Guesthouse vacation rentals in Portland Parish

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Top-rated guesthouse rentals in Portland Parish

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A tranquil garden area features several wooden benches arranged around a potted plant centerpiece. Lush greenery and trees provide shade, creating a serene environment. The stone pathway adds to the inviting atmosphere of the outdoor seating area.

Guesthouse in Kingston

5 out of 5 average rating, 6 reviews

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!!

A panoramic view showcases a tranquil coastal landscape, featuring lush greenery and vibrant buildings along the shoreline. A cruise ship can be seen gliding through the clear blue waters, with the sky painted in soft hues of blue and white clouds overhead.

Guesthouse in Port Antonio

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.

A tranquil beach scene is seen, featuring gentle waves lapping against the shore. A weathered wooden boat is positioned on the sandy beach, while a tree with sprawling branches extends towards the ocean, creating a serene atmosphere under a clear blue sky.

Guesthouse in Windsor Castle

4.79 out of 5 average rating, 14 reviews

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.

Guest favorite

A bright bathroom is equipped with a shower curtain featuring a floral design in yellow and gray. A wooden cabinet is positioned beside a sink with a mirror above. Soft yellow bath mats are placed on the tiled floor, complementing the light-colored walls.

Guesthouse in Fairy Hill

4.94 out of 5 average rating, 18 reviews

Relax Inn

Relax Inn consist of a 2 Bedroom Flat, King size beds, Wardrobe, Flat screen TV desk with chair, Air conditioning and Fans, Bathroom with water heater, Living & Dinning. Fully furnished. Free WIFI Connection. A veranda to relax and enjoy the cool wind of Fairy Hill. Surrounded by fruit trees and fresh green garden herbs. Free private parking on site. Closest to Boston Beach and Winnifred Beach. Restaurants located in surroundings area with the worlds famous Boston Jerk Centre.

Superhost

A spacious living area features large windows that provide panoramic views of the surrounding landscapes. A skylight allows natural light to fill the room, complementing the light-colored walls and wooden flooring. Cozy seating is arranged to invite relaxation while enjoying the scenic outdoors.

Guesthouse in Port Antonio

4.76 out of 5 average rating, 105 reviews

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.

A modern bathroom is featured, showcasing a large mirror above a bowl sink on a wooden vanity. The shower area is enclosed with glass, displaying white subway tile. Fresh towels are neatly arranged, and a patterned rug adds texture to the space.

Guesthouse in Fairy Hill

5 out of 5 average rating, 4 reviews

Cozy Fairy Hill Guesthouse

The whole group will enjoy easy access to everything from this centrally located home. 10 min walk to Winifred Beach. Enjoy our exceptional 3 bedroom home with ac, television, and wifi. Large Kitchen, dining room, Hot beverage bar, and spacious living room gives you all the comforts of home. Maid service available for stays 4 or more days. 24hr emergency assistance available. Transportation to and from the airport also available at an additional cost.

Superhost

A concrete terrace overlooks the ocean, providing views of rocky formations and the tranquil water. Natural greenery surrounds the space, while a blue pot adds a touch of color. Simple benches and a table offer seating for relaxation and enjoying the serene coastal scenery.

Guesthouse in Muirton

SeaGlass Suite at Serendipity Beach Front Property

SeaGlass Suite is a picturesque beachfront nestled along the tranquil shores. This idyllic retreat offers a haven of relaxation. We are approximately two miles from the Portland, St. Thomas border. Guests can unwind on private terraces with breathtaking ocean views, take a leisurely stroll through lush gardens, or indulge in beachfront activities. Serendipity Beach Villa promises an unforgettable seaside escape, where serenity meets excitement.

Superhost

A vibrant red and yellow flowering plant stands in the foreground, showcasing its striking petals. In the background, a directional sign points to various attractions, with lush greenery and mountains under a partly cloudy sky visible beyond.

Guesthouse in Port Antonio

4.92 out of 5 average rating, 142 reviews

Stingray, Searenity Cottages

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. 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.

A compact bathroom features a basin with a single faucet and a large mirror above it. A neatly rolled white towel is placed beside the basin, alongside a bottle of liquid soap. The shower area is enclosed, seen through a frosted glass panel.

Guesthouse in Fairy Hill

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.