Holiday rentals with a pool in Fairy Hill

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Guest favourite

Starfish Cottage, Hummingbirds, Mountain/Sea Views

IMPORTANT NOTE: We do not accept children under 13. Wake to hummingbirds at your balcony feeder, with views of the Blue Mountain peak, Nonsuch Falls and the Port Antonio coastline. Starfish has a treehouse feel: private bathroom, kitchenette, AC, and a hammock built for doing nothing at all. Swim laps in our 25m pool, train in the open-air Jungle Gym, and reach Frenchman’s Cove in 5 minutes. A quiet retreat for couples and solo travellers who want to disconnect and let the jungle do the rest.

Ahh! Boston Beach (Ocean View Studio/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.

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.

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.

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Guest favourite

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.

Oceanfront Off-Grid Beach House | Portland

Escape to a secluded oceanfront, off-grid beach house in Portland, Jamaica. Wake to Caribbean Sea views, step onto the black-sand beach, swim, kayak or relax beneath the coconut trees. Perfect for families and groups, the home offers spacious bedrooms, comfortable living areas, a full kitchen, pool and outdoor dining overlooking the sea. Fully solar-powered and surrounded by nature, it’s a private tropical escape where the ocean is always just steps away.

Mother Nature

*Mother Nature is a detached round stone house with a green roof terrace. The house has a king-size bed, a private bathroom, wooden and stone terrace, as well as a large garden. *There is also a covered outdoor kitchen available with all the utensils you need. Cooking with mountain views. *And again you have another view from the covered gazebo. In the midst of Mother Nature you can relax and watch birds, stars and clouds. *Feel free

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Guest favourite

Treetops

Perched in the lush hills above Port Antonio, this 4.96-star guest rated home offers the perfect blend of comfort, privacy, and breathtaking beauty. Just above town, you'll enjoy a peaceful hillside setting while remaining close to Port Antonio's beaches, dining, and local charm. This 3-bedroom, 3-bathroom home features an infinity pool, a panoramic view overlooking town, water and mountains. A perfect place to relax and refresh.

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.

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.

Oceanfront Staffed Home Private Pool& Beach Access

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

Zion Hill Retreat

Located a short distance from Port Antonio Jamaica. The Zion Hill Retreat offers a quiet vacation getaway for a family get together or small group of friends.This beautiful newly-renovated home is close to the famous Blue Lagoon and gorgeous French Man’s Cove beach.( Please note this listing is not the whole house but a whole floor)