves enhance the natural setting, with lush greenery in the foreground and a wooden railing visible in the background.
Cabin in Port Antonio
4.76 out of 5 average rating, 59 reviews

Cabin life at Jamaica Colors Hotel

Relax with the whole family at this peaceful place to stay. Enjoy this double occupancy cabin full with essentials such as air conditioning, hot water and internet to relax or to help you get refocused. Breath fresh air and listed to the sea and live among nature.

Popular amenities for waterfront rentals in Portland

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