Guesthouse 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!!

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.

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.

Stingray Cottage

Nestled in nature and perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Enjoy 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. Searenity offers six cottages: - Starfish - Stingray - Lionfish - Jellyfish - Turtle - Octopus Your sanctuary in nature.

Skyline Levels Main Suite

Skyline Levels gives the unique simulation of rural Jamaica, while being just minutes away from the pulsating buzz of Kingston city. The structure was built by one of Jamaica’s most prominent civil engineers, A.D. Scott, who remains Jamaica’s leading patron of the arts. Scott’s legacy in art remains visible through every room of the unique artistic house. Guests can be treated to breakfast with the majority of produce and ingredients coming from Skyline Farms.

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.

Ferdie's Place - Finn Room

Enjoy a comfortable stay with convenient amenities Discover a prime location near attractions. Connect with local community and destination authentically. Enjoy privacy and freedom to relax Leave with lasting memories and a desire to return. Centrally-located place.

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✨ 🥥

Star San Lower, Blue Lagoon Jamaica

Welcome to Star San Lower, a tastefully furnished and comfortable 3 bedroom unit in the parish of Portland, Jamaica. It boasts views of both the Caribbean Sea and the world famous Blue Lagoon, and is within walking distance (100 ft) of both.