
Holiday rentals with a pool in Portland
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Top-rated rentals with a pool in Portland
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Comfortable, modern studio with access to pool
This special place is close to everything, making it easy to plan your visit. It is modern, private and sits atop with beautiful accessible views of the beautiful city of kingston. 10m drive away from Starbucks Liguanea, fast food like KFC, Popeyes, Soverign North and many other places to eat or just chill out. (space not designed for cooking) we provide airport pick ups and drop-offs depending on availability kindly indicate your interest at check in. NB the pool is a community pool 7min walk

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

Townhouse with Scenic Views in Gated Community
This lovely 2-bedroom townhouse is located 5 minutes above Kingston, in the gated Long Mountain Country Club community with 24-hour security, pool and a convenience store. The community overlooks the city with an amazing view of the Caribbean Sea. Unwind daily with the picturesque, majestic Blue Mountains from the rear bedroom or garden. Bedrooms and living areas are air-conditioned for your comfort. Shopping and restaurants are within 10 mins drive and the Airport is only 25 mins away.

Treehouse at Prince Valley Guesthouse
Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

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.

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.

Eco Cabin in Portland Private Waterfall & Pool
Our Eco Cabin is nestled in the Blue Mountains side of Portland. Our 20 acres are bordered by the crystal-clear waters of a river fed by multiple springs. Just 10min walk away is our private Waterfall, so mesmerizing we named it Beauty-Fall. Reconnect with nature, from the moment you rise, you will feel as if you are among the trees and the birds, our floor-to-ceiling glass windows bring the outdoors in while in complete privacy and comfort.

The Marley's Elite Suite- 4br, 3 bth with Jacuzzi
The Marley Hill Suite, built by Rohan Marley and Lauryn Hill, is a luxurious mountain retreat for up to 10 guests. The master bedroom offers stunning Blue Mountain views, other rooms overlook the city, and the suite includes a jacuzzi and double standing shower. Guests can host private parties on the attached patio for an additional fee. Spacious, stylish, and serene—perfect for family getaways or group escapes.

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.

Vista Azul: Superior Upstairs apartment
At Vista Azul, this large, bright and airy upstairs apartment, features a cool relaxing front balcony, large air-conditioned Living Room (with a queen-sized convertible sofa bed for extra guests), a spacious air-conditioned bedroom with a queen-sized bed and an ensuite bathroom and a large kitchen/dining room

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.
Popular amenities for Portland rentals with a pool
House rentals with a pool

Xxya Modern art villa

Coveted Hilltop solar-powered den

one bedroom cottage with pool

Outspoken villas by the sea

Oceanfront Staffed Home Private Pool& Beach Access

$595 per night Sleeps 10 Luxury Sea View Estate

Lotus Rise at Ashton | Pool Villa – Kingston 6

Portland new hot airbnb in peaceful area
Apartment rentals with a pool

W22 Urban Retreat

Akwaaba LM Pinnacle suite

Irie Views

1D at The Country Club

Maison Romantique JA | Cozy Kingston Stay

Sierra Vista @ Mont Charles - Liguanea Kingston 6

Awesome Vacation Experience * Free Pickup*
Other holiday rentals with a pool

Garden Cottage at Norse Hill, Port Antonio, 2bd/ba

The Urban Retreat

"Star Abode: A City Sanctuary"

Private Pool Villa in Portland Nearby River Access

Mount Cabana, Long Mountain (GATED)

Signature's 21 @ the Country Club

Beautiful, modern, centrally located 2BD 2.5BTM

Luxurious Mountain Retreat 3 BR/2.5 BTH Townhouse
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