Holiday rentals in Portland

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

Peaceful Hilltop Escape | Direct Ocean Views | AC

A peaceful, fully air-conditioned hillside escape above Port Antonio — tropical gardens, panoramic ocean views, and the modern comforts of home paired with the quiet of rural Portland. Recently upgraded with air conditioning in both bedrooms, a dedicated workspace, and 2.5 bathrooms, this is elevated comfort without losing the authenticity of a genuine Jamaican hillside stay. After booking, guests can inquire about a private excursion on our 90 HP boat, or roundtrip airport transportation.

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.

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.

Jungle Suite

Sit back and relax in this tranquil, stylish space with stunning views of the surrounding nature and stars in the sky. The newly built Jungle Suite with modern en-suite bathroom and private large wooden veranda offers everything you could wish for on your authentic Jamaican holiday or weekend away in beautiful Portland. Situated between the Blue Lagoon and the popular Winifred Beach (both within walking distance) this prime location is also close to shops, cafes, bars and restaurants.

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.

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.

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.

Cottage Blu

Disclaimer: AN SUV OR 4x4 VEHICLE IS RECOMMENDED! AIRPORT PICKUP IS AVAILABLE AT AN ADDITIONAL COST. Cottage Blu is a hidden gem nestled by a serene river, with the aroma of fresh coffee wafting from a nearby farm. It's the perfect retreat to unwind and connect with nature. It is the perfect cozy getaway! Nestled amidst nature, this charming cabin offers rustic charm, modern amenities, and a serene ambiance. Explore nearby hiking trails, and enjoy the tranquility of nature.

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.

Sea Breeze Hideaway

“Escape to Paradise: Sea Breeze Hideaway in Portland, Jamaica with breathtaking Caribbean Views!” Sea Breeze Hideaway is a quaint, authentically Jamaican home overlooking the bustling city of Port Antonio, with breathtaking views of the Caribbean Sea, Jamaica’s Eastern coastline and the world famous Blue Mountains. -20 minutes from Frenchman Cove Beach. - 25 minutes  25 minutes from the blue lagoon -35 minutes from the world renowned Boston Jackson center

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.