Vacation rentals in Boston Bay

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Top-rated vacation rentals in Boston Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

The guest house is showcased against a clear blue sky, featuring a vibrant green exterior and white trim. A pathway leads to the entrance, flanked by manicured gardens and shrubs. The front porch is supported by decorative columns, offering a welcoming ambiance.

Home in Fairy Hill

4.82 out of 5 average rating, 91 reviews

Honeycomb Utopia: Cozy Home, 3min to Boston Beach

“Honeycomb Utopia is perfectly situated near popular attractions and along the main road, making route taxis a convenient way to explore. Just a 3-minute walk away is the famous Boston Jerk Centre and Beach, ideal for swimming and surfing. Other must-visit spots include Winnifred, San San, & Frenchman’s Cove beaches, the stunning Blue Lagoon, Reach Falls, and Rio Grande rafting. These are just some of the amazing sights to discover in Port Antonio, Portland. Have fun and embrace the local vibe!”

Guest favorite

A bright bedroom features a spacious bed with a decorative headboard, accentuated by a light-colored bedspread. A comfortable armchair is positioned nearby, and wooden cabinetry adds warmth and functionality. Natural light filters through floral curtains, enhancing the inviting atmosphere.

Apartment in Port Antonio

4.87 out of 5 average rating, 211 reviews

Cozy Locale Gold

Enjoy and kick back in the Jamaican sun, in a private, well-equipped apartment 2br/living/dining/kitchen. No shared facilities. Spacious and perfectly situated to take relaxing walks to nearby beaches, which is ideal to make the best memories on your vacation! The location is perfect if you want tranquility, and yet to be close to activities, great food and local attractions. Amenities: Cable TV, Refrigerator, Washer, Stove, Utensils, Coffee/Tea maker, Microwave Oven Private parking Secure

A well-lit room features polished wooden floors and a small desk with a chair. A door leads to a kitchen area with a visible refrigerator. Decorated walls include two framed artworks, and a tall decorative piece stands in the corner.

Guest suite in Boston Bay

4.7 out of 5 average rating, 23 reviews

Rocksteady Villa's Suite1

Take a break enjoy Portland in a rural community pampered with all the tropical drinks juices and local Jamaican cuisine. Rocksteady is an off the beaten path property located 2 kilos from the main road, also accessible by route Taxi or enjoy the walk through the community of Islington. 5 mins north of our villa is Egg Hill Spring this oldest Entombed in Jamaica has served the community as its primary water supply. Rocksteady allows you to, "Disconnect from the world and tune in nature".

Superhost

A vibrant sleeping area features a spacious bed adorned with a colorful yellow and red patterned blanket. Sheer white fabric hangs gracefully above the bed, while wooden windows open to reveal lush greenery and scenic views of the surroundings.

Hut in Port Antonio

4.63 out of 5 average rating, 8 reviews

Eco-Cottage with stunning panoramic ocean views

Our authentic and eco-friendly cottage boasts one of the best views in Jamaica. You will be in the trees, perched on the edge of the cliff, overlooking the amazing Boston Bay. You get the best of all worlds… the most beautiful parish in Jamaica, your own private beach , an infinity swimming pool, complimentary breakfast and have walking access to one of the best beaches. The property boasts one of the best restaurants in Portland and is adjacent to Boston Jerk Centre. Prepare to be blown away.

Superhost

A wraparound verandah features a hammock and a chair, providing a relaxed seating area. Lush greenery surrounds the space, and a view of the landscape is visible in the distance. Natural light filters through the slatted window design.

Cabin in Port Antonio

4.86 out of 5 average rating, 325 reviews

mango ridge backpacker cabins/bamboo

small cottage,small bedroom 10x12 1double bed/ 1 single bed..from car park,about 300 steps up the hill..ideal for backpackers..large suitcases inadvisable..best view from wraparound verandah. a 7 minute walk from the car park ..this cottage is not completely sealed from the rainforest so visitors may experience nature in lizard and insect form...if this is a red flag for you kindly choose other accomodations..it helps us if we know your approx. arrival time..easier to find us before dark..

Guest favorite

A spacious bedroom is featured with two beds dressed in crisp white linens. A ceiling fan circulates air above, while a Smart TV is mounted on a blue wall. Decorative curtains frame the windows, adding color, and a wooden dresser complements the room's design.

Apartment in Fair Prospect

4.91 out of 5 average rating, 54 reviews

Private Oasis - Portland’s Gated Hideaway Gem!

Discover a peaceful retreat with stunning ocean and mountain views. Enjoy modern comforts—air conditioning, fast WiFi, a full kitchen, and plush queen beds. Relax in lush gardens or unwind in the gazebo, surrounded by nature and privacy. With top-rated hospitality and easy access to Jamaica’s best beaches and attractions, this tranquil hideaway is perfect for couples, solo travelers, or families seeking relaxation. Book your escape and experience the restful charm of Jamaica’s hidden gem

A well-lit bedroom features two full-size beds with dark headboards, complemented by light bedding and decorative pillows. A small lamp is placed on a bedside table. Pink curtains frame a window, and a black chair is positioned nearby. An open door reveals the adjacent kitchen area.

Home in Boston Bay

4.6 out of 5 average rating, 10 reviews

Rest Ashore 1 bedroom. sleeps 4

Hot water 🚿 ✅ Air conditioning✅ 🏖️ 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

Guest favorite

A four-poster bed is adorned with mosquito netting, featuring pillows in warm hues. A table lamp with a glowing light adds a soft ambiance beside a wooden nightstand. A vintage hat labeled 'Jamaica' hangs on the wall, enhancing the room's relaxed setting.

Guest suite

4.91 out of 5 average rating, 33 reviews

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.

Guest favorite

A private wooden deck features a refreshing plunge pool surrounded by tropical plants. A cozy daybed with orange cushions invites relaxation under the natural shade of a thatched roof, while woven mats offer additional comfort beside the pool.

Villa in Port Antonio

4.91 out of 5 average rating, 99 reviews

Holistic Eco Villa with Ocean View & Plunge Pool

A serene retreat nestled in the hills of Passley Garden. The road to our property is steep and rocky, requiring a 4-wheel drive vehicle. Our villa is part of a holistic, eco-friendly operation, surrounded by lush tropical plants and offering a partial view of Port Antonio. A private wooden deck, complete with a cabana and plunge pool exclusively for our guests. Please note that the villa does not include a full kitchen with appliances. Kindly read our full description and reviews.

Guest favorite

An outdoor area is illuminated by string lights at dusk, showcasing a wooden structure with a spacious deck. A lap pool glimmers in the distance, framed by lush greenery and gently sloping hills, creating a serene atmosphere for outdoor relaxation.

Guesthouse in Port Antonio

4.93 out of 5 average rating, 148 reviews

Stingray, Searenity Cottages

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.

Guest favorite

A panoramic view captures a lush, tropical landscape meeting the water's edge. Vibrant greenery surrounds a serene body of water that reflects the sky, with distant hills visible under a clear blue sky dotted with clouds.

Apartment in Port Antonio

4.95 out of 5 average rating, 152 reviews

Frangipani, San San, Portland, Jamaica

Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.

Superhost

A spacious outdoor seating area features a large, curved sectional sofa with neutral-colored cushions. A low glass-top table is positioned at the center. Expansive windows offer views of surrounding greenery and natural light brightens the room, enhancing the inviting setting.

Home in Fairy Hill

4.76 out of 5 average rating, 41 reviews

A piece of haven

Modern open concept, Let you enjoy the beautiful nature. It is located in the middle of all Attractions: 3 mins drive to Boston jerk centre an beach, 5 minutes drive to world famous Blue Laogoon, 7 mins to frenchman Cove beach, 5 mins to Winifred Beach, 30 mins drive to turtle Bay cove 41 minutes from location to reach Falls, 19 minutes drive from location to Port Antonio Town center.