Vacation rentals with beach access in Portland

Buff Bay Farms & Villa - Spacious 4BR Floor

Welcome to Buff Bay Farms & Villa, your peaceful escape tucked between the mountains, the Caribbean Sea, and soft island breezes. This 4-bedroom, 3-bathroom full-floor retreat offers a gentle mix of luxury, comfort, and authentic Jamaican warmth. Wake up to the sunrise, unwind on the patio as the sun sets behind the hills, and enjoy the quiet charm of Portland—one of Jamaica’s most untouched, beautiful parishes. Perfect for family getaways, group trips, reunions, work retreats, and long stays.

Honeycomb Utopia | Home in Boston Bay sleeps 6

Honeycomb Utopia is a peaceful, well-located entire home offering comfort, privacy, and easy access to Portland’s top attractions. Situated along the main road, guests can get around easily by route taxi or private transport. The home is just 3–5 minutes from the famous Boston Jerk Centre and Boston Beach, popular for swimming and surfing. Nearby attractions include Winnifred Beach, San San, Frenchman’s Cove, the Blue Lagoon, Reach Falls, and Rio Grande rafting. Relax and enjoy the local vibe.

Serendipity Luxury Beach Villa| Private Oceanfront

Just two miles from the Portland Parish–St. Thomas border, Serendipity rests beside one of Jamaica’s hidden gems—Turtle Bay. Here, the rhythm of the sea becomes your soundtrack as waves whisper against ancient rock formations and the reef beyond. At dawn, walk hand in hand along the white sand beach as the rising sun paints the sky and the ocean gently kisses your feet. Pause to collect sea glass and treasures left by the tide—simple reminders time slows and moments are meant to be savored.

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.

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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.

Relaxing 2BR Escape in Buff Bay - AC, Water Heater

Welcome to your home away from home in the heart of Buff Bay, Portland. This bright and spacious 2-bedroom Bliss 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.

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

Zet’s Bed & Breakfast

3-bedroom home equipped with air conditioning, solar & electric water heater, TV, and wind/solar generated electricity. Close to beach, shopping, dining, night life. **Washer & dryer available at a nominal cost. You will also hear and see goats, chickens/roosters, dogs and the usual sounds of life in the community. **Breakfast (Jamaican) will be provided at an additional cost. Comfortably sleeps six (6); 2 queen beds and 2 twin beds convert to king. Free Wi-Fi!

Beachway Casa 2

Two private bedrooms, sleeps 4 guest , with air conditioning in both bedrooms. Open concept living and dining, large kitchen with full size fridge and stove, smart TV in both bedrooms. Walking distance to Winifred Beach, near shops and authentic restaurants, Boston Beach, Boston Jerk Center. Short drive to Blue Lagoon, and 20 minute drive to Port Antonio. This is a prime location that while secluded, has easy access to all the beauties that Portland has to offer.

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.

Rural trek worth the view farm cottage in Portland

Relax at this unique and tranquil getaway 20 mins drive from the main road (4WD recommended) Nature lovers paradise with exotic fruit farm on property. Amenities including AC, hot water and wifi. Nearby coffee or blue mountain tours, Sommerset falls, numerous beaches and rivers. Guest should expect to see animals, flora and fauna typical of the Jamaican countryside and noises consistent with being on a working farm property