Guest house holiday rentals in Portland

KINGSTON COTTAGE Tropical Serenity.

This charming, executive styled, 2bd/2bath bed and breakfast, short term rental solution is 15 minutes from New Kingston and is set in a boutique garden. Suitable for guests attending events, conducting business, visiting family or seeking medical care. The cottage is a separate dwelling on a property that is shared with the owners. The rate quoted is for two guests occupying the same room. Contact us for the rate for additional guests in the same party. We look forward to welcoming you HOME!!

Rivers End GH | Beach Access · Kitchenette • Patio

The Frenchman Suite at RiversEnd Guesthouse is bright and airy featuring a queen-size bed, sofa-turn-daybed, private patio, and kitchenette with a two-burner gas stove, mini fridge, microwave, and electric kettle. Smart TV and Wi-Fi provide comfort and connectivity, while the bathroom offers a refreshing space to start or end your day. Nestled in the quiet Hermitage community, and a short walk from the beach, the Frenchman suite offers a relaxed and comfortable setting for your stay in Portland.

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.

Stingray Cottage

PLEASE NOTE: This property does not accept children under 13 years old. Wake up to bird song and three iconic views: Blue Mountain Peak, the Port Antonio coastline, and a nearby waterfall. Stingray is a private one-bedroom retreat for two inside a living nature sanctuary. King bed, full bathroom, kitchenette, private lap pool, hammock, outdoor dining and gym. WiFi and free parking included. Minutes from the Blue Lagoon and Reach Falls. No parties, no smoking inside, no unregistered guests

The Windsor Retreat

Welcome to The Windsor Retreat, a luxurious & spacious self catering accommodation perfect for families or groups, be it a short stop whilst travelling the island or a longer stay for some rest and relaxation. Portland is on the northeast coast of Jamaica. We are 15 mins walk of the beach and situated close to the border of the Blue Mountains National Park. Get a taste of real Jamaican culture. Explore The Blue Lagoon, Somerset Falls and Boston Bay the birthplace of Jamaican Jerk.

Allspice Lodge

Welcome to our charming Airbnb lodge in Fairy Hill, Portland! Located off the main road bordering Boston, just minutes away from Frenchman's Cove, Boston Beach, Boston Jerk Centre , and the Blue Lagoon. This getaway is ideal for nature lovers, backpackers, couples, and adventurers. Our space is cozy, with a fully equipped kitchen and a spacious outdoor area to unwind. Enjoy a true island experience, being close to local attractions while only 20 minutes away from Port Antonio.

Purevibe Palm | Garden Suite Tropical Escape

Purevibe Palm is a thoughtfully curated garden-level retreat in Snow Hill, Portland, Jamaica, designed for calm, privacy, and relaxed Caribbean living. Surrounded by lush tropical greenery, this private suite features a comfortable sleeping area, private bathroom, and outdoor access ideal for morning coffee and fresh island air. Located minutes from Port Antonio and nearby beaches, it’s perfect for solo travelers or couples seeking a peaceful, nature-inspired escape.

Woodthorpe Villa

Woodthorpe Villa is a two bedroomed property with panoramic views of lush green mountains and the Caribbean sea. Woodthorpe is a ten minute stroll into the town of Port Antonio and only 15 mins away from Frenchman's Cove and the famous Blue Lagoon . Jerk chicken, jerk Lobster and jerk pork are always just minutes away. Here at Woodthorpe Villa, your comfort is our number one priority! The fridge is stocked with water and the cupboards with coffee and tea.

Cozy Cottage/Studio/Flat, Pt Antonio,Portland

Reconnect with nature at this unforgettable escape. Peaceful, beautifully decorated and centrally located guest cottage on a property situated in a local community on a hillside in Pt Antonio. Off street parking (steep driveway). 10 minutes walk to the town centre. Grocery shops, bars nearby. Small kitchenette equipped with sink, undercounter fridge, hot plate, toaster oven, dishes, utensils, pots. Hot water. Ceiling fan. Lush garden. Great views

Fairy Hill Oasis

Located in the peaceful parish of Portland known for unspoiled natural beauty. Our place is central to popular attractions such as Winifred Beach: Distance 2.1 km or 7 minutes drive, Boston Bay Beach and World Famous Jerk Centre: Distance 1.4 km or 3 minutes drive; Blue Lagoon: Distance 7.9 km or 7 minutes drive; Reach Falls: Distance 25km or 53 minutes drive.

Home @ 32

Beautiful studio apartment in a quiet neighborhood. The apartment is centrally located close to, universities, hospitals, shopping, restaurants, etc. Two minutes drive to Sovereign Centre (with food court) and seven minutes to Bob Marley Museum

Modern Chateauu 1st Fl

🌴Welcome to our beautiful, modern home – a perfect blend of style, comfort, and Caribbean charm. Designed with attention to detail, this space offers a unique and cozy atmosphere that will make you feel right at home from the moment you arrive✨ 🥥