Holiday rentals with a pool in Fairy Hill

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Top-rated rentals with a pool in Fairy Hill

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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A bright room features two spacious beds with yellow linens, complemented by decorative pillows. A cozy sofa is positioned nearby, and vibrant artwork adorns the walls, creating an inviting environment. The room is illuminated by natural light from a window, enhancing the warm atmosphere.
Guest suite in Boston Bay
4.88 out of 5 average rating, 24 reviews

Ahh! Boston Beach (Pool/Ocean View & Private Bath)

The Room: Two Thumbs UP. The House: Top floor is unfinished. The Yard: Really just for parking or sitting out on a chair and taking in the great ocean view. The Pool: Above Ground Pool with deck half way around it. Nothing fancy, but cools you off on a hot day. The Area: Boston Beach and Jerk Centre are both at the foot of the hill. Going down is fine. Coming back up on foot is definitely tiring! CLICK "SHOW MORE" AND READ "OTHER DETAILS TO NOTE" FOR IMPORTANT INFORMATION BEFORE BOOKING.

Guest favourite
A vibrant round stone house is nestled among lush greenery, featuring a small circular pool. Comfortable outdoor seating is visible on a wooden deck, surrounded by tropical plants and palm trees. The colorful exterior complements the natural landscape, creating a serene and inviting environment.
Bungalow in Port Antonio
4.9 out of 5 average rating, 225 reviews

Mother Nature

*Mother Nature ist ein freistehendes rundes Steinhaus mit begrünter Dachterrasse. Das Haus verfügt über ein Kingsize-Bett, einem eigenem Badezimmer, Holz- und Steinterrasse, sowie großem Garten. *Außerdem steht eine überdachte Außenküche zur Verfügung mit allen Utensilien die du benötigst. Kochen mit Blick auf die Berge. *Und wieder einen anderen Blick hast du vom überdachten Gasebo. Inmitten Mutter Natur kannst du die Seele baumeln lassen und Vögel, Sterne und Wolken beobachten. *Feel free

Superhost
A vibrant sleeping area features a spacious bed adorned with a colorful yellow and red patterned blanket. Sheer white fabric hangs gracefully above the bed, while wooden windows open to reveal lush greenery and scenic views of the surroundings.
Hut in Port Antonio
4.67 out of 5 average rating, 9 reviews

Eco-Cottage with stunning panoramic ocean views

Our authentic and eco-friendly cottage boasts one of the best views in Jamaica. You will be in the trees, perched on the edge of the cliff, overlooking the amazing Boston Bay. You get the best of all worlds… the most beautiful parish in Jamaica, your own private beach , an infinity swimming pool, complimentary breakfast and have walking access to one of the best beaches. The property boasts one of the best restaurants in Portland and is adjacent to Boston Jerk Centre. Prepare to be blown away.

Guest favourite
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.

Guest favourite
A private wooden deck features a refreshing plunge pool surrounded by tropical plants. A cozy daybed with orange cushions invites relaxation under the natural shade of a thatched roof, while woven mats offer additional comfort beside the pool.
Villa in Port Antonio
4.91 out of 5 average rating, 99 reviews

Holistic Eco Villa with Ocean View & Plunge Pool

A serene retreat nestled in the hills of Passley Garden. The road to our property is steep and rocky, requiring a 4-wheel drive vehicle. Our villa is part of a holistic, eco-friendly operation, surrounded by lush tropical plants and offering a partial view of Port Antonio. A private wooden deck, complete with a cabana and plunge pool exclusively for our guests. Please note that the villa does not include a full kitchen with appliances. Kindly read our full description and reviews.

Superhost
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.
Home in Port Antonio
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.

Guest favourite
A panoramic view captures a lush, tropical landscape meeting the water's edge. Vibrant greenery surrounds a serene body of water that reflects the sky, with distant hills visible under a clear blue sky dotted with clouds.
Flat in Port Antonio
4.95 out of 5 average rating, 155 reviews

Frangipani, San San, Portland, Jamaica

Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.

A spacious outdoor seating area features a large, curved sectional sofa with neutral-colored cushions. A low glass-top table is positioned at the center. Expansive windows offer views of surrounding greenery and natural light brightens the room, enhancing the inviting setting.
Home in Fairy Hill
4.73 out of 5 average rating, 45 reviews

A piece of haven

Modern open concept, Let you enjoy the beautiful nature. It is located in the middle of all Attractions: 3 mins drive to Boston jerk centre an beach, 5 minutes drive to world famous Blue Laogoon, 7 mins to frenchman Cove beach, 5 mins to Winifred Beach, 30 mins drive to turtle Bay cove 41 minutes from location to reach Falls, 19 minutes drive from location to Port Antonio Town center.

Guest favourite
A spacious sleeping area features a large bed draped in a light-colored coverlet. Floor-to-ceiling windows showcase lush greenery and the distant landscape, complemented by wooden furniture including a table and chairs for enjoying the view.
Guest suite in Port Antonio
4.96 out of 5 average rating, 190 reviews

Starfish Cottage

Experience tranquility and beauty at our cottage, perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Delight in the frequent visits from hummingbirds to our feeders, adding a touch of nature’s charm to your stay. Conveniently located, you'll find yourself at the heart of all the attractions that the area has to offer.

Guest favourite
A swimming pool is surrounded by lounge chairs and umbrellas, providing shaded areas for relaxation. A hammock is strung between two trees, while lush greenery creates a tranquil ambiance. The patio features a smooth stone surface, and vibrant colors add to the inviting outdoor setting.
Flat in Port Antonio
4.92 out of 5 average rating, 25 reviews

Vista Azul - Cozy, ground floor apartment

This apartment offers all you need in a compact, cheery space: one air-conditioned bedroom with a Queen-sized bed, full 3 piece-bathroom ensuite; Living Room with cable television, Kitchen - complete with a 4-burner gas stove, refrigerator and microwave; Dining area and Porch. Guests also have access to free WiFi, the large entertainment deck, pool and large fruited backyard.

Top guest favourite
Guest house in Snow
5 out of 5 average rating, 9 reviews

Ferdie's Place - Finn Room

Enjoy a comfortable stay with convenient amenities Discover a prime location near attractions. Connect with local community and destination authentically. Enjoy privacy and freedom to relax Leave with lasting memories and a desire to return. Centrally-located place.

Guest favourite
A wooden sign featuring the name 'Blissful Tides' and a trident logo is displayed prominently. Nearby, a decorative basket holds an assortment of fresh fruits, including watermelon, pineapple, and grapes, adding a vibrant touch to the setting. Wine bottles are visible in the background.
Home in Hope Bay
4.92 out of 5 average rating, 24 reviews

Blissful Tides

Blissful Tides is the ultimate escape for those seeking a tranquil and luxurious retreat. The vacation property is designed with your comfort in mind, with elegant furnishings and modern amenities to ensure your stay is enjoyable and stress-free.

Popular amenities for Fairy Hill rentals with a pool

Quick stats about holiday rentals with a pool in Fairy Hill

  • Total holiday rentals

    Explore 20 holiday rentals in Fairy Hill

  • Nightly prices starting at

    Fairy Hill holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 310 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    20 of Fairy Hill holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fairy Hill rentals

  • 4.6 Average rating

    Fairy Hill stays receive an average rating of 4.6 out of 5 from guests

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