Pet-friendly vacation rentals in Fairy Hill

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!

Outdoor spaces · Walkability · Comfort

Rocksteady Villa's Suite 1

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".

Walkability · Pets · Hospitality

876 Views

Welcome to our captivating guesthouse, nestled in serene surroundings with breathtaking views of Navy Island and the ocean. Experience a unique blend of tranquility and convenience, surrounded by lush greenery. Our guesthouse offers a cool and refreshing atmosphere with the ease of access to shops, restaurants, and attractions in the nearby town. Enjoy the quiet, relaxed vibe of our secluded location and the vibrant energy nearby. Ideal for romantic getaways, family vacations, or solo retreats.

Walkability · Family · Sleep quality

The Hilltop Rio Retreat!

Experience: Your journey starts with a raft across the Rio Grande to a hidden oasis, located in the luscious hills of The Blue Mountain of Portland, Jamaica. Tour the grasslands on hourseback, donkey, or by foot. The two mile tour/hike takes you through beautiful terrain and hidden waterfalls, where you can take a refreshing bath/dip/ swim. Now that you have worked up a nice appetite, allow our vegan chef to prepare meals from items gathered from the Plants and vegetation on the those hills.

Villa Luna, Long Bay, Portland (Port Antonio)

Visit our private 5 acre farm with amazing views. Just a short walk to the fabulous Long Bay beach. You can also explore: Winnifred Beach, Boston Beach, Frenchman's Cove, Reach Falls and the fabulous Blue Lagoon. The guesthouse is private, spacious and comfortable! Its easy to relax on the farm with 360 degree view of the Blue Mountains and the ocean! We can do meals, arrange transportation and day trips at a convenient cost! Come unwind and relax where the jungle meets the sea. Villa Luna!

Outdoor spaces · Walkability · Access

Private Oasis Portland | Peaceful Rustic Retreat

Escape to The Private Oasis in Portland, Jamaica, a gated retreat with scenic ocean views. Perfect for all couples, families, solo travelers, or digital nomads. It features self check-in, AC, high speed Wi-Fi, and a full kitchen. Relax in the garden or gazebo, enjoy stunning sunrises over the Caribbean Sea and sunsets over the mountains, and explore nearby Long Bay, Boston Beach, Winnifred Beach, and the Blue Lagoon. Ideal for guests seeking privacy, peace, and a serene Jamaican island escape.

Walkability · Outdoor spaces · Value

Honeycomb Utopia | Home in Boston Bay sleeps 6

Honeycomb Utopia is a peaceful, well-located entire home offering comfort, privacy, and easy access to Portland’s top attractions. Situated along the main road, guests can get around easily by route taxi or private transport. The home is just 3–5 minutes from the famous Boston Jerk Centre and Boston Beach, popular for swimming and surfing. Nearby attractions include Winnifred Beach, San San, Frenchman’s Cove, the Blue Lagoon, Reach Falls, and Rio Grande rafting. Relax and enjoy the local vibe.

Outdoor spaces · Walkability · Sleep quality

Easymans' Winifred Beach Cottage

If you’re looking for a safe, authentic Jamaican experience this is it! Easyman's cottage is one of the very few self-contained properties close to Winnifred beach. You will have use of the entire place and yard which makes it very private. The cottage is a short (10-15 minutes) walk through the rainforest to the famous Winnifred beach where your only company along the way will be the local birds. You will be close to the A4 for catching route taxis to Boston and Frenchmans cove (10 mins).

Walkability · Outdoor spaces · Accuracy

Clearview@ Bayview

self contained 2 bedroom (1 bathroom) apt w/ kitchen and patio w/ beautiful view located 10 mins outside of Port Antonio. located 10-15 mins from Frenchman's Cove and other nearby beaches. hiking trails and river located 5 min walk. close to Trident Castle, Turtle Crawl, Alligator Head Foundation/ Watersports, and Bayview Eco Resort. Located w/in bird sanctuary. Place for admirers of nature, birds and adventure. Family-oriented, work from home environment. Welcome home-schooling families.

Walkability · Outdoor spaces · Kitchen

Oceanview 3BR Retreat |Steps to Long Bay Beach +AC

Wake up to the sound of the ocean and step straight onto the sand from your private beachfront home in Long Bay This spacious 3-bedroom retreat is perfect for families, couples, or small groups looking to unwind in one of Jamaica’s most peaceful and unspoiled coastal areas—far from the crowds of the resort towns. Enjoy the comfort of air-conditioned bedrooms, reliable power with a full backup generator, and the kind of natural beauty that makes Portland one of the island’s best-kept secrets

Laundry · Comfort · View

*Magical River Campsite in the Jungle*

Enjoy the sounds of nature when you stay in this unique place in the middle of the jungle next to the river. Your experience will be extraordinary..... We created this place for an unforgetable stay! You will have excess to an outdoor bathroom with a shower. The RiverCampside will come with a tent, a set of kitchen utilitys, fire grill, table+chairs, the river and alot of beauty around you! Come and just be! We also offer another 2 rooms for 4 person! Check out our other listings too!

Pets · Hot tub · Hospitality

Allspice Lodge

Welcome to our charming Airbnb lodge in Fairy Hill, Portland! Located off the main road bordering Boston, just minutes away from Frenchman's Cove, Boston Beach, Boston Jerk Centre , and the Blue Lagoon. This getaway is ideal for nature lovers, backpackers, couples, and adventurers. Our space is cozy, with a fully equipped kitchen and a spacious outdoor area to unwind. Enjoy a true island experience, being close to local attractions while only 20 minutes away from Port Antonio.

Check-in · Accuracy · River