House vacation rentals in Fairy Hill

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.

4.83 out of 5 average rating, 96 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!”

A panoramic view captures the coastline illuminated by city lights at dusk. The vibrant clouds create a dramatic sky above the tranquil water, reflecting the evening's soft blue and gray hues. Foliage frames the scene, adding a touch of nature.

4.68 out of 5 average rating, 34 reviews

mango ridge jungle bungalows/jackfruit

house is 150 steps from carpark up steep hill(4 min. walk)backpacks/light luggage advised..2 story 3 dbl beds..tile floors open ceiling floor plan..fans and mosquito nets over beds..typical Jamaican neighborhood..we are in a rain forest jungle environment u may find some insects come in the house..outdoor private yard with views..please give us an approx.time of arrival.. easier to find before dark(6pm) ..good wifi..pls. smoke outside.prices listed are for 1 or 2 guests..30$ per extra guest

A cozy bedroom is highlighted by a spacious bed dressed in light linens. Bright red and gray accents are present in the décor. Natural light filters through sheer curtains, and an air conditioning unit is positioned above the bed. A mirror and small decorative plants enhance the ambiance.

5 out of 5 average rating, 3 reviews

Lorchris 1 Bedroom, Port Antonio, Jamaica

Stunning apartment features an airconditioned bedroom, 1 bathroom, fully equipped kitchen, high-speed WiFi, balcony with a scenic view, outdoor terrace with a barbecue area. On-site parking for easy access. You’ll be within walking distance of restaurants & grocery stores, and just 5-minute drive to the town center. Within minutes, you can visit some of Jamaica’s most iconic attractions - Frenchman’s Cove, Blue Lagoon, Boston Jerk and Rio Grande rafting are only minutes away.

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.

4.88 out of 5 average rating, 103 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.

The exterior of a two-story home is presented, featuring a covered porch with green curtains and decorative railings. A white staircase leads to the upper level, while a gated entrance adds security. The house number is displayed prominently near the entrance.

4.88 out of 5 average rating, 146 reviews

Zet’s Bed & Breakfast

3-bedroom home equipped with air conditioning, solar & electric water heater, TV, and wind/solar generated electricity. Close to beach, shopping, dining, night life. **Washer & dryer available at a nominal cost. You will also hear and see goats, chickens/roosters, dogs and the usual sounds of life in the community. **Breakfast (Jamaican) will be provided at an additional cost. Comfortably sleeps six (6); 2 queen beds and 2 twin beds convert to king. Free Wi-Fi!

An ornate golden gate leads to a welcoming property, accentuated by a vibrant yellow facade. The structure showcases an inviting architectural design, framed by well-manicured lawns and clear blue skies, creating an appealing entrance to the home.

4.9 out of 5 average rating, 60 reviews

Beachway Casa 2

Two private bedrooms, sleeps 4 guest , with air conditioning in both bedrooms. Open concept living and dining, large kitchen with full size fridge and stove, smart TV in both bedrooms. 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.

A two-story cottage is nestled among tropical greenery, featuring a light exterior with blue shutters. The surrounding palm trees provide shade, while a small balcony offers views of the lush landscape. The cottage appears inviting and is elevated on a gentle slope.

4.69 out of 5 average rating, 26 reviews

The Ridge Cottage at Iya Ites

A 10-acre estate set high upon a hill where ocean views collide with mountain breezes, a paradise unlike any other beckons to be experienced. Iya Ites—local dialect for Higher Heights— is a private property in the John Crow Mountains of Port Antonio, hidden in a lush tropical forest overlooking the crystalline waters of the Caribbean below. Far away from the noise of the tourist crowds, Iya Ites is your invitation to an exclusive and authentic Jamaican vacation.

A panoramic view is captured from a balcony, showcasing lush greenery and a glimpse of the blue Caribbean Sea. The landscape highlights the beauty of Port Antonio, surrounded by trees and distant hills under a clear sky.

4.83 out of 5 average rating, 70 reviews

Full View Hide Away

"Escape to Paradise: Full View HideAway in Portland, Jamaica with Breathtaking Caribbean Views!" Full View Hide Away is a quant, authentically Jamaican home overlooking the bustling city of Port Antonio with breathtaking views of the Caribean Sea Jamaica's Eastern coastline, and the world-famous Blue Mountains. -20 minutes from Frenchman's Cove Beach -25 minutes from the Blue Lagoon -35 minutes from the world renowned Boston Jerk Center

5 out of 5 average rating, 4 reviews

A spacious outdoor area is presented, featuring a refreshing pool and sun loungers with neatly rolled towels. The ocean can be seen beyond, with lush greenery framing the scenery. Sunlight creates a bright atmosphere, highlighting the modern design and inviting seating arrangement.

Home in Rural Hill

Oceanfront Staffed Home Private Pool& Beach Access

Welcome to your oceanfront sanctuary at our luxurious villa! Nestled along the pristine coastline, our master bedroom offers a serene retreat for relaxation. Step onto your private balcony and immerse yourself in breathtaking panoramic views of the azure waters stretching to the horizon. Your stay promises comfort and indulgence. This oceanfront master bedroom is your haven of seaside bliss.

A two-story guesthouse is portrayed with a light pink exterior. Palm trees frame the house, and a well-maintained grassy area surrounds it. The entrance features white gates and stone pillars, inviting guests into the serene outdoor space.

4.82 out of 5 average rating, 11 reviews

The Heightz , Quiet n cozy

Come on, unwind and relax at our beautiful guesthouse. Boston Beach and Jerk Center, Winifred beach, Frenchman's Cove, and blue Lagoon are all in close prox. Our guest house is spacious, peaceful and comfortable with amazing sunrise and sunset views. Perfect for a person wanting to unwind and get away from a busy life. NO children under 12 years old‼️ Large towels not provided.

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.

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.

5 out of 5 average rating, 5 reviews

A group of individuals is shown beneath a structure surrounded by tropical palm trees. The scene captures the coastal landscape with the ocean in the background, showcasing vibrant greenery and a sandy shore. Light clouds are visible in the blue sky.

Home in Fair Prospect

Ocean View Haven -Long Bay, Portland

Looking for the perfect getaway? Stay in our beautiful, two-bedroom beachfront apartment in the heart of Portland, Jamaica! Nestled just steps from the crystal-clear waters, this charming home offers the ultimate tropical retreat with stunning views and easy access to one of the island's most scenic beaches.

Popular amenities for Fairy Hill house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 9 reviews

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

Spicy Hill Villa

A quaint cottage is nestled in a verdant green landscape, surrounded by trees and rolling hills. The structure features a flat roof and a welcoming front door, with a mountain backdrop under a clear blue sky.

4.71 out of 5 average rating, 7 reviews

one bedroom cottage with pool

A winding pathway leads through a grassy area, flanked by well-maintained shrubs and palm trees. The path is bordered by a tiled section and leads to a slightly elevated house in the background, set against a clear blue sky.

Patch & Porch. Portland getaway

An outdoor swimming pool is surrounded by textured stone paving, with a hot tub integrated into the design. A gazebo with an overhanging roof is visible in the background, and greenery is observed along the perimeter, completing a serene outdoor atmosphere.

Outspoken villas by the sea

A spacious dining area features a large wooden table surrounded by high-backed chairs. A comfortable sofa and a coffee table are positioned nearby. Bright wall art decorates the space, and a large flat-screen television is mounted on the wall, enhancing the inviting atmosphere.

4.71 out of 5 average rating, 17 reviews

Zion Hill Retreat

A clear turquoise swimming pool is featured, surrounded by a patterned stone deck. Lounge chairs are arranged nearby, with tropical plants and palm trees adding a lush backdrop. The ocean can be seen in the distance under a bright blue sky.

4.22 out of 5 average rating, 9 reviews

$595 per night Sleeps 10 Luxury Sea View Estate

A spacious sleeping area features a comfortable bed with a light-colored comforter and soft pillows against a wooden accent wall. Natural light enters through a window adorned with floral curtains, creating a serene ambiance. A small bedside lamp and a door leads to a bright hallway.

Home in Rural Hill

Portland new hot airbnb in peaceful area

A newly renovated large house is highlighted, featuring an inviting facade with arched windows and a terracotta roof. Lush greenery and vibrant flowers surround the property, complemented by a tall palm tree, enhancing the tropical setting. The building is two stories, providing ample outdoor space.

4.5 out of 5 average rating, 14 reviews

Zion Hill Retreat - Group Suites

Weekly house rentals

A multi-story yellow house features large windows and a balcony with white railings. The building is surrounded by green foliage and a rocky landscape, while a clear blue sky provides a bright backdrop.

Sunset grove hideaway

The exterior of the two-story building features a vibrant yellow façade and decorative white railing along the balcony. Large windows allow natural light to brighten the space, while colorful flowerbeds enhance the entrance area. A staircase leads to the second floor.

4.83 out of 5 average rating, 6 reviews

Fairyhill Ocean View Estate

A cozy bedroom is shown, featuring a spacious bed with a neutral-toned coverlet. Soft green walls complement a light fixture overhead. Natural light enters through partially closed drapes. A wooden chair and a chest of drawers are visible, along with a small TV mounted on the wall.

Inn Di Scheme

A bright bedroom features a spacious bed with soft linens and a decorative pillow. Large glass doors provide views of the ocean and access to a private terrace. Natural light fills the room, enhancing the serene atmosphere, while a desk and chair are positioned nearby.

Home in San San

Norse Point Oceanfront Villa

The exterior of the guest house is presented, showcasing a two-story structure with an arched balcony and stairs leading to the entrance. Lush greenery surrounds the home, with vibrant plants in pots adding color to the scene. The ocean is visible in the distance, beneath a clear sky.

5 out of 5 average rating, 12 reviews

DIAMOND IN THE RUFF GUEST HOUSE 4BD

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

4.5 out of 5 average rating, 24 reviews

Peaceful beachfront 4 bedroom house for rental

The exterior of the cozy house is showcased, featuring a light-colored façade and a terracotta base. A covered porch area is visible, along with a well-maintained lawn. Clear skies and greenery surround the property, contributing to a bright and inviting appearance.

Home in Boston Bay

4.86 out of 5 average rating, 7 reviews

Boston Bay, Portland Cozy Corner

A serene beach scene is presented, showcasing soft sandy shores meeting calm waves. Lush greenery borders the area, with people engaged in activities along the water. The sky features light clouds, with sunlight illuminating the tranquil landscape.

3.83 out of 5 average rating, 6 reviews

Forest life private rooms

Private house rentals

The exterior of the home features decorative metal grills and arched windows, creating a unique architectural style. A stone step leads to the entrance, accompanied by an elegantly designed facade. The surrounding area is paved, providing a clear path to the door.

Casa Lee

4.44 out of 5 average rating, 9 reviews

The Woodbine

A charming guesthouse is nestled among lush tropical foliage, featuring a white and coral-colored exterior. Steps lead up to the entrance, framed by swaying palm trees under a bright blue sky, creating a sense of seclusion and tranquility.

Rose Hill Guest House

The kitchen area features light blue walls and modern cabinetry, creating a bright and airy space. A small dining table with two chairs occupies the center, with a colorful area rug beneath. Natural light pours in from a window, illuminating the well-equipped kitchen appliances.

Home in Portland

Portland Breeze Villa | 2 Bedroom CoralCottage

A white cottage exterior is framed by lush greenery, showcasing vibrant flowers and shrubs. A covered porch with blue accents offers shaded seating, inviting relaxation in the garden. The structure is complemented by a slanted roof with contrasting stripes.

Eden Vale Cottage

A serene sleeping area features a spacious bed adorned with a decorative pillow showcasing a coastal theme. Soft, patterned cushions flank the headboard, while gentle natural light filters through sheer curtains, illuminating the room's calming atmosphere.

Kuzi room

A charming yellow cottage is framed by a lush green tree exhibiting delicate blossoms. A welcoming entrance is complemented by potted plants lining the steps. Large windows allow for ample natural light, enhancing the cozy ambiance of this inviting hideaway.

Perfect Hideaway Portland

A spacious verandah is framed by elegant arches, providing a sweeping view of the surrounding landscape. Comfortable seating arrangements include wicker chairs and a dining table, complemented by a large umbrella offering shade. The tiled floor creates a clean and inviting space for relaxation.