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Vacation rentals in Boston Bay

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Boston Bay

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

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Guest favourite
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
4.83 out of 5 average rating, 93 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!”

Top guest favourite
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
4.88 out of 5 average rating, 216 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

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
4.67 out of 5 average rating, 9 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.

Guest favourite
A person sits inside a spacious tent with a green exterior. The entry is fully open, revealing a bright interior. The individual wears a black t-shirt featuring a graphic design. The ground inside the tent is covered with a blue mat, and natural light filters through the entrance.
Campsite in Ginger House
5 out of 5 average rating, 5 reviews

Katawud Village Campsite, Portland, Jamaica

The Katawud Village campsite/glampsite is located in the Maroon community of Ginger House in the Rio Grande Valley, Portland, in the Blue & John Crow Mountains UNESCO World Heritage Site - 35 minutes from Port Antonio. We have comfortable tents, sleeping bags, an open-air bamboo pavilion, river beach, rain/spring water pool, Maroon jerk fusion cuisine, bar, juicebar, farmers market, craft market, edutainment stage, playground, bathrooms, games, Wi-Fi, cable TV, charging ports, and parking.

Top guest favourite
A winding stone staircase leads through lush greenery, framed by tropical plants. An arched wooden gate at the top of the steps hints at the tranquil surroundings beyond. The dense foliage creates a serene and inviting atmosphere for exploration.
Cabin in Port Antonio
4.91 out of 5 average rating, 131 reviews

mango ridge backpacker cabins/avocado

backpacks advised,200 steps uphill from carpark..small studio cottage with outdoor shower..verandah.lots of windows..partial sea and garden view.we appreciate if guests give us an approx. time of arrival to help us better plan our day..we are easier to find before dark(6pm)and prefer guests arrive before 9pm if possible...please smoke outside,thanks. .hot water only ifon stove.. cottage is not completely sealed and the occasional lizard or spider is there to control moskitos and ants

Guest favourite
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 in Fairy Hill
4.92 out of 5 average rating, 36 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 favourite
An interior space features a patterned rug beneath a coffee table, accented by a decorative vase with colorful foliage. A wall-mounted TV is visible, while a standing fan provides cooling. Two doorways lead to additional rooms, with a curtain hanging to one side.
Cottage in Long Bay
5 out of 5 average rating, 11 reviews

Dad's place

Dad's place is a very tranquil cottage located a few minutes away from the famous Boston jerk center also Boston beach not to mention Winifred beach which is on the top ten beaches in the world , dad's place is located in a quiet comfortable neighborhood located in Fair Prospect heights,its very peaceful and boast a beautiful scenic view of the Caribbean sea. Lovely property with fruit tree's. upon arrival guest will be greeted by our co-host who will gladly assist with any queries

Superhost
Double wooden doors open to reveal a spacious veranda surrounded by greenery. A comfortable swinging chair and a small dining set are visible, inviting relaxation. Sunlight filters through the large windows, enhancing the airy atmosphere of this inviting space.
Home in Port Antonio
4.9 out of 5 average rating, 96 reviews

Cozy 2BR in town w/Sea View • Solar + Generator

We’re operating at full capacity post-Hurricane Melissa. Enjoy stunning views of Port Antonio and the Caribbean Sea at this eco-style hillside retreat, complete with full power on grid, backup solar, and a 3,200-watt generator. Stay comfortable with AC, fast 52 Mbps Wi-Fi, Netflix, hot water, and secure garage parking. Just a 5-minute walk to town and 15 minutes to Frenchman’s Cove, Blue Lagoon, and Boston Beach—perfect for unwinding in comfort with authentic Jamaican charm.

Top guest favourite
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, 151 reviews

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.

Top guest favourite
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, 155 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.

Guest favourite
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, 58 reviews

Private Oasis - Utilities Restored Post-Hurricane!

The Private Oasis paradise is back and better than ever! Enjoy ocean and mountain views, cool A/C, fast WiFi, comfy queen beds, and a fully stocked kitchen—all fully restored and running perfectly after Hurricane Melissa. Wander the lush gardens, chill in the gazebo, and soak up the peaceful vibes. Perfect for couples, solo explorers, or families ready to unwind. Book your escape and experience Portland, Jamaica’s refreshed hidden gem!

Top guest favourite
A sandy beach stretches along the coastline, meeting clear turquoise waters. Several individuals can be seen enjoying the water, with gentle waves lapping at the shore. Lush greenery is present along the beach perimeter, contrasting with the light sand.
Guest suite in Fairy Hill
4.95 out of 5 average rating, 65 reviews

Beachway Casa 1

Guess Suite with amenities, walking distance to Winifred Beach, near shops and authentic restaurants, Boston Beach, Boston Jerk Center. Short drive to Blue Lagoon, and 20 minute drive to Port Antonio. This is a prime location that while secluded, has easy access to all the beauties that Portland has to offer.

Popular amenities for Boston Bay vacation rentals

Destinations to explore

  1. Airbnb
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