Vacation rentals in Portland

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Top-rated vacation rentals in Portland

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

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Guest favorite

A bright bedroom features a spacious bed with a decorative headboard, accentuated by a light-colored bedspread. A comfortable armchair is positioned nearby, and wooden cabinetry adds warmth and functionality. Natural light filters through floral curtains, enhancing the inviting atmosphere.

Apartment in Port Antonio

4.87 out of 5 average rating, 242 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

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Guest favorite

Apartment in Port Antonio

4.85 out of 5 average rating, 55 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.

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Guest favorite

Treehouse

4.84 out of 5 average rating, 144 reviews

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

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Guest favorite

Double wooden doors open to reveal a spacious veranda surrounded by greenery. A comfortable swinging chair and a small dining set are visible, inviting relaxation. Sunlight filters through the large windows, enhancing the airy atmosphere of this inviting space.

Home in Port Antonio

4.9 out of 5 average rating, 133 reviews

Hilltop Retreat | AC, Ocean Views, Chef's Kitchen

Perched high above Port Antonio, with every room opening to sweeping ocean and mountain views, this beautifully appointed hillside retreat provides the modern comforts discerning travelers expect: - air conditioning, - high water pressure - hot water on demand - fast Wi-Fi - And a fully stocked kitchen ready for everything from morning coffee to a full dinner party. After booking, guests can inquire about a private excursion on our 90 HP boat, or roundtrip airport transportation.

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Superhost

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

4.65 out of 5 average rating, 20 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.

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Guest favorite

Villa in Portland

5.0 out of 5 average rating, 6 reviews

Purevibe Horizon House |2BR Rooftop Ocean View

Purevibe Horizon House offers a private elevated retreat designed for guests seeking space, privacy, and a more exclusive Purevibe experience. This standalone ocean-view villa features its own rooftop patio, sweeping horizon views, and a calm boutique atmosphere ideal for relaxation. Located on the Purevibe property in Snow Hill, Portland, Jamaica, Horizon House blends modern Caribbean minimalism with natural surroundings, creating a peaceful escape just minutes from Port Antonio.

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Guest favorite

A wooden bedroom features a spacious bed adorned with white linens and teal accents. A large window provides views of the surrounding greenery, enhancing natural light. Air conditioning is visible above the bed, and a door leads to an outdoor balcony.

Cabin

4.88 out of 5 average rating, 96 reviews

Secluded Off-Grid Cabin with Waterfall & River

Nestled in Jamaica's Blue Mountains, this 2-bedroom wood cabin offers seclusion and comfort. Powered by solar panels, it features air conditioning and sits off-grid. Surrounded by serene bamboo groves, it boasts a private river with a cascading waterfall, creating a tranquil oasis. Wake up to the soothing sounds of nature and panoramic mountain views from your bedroom. Awaiting you is a sustainable retreat where you can disconnect and rejuvenate amidst breathtaking natural beauty.

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Superhost

The cottage is nestled among lush greenery, featuring a wooden structure with a covered verandah. Towering trees and vibrant plants surround the cottage, creating a serene and natural environment. The architecture reflects a rustic charm, blending harmoniously with the tropical landscape.

Tiny home in Port Antonio

4.88 out of 5 average rating, 333 reviews

mango ridge jungle bungalows/mango

2 story cottage with upstairs bedrooms and verandah..large open windows upstairs about 250 steps or about 6 minute walk from the car park up a steep hill,backpacks or light luggage advised..this cottage is not completely sealed and visitors can expect to see the occasional lizard and insects price is for 2 people.30$ per extra guest.2nd bdroom small..both dbl beds.if booked your dates,check out our jackfruit cottage,same price,same great view..more privacy,3 larger tiled bedrooms

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Superhost

A cozy bedroom features a wooden bed framed by light curtains on either side. A bright yellow accent pillow is placed at the center of the spacious bed. Natural light filters through the window, illuminating the simple decor and warm tones of the room.

Home in Port Antonio

4.89 out of 5 average rating, 35 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.

LocationFamilyBeach

Guest favorite

A serene outdoor seating area is presented with two dark wood chairs positioned on a wooden deck. A small table supports a guidebook and a potted plant, offering a view of lush green mountains and a distant blue expanse of water under a partly cloudy sky.

Cabin in Port Antonio

4.94 out of 5 average rating, 35 reviews

Modern Nature's Escape at the Falls

Welcome to your peaceful getaway at Cabin at the falls where nature meets comfort, as the sound of cascading water sets the perfect backdrop for your stay. This cozy, cabin is perched just a hike away from the falls, offering a rare blend of seclusion, comfort, and natural beauty. Whether you are hiking to the base of the falls,or soaking in the sights and sounds of nature, this cabin is your perfect escape into the wilderness without giving up the comforts of home.

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Guest favorite

Cabin in Hope Bay

5.0 out of 5 average rating, 7 reviews

Tranquil Beach Cabin surrounded by Nature

Slow down, breathe deeper, and let nature hold you. Nature’s Nook is a cozy eco cabin tucked just steps from the shoreline, the perfect getaway for beach lovers, calm souls, and anyone seeking rest. Wake up to the sound of waves, sip coffee with soft sea breeze drifting through, and unwind in a space made for comfort, connection, and slow living. Surrounded by coconut trees and coastal air, this cabin blends natural simplicity with seaside tranquility.

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Top guest favorite

A spacious sleeping area features a large bed draped in a light-colored coverlet. Floor-to-ceiling windows showcase lush greenery and the distant landscape, complemented by wooden furniture including a table and chairs for enjoying the view.

Guest suite in Port Antonio

4.97 out of 5 average rating, 240 reviews

Starfish Cottage

IMPORTANT NOTE: This property does not accept children under 13. Experience tranquility and beauty at our cottage, perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Delight in the frequent visits from hummingbirds to our feeders, adding a touch of nature’s charm to your stay. Conveniently located, you'll find yourself at the heart of all the attractions that the area has to offer.

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