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, 93 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!”

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.

4.89 out of 5 average rating, 93 reviews

Cozy 2BR Port Antonio Retreat w/stunning sea views

Indulge in breathtaking views of Port Antonio and the Caribbean Sea! This hillside retreat, located in an authentic Jamaican neighborhood with friendly residents, puts you a 5-minute stroll from the heart of town. A 15-minute drive takes you to Frenchman's Cove, Blue Lagoon, Winifred, and Boston Beach. We also feature an AC unit, fast internet (52 mbps), Netflix & secure garage parking. This serene, eco-style space is perfect for unwinding, blending natural beauty with modern amenities.

A well-appointed bedroom features a spacious bed adorned with neutral and green linens. Bright green curtains frame the window, and two nightstands with lamps sit on either side. A piece of artwork adds a touch of color to the wall, while a ceiling fan provides ventilation.

4.8 out of 5 average rating, 64 reviews

Lorchris 3 Bedroom Port Antonio, Jamaica

Stunning family-friendly home features Three airconditioned bedrooms, 2 bathrooms, 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.

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 backpacker cabins/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 features a wooden bed framed by light curtains on either side. A bright yellow accent pillow is placed at the center of the spacious bed. Natural light filters through the window, illuminating the simple decor and warm tones of the room.

4.89 out of 5 average rating, 27 reviews

Eco Friendly Oasis Near Beaches and Waterfalls

Welcome to Villa Maat: Your Tranquil, Eco-Friendly Retreat Villa Maat, is a serene haven located in the heart of nature, just minutes away from some of Portland’s most stunning beaches (Frenchman’s Cove, Winnifred, Boston, Blue Lagoon) , waterfalls and local attractions. Whether you’re looking for a peaceful getaway or a base for exploring the island’s natural beauty, Villa Maat is the perfect choice for travelers who love nature, adventure, or simply relaxing by the ocean.

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, 145 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 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.

4.75 out of 5 average rating, 8 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.

4.82 out of 5 average rating, 11 reviews

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.

Home in Long Bay

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, 4 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

A coastal view is framed by lush greenery, showcasing tranquil blue waters meeting a sandy shore. The scene is set under a partly cloudy sky, with gentle waves visible in the distance, creating a serene atmosphere that highlights the natural beauty of the surroundings.

Home in St. Thomas Parish

Karen’s Kove by the Beach

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

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 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 Luxury Home Private Pool & Beach Access

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.

4.69 out of 5 average rating, 16 reviews

Zion Hill Retreat

A white exterior of a studio apartment is visible, featuring a tiled roof and multiple windows. Lush green plants are located near the entrance, and a pathway leads to a decorative garden area with flowers. The scene is softly illuminated at night.

Home in St. Thomas Parish

Knott’s Landing by the Beach

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

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.

Home in Long Bay

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 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 simple one-story structure is shown, featuring a beige exterior with white bars over the windows. An air conditioning unit is mounted on one side, and a small door is visible. The surrounding area is landscaped with greenery.

5 out of 5 average rating, 3 reviews

Milla Villa Norwich, Port Antonio

A covered porch overlooks lush greenery with an expansive view of the ocean. Several outdoor chairs and a table are visible, providing a space for relaxation. The architecture features arched openings and vibrant yellow walls, contributing to a bright and airy feel.

4.52 out of 5 average rating, 23 reviews

Lovely Spot

A charming villa features a blend of traditional Jamaican architecture and natural surroundings. The building, set against a backdrop of lush greenery, offers white railings and multiple balconies. A wooden deck extends over clear turquoise waters, furnished with white outdoor seating.

Home in San San

Classic Caribbean style

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

Peaceful beachfront 4 bedroom house for rental

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.

4 out of 5 average rating, 7 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

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

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.

Home

Eden Vale Cottage

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

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.