Vacation rentals in Boston Beach

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Top-rated vacation rentals in Boston Beach

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

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Guest favorite

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!”

Top 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, 210 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

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

4.9 out of 5 average rating, 50 reviews

Private Oasis: Coastal Retreat in Portland!

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

Guest favorite

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, 130 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

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 in Fairy Hill

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.

Top guest favorite

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

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, 151 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 tranquil swimming pool is framed by lush greenery and offers breathtaking views of the Caribbean Sea. The pool features a gently curving shape and a smooth surface that reflects the sky. Sun loungers are positioned nearby, inviting relaxation in a serene environment.

Home in Fairy Hill

4.71 out of 5 average rating, 7 reviews

Boston Beach Cottage w Pool & AC

Your very comfortable and spacious apartment overlooking the Caribbean Sea, with its own private beach, part of Boston Bay beach. conveniently located between, and a short drive from famous Portland spots, Reach Falls, Blue Lagoon, Winnifred Beach, Frenchman's Cove, Non-Such Falls. Nestled in nature, you enjoy peace and tranquility while enjoying the comforts of a swimming pool overlooking the ocean, and AC rooms.

Guest favorite

A spacious sleeping area features a large bed draped in a light-colored coverlet. Floor-to-ceiling windows showcase lush greenery and the distant landscape, complemented by wooden furniture including a table and chairs for enjoying the view.

Guest suite in Port Antonio

4.96 out of 5 average rating, 178 reviews

Starfish, 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. Delight in the 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.

Superhost

The three-story building displays a clean white exterior, complemented by blue accents and arched balconies. A gated entrance provides access to the property, with a driveway leading up to the structure surrounded by lush greenery.

Home in Fairy Hill

5 out of 5 average rating, 6 reviews

Forest Cottage beautiful 2nd flr

Welcome to Forest Cottage – Your Perfect Jamaican Getaway Nestled in the lush, scenic surroundings of Fairy Hill, Forest Cottage is a charming and well-appointed retreat designed for comfort, style, and relaxation. Ideal for families or small groups, this spacious three-story, nine-bedroom property offers the perfect home base for exploring Portland’s stunning attractions.

Top guest favorite

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

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.