Beachfront vacation rentals in Boston Bay

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Boston Bay

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

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A white, single-story villa is positioned adjacent to a sandy beach, surrounded by lush greenery and palm trees. The sky is partly cloudy, with fluffy clouds casting shadows over the tranquil ocean waves lapping at the shore.

Villa in Fair Prospect

4.76 out of 5 average rating, 38 reviews

Breathtaking Beach Front Gem Where Healing Begins

Coconut Isle Villa is a rustic, rural beach front retreat set in lush Long Bay Portland, Jamaica's most beautiful Parish! Our guests become family and regularly return to this magical paradise. Let time slip away as you sip fresh coconut water on our beachfront patio. Coconut Isle is where stress ends and healing begins. This is the world renowned "Uncle Ted's" place recently listed on Airbnb. We are offering this discounted pricing until we upgrade the property for our Grand Reopening in 2025!

The shoreline features clear waters gently lapping against a grassy embankment. Sunlight filters through lush trees, casting dappled shadows on the ground. Visible stones and roots create a natural transition from land to sea, enhancing the serene coastal environment.

Home in Manchioneal

4.52 out of 5 average rating, 21 reviews

Peaceful beachfront 4 bedroom house for rental

We are situated in the tranquil rural town of Manchioneal. Take a moment to unwind after exploring the plethora of nearby attractions. San Shore (free) and Turtle Bay beach are just a short distance away. Reach Falls is a mere 5 minute drive or if you are inclined, hike through the Blue Mountains to discover some hidden off streams. Venture to Port Antonio and explore Frenchman’s Cove, Errol Flynn Marina, Blue Lagoon, Monkey Island, Somerset Falls, Maroon Town and the Rio Grande. So much to do!

Superhost

A studio cabin is framed by lush greenery, showcasing a wooden structure with a zinc roof and large windows fitted with mosquito netting. The outdoor space reveals a natural setting under a clear blue sky, with sunlight filtering through the surrounding foliage.

Campsite in Ginger House

5 out of 5 average rating, 3 reviews

Katawud Village Studio Cabin, Portland, Jamaica

Inspired by Jamaican music, this 16'x20' Studio Cabin is the definition of glamping. It's the best of both worlds - cabin comfort with the outdoorsy feeling of tent camping. Perched on a 3-foot-high platform overlooking a river, it has a zinc roof, large windows with mosquito netting, privacy curtains, a photo/musical instrument display wall, projector with screen, 2 queen-sized air beds, full bathroom, and boardgames. It sleeps up to 4 people. Maroon cuisine available from our Jerk Kitchen.

Superhost

A rustic two-story hut is nestled among lush greenery, surrounded by dense foliage and tall trees. Natural light filters through the leaves, casting dappled shadows on the ground. The structure features wooden panels and large openings that enhance the connection with nature.

Treehouse in Port Antonio

4.89 out of 5 average rating, 9 reviews

Bamboo Treehouse on Boston Bay Beach w Pool

This bilevel hut nestled in the trees features stunning views, wood-carved desk, queen size bed, and ample space for storage. (yoga mats on request) An inviting stone carved bathroom boasts an outdoor tub & shower with staircase to an open-air deck. Ocean sounds, bird watching, silky trade-winds make this experience perfect for couples, a jungle work getaway or rejuvenating Caribbean solo escape. Steps away from a private beach, cliff-side pool and rustic restaurant - true paradise on earth

A serene coastal view is displayed, featuring gentle waves lapping against soft sand. A large rock is positioned in the foreground, with a rocky cliffside adorned by greenery visible in the background. The horizon reveals a calm sea under a lightly cloudy sky.

Cabin in Fair Prospect

4.66 out of 5 average rating, 53 reviews

Blackrock Jamaica - Parker's Cabin

Located in the small community of Blackrock and close to Longbay Beach, Frenchman's Cove, Blue Lagoon and Boston Bay just to name a few. A real hidden Gem our 15 acre campus is well maintained and offers a unique set up for those who love nature. Our property is loaded with a huge variety of fruit trees and a vast variety of plants and flowers, palms and even a few you might not see anywhere else. Make sure you take the time to walk about the property and find the porch overlooking the cove.

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

A single-story house is shown from the exterior, featuring a light blue facade and a red roof. Intricate wrought iron details adorn the windows, while a small front step leads to the entrance. The ocean is visible in the background, complementing the tranquil setting.

Home in Fair Prospect

4.8 out of 5 average rating, 5 reviews

Alvin's Dream Hideaway - An Entire Private Home

This hideaway is just cool, calm and casual. It's in the heart of Long Bay and literally a two minute walk from the beach (yes you can even hear the sea from the house!). You'll find that the neighbourhood is chilled and friendly if you choose to venture out to the beach, restaurants, bars or enjoy the nearby tourist experiences. Private car parking space is available. Alternatively, local taxi are inexpensive and run outside the property Each room is cleaned to perfection

A shaded area features two white, rustic chairs positioned on a stone platform, surrounded by lush greenery. Hammocks are visible nearby, inviting relaxation, while a vibrant blue structure is discernible in the background, adding a touch of color to the serene landscape.

Villa in Portland Parish

4.88 out of 5 average rating, 58 reviews

Serendipity Beachfront Villa with Mountain Views

Serendipity is located just two miles from the Portland Parish–St. Thomas border in Jamaica, nestled against the backdrop of one of the island’s natural treasures—Turtle Bay. Let the soothing sounds of waves crashing on rock formations and the nearby barrier reef wash over you. Stroll along the white sand beach at sunrise with someone special, feeling the ocean kiss your feet as you collect sea glass and other treasures from the tide.

Guest favorite

A spacious outdoor area features a circular pool surrounded by a stone patio. Comfortable lounge chairs are positioned near the water. The villa's exterior displays large windows and a covered terrace, inviting moments of relaxation amidst lush greenery.

Home in Portland Parish

5 out of 5 average rating, 8 reviews

Spicy Hill Villa

Spicy Hill is a 5 bedroom, 5 Bathroom Villa with all rooms under one roof. We rent the entire villa at once. Spicy Hill Villa comes with a chef, maid and butler already included in your rate. You provide the food and we'll prepare your meals at no additional cost to you, up to three meals per day. Spicy Hill Villa is wheelchair friendly with access to all bedrooms, bathrooms, living spaces, kitchen, pool deck and garden areas.

A collage of sunset views featuring a blend of warm colors across the sky, with silhouettes of palm trees and distant hills framing the horizon. Reflections of the vibrant hues are visible on the water's surface, enhancing the serene landscape.

Home in Port Antonio

4.81 out of 5 average rating, 16 reviews

Villa Antonio 1 Bedroom APT Near P.A Town.

1 bedroom apartment 3 minutes drive from the main town of Port Antonio. 1 Double bed, 2 bathrooms, Living and Dining area, Fully functional Self Catering Kitchen, Good Wi Fi. Wall fans in each room, Work Space, Private Veranda, Private Entrances and Exits, Private Outdoor area, Private area for Laundry and Handwashing Facilities, The space is ideal for Singles, Couples and small families, Great for relaxing after a long day out.

The two-story building is nestled within lush greenery and palm trees, facing the ocean. The shoreline features dark pebbles, while the clear turquoise water gently laps at the beach. This setting offers a serene connection to nature and coastal beauty.

Apartment in Hope Bay

4.64 out of 5 average rating, 81 reviews

Spacious, Oceanview One-Bedroom Getaway

The unit is on the 2nd story and you can see all the different blue and green hues of the ocean. The windows to the unit are huge- they let in the fresh ocean breeze and sunlight. Somerset Falls, a major attraction, is 5 minute walk away. Port Antonio is only a 20-minute drive away and has a rich culture, attractions and night-life.

The cottage features a warm, wooden exterior with a distinctive peaked roof. Surrounded by a lush garden, it sits atop a gentle hill, offering a serene view of the landscape. Nearby palm trees and tropical foliage enhance the natural setting.

Cottage in Long Bay

4.57 out of 5 average rating, 115 reviews

I View - The Ocean View Cottage - 1

This cottage, with its large wooden balcony, overlooks the Caribbean Sea, where sun and moon are rising. The shimmering colors of the sea and the green mountains give this tranquil place its romantic flair. LONG BAY and its white beach, relaxing bars and restaurants, is a five minutes walk away.