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 beachfront view of Coconut Isle Villa is displayed, showcasing a rustic structure surrounded by lush greenery. Soft waves lap at the sandy shore, and palm trees gently sway in the breeze under a clear blue sky with white clouds.

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!

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 Cozy Quiet Oasis Getaway.

A Cozy Retreat and Quiet Oasis for a Perfect Romantic Getaway for couples and singles. Enjoy a Private Balcony and Sea views Modern APT with good WiFi & dedicated Workspace 3 minutes drive from the town of Port Antonio. The space is ideal for couples, singles and small families great for relaxing after a long day out. Picture yourself sipping coffee on your private balcony, soaking up the morning sun and enjoying the beautiful sunrises as a great start to your day before exploring PortAntonio.

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, 23 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 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.

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

4.8 out of 5 average rating, 10 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 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

4.58 out of 5 average rating, 12 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

The entrance to the property features a wooden gate framed by lush greenery. A colorful villa with a turquoise exterior rises in the background, showcasing balconies and arched doorways. Natural light highlights the well-maintained pathway leading towards the main entrance.

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, 9 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.

Top guest favorite

A spacious verandah features arched columns that frame a relaxing hammock, inviting guests to unwind. Lush greenery and palm trees surround the area, leading to a view of the ocean. The bright sky adds to the tropical ambiance.

Private room in Long Bay

4.94 out of 5 average rating, 17 reviews

Troopa's Tropical Escape

Troopa's Tropical Escape is located right off the main in Long Bay, Portland Jamaica. The property is surrounded by lush green fruit trees and plants with a breathtaking ocean view. It's a few steps away from local eateries and bars and a short walking distance to the supermarket. The house is equipped with stable Wi-Fi for those who need to stay connected! Ganja-friendly guests welcome!

A colorful hammock is suspended from the wooden balcony, overlooking the Caribbean Sea. Lush greenery and hills are visible in the background, while the horizon meets a cloudy sky, creating a peaceful scene ideal for relaxation.

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.