Holiday rentals with beach access in Portland

Breathtaking Sunrise Haven

Escape to paradise! Our cozy Airbnb offers breathtaking ocean views, stunning vistas, and a dream getaway experience. Located in a unique setting, you'll enjoy: 🏝️Serene walks along the Seaside in the Town Easy access to: 🔹Winifred Beach 🔹Boston Beach 🔹Bikini Beach Explore natural wonders: 🔹Blue Lagoon 🔹Reach River Falls 🔹Nonsuch falls 🎋Relax in our inviting space, just: - 10-minute walk to town - Short stroll from Corder Park and Folly Oval Create unforgettable

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.

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

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.

Serendipity River’s Edge| Private Riverfront Cabin

Enjoy the sounds of nature when you stay in this unique Rivers Edge Retreat. Tucked along the Reach riverbank and shaded by bamboo, this one-of-a-kind container stay is where rustic nature and modern comfort meet. The container has been reimagined into a bright, airy space with cozy beds, AC, a private bathroom, kitchen and large windows that frame the greenery outside. Step onto your patio and you’ll hear the sound of the river flowing just a few feet away — your own soundtrack for unwinding.

Entire Private Home Near Boston Beach |Sleeps 2–6

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.

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.

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.

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!

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.

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 please smoke outside..thanks. .hot water only if u heat it on the stove..price is for 2 people.30$ per extra guest.2nd bdroom very small..both dbl beds

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